NO323740B1 - Anvendelse av PTHrP-analoger for fremstilling av medikament for bentilheling og reparasjon av brudd. - Google Patents

Anvendelse av PTHrP-analoger for fremstilling av medikament for bentilheling og reparasjon av brudd. Download PDF

Info

Publication number: NO323740B1
Authority: NO; Norway
Prior art keywords: pthrp; leu; use according; amino acid; bone
Prior art date: 1997-09-09

Application number

NO20001195A

Other languages

English (en)

Norwegian (no)

Other versions

NO20001195L (no

NO20001195D0 (no

Inventor

Brian Henry Vickery

Original Assignee

Hoffmann La Roche

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1997-09-09

Filing date

2000-03-08

Publication date

2007-07-02

2000-03-08 Application filed by Hoffmann La Roche filed Critical Hoffmann La Roche

2000-03-08 Publication of NO20001195L publication Critical patent/NO20001195L/no

2000-03-08 Publication of NO20001195D0 publication Critical patent/NO20001195D0/no

2007-07-02 Publication of NO323740B1 publication Critical patent/NO323740B1/no

Links

108700020797 Parathyroid Hormone-Related Proteins 0.000 title claims description 93
102000043299 Parathyroid hormone-related Human genes 0.000 title claims description 93
230000035876 healing Effects 0.000 title claims description 38
210000000988 bone and bone Anatomy 0.000 title claims description 35
239000003814 drug Substances 0.000 title claims description 4
230000008439 repair process Effects 0.000 title description 9
229940079593 drug Drugs 0.000 title description 2
238000004519 manufacturing process Methods 0.000 title description 2
206010017076 Fracture Diseases 0.000 claims description 32
208000010392 Bone Fractures Diseases 0.000 claims description 29
125000000539 amino acid group Chemical group 0.000 claims description 20
238000006467 substitution reaction Methods 0.000 claims description 19
KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 claims description 12
239000004472 Lysine Substances 0.000 claims description 8
CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 claims description 6
HNDVDQJCIGZPNO-UHFFFAOYSA-N histidine Natural products OC(=O)C(N)CC1=CN=CN1 HNDVDQJCIGZPNO-UHFFFAOYSA-N 0.000 claims description 6
150000003839 salts Chemical class 0.000 claims description 6
QNBVTHNJGCOVFA-AVGNSLFASA-N Leu-Leu-Glu Chemical compound CC(C)C[C@H](N)C(=O)N[C@@H](CC(C)C)C(=O)N[C@H](C(O)=O)CCC(O)=O QNBVTHNJGCOVFA-AVGNSLFASA-N 0.000 claims description 4
235000003704 aspartic acid Nutrition 0.000 claims description 4
OQFSQFPPLPISGP-UHFFFAOYSA-N beta-carboxyaspartic acid Natural products OC(=O)C(N)C(C(O)=O)C(O)=O OQFSQFPPLPISGP-UHFFFAOYSA-N 0.000 claims description 4
MWMJCGBSIORNCD-AVGNSLFASA-N Glu-Leu-Leu Chemical group [H]N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(O)=O MWMJCGBSIORNCD-AVGNSLFASA-N 0.000 claims description 3
ILWHFUZZCFYSKT-AVGNSLFASA-N Glu-Lys-Leu Chemical compound [H]N[C@@H](CCC(O)=O)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(C)C)C(O)=O ILWHFUZZCFYSKT-AVGNSLFASA-N 0.000 claims description 3
239000013003 healing agent Substances 0.000 claims description 2
238000002360 preparation method Methods 0.000 claims description 2
REWSWYIDQIELBE-FXQIFTODSA-N Ala-Val-Ser Chemical compound [H]N[C@@H](C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CO)C(O)=O REWSWYIDQIELBE-FXQIFTODSA-N 0.000 claims 2
UXJCMQFPDWCHKX-DCAQKATOSA-N Arg-Arg-Glu Chemical compound NC(N)=NCCC[C@H](N)C(=O)N[C@@H](CCCN=C(N)N)C(=O)N[C@@H](CCC(O)=O)C(O)=O UXJCMQFPDWCHKX-DCAQKATOSA-N 0.000 claims 2
LBOVBQONZJRWPV-YUMQZZPRSA-N Asp-Lys-Gly Chemical compound [H]N[C@@H](CC(O)=O)C(=O)N[C@@H](CCCCN)C(=O)NCC(O)=O LBOVBQONZJRWPV-YUMQZZPRSA-N 0.000 claims 2
BRQKGRLDDDQWQJ-MBLNEYKQSA-N His-Thr-Ala Chemical compound [H]N[C@@H](CC1=CNC=N1)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](C)C(O)=O BRQKGRLDDDQWQJ-MBLNEYKQSA-N 0.000 claims 2
KYIIALJHAOIAHF-KKUMJFAQSA-N Leu-Leu-His Chemical compound CC(C)C[C@H](N)C(=O)N[C@@H](CC(C)C)C(=O)N[C@H](C(O)=O)CC1=CN=CN1 KYIIALJHAOIAHF-KKUMJFAQSA-N 0.000 claims 2
JOSAKOKSPXROGQ-BJDJZHNGSA-N Lys-Ser-Ile Chemical compound [H]N[C@@H](CCCCN)C(=O)N[C@@H](CO)C(=O)N[C@@H]([C@@H](C)CC)C(O)=O JOSAKOKSPXROGQ-BJDJZHNGSA-N 0.000 claims 2
YBAFDPFAUTYYRW-UHFFFAOYSA-N N-L-alpha-glutamyl-L-leucine Natural products CC(C)CC(C(O)=O)NC(=O)C(N)CCC(O)=O YBAFDPFAUTYYRW-UHFFFAOYSA-N 0.000 claims 2
108010015792 glycyllysine Proteins 0.000 claims 2
YAALVYQFVJNXIV-KKUMJFAQSA-N His-Leu-Leu Chemical compound CC(C)C[C@@H](C(O)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](N)CC1=CN=CN1 YAALVYQFVJNXIV-KKUMJFAQSA-N 0.000 claims 1
AIRZWUMAHCDDHR-KKUMJFAQSA-N Lys-Leu-Leu Chemical compound [H]N[C@@H](CCCCN)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(O)=O AIRZWUMAHCDDHR-KKUMJFAQSA-N 0.000 claims 1
235000001014 amino acid Nutrition 0.000 description 41
229940024606 amino acid Drugs 0.000 description 40
150000001413 amino acids Chemical class 0.000 description 40
241001465754 Metazoa Species 0.000 description 30
108090000765 processed proteins & peptides Proteins 0.000 description 25
230000007547 defect Effects 0.000 description 24
108090000445 Parathyroid hormone Proteins 0.000 description 22
239000000199 parathyroid hormone Substances 0.000 description 22
229960001319 parathyroid hormone Drugs 0.000 description 22
102000004196 processed proteins & peptides Human genes 0.000 description 22
229920001184 polypeptide Polymers 0.000 description 21
210000003414 extremity Anatomy 0.000 description 20
102000003982 Parathyroid hormone Human genes 0.000 description 17
210000000689 upper leg Anatomy 0.000 description 16
238000000034 method Methods 0.000 description 15
241000700159 Rattus Species 0.000 description 13
238000001356 surgical procedure Methods 0.000 description 12
206010020649 Hyperkeratosis Diseases 0.000 description 9
239000000203 mixture Substances 0.000 description 9
241000283973 Oryctolagus cuniculus Species 0.000 description 8
KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 description 7
125000000729 N-terminal amino-acid group Chemical group 0.000 description 7
230000015572 biosynthetic process Effects 0.000 description 7
238000012217 deletion Methods 0.000 description 7
230000037430 deletion Effects 0.000 description 7
238000009472 formulation Methods 0.000 description 7
239000003981 vehicle Substances 0.000 description 7
108090000623 proteins and genes Proteins 0.000 description 6
210000002303 tibia Anatomy 0.000 description 6
AHLPHDHHMVZTML-BYPYZUCNSA-N L-Ornithine Chemical compound NCCC[C@H](N)C(O)=O AHLPHDHHMVZTML-BYPYZUCNSA-N 0.000 description 5
-1 aromatic amino acid Chemical class 0.000 description 5
210000004899 c-terminal region Anatomy 0.000 description 5
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 5
239000003246 corticosteroid Substances 0.000 description 5
239000004615 ingredient Substances 0.000 description 5
238000003780 insertion Methods 0.000 description 5
230000037431 insertion Effects 0.000 description 5
210000000623 ulna Anatomy 0.000 description 5
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
UKAUYVFTDYCKQA-UHFFFAOYSA-N -2-Amino-4-hydroxybutanoic acid Natural products OC(=O)C(N)CCO UKAUYVFTDYCKQA-UHFFFAOYSA-N 0.000 description 4
WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 description 4
DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 4
UKAUYVFTDYCKQA-VKHMYHEASA-N L-homoserine Chemical compound OC(=O)[C@@H](N)CCO UKAUYVFTDYCKQA-VKHMYHEASA-N 0.000 description 4
KSPIYJQBLVDRRI-UHFFFAOYSA-N N-methylisoleucine Chemical compound CCC(C)C(NC)C(O)=O KSPIYJQBLVDRRI-UHFFFAOYSA-N 0.000 description 4
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
208000027418 Wounds and injury Diseases 0.000 description 4
239000002253 acid Substances 0.000 description 4
238000007792 addition Methods 0.000 description 4
125000003275 alpha amino acid group Chemical group 0.000 description 4
QWCKQJZIFLGMSD-UHFFFAOYSA-N alpha-aminobutyric acid Chemical compound CCC(N)C(O)=O QWCKQJZIFLGMSD-UHFFFAOYSA-N 0.000 description 4
238000013270 controlled release Methods 0.000 description 4
230000000694 effects Effects 0.000 description 4
210000001624 hip Anatomy 0.000 description 4
108010054971 parathyroid hormone-related protein (1-34) Proteins 0.000 description 4
230000001766 physiological effect Effects 0.000 description 4
102000004169 proteins and genes Human genes 0.000 description 4
238000011160 research Methods 0.000 description 4
238000007363 ring formation reaction Methods 0.000 description 4
210000001519 tissue Anatomy 0.000 description 4
230000003442 weekly effect Effects 0.000 description 4
ZOWOHMFPXMYFKJ-WBTWNKCNSA-N (4S)-4-[[(2S)-2-[[(2S,3S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-5-amino-2-[[(2S,3S)-2-[[(2S)-2-[[(2S)-6-amino-2-[[2-[[(2S)-6-amino-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-5-amino-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-aminopropanoyl]amino]-3-methylbutanoyl]amino]-3-hydroxypropanoyl]amino]-4-carboxybutanoyl]amino]-3-(1H-imidazol-5-yl)propanoyl]amino]-5-oxopentanoyl]amino]-4-methylpentanoyl]amino]-4-methylpentanoyl]amino]-3-(1H-imidazol-5-yl)propanoyl]amino]-3-carboxypropanoyl]amino]hexanoyl]amino]acetyl]amino]hexanoyl]amino]-3-hydroxypropanoyl]amino]-3-methylpentanoyl]amino]-5-oxopentanoyl]amino]-3-carboxypropanoyl]amino]-4-methylpentanoyl]amino]-5-carbamimidamidopentanoyl]amino]-5-carbamimidamidopentanoyl]amino]-5-carbamimidamidopentanoyl]amino]-3-phenylpropanoyl]amino]-3-phenylpropanoyl]amino]-4-methylpentanoyl]amino]-3-(1H-imidazol-5-yl)propanoyl]amino]-3-(1H-imidazol-5-yl)propanoyl]amino]-4-methylpentanoyl]amino]-3-methylpentanoyl]amino]propanoyl]amino]-5-[[(2S,3S)-1-[[(2S)-1-[[(2S,3R)-1-[[(1S)-1-carboxyethyl]amino]-3-hydroxy-1-oxobutan-2-yl]amino]-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl]amino]-3-methyl-1-oxopentan-2-yl]amino]-5-oxopentanoic acid Chemical compound C([C@@H](C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](C)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CC=1NC=NC=1)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](C)C(O)=O)NC(=O)[C@H](CC=1NC=NC=1)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC=1C=CC=CC=1)NC(=O)[C@H](CC=1C=CC=CC=1)NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@@H](NC(=O)[C@H](CO)NC(=O)[C@H](CCCCN)NC(=O)CNC(=O)[C@H](CCCCN)NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CC=1NC=NC=1)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CC=1NC=NC=1)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)[C@H](C)N)C(C)C)[C@@H](C)CC)C1=CN=CN1 ZOWOHMFPXMYFKJ-WBTWNKCNSA-N 0.000 description 3
FUOOLUPWFVMBKG-UHFFFAOYSA-N 2-Aminoisobutyric acid Chemical compound CC(C)(N)C(O)=O FUOOLUPWFVMBKG-UHFFFAOYSA-N 0.000 description 3
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
ODKSFYDXXFIFQN-UHFFFAOYSA-N Arginine Chemical compound OC(=O)C(N)CCCNC(N)=N ODKSFYDXXFIFQN-UHFFFAOYSA-N 0.000 description 3
101001135738 Homo sapiens Parathyroid hormone-related protein Proteins 0.000 description 3
WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 description 3
HNDVDQJCIGZPNO-YFKPBYRVSA-N L-histidine Chemical compound OC(=O)[C@@H](N)CC1=CN=CN1 HNDVDQJCIGZPNO-YFKPBYRVSA-N 0.000 description 3
FFFHZYDWPBMWHY-VKHMYHEASA-N L-homocysteine Chemical compound OC(=O)[C@@H](N)CCS FFFHZYDWPBMWHY-VKHMYHEASA-N 0.000 description 3
FFEARJCKVFRZRR-BYPYZUCNSA-N L-methionine Chemical compound CSCC[C@H](N)C(O)=O FFEARJCKVFRZRR-BYPYZUCNSA-N 0.000 description 3
LRQKBLKVPFOOQJ-YFKPBYRVSA-N L-norleucine Chemical compound CCCC[C@H]([NH3+])C([O-])=O LRQKBLKVPFOOQJ-YFKPBYRVSA-N 0.000 description 3
AHLPHDHHMVZTML-UHFFFAOYSA-N Orn-delta-NH2 Natural products NCCCC(N)C(O)=O AHLPHDHHMVZTML-UHFFFAOYSA-N 0.000 description 3
UTJLXEIPEHZYQJ-UHFFFAOYSA-N Ornithine Natural products OC(=O)C(C)CCCN UTJLXEIPEHZYQJ-UHFFFAOYSA-N 0.000 description 3
208000001164 Osteoporotic Fractures Diseases 0.000 description 3
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
206010052428 Wound Diseases 0.000 description 3
239000013543 active substance Substances 0.000 description 3
150000001408 amides Chemical class 0.000 description 3
238000004458 analytical method Methods 0.000 description 3
230000037182 bone density Effects 0.000 description 3
230000001684 chronic effect Effects 0.000 description 3
150000001875 compounds Chemical class 0.000 description 3
210000003275 diaphysis Anatomy 0.000 description 3
239000012634 fragment Substances 0.000 description 3
235000013922 glutamic acid Nutrition 0.000 description 3
239000004220 glutamic acid Substances 0.000 description 3
229910052500 inorganic mineral Inorganic materials 0.000 description 3
150000002596 lactones Chemical class 0.000 description 3
229930182817 methionine Natural products 0.000 description 3
239000011707 mineral Substances 0.000 description 3
229960003104 ornithine Drugs 0.000 description 3
239000000546 pharmaceutical excipient Substances 0.000 description 3
239000000843 powder Substances 0.000 description 3
235000018102 proteins Nutrition 0.000 description 3
239000007929 subcutaneous injection Substances 0.000 description 3
238000010254 subcutaneous injection Methods 0.000 description 3
239000000725 suspension Substances 0.000 description 3
238000007910 systemic administration Methods 0.000 description 3
238000002560 therapeutic procedure Methods 0.000 description 3
MTCFGRXMJLQNBG-REOHCLBHSA-N (2S)-2-Amino-3-hydroxypropansäure Chemical compound OC[C@H](N)C(O)=O MTCFGRXMJLQNBG-REOHCLBHSA-N 0.000 description 2
BVAUMRCGVHUWOZ-ZETCQYMHSA-N (2s)-2-(cyclohexylazaniumyl)propanoate Chemical compound OC(=O)[C@H](C)NC1CCCCC1 BVAUMRCGVHUWOZ-ZETCQYMHSA-N 0.000 description 2
XWHHYOYVRVGJJY-QMMMGPOBSA-N 4-fluoro-L-phenylalanine Chemical compound OC(=O)[C@@H](N)CC1=CC=C(F)C=C1 XWHHYOYVRVGJJY-QMMMGPOBSA-N 0.000 description 2
239000004475 Arginine Substances 0.000 description 2
CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
DCXYFEDJOCDNAF-UHFFFAOYSA-N Asparagine Natural products OC(=O)C(N)CC(N)=O DCXYFEDJOCDNAF-UHFFFAOYSA-N 0.000 description 2
125000001433 C-terminal amino-acid group Chemical group 0.000 description 2
VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
208000003044 Closed Fractures Diseases 0.000 description 2
239000004471 Glycine Substances 0.000 description 2
PMMYEEVYMWASQN-DMTCNVIQSA-N Hydroxyproline Chemical compound O[C@H]1CN[C@H](C(O)=O)C1 PMMYEEVYMWASQN-DMTCNVIQSA-N 0.000 description 2
208000037147 Hypercalcaemia Diseases 0.000 description 2
QUOGESRFPZDMMT-UHFFFAOYSA-N L-Homoarginine Natural products OC(=O)C(N)CCCCNC(N)=N QUOGESRFPZDMMT-UHFFFAOYSA-N 0.000 description 2
QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 description 2
ZGUNAGUHMKGQNY-ZETCQYMHSA-N L-alpha-phenylglycine zwitterion Chemical compound OC(=O)[C@@H](N)C1=CC=CC=C1 ZGUNAGUHMKGQNY-ZETCQYMHSA-N 0.000 description 2
ODKSFYDXXFIFQN-BYPYZUCNSA-P L-argininium(2+) Chemical compound NC(=[NH2+])NCCC[C@H]([NH3+])C(O)=O ODKSFYDXXFIFQN-BYPYZUCNSA-P 0.000 description 2
DCXYFEDJOCDNAF-REOHCLBHSA-N L-asparagine Chemical compound OC(=O)[C@@H](N)CC(N)=O DCXYFEDJOCDNAF-REOHCLBHSA-N 0.000 description 2
ZDXPYRJPNDTMRX-VKHMYHEASA-N L-glutamine Chemical compound OC(=O)[C@@H](N)CCC(N)=O ZDXPYRJPNDTMRX-VKHMYHEASA-N 0.000 description 2
QUOGESRFPZDMMT-YFKPBYRVSA-N L-homoarginine Chemical compound OC(=O)[C@@H](N)CCCCNC(N)=N QUOGESRFPZDMMT-YFKPBYRVSA-N 0.000 description 2
AGPKZVBTJJNPAG-WHFBIAKZSA-N L-isoleucine Chemical compound CC[C@H](C)[C@H](N)C(O)=O AGPKZVBTJJNPAG-WHFBIAKZSA-N 0.000 description 2
ROHFNLRQFUQHCH-YFKPBYRVSA-N L-leucine Chemical compound CC(C)C[C@H](N)C(O)=O ROHFNLRQFUQHCH-YFKPBYRVSA-N 0.000 description 2
SNDPXSYFESPGGJ-UHFFFAOYSA-N L-norVal-OH Natural products CCCC(N)C(O)=O SNDPXSYFESPGGJ-UHFFFAOYSA-N 0.000 description 2
COLNVLDHVKWLRT-QMMMGPOBSA-N L-phenylalanine Chemical compound OC(=O)[C@@H](N)CC1=CC=CC=C1 COLNVLDHVKWLRT-QMMMGPOBSA-N 0.000 description 2
AYFVYJQAPQTCCC-GBXIJSLDSA-N L-threonine Chemical compound C[C@@H](O)[C@H](N)C(O)=O AYFVYJQAPQTCCC-GBXIJSLDSA-N 0.000 description 2
QIVBCDIJIAJPQS-VIFPVBQESA-N L-tryptophane Chemical compound C1=CC=C2C(C[C@H](N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-VIFPVBQESA-N 0.000 description 2
OUYCCCASQSFEME-QMMMGPOBSA-N L-tyrosine Chemical compound OC(=O)[C@@H](N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-QMMMGPOBSA-N 0.000 description 2
KZSNJWFQEVHDMF-BYPYZUCNSA-N L-valine Chemical compound CC(C)[C@H](N)C(O)=O KZSNJWFQEVHDMF-BYPYZUCNSA-N 0.000 description 2
ROHFNLRQFUQHCH-UHFFFAOYSA-N Leucine Natural products CC(C)CC(N)C(O)=O ROHFNLRQFUQHCH-UHFFFAOYSA-N 0.000 description 2
UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
239000004677 Nylon Substances 0.000 description 2
208000001132 Osteoporosis Diseases 0.000 description 2
MTCFGRXMJLQNBG-UHFFFAOYSA-N Serine Natural products OCC(N)C(O)=O MTCFGRXMJLQNBG-UHFFFAOYSA-N 0.000 description 2
WBCCCPZIJIJTSD-TUBUOCAGSA-N Thr-His-Ile Chemical compound CC[C@H](C)[C@@H](C(=O)O)NC(=O)[C@H](CC1=CN=CN1)NC(=O)[C@H]([C@@H](C)O)N WBCCCPZIJIJTSD-TUBUOCAGSA-N 0.000 description 2
AYFVYJQAPQTCCC-UHFFFAOYSA-N Threonine Natural products CC(O)C(N)C(O)=O AYFVYJQAPQTCCC-UHFFFAOYSA-N 0.000 description 2
239000004473 Threonine Substances 0.000 description 2
QIVBCDIJIAJPQS-UHFFFAOYSA-N Tryptophan Natural products C1=CC=C2C(CC(N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-UHFFFAOYSA-N 0.000 description 2
KZSNJWFQEVHDMF-UHFFFAOYSA-N Valine Natural products CC(C)C(N)C(O)=O KZSNJWFQEVHDMF-UHFFFAOYSA-N 0.000 description 2
235000004279 alanine Nutrition 0.000 description 2
125000001931 aliphatic group Chemical group 0.000 description 2
210000003423 ankle Anatomy 0.000 description 2
238000011882 arthroplasty Methods 0.000 description 2
235000009582 asparagine Nutrition 0.000 description 2
229960001230 asparagine Drugs 0.000 description 2
229940009098 aspartate Drugs 0.000 description 2
CKLJMWTZIZZHCS-REOHCLBHSA-L aspartate group Chemical group N[C@@H](CC(=O)[O-])C(=O)[O-] CKLJMWTZIZZHCS-REOHCLBHSA-L 0.000 description 2
125000002619 bicyclic group Chemical group 0.000 description 2
230000037396 body weight Effects 0.000 description 2
239000000872 buffer Substances 0.000 description 2
239000003795 chemical substances by application Substances 0.000 description 2
230000003111 delayed effect Effects 0.000 description 2
KXGVEGMKQFWNSR-UHFFFAOYSA-N deoxycholic acid Natural products C1CC2CC(O)CCC2(C)C2C1C1CCC(C(CCC(O)=O)C)C1(C)C(O)C2 KXGVEGMKQFWNSR-UHFFFAOYSA-N 0.000 description 2
238000002474 experimental method Methods 0.000 description 2
230000004927 fusion Effects 0.000 description 2
BTCSSZJGUNDROE-UHFFFAOYSA-N gamma-aminobutyric acid Chemical compound NCCCC(O)=O BTCSSZJGUNDROE-UHFFFAOYSA-N 0.000 description 2
ZDXPYRJPNDTMRX-UHFFFAOYSA-N glutamine Natural products OC(=O)C(N)CCC(N)=O ZDXPYRJPNDTMRX-UHFFFAOYSA-N 0.000 description 2
230000002209 hydrophobic effect Effects 0.000 description 2
230000000148 hypercalcaemia Effects 0.000 description 2
208000030915 hypercalcemia disease Diseases 0.000 description 2
239000007972 injectable composition Substances 0.000 description 2
238000007918 intramuscular administration Methods 0.000 description 2
238000001990 intravenous administration Methods 0.000 description 2
229960000310 isoleucine Drugs 0.000 description 2
AGPKZVBTJJNPAG-UHFFFAOYSA-N isoleucine Natural products CCC(C)C(N)C(O)=O AGPKZVBTJJNPAG-UHFFFAOYSA-N 0.000 description 2
210000003127 knee Anatomy 0.000 description 2
239000006193 liquid solution Substances 0.000 description 2
239000006194 liquid suspension Substances 0.000 description 2
HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 2
230000004048 modification Effects 0.000 description 2
238000012986 modification Methods 0.000 description 2
125000002950 monocyclic group Chemical group 0.000 description 2
239000007923 nasal drop Substances 0.000 description 2
229940100662 nasal drops Drugs 0.000 description 2
229920001778 nylon Polymers 0.000 description 2
239000003921 oil Substances 0.000 description 2
230000000399 orthopedic effect Effects 0.000 description 2
WEXRUCMBJFQVBZ-UHFFFAOYSA-N pentobarbital Chemical compound CCCC(C)C1(CC)C(=O)NC(=O)NC1=O WEXRUCMBJFQVBZ-UHFFFAOYSA-N 0.000 description 2
COLNVLDHVKWLRT-UHFFFAOYSA-N phenylalanine Natural products OC(=O)C(N)CC1=CC=CC=C1 COLNVLDHVKWLRT-UHFFFAOYSA-N 0.000 description 2
230000006461 physiological response Effects 0.000 description 2
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
230000002685 pulmonary effect Effects 0.000 description 2
239000011347 resin Substances 0.000 description 2
229920005989 resin Polymers 0.000 description 2
FSYKKLYZXJSNPZ-UHFFFAOYSA-N sarcosine Chemical compound C[NH2+]CC([O-])=O FSYKKLYZXJSNPZ-UHFFFAOYSA-N 0.000 description 2
210000002832 shoulder Anatomy 0.000 description 2
239000011780 sodium chloride Substances 0.000 description 2
238000010532 solid phase synthesis reaction Methods 0.000 description 2
239000008223 sterile water Substances 0.000 description 2
238000007920 subcutaneous administration Methods 0.000 description 2
239000003826 tablet Substances 0.000 description 2
OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 description 2
239000004474 valine Substances 0.000 description 2
NPDBDJFLKKQMCM-SCSAIBSYSA-N (2s)-2-amino-3,3-dimethylbutanoic acid Chemical compound CC(C)(C)[C@H](N)C(O)=O NPDBDJFLKKQMCM-SCSAIBSYSA-N 0.000 description 1
LJRDOKAZOAKLDU-UDXJMMFXSA-N (2s,3s,4r,5r,6r)-5-amino-2-(aminomethyl)-6-[(2r,3s,4r,5s)-5-[(1r,2r,3s,5r,6s)-3,5-diamino-2-[(2s,3r,4r,5s,6r)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-hydroxycyclohexyl]oxy-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxyoxane-3,4-diol;sulfuric ac Chemical compound OS(O)(=O)=O.N[C@@H]1[C@@H](O)[C@H](O)[C@H](CN)O[C@@H]1O[C@H]1[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](N)C[C@@H](N)[C@@H]2O)O[C@@H]2[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O2)N)O[C@@H]1CO LJRDOKAZOAKLDU-UDXJMMFXSA-N 0.000 description 1
BHQCQFFYRZLCQQ-UHFFFAOYSA-N (3alpha,5alpha,7alpha,12alpha)-3,7,12-trihydroxy-cholan-24-oic acid Natural products OC1CC2CC(O)CCC2(C)C2C1C1CCC(C(CCC(O)=O)C)C1(C)C(O)C2 BHQCQFFYRZLCQQ-UHFFFAOYSA-N 0.000 description 1
RUDATBOHQWOJDD-UHFFFAOYSA-N (3beta,5beta,7alpha)-3,7-Dihydroxycholan-24-oic acid Natural products OC1CC2CC(O)CCC2(C)C2C1C1CCC(C(CCC(O)=O)C)C1(C)CC2 RUDATBOHQWOJDD-UHFFFAOYSA-N 0.000 description 1
NPWMTBZSRRLQNJ-VKHMYHEASA-N (3s)-3-aminopiperidine-2,6-dione Chemical compound N[C@H]1CCC(=O)NC1=O NPWMTBZSRRLQNJ-VKHMYHEASA-N 0.000 description 1
FCEHBMOGCRZNNI-UHFFFAOYSA-N 1-benzothiophene Chemical class C1=CC=C2SC=CC2=C1 FCEHBMOGCRZNNI-UHFFFAOYSA-N 0.000 description 1
OGNSCSPNOLGXSM-UHFFFAOYSA-N 2,4-diaminobutyric acid Chemical compound NCCC(N)C(O)=O OGNSCSPNOLGXSM-UHFFFAOYSA-N 0.000 description 1
OMGHIGVFLOPEHJ-UHFFFAOYSA-N 2,5-dihydro-1h-pyrrol-1-ium-2-carboxylate Chemical compound OC(=O)C1NCC=C1 OMGHIGVFLOPEHJ-UHFFFAOYSA-N 0.000 description 1
BDKLKNJTMLIAFE-UHFFFAOYSA-N 2-(3-fluorophenyl)-1,3-oxazole-4-carbaldehyde Chemical compound FC1=CC=CC(C=2OC=C(C=O)N=2)=C1 BDKLKNJTMLIAFE-UHFFFAOYSA-N 0.000 description 1
KZDCMKVLEYCGQX-UDPGNSCCSA-N 2-(diethylamino)ethyl 4-aminobenzoate;(2s,5r,6r)-3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;hydrate Chemical compound O.CCN(CC)CCOC(=O)C1=CC=C(N)C=C1.N([C@H]1[C@H]2SC([C@@H](N2C1=O)C(O)=O)(C)C)C(=O)CC1=CC=CC=C1 KZDCMKVLEYCGQX-UDPGNSCCSA-N 0.000 description 1
OFYAYGJCPXRNBL-UHFFFAOYSA-N 2-azaniumyl-3-naphthalen-1-ylpropanoate Chemical compound C1=CC=C2C(CC(N)C(O)=O)=CC=CC2=C1 OFYAYGJCPXRNBL-UHFFFAOYSA-N 0.000 description 1
OHXPGWPVLFPUSM-KLRNGDHRSA-N 3,7,12-trioxo-5beta-cholanic acid Chemical compound C1CC(=O)C[C@H]2CC(=O)[C@H]3[C@@H]4CC[C@H]([C@@H](CCC(O)=O)C)[C@@]4(C)C(=O)C[C@@H]3[C@]21C OHXPGWPVLFPUSM-KLRNGDHRSA-N 0.000 description 1
QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
229920000945 Amylopectin Polymers 0.000 description 1
108010049931 Bone Morphogenetic Protein 2 Proteins 0.000 description 1
108010049955 Bone Morphogenetic Protein 4 Proteins 0.000 description 1
108010049870 Bone Morphogenetic Protein 7 Proteins 0.000 description 1
108010007726 Bone Morphogenetic Proteins Proteins 0.000 description 1
102000007350 Bone Morphogenetic Proteins Human genes 0.000 description 1
206010065687 Bone loss Diseases 0.000 description 1
102100024506 Bone morphogenetic protein 2 Human genes 0.000 description 1
102100024505 Bone morphogenetic protein 4 Human genes 0.000 description 1
102100022544 Bone morphogenetic protein 7 Human genes 0.000 description 1
241000283690 Bos taurus Species 0.000 description 1
101100002951 Caenorhabditis elegans asp-17 gene Proteins 0.000 description 1
239000004380 Cholic acid Substances 0.000 description 1
VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 1
229920000858 Cyclodextrin Polymers 0.000 description 1
102000004127 Cytokines Human genes 0.000 description 1
108090000695 Cytokines Proteins 0.000 description 1
FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 1
229920002307 Dextran Polymers 0.000 description 1
NIGWMJHCCYYCSF-UHFFFAOYSA-N Fenclonine Chemical compound OC(=O)C(N)CC1=CC=C(Cl)C=C1 NIGWMJHCCYYCSF-UHFFFAOYSA-N 0.000 description 1
108010007979 Glycocholic Acid Proteins 0.000 description 1
108010035713 Glycodeoxycholic Acid Proteins 0.000 description 1
WVULKSPCQVQLCU-UHFFFAOYSA-N Glycodeoxycholic acid Natural products C1CC2CC(O)CCC2(C)C2C1C1CCC(C(CCC(=O)NCC(O)=O)C)C1(C)C(O)C2 WVULKSPCQVQLCU-UHFFFAOYSA-N 0.000 description 1
241000282414 Homo sapiens Species 0.000 description 1
101000582950 Homo sapiens Platelet factor 4 Proteins 0.000 description 1
YQEZLKZALYSWHR-UHFFFAOYSA-N Ketamine Chemical compound C=1C=CC=C(Cl)C=1C1(NC)CCCCC1=O YQEZLKZALYSWHR-UHFFFAOYSA-N 0.000 description 1
SNDPXSYFESPGGJ-BYPYZUCNSA-N L-2-aminopentanoic acid Chemical compound CCC[C@H](N)C(O)=O SNDPXSYFESPGGJ-BYPYZUCNSA-N 0.000 description 1
GZYFIMLSHBLMKF-REOHCLBHSA-N L-Albizziine Chemical compound OC(=O)[C@@H](N)CNC(N)=O GZYFIMLSHBLMKF-REOHCLBHSA-N 0.000 description 1
XUJNEKJLAYXESH-REOHCLBHSA-N L-Cysteine Chemical compound SC[C@H](N)C(O)=O XUJNEKJLAYXESH-REOHCLBHSA-N 0.000 description 1
ONIBWKKTOPOVIA-BYPYZUCNSA-N L-Proline Chemical compound OC(=O)[C@@H]1CCCN1 ONIBWKKTOPOVIA-BYPYZUCNSA-N 0.000 description 1
QWCKQJZIFLGMSD-VKHMYHEASA-N L-alpha-aminobutyric acid Chemical compound CC[C@H](N)C(O)=O QWCKQJZIFLGMSD-VKHMYHEASA-N 0.000 description 1
150000008575 L-amino acids Chemical class 0.000 description 1
RHGKLRLOHDJJDR-BYPYZUCNSA-N L-citrulline Chemical compound NC(=O)NCCC[C@H]([NH3+])C([O-])=O RHGKLRLOHDJJDR-BYPYZUCNSA-N 0.000 description 1
XIGSAGMEBXLVJJ-YFKPBYRVSA-N L-homocitrulline Chemical compound NC(=O)NCCCC[C@H]([NH3+])C([O-])=O XIGSAGMEBXLVJJ-YFKPBYRVSA-N 0.000 description 1
QJPWUUJVYOJNMH-VKHMYHEASA-N L-homoserine lactone Chemical compound N[C@H]1CCOC1=O QJPWUUJVYOJNMH-VKHMYHEASA-N 0.000 description 1
HXEACLLIILLPRG-YFKPBYRVSA-N L-pipecolic acid Chemical compound [O-]C(=O)[C@@H]1CCCC[NH2+]1 HXEACLLIILLPRG-YFKPBYRVSA-N 0.000 description 1
GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 1
HQUXQAMSWFIRET-AVGNSLFASA-N Leu-Glu-Lys Chemical compound CC(C)C[C@H](N)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@H](C(O)=O)CCCCN HQUXQAMSWFIRET-AVGNSLFASA-N 0.000 description 1
229930195725 Mannitol Natural products 0.000 description 1
208000029725 Metabolic bone disease Diseases 0.000 description 1
229920000881 Modified starch Polymers 0.000 description 1
208000006670 Multiple fractures Diseases 0.000 description 1
NTWVQPHTOUKMDI-YFKPBYRVSA-N N-Methyl-arginine Chemical compound CN[C@H](C(O)=O)CCCN=C(N)N NTWVQPHTOUKMDI-YFKPBYRVSA-N 0.000 description 1
125000001429 N-terminal alpha-amino-acid group Chemical group 0.000 description 1
RFDAIACWWDREDC-UHFFFAOYSA-N Na salt-Glycocholic acid Natural products OC1CC2CC(O)CCC2(C)C2C1C1CCC(C(CCC(=O)NCC(O)=O)C)C1(C)C(O)C2 RFDAIACWWDREDC-UHFFFAOYSA-N 0.000 description 1
RHGKLRLOHDJJDR-UHFFFAOYSA-N Ndelta-carbamoyl-DL-ornithine Natural products OC(=O)C(N)CCCNC(N)=O RHGKLRLOHDJJDR-UHFFFAOYSA-N 0.000 description 1
206010049088 Osteopenia Diseases 0.000 description 1
102000006461 Parathyroid Hormone Receptors Human genes 0.000 description 1
108010058828 Parathyroid Hormone Receptors Proteins 0.000 description 1
208000006735 Periostitis Diseases 0.000 description 1
239000004698 Polyethylene Substances 0.000 description 1
239000002202 Polyethylene glycol Substances 0.000 description 1
ONIBWKKTOPOVIA-UHFFFAOYSA-N Proline Natural products OC(=O)C1CCCN1 ONIBWKKTOPOVIA-UHFFFAOYSA-N 0.000 description 1
241000283984 Rodentia Species 0.000 description 1
108010077895 Sarcosine Proteins 0.000 description 1
229930006000 Sucrose Natural products 0.000 description 1
CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
208000002847 Surgical Wound Diseases 0.000 description 1
241000282898 Sus scrofa Species 0.000 description 1
WBWWGRHZICKQGZ-UHFFFAOYSA-N Taurocholic acid Natural products OC1CC2CC(O)CCC2(C)C2C1C1CCC(C(CCC(=O)NCCS(O)(=O)=O)C)C1(C)C(O)C2 WBWWGRHZICKQGZ-UHFFFAOYSA-N 0.000 description 1
102000046299 Transforming Growth Factor beta1 Human genes 0.000 description 1
101800002279 Transforming growth factor beta-1 Proteins 0.000 description 1
206010049514 Traumatic fracture Diseases 0.000 description 1
QYSXJUFSXHHAJI-XFEUOLMDSA-N Vitamin D3 Natural products C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@H](C)CCCC(C)C)=C/C=C1\C[C@@H](O)CCC1=C QYSXJUFSXHHAJI-XFEUOLMDSA-N 0.000 description 1
238000010521 absorption reaction Methods 0.000 description 1
230000002378 acidificating effect Effects 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
102000030621 adenylate cyclase Human genes 0.000 description 1
108060000200 adenylate cyclase Proteins 0.000 description 1
239000000443 aerosol Substances 0.000 description 1
230000032683 aging Effects 0.000 description 1
238000012867 alanine scanning Methods 0.000 description 1
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
229910052782 aluminium Inorganic materials 0.000 description 1
125000003277 amino group Chemical group 0.000 description 1
230000001195 anabolic effect Effects 0.000 description 1
208000007502 anemia Diseases 0.000 description 1
238000013459 approach Methods 0.000 description 1
208000037873 arthrodesis Diseases 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
229940072107 ascorbate Drugs 0.000 description 1
235000010323 ascorbic acid Nutrition 0.000 description 1
239000011668 ascorbic acid Substances 0.000 description 1
230000009286 beneficial effect Effects 0.000 description 1
230000002146 bilateral effect Effects 0.000 description 1
238000006664 bond formation reaction Methods 0.000 description 1
230000008468 bone growth Effects 0.000 description 1
229940112869 bone morphogenetic protein Drugs 0.000 description 1
229910000019 calcium carbonate Inorganic materials 0.000 description 1
CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 1
235000013539 calcium stearate Nutrition 0.000 description 1
239000008116 calcium stearate Substances 0.000 description 1
244000309466 calf Species 0.000 description 1
239000002775 capsule Substances 0.000 description 1
239000007963 capsule composition Substances 0.000 description 1
239000000969 carrier Substances 0.000 description 1
RUDATBOHQWOJDD-BSWAIDMHSA-N chenodeoxycholic acid Chemical compound C([C@H]1C[C@H]2O)[C@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@@H](CCC(O)=O)C)[C@@]2(C)CC1 RUDATBOHQWOJDD-BSWAIDMHSA-N 0.000 description 1
229960001091 chenodeoxycholic acid Drugs 0.000 description 1
235000019416 cholic acid Nutrition 0.000 description 1
BHQCQFFYRZLCQQ-OELDTZBJSA-N cholic acid Chemical compound C([C@H]1C[C@H]2O)[C@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@@H](CCC(O)=O)C)[C@@]2(C)[C@@H](O)C1 BHQCQFFYRZLCQQ-OELDTZBJSA-N 0.000 description 1
229960002471 cholic acid Drugs 0.000 description 1
235000013477 citrulline Nutrition 0.000 description 1
229960002173 citrulline Drugs 0.000 description 1
210000003109 clavicle Anatomy 0.000 description 1
238000010367 cloning Methods 0.000 description 1
230000000295 complement effect Effects 0.000 description 1
229960001334 corticosteroids Drugs 0.000 description 1
239000007822 coupling agent Substances 0.000 description 1
125000004122 cyclic group Chemical group 0.000 description 1
229940097362 cyclodextrins Drugs 0.000 description 1
235000018417 cysteine Nutrition 0.000 description 1
XUJNEKJLAYXESH-UHFFFAOYSA-N cysteine Natural products SCC(N)C(O)=O XUJNEKJLAYXESH-UHFFFAOYSA-N 0.000 description 1
230000006378 damage Effects 0.000 description 1
230000003247 decreasing effect Effects 0.000 description 1
230000000593 degrading effect Effects 0.000 description 1
229960002997 dehydrocholic acid Drugs 0.000 description 1
238000000326 densiometry Methods 0.000 description 1
229960003964 deoxycholic acid Drugs 0.000 description 1
KXGVEGMKQFWNSR-LLQZFEROSA-N deoxycholic acid Chemical compound C([C@H]1CC2)[C@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@@H](CCC(O)=O)C)[C@@]2(C)[C@@H](O)C1 KXGVEGMKQFWNSR-LLQZFEROSA-N 0.000 description 1
206010012601 diabetes mellitus Diseases 0.000 description 1
235000005911 diet Nutrition 0.000 description 1
230000037213 diet Effects 0.000 description 1
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
208000035475 disorder Diseases 0.000 description 1
PMMYEEVYMWASQN-UHFFFAOYSA-N dl-hydroxyproline Natural products OC1C[NH2+]C(C([O-])=O)C1 PMMYEEVYMWASQN-UHFFFAOYSA-N 0.000 description 1
239000002552 dosage form Substances 0.000 description 1
210000001513 elbow Anatomy 0.000 description 1
230000001815 facial effect Effects 0.000 description 1
210000002436 femur neck Anatomy 0.000 description 1
238000011049 filling Methods 0.000 description 1
238000011010 flushing procedure Methods 0.000 description 1
210000002683 foot Anatomy 0.000 description 1
125000000524 functional group Chemical group 0.000 description 1
229960003692 gamma aminobutyric acid Drugs 0.000 description 1
239000007903 gelatin capsule Substances 0.000 description 1
239000003862 glucocorticoid Substances 0.000 description 1
RFDAIACWWDREDC-FRVQLJSFSA-N glycocholic acid Chemical compound C([C@H]1C[C@H]2O)[C@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@@H](CCC(=O)NCC(O)=O)C)[C@@]2(C)[C@@H](O)C1 RFDAIACWWDREDC-FRVQLJSFSA-N 0.000 description 1
229940099347 glycocholic acid Drugs 0.000 description 1
WVULKSPCQVQLCU-BUXLTGKBSA-N glycodeoxycholic acid Chemical compound C([C@H]1CC2)[C@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@@H](CCC(=O)NCC(O)=O)C)[C@@]2(C)[C@@H](O)C1 WVULKSPCQVQLCU-BUXLTGKBSA-N 0.000 description 1
239000003102 growth factor Substances 0.000 description 1
125000000487 histidyl group Chemical group [H]N([H])C(C(=O)O*)C([H])([H])C1=C([H])N([H])C([H])=N1 0.000 description 1
102000052196 human PF4 Human genes 0.000 description 1
210000002758 humerus Anatomy 0.000 description 1
125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
229910052588 hydroxylapatite Inorganic materials 0.000 description 1
229960002591 hydroxyproline Drugs 0.000 description 1
238000003384 imaging method Methods 0.000 description 1
238000002650 immunosuppressive therapy Methods 0.000 description 1
239000007943 implant Substances 0.000 description 1
238000002513 implantation Methods 0.000 description 1
230000006872 improvement Effects 0.000 description 1
238000001727 in vivo Methods 0.000 description 1
208000015181 infectious disease Diseases 0.000 description 1
239000007924 injection Substances 0.000 description 1
238000002347 injection Methods 0.000 description 1
208000014674 injury Diseases 0.000 description 1
230000032631 intramembranous ossification Effects 0.000 description 1
239000007928 intraperitoneal injection Substances 0.000 description 1
229960003299 ketamine Drugs 0.000 description 1
210000000629 knee joint Anatomy 0.000 description 1
HXEACLLIILLPRG-RXMQYKEDSA-N l-pipecolic acid Natural products OC(=O)[C@H]1CCCCN1 HXEACLLIILLPRG-RXMQYKEDSA-N 0.000 description 1
150000003951 lactams Chemical class 0.000 description 1
239000008101 lactose Substances 0.000 description 1
210000000867 larynx Anatomy 0.000 description 1
210000002414 leg Anatomy 0.000 description 1
239000002502 liposome Substances 0.000 description 1
239000012669 liquid formulation Substances 0.000 description 1
210000003141 lower extremity Anatomy 0.000 description 1
125000003588 lysine group Chemical group [H]N([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])(N([H])[H])C(*)=O 0.000 description 1
235000019359 magnesium stearate Nutrition 0.000 description 1
230000003211 malignant effect Effects 0.000 description 1
239000000594 mannitol Substances 0.000 description 1
235000010355 mannitol Nutrition 0.000 description 1
239000011159 matrix material Substances 0.000 description 1
239000000693 micelle Substances 0.000 description 1
239000003094 microcapsule Substances 0.000 description 1
210000002850 nasal mucosa Anatomy 0.000 description 1
238000011587 new zealand white rabbit Methods 0.000 description 1
239000000041 non-steroidal anti-inflammatory agent Substances 0.000 description 1
229940021182 non-steroidal anti-inflammatory drug Drugs 0.000 description 1
231100000252 nontoxic Toxicity 0.000 description 1
230000003000 nontoxic effect Effects 0.000 description 1
239000002773 nucleotide Substances 0.000 description 1
125000003729 nucleotide group Chemical group 0.000 description 1
230000003204 osmotic effect Effects 0.000 description 1
210000000963 osteoblast Anatomy 0.000 description 1
230000002188 osteogenic effect Effects 0.000 description 1
238000007911 parenteral administration Methods 0.000 description 1
210000004417 patella Anatomy 0.000 description 1
239000008188 pellet Substances 0.000 description 1
210000004197 pelvis Anatomy 0.000 description 1
229960001639 penicillamine Drugs 0.000 description 1
XYJRXVWERLGGKC-UHFFFAOYSA-D pentacalcium;hydroxide;triphosphate Chemical compound [OH-].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O XYJRXVWERLGGKC-UHFFFAOYSA-D 0.000 description 1
229960001412 pentobarbital Drugs 0.000 description 1
210000003460 periosteum Anatomy 0.000 description 1
239000008194 pharmaceutical composition Substances 0.000 description 1
229920001515 polyalkylene glycol Polymers 0.000 description 1
229920000573 polyethylene Polymers 0.000 description 1
229920001223 polyethylene glycol Polymers 0.000 description 1
229920000136 polysorbate Polymers 0.000 description 1
230000003389 potentiating effect Effects 0.000 description 1
239000002243 precursor Substances 0.000 description 1
229960004618 prednisone Drugs 0.000 description 1
XOFYZVNMUHMLCC-ZPOLXVRWSA-N prednisone Chemical compound O=C1C=C[C@]2(C)[C@H]3C(=O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 XOFYZVNMUHMLCC-ZPOLXVRWSA-N 0.000 description 1
230000002265 prevention Effects 0.000 description 1
150000003140 primary amides Chemical class 0.000 description 1
230000008569 process Effects 0.000 description 1
125000001500 prolyl group Chemical group [H]N1C([H])(C(=O)[*])C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
125000006239 protecting group Chemical group 0.000 description 1
238000002601 radiography Methods 0.000 description 1
210000002320 radius Anatomy 0.000 description 1
238000011552 rat model Methods 0.000 description 1
102000005962 receptors Human genes 0.000 description 1
108020003175 receptors Proteins 0.000 description 1
238000010188 recombinant method Methods 0.000 description 1
230000000241 respiratory effect Effects 0.000 description 1
210000000614 rib Anatomy 0.000 description 1
229940043230 sarcosine Drugs 0.000 description 1
230000000276 sedentary effect Effects 0.000 description 1
235000017281 sodium acetate Nutrition 0.000 description 1
229940087562 sodium acetate trihydrate Drugs 0.000 description 1
210000004872 soft tissue Anatomy 0.000 description 1
239000007787 solid Substances 0.000 description 1
239000000243 solution Substances 0.000 description 1
239000002904 solvent Substances 0.000 description 1
241000894007 species Species 0.000 description 1
238000013222 sprague-dawley male rat Methods 0.000 description 1
239000007921 spray Substances 0.000 description 1
229910001220 stainless steel Inorganic materials 0.000 description 1
239000010935 stainless steel Substances 0.000 description 1
210000000130 stem cell Anatomy 0.000 description 1
238000011146 sterile filtration Methods 0.000 description 1
210000001562 sternum Anatomy 0.000 description 1
230000000638 stimulation Effects 0.000 description 1
239000011550 stock solution Substances 0.000 description 1
239000005720 sucrose Substances 0.000 description 1
235000000346 sugar Nutrition 0.000 description 1
150000008163 sugars Chemical class 0.000 description 1
239000013589 supplement Substances 0.000 description 1
238000011477 surgical intervention Methods 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
230000009885 systemic effect Effects 0.000 description 1
229940037128 systemic glucocorticoids Drugs 0.000 description 1
239000007916 tablet composition Substances 0.000 description 1
WBWWGRHZICKQGZ-GIHLXUJPSA-N taurocholic acid Chemical compound C([C@@H]1C[C@H]2O)[C@@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@@H]([C@@H](CCC(=O)NCCS(O)(=O)=O)C)[C@@]2(C)[C@H](O)C1 WBWWGRHZICKQGZ-GIHLXUJPSA-N 0.000 description 1
210000003371 toe Anatomy 0.000 description 1
210000003437 trachea Anatomy 0.000 description 1
FGMPLJWBKKVCDB-UHFFFAOYSA-N trans-L-hydroxy-proline Natural products ON1CCCC1C(O)=O FGMPLJWBKKVCDB-UHFFFAOYSA-N 0.000 description 1
230000000472 traumatic effect Effects 0.000 description 1
238000002604 ultrasonography Methods 0.000 description 1
210000001364 upper extremity Anatomy 0.000 description 1
235000013311 vegetables Nutrition 0.000 description 1
QYSXJUFSXHHAJI-YRZJJWOYSA-N vitamin D3 Chemical compound C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@H](C)CCCC(C)C)=C\C=C1\C[C@@H](O)CCC1=C QYSXJUFSXHHAJI-YRZJJWOYSA-N 0.000 description 1
235000005282 vitamin D3 Nutrition 0.000 description 1
239000011647 vitamin D3 Substances 0.000 description 1
229940021056 vitamin d3 Drugs 0.000 description 1
238000005303 weighing Methods 0.000 description 1
210000000707 wrist Anatomy 0.000 description 1
BPICBUSOMSTKRF-UHFFFAOYSA-N xylazine Chemical compound CC1=CC=CC(C)=C1NC1=NCCCS1 BPICBUSOMSTKRF-UHFFFAOYSA-N 0.000 description 1
229960001600 xylazine Drugs 0.000 description 1
JPZXHKDZASGCLU-LBPRGKRZSA-N β-(2-naphthyl)-alanine Chemical compound C1=CC=CC2=CC(C[C@H](N)C(O)=O)=CC=C21 JPZXHKDZASGCLU-LBPRGKRZSA-N 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K14/00—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
- C07K14/435—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans
- C07K14/575—Hormones
- C07K14/635—Parathyroid hormone, i.e. parathormone; Parathyroid hormone-related peptides
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
- A61K38/16—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
- A61K38/17—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans
- A61K38/22—Hormones
- A61K38/29—Parathyroid hormone, i.e. parathormone; Parathyroid hormone-related peptides
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/08—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/08—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease
- A61P19/10—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease for osteoporosis
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00

Landscapes

Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Chemical & Material Sciences (AREA)
Endocrinology (AREA)
Medicinal Chemistry (AREA)
General Health & Medical Sciences (AREA)
Organic Chemistry (AREA)
Engineering & Computer Science (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Pharmacology & Pharmacy (AREA)
Bioinformatics & Cheminformatics (AREA)
Animal Behavior & Ethology (AREA)
Physical Education & Sports Medicine (AREA)
Gastroenterology & Hepatology (AREA)
Proteomics, Peptides & Aminoacids (AREA)
Zoology (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
General Chemical & Material Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Orthopedic Medicine & Surgery (AREA)
Immunology (AREA)
Rheumatology (AREA)
Epidemiology (AREA)
Toxicology (AREA)
Biochemistry (AREA)
Biophysics (AREA)
Genetics & Genomics (AREA)
Molecular Biology (AREA)
Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Peptides Or Proteins (AREA)
Medicines Containing Material From Animals Or Micro-Organisms (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

NO20001195A 1997-09-09 2000-03-08 Anvendelse av PTHrP-analoger for fremstilling av medikament for bentilheling og reparasjon av brudd. NO323740B1 (no)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US5832497P	1997-09-09	1997-09-09
PCT/EP1998/005550 WO1999012561A2 (en)	1997-09-09	1998-09-02	FRACTURE HEALING USING PTHrP ANALOGS

Publications (3)

Publication Number	Publication Date
NO20001195L NO20001195L (no)	2000-03-08
NO20001195D0 NO20001195D0 (no)	2000-03-08
NO323740B1 true NO323740B1 (no)	2007-07-02

Family

ID=22016113

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NO20001195A NO323740B1 (no)	1997-09-09	2000-03-08	Anvendelse av PTHrP-analoger for fremstilling av medikament for bentilheling og reparasjon av brudd.

Country Status (31)

Country	Link
US (1)	US6583114B2 (cs)
EP (1)	EP1005359B1 (cs)
JP (1)	JP2002509854A (cs)
KR (1)	KR100679778B1 (cs)
CN (1)	CN1210059C (cs)
AR (1)	AR015435A1 (cs)
AT (1)	ATE297754T1 (cs)
AU (1)	AU752925B2 (cs)
BR (1)	BR9812068A (cs)
CA (1)	CA2302255C (cs)
CO (1)	CO4890856A1 (cs)
CZ (1)	CZ298701B6 (cs)
DE (1)	DE69830591T2 (cs)
ES (1)	ES2244090T3 (cs)
HR (1)	HRP20000109A2 (cs)
HU (1)	HU226866B1 (cs)
IL (2)	IL134719A0 (cs)
MA (1)	MA26545A1 (cs)
MY (1)	MY121291A (cs)
NO (1)	NO323740B1 (cs)
NZ (1)	NZ502970A (cs)
PE (1)	PE117399A1 (cs)
PL (1)	PL195703B1 (cs)
RS (1)	RS49707B (cs)
RU (1)	RU2224539C2 (cs)
SA (1)	SA98190565B1 (cs)
TR (1)	TR200000649T2 (cs)
TW (1)	TW552139B (cs)
UY (1)	UY25172A1 (cs)
WO (1)	WO1999012561A2 (cs)
ZA (1)	ZA988030B (cs)

Families Citing this family (40)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US20040033950A1 (en)	2000-09-26	2004-02-19	Hock Janet M.	Method of increasing bone toughness and stiffness and reducing fractures
EP1769804B1 (en) *	1998-08-19	2012-09-19	Eli Lilly And Company	hPTH(1-34) for use in preventing or reducing the incidence or severity of vertebral and / or non vertebral fracture in a male human
SI1059933T1 (en) *	1998-08-19	2003-04-30	Eli Lilly & Company	Use of parathyroide hormone consisting of aminoacid sequence 1-34 of human parathyroid hormone for reducing the risk of both vertebral and non vertebral bone fracture
AR033639A1 (es) *	1998-08-19	2004-01-07	Lilly Co Eli	Uso de hormonas paratiroideas para preparar medicamentos para reducir el riesgo de fracturas oseas vertebrales o no vertebrales en seres humanos con riesgo de padecer o que padecen osteoporosis
CA2245903A1 (en) *	1998-09-28	2000-03-28	Mcgill University	Use of pex in the treatment of metabolic bone diseases
WO2000051980A1 (en)	1999-03-05	2000-09-08	The Procter & Gamble Company	C16 unsaturated fp-selective prostaglandins analogs
US20020037914A1 (en)	2000-03-31	2002-03-28	Delong Mitchell Anthony	Compositions and methods for treating hair loss using C16-C20 aromatic tetrahydro prostaglandins
US20020172693A1 (en)	2000-03-31	2002-11-21	Delong Michell Anthony	Compositions and methods for treating hair loss using non-naturally occurring prostaglandins
US20020013294A1 (en)	2000-03-31	2002-01-31	Delong Mitchell Anthony	Cosmetic and pharmaceutical compositions and methods using 2-decarboxy-2-phosphinico derivatives
US6675048B2 (en) *	2000-05-08	2004-01-06	International Rehabilitative Sciences, Inc.	Electro-medical device for use with biologics
US6393328B1 (en) *	2000-05-08	2002-05-21	International Rehabilitative Sciences, Inc.	Multi-functional portable electro-medical device
US6560487B1 (en) *	2000-05-08	2003-05-06	International Rehabilitative Sciences, Inc.	Electro-medical device for use with biologics
JP2005525312A (ja) *	2002-01-10	2005-08-25	オステオトロフィンエルエルシー	骨同化物質を用いた骨疾患の治療方法
WO2005041998A1 (en)	2003-10-02	2005-05-12	Ali Sadat M	Peptide for promoting healing of fractures
MX2007004116A (es) *	2004-10-08	2007-10-05	Forbes Medi Tech Res Inc	Composiciones farmaceuticas de polipeptidos intestinales vasoactivos.
CN101355959B (zh) *	2005-11-10	2013-02-27	密歇根理工大学管理委员会	黑熊甲状旁腺素和使用黑熊甲状旁腺素的方法
US20090022684A1 (en) *	2006-05-09	2009-01-22	Paul Morley	Methods for hematopoietic stimulation
EP2073789B8 (en)	2006-10-03	2023-02-08	Radius Health, Inc.	A stable composition comprising a bone anabolic protein, namely a pthrp analogue, and uses thereof
US7803770B2 (en)	2006-10-03	2010-09-28	Radius Health, Inc.	Method of treating osteoporosis comprising administration of PTHrP analog
USRE49444E1 (en)	2006-10-03	2023-03-07	Radius Health, Inc.	Method of treating osteoporosis comprising administration of PTHrP analog
EP1961765A1 (en) *	2006-12-08	2008-08-27	Zealand Pharma A/S	Truncated PTH peptides with a cyclic conformation
JP5564167B2 (ja) *	2008-05-22	2014-07-30	日本たばこ産業株式会社	苦味マスキング剤及び苦味低減方法
US8870876B2 (en)	2009-02-13	2014-10-28	Tarsus Medical Inc.	Methods and devices for treating hallux valgus
WO2010111617A2 (en)	2009-03-27	2010-09-30	Van Andel Research Institute	Parathyroid hormone peptides and parathyroid hormone-related protein peptides and methods of use
US8277459B2 (en)	2009-09-25	2012-10-02	Tarsus Medical Inc.	Methods and devices for treating a structural bone and joint deformity
CA2782640A1 (en)	2009-12-07	2011-06-16	Michigan Technological University	Black bear parathyroid hormone and methods of using black bear parathyroid hormone
US8652141B2 (en)	2010-01-21	2014-02-18	Tarsus Medical Inc.	Methods and devices for treating hallux valgus
US8696719B2 (en)	2010-06-03	2014-04-15	Tarsus Medical Inc.	Methods and devices for treating hallux valgus
EP4035664A3 (en)	2014-03-28	2022-11-30	Duke University	Treating cancer using selective estrogen receptor modulators
CN104146961B (zh) *	2014-07-04	2018-02-27	深圳职业技术学院	一种薄膜蒸发法制备载细胞因子和骨蛋白微球的方法
MX393599B (es)	2015-04-29	2025-03-19	Radius Pharmaceuticals Inc	Rad1901 para usarse en el tratamiento de cancer en sujetos con cancer positivo a receptor de estrogeno alfa resistente a farmaco
CN108025042A (zh) *	2015-07-06	2018-05-11	董正欣	PTHrP类似物的新型制剂
AU2017253674B2 (en)	2016-04-18	2021-07-29	Kindeva Drug Delivery L.P.	Formulations of abaloparatide, transdermal patches thereof, and uses thereof
DK3565542T3 (da)	2017-01-05	2024-07-01	Radius Pharmaceuticals Inc	Polymorphic forms of rad1901-2hcl
US10996208B2 (en)	2017-04-28	2021-05-04	Radius Health, Inc.	Abaloparatide formulations and methods of testing, storing, modifying, and using same
KR102792490B1 (ko)	2018-07-04	2025-04-04	래디어스 파마슈티컬스, 인코포레이티드	Rad1901-2hcl의 다형 형태
MX2021009569A (es)	2019-02-12	2021-09-08	Radius Pharmaceuticals Inc	Procesos y compuestos.
MX2022002979A (es)	2019-09-12	2022-06-16	Radius Health Inc	Metodos para mejorar la fusion vertebral con abaloparatida.
CN112646042A (zh) *	2019-10-10	2021-04-13	陕西麦科奥特科技有限公司	活性多肽化合物
AU2022205801A1 (en) *	2021-01-05	2023-07-13	Radius Health, Inc.	Treatment of long bone fractures with abaloparatide

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE3935738A1 (de) *	1989-10-27	1991-05-08	Forssmann Wolf Georg	Arzneimittel, enthaltend das humane parathormon-fragment (1-37) als aktiven wirkstoff
US5821225A (en) *	1992-07-14	1998-10-13	Syntex (U.S.A.) Inc.	Method for the treatment of corticosteroid induced osteopenia comprising administration of modified PTH or PTHrp
US5589452A (en) *	1992-07-14	1996-12-31	Syntex (U.S.A.) Inc.	Analogs of parathyroid hormone and parathyroid hormone related peptide: synthesis and use for the treatment of osteoporosis
US5977070A (en) *	1992-07-14	1999-11-02	Piazza; Christin Teresa	Pharmaceutical compositions for the nasal delivery of compounds useful for the treatment of osteoporosis
AU672790B2 (en) *	1992-07-15	1996-10-17	Novartis Ag	Variants of parathyroid hormone and its fragments
GB9308033D0 (en) *	1993-04-19	1993-06-02	Sandoz Ltd	Organic compounds
CN1070500C (zh) *	1993-07-13	2001-09-05	森德克斯(美国)股份有限公司	甲状旁腺激素类似物和甲状旁腺激素相关肽：合成和治疗骨质疏松症的用途
TW273513B (cs) *	1993-10-27	1996-04-01	Chugai Pharmaceutical Co Ltd
JPH08310965A (ja) *	1995-05-16	1996-11-26	Chugai Pharmaceut Co Ltd	骨癒合促進剤
US5717062A (en) *	1995-06-07	1998-02-10	Beth Israel Hospital Association	Cyclic analogs of PTH and PTHrP
US5955574A (en) *	1995-07-13	1999-09-21	Societe De Conseils De Recherches Et D'applications Scientifiques, S.A.	Analogs of parathyroid hormone
US5723577A (en) *	1995-07-13	1998-03-03	Biomeasure Inc.	Analogs of parathyroid hormone

1998
- 1998-09-02 AU AU97406/98A patent/AU752925B2/en not_active Expired
- 1998-09-02 RS YUP-127/00A patent/RS49707B/sr unknown
- 1998-09-02 JP JP2000510458A patent/JP2002509854A/ja active Pending
- 1998-09-02 EP EP98951341A patent/EP1005359B1/en not_active Expired - Lifetime
- 1998-09-02 ZA ZA988030A patent/ZA988030B/xx unknown
- 1998-09-02 PL PL98339449A patent/PL195703B1/pl unknown
- 1998-09-02 AT AT98951341T patent/ATE297754T1/de active
- 1998-09-02 KR KR1020007002454A patent/KR100679778B1/ko not_active Expired - Lifetime
- 1998-09-02 ES ES98951341T patent/ES2244090T3/es not_active Expired - Lifetime
- 1998-09-02 IL IL13471998A patent/IL134719A0/xx unknown
- 1998-09-02 HR HR20000109A patent/HRP20000109A2/hr not_active Application Discontinuation
- 1998-09-02 TR TR2000/00649T patent/TR200000649T2/xx unknown
- 1998-09-02 CA CA2302255A patent/CA2302255C/en not_active Expired - Lifetime
- 1998-09-02 CZ CZ20000862A patent/CZ298701B6/cs not_active IP Right Cessation
- 1998-09-02 WO PCT/EP1998/005550 patent/WO1999012561A2/en not_active Ceased
- 1998-09-02 HU HU0004560A patent/HU226866B1/hu unknown
- 1998-09-02 NZ NZ502970A patent/NZ502970A/en not_active IP Right Cessation
- 1998-09-02 RU RU2000109305/15A patent/RU2224539C2/ru active
- 1998-09-02 BR BR9812068-9A patent/BR9812068A/pt not_active IP Right Cessation
- 1998-09-02 DE DE69830591T patent/DE69830591T2/de not_active Expired - Lifetime
- 1998-09-02 CN CNB988089696A patent/CN1210059C/zh not_active Expired - Lifetime
- 1998-09-03 US US09/146,802 patent/US6583114B2/en not_active Expired - Lifetime
- 1998-09-07 MY MYPI98004075A patent/MY121291A/en unknown
- 1998-09-07 TW TW087114825A patent/TW552139B/zh not_active IP Right Cessation
- 1998-09-07 PE PE1998000838A patent/PE117399A1/es not_active Application Discontinuation
- 1998-09-07 AR ARP980104456A patent/AR015435A1/es unknown
- 1998-09-07 CO CO98051174A patent/CO4890856A1/es unknown
- 1998-09-07 UY UY25172A patent/UY25172A1/es not_active Application Discontinuation
- 1998-09-08 MA MA25247A patent/MA26545A1/fr unknown
- 1998-09-21 SA SA98190565A patent/SA98190565B1/ar unknown
2000
- 2000-02-24 IL IL134719A patent/IL134719A/en not_active IP Right Cessation
- 2000-03-08 NO NO20001195A patent/NO323740B1/no not_active IP Right Cessation

Also Published As

Publication number	Publication date
ZA988030B (en)	1999-03-09
IL134719A (en)	2010-04-29
CN1269726A (zh)	2000-10-11
KR100679778B1 (ko)	2007-02-07
RS49707B (sr)	2007-12-31
HRP20000109A2 (en)	2001-02-28
MA26545A1 (fr)	2004-12-20
HUP0004560A2 (hu)	2001-04-28
SA98190565B1 (ar)	2006-07-30
US6583114B2 (en)	2003-06-24
KR20010023795A (ko)	2001-03-26
HU226866B1 (en)	2009-12-28
AU9740698A (en)	1999-03-29
WO1999012561A3 (en)	1999-05-14
AU752925B2 (en)	2002-10-03
CZ2000862A3 (cs)	2000-09-13
DE69830591T2 (de)	2006-05-04
ES2244090T3 (es)	2005-12-01
WO1999012561A2 (en)	1999-03-18
EP1005359B1 (en)	2005-06-15
NO20001195L (no)	2000-03-08
IL134719A0 (en)	2001-04-30
DE69830591D1 (de)	2005-07-21
CN1210059C (zh)	2005-07-13
ATE297754T1 (de)	2005-07-15
US20020077281A1 (en)	2002-06-20
AR015435A1 (es)	2001-05-02
WO1999012561A9 (en)	2000-03-16
TW552139B (en)	2003-09-11
PL339449A1 (en)	2000-12-18
YU12700A (sh)	2004-09-03
PE117399A1 (es)	1999-11-20
MY121291A (en)	2006-01-28
HUP0004560A3 (en)	2005-11-28
EP1005359A2 (en)	2000-06-07
CO4890856A1 (es)	2000-02-28
CZ298701B6 (cs)	2007-12-27
UY25172A1 (es)	2001-01-31
RU2224539C2 (ru)	2004-02-27
HK1030753A1 (zh)	2001-05-18
TR200000649T2 (tr)	2000-09-21
JP2002509854A (ja)	2002-04-02
PL195703B1 (pl)	2007-10-31
NZ502970A (en)	2002-03-01
CA2302255A1 (en)	1999-03-18
BR9812068A (pt)	2000-09-26
NO20001195D0 (no)	2000-03-08
CA2302255C (en)	2011-11-08

Legal Events

Date	Code	Title	Description
2018-09-10	MK1K	Patent expired

Publication	Publication Date	Title
NO323740B1 (no)	2007-07-02	Anvendelse av PTHrP-analoger for fremstilling av medikament for bentilheling og reparasjon av brudd.
RU2198182C2 (ru)	2003-02-10	Аналоги гормона паращитовидной железы
AU2006343306A1 (en)	2007-11-15	Parathyroid hormone analogues and methods of use
JP2007302682A (ja)	2007-11-22	副甲状腺ホルモンの類似体
CN1377371A (zh)	2002-10-30	用于治疗骨质疏松症的甲状旁腺激素类似物
JP2009057386A (ja)	2009-03-19	骨粗鬆症の治療のための副甲状腺ホルモン類似体
US20080176787A1 (en)	2008-07-24	Parathyroid hormone analogues and methods of use
JP2007518800A (ja)	2007-07-12	Ｐｔｈ受容体アゴニストによる骨転移の治療
US20070270341A1 (en)	2007-11-22	Parathyroid hormone analogues and methods of use
US20090010940A1 (en)	2009-01-08	Parathyroid Hormone Analogues and Methods of Use
JP2010501476A (ja)	2010-01-21	副甲状腺ホルモン類似体およびその使用方法
MXPA00002295A (en)	2001-05-07	FRACTURE HEALING USING PTHrP ANALOGS
HK1030753B (en)	2005-10-14	Fracture healing using pthrp analogs
US20090042774A1 (en)	2009-02-12	Parathyroid hormone analogues and methods of use
MX2007003185A (es)	2007-10-16	Tratamiento de trastornos oseos con farmacos anabolicos esqueletales.
Sorbera	2006	Ostabolin-C
HK1149275A (en)	2011-09-30	Analogs of parathyroid hormone