PH26923A - N-substituted amino alkanediphosphonic acids - Google Patents

N-substituted amino alkanediphosphonic acids Download PDF

Info

Publication number: PH26923A
Authority: PH; Philippines
Prior art keywords: acid; alk; pharmaceutically acceptable; acceptable salt; diphosphonic
Prior art date: 1989-03-08

Application number

PH40050A

Other languages

English (en)

Inventor

Knut A Jaeggi

Original Assignee

Ciba Geigy

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.)

1989-03-08

Filing date

1990-02-14

Publication date

1992-12-03

1990-02-14 Application filed by Ciba Geigy filed Critical Ciba Geigy

1992-12-03 Publication of PH26923A publication Critical patent/PH26923A/en

Links

-1 N-substituted amino Chemical group 0.000 title claims description 53
239000002253 acid Substances 0.000 title claims description 47
150000007513 acids Chemical class 0.000 title description 6
150000001875 compounds Chemical class 0.000 claims abstract description 82
150000003839 salts Chemical class 0.000 claims abstract description 60
125000001841 imino group Chemical group [H]N=* 0.000 claims abstract description 19
239000001257 hydrogen Substances 0.000 claims abstract description 16
229910052739 hydrogen Inorganic materials 0.000 claims abstract description 16
125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract 2
125000000217 alkyl group Chemical group 0.000 claims description 35
238000000034 method Methods 0.000 claims description 23
125000002947 alkylene group Chemical group 0.000 claims description 20
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 20
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 16
239000005977 Ethylene Substances 0.000 claims description 16
229910052736 halogen Inorganic materials 0.000 claims description 16
150000002367 halogens Chemical class 0.000 claims description 16
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 15
125000000446 sulfanediyl group Chemical group *S* 0.000 claims description 15
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 12
125000003545 alkoxy group Chemical group 0.000 claims description 12
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 12
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 11
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 9
239000011575 calcium Substances 0.000 claims description 8
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 8
125000004076 pyridyl group Chemical group 0.000 claims description 8
125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims description 6
101150052863 THY1 gene Proteins 0.000 claims description 5
125000005277 alkyl imino group Chemical group 0.000 claims description 5
125000000714 pyrimidinyl group Chemical group 0.000 claims description 5
XHAZMZWXAOBLQG-UHFFFAOYSA-N (1-hydroxy-1-phosphonopropyl)phosphonic acid Chemical compound CCC(O)(P(O)(O)=O)P(O)(O)=O XHAZMZWXAOBLQG-UHFFFAOYSA-N 0.000 claims description 4
239000008194 pharmaceutical composition Substances 0.000 claims description 4
125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 4
ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims description 3
230000003412 degenerative effect Effects 0.000 claims description 3
125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 claims description 3
201000002980 Hyperparathyroidism Diseases 0.000 claims description 2
239000000546 pharmaceutical excipient Substances 0.000 claims description 2
208000004434 Calcinosis Diseases 0.000 claims 2
210000001188 articular cartilage Anatomy 0.000 claims 2
239000008280 blood Substances 0.000 claims 2
210000004369 blood Anatomy 0.000 claims 2
239000007943 implant Substances 0.000 claims 2
230000002757 inflammatory effect Effects 0.000 claims 2
IVFGIXMLURJXBZ-UHFFFAOYSA-N 1-phosphonopropylphosphonic acid Chemical compound CCC(P(O)(O)=O)P(O)(O)=O IVFGIXMLURJXBZ-UHFFFAOYSA-N 0.000 claims 1
101100059652 Mus musculus Cetn1 gene Proteins 0.000 claims 1
101100059655 Mus musculus Cetn2 gene Proteins 0.000 claims 1
GXCLVBGFBYZDAG-UHFFFAOYSA-N N-[2-(1H-indol-3-yl)ethyl]-N-methylprop-2-en-1-amine Chemical compound CN(CCC1=CNC2=C1C=CC=C2)CC=C GXCLVBGFBYZDAG-UHFFFAOYSA-N 0.000 claims 1
101100016889 Rattus norvegicus Hes2 gene Proteins 0.000 claims 1
201000001245 periodontitis Diseases 0.000 claims 1
239000003795 chemical substances by application Substances 0.000 abstract description 8
125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 abstract description 5
201000010099 disease Diseases 0.000 abstract description 4
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract description 4
230000003301 hydrolyzing effect Effects 0.000 abstract description 4
230000000865 phosphorylative effect Effects 0.000 abstract description 4
230000003913 calcium metabolism Effects 0.000 abstract description 2
230000004060 metabolic process Effects 0.000 abstract description 2
101100490437 Mus musculus Acvrl1 gene Proteins 0.000 abstract 1
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
125000004149 thio group Chemical group *S* 0.000 abstract 1
238000002844 melting Methods 0.000 description 29
230000008018 melting Effects 0.000 description 29
239000000203 mixture Substances 0.000 description 26
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 19
238000006243 chemical reaction Methods 0.000 description 17
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 17
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 15
150000003254 radicals Chemical class 0.000 description 15
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 14
239000004480 active ingredient Substances 0.000 description 13
239000000460 chlorine Substances 0.000 description 12
229910052801 chlorine Inorganic materials 0.000 description 12
BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 12
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 11
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 11
239000002585 base Substances 0.000 description 11
239000007858 starting material Substances 0.000 description 11
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 10
125000001931 aliphatic group Chemical group 0.000 description 10
MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 9
230000001681 protective effect Effects 0.000 description 8
BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 7
229910000147 aluminium phosphate Inorganic materials 0.000 description 7
125000004429 atom Chemical group 0.000 description 7
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 7
229910052794 bromium Inorganic materials 0.000 description 7
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 7
XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 7
239000000543 intermediate Substances 0.000 description 7
125000001476 phosphono group Chemical group [H]OP(*)(=O)O[H] 0.000 description 7
238000002360 preparation method Methods 0.000 description 7
239000000243 solution Substances 0.000 description 7
239000002904 solvent Substances 0.000 description 7
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 6
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 6
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 6
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
229910052783 alkali metal Inorganic materials 0.000 description 6
150000002148 esters Chemical group 0.000 description 6
229910052731 fluorine Inorganic materials 0.000 description 6
239000011737 fluorine Substances 0.000 description 6
235000019253 formic acid Nutrition 0.000 description 6
238000009472 formulation Methods 0.000 description 6
HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 6
125000006239 protecting group Chemical group 0.000 description 6
239000011734 sodium Substances 0.000 description 6
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 5
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 5
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 5
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 5
XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Substances CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 5
229920002472 Starch Polymers 0.000 description 5
150000001340 alkali metals Chemical class 0.000 description 5
150000001412 amines Chemical class 0.000 description 5
229910052791 calcium Inorganic materials 0.000 description 5
239000003085 diluting agent Substances 0.000 description 5
239000008101 lactose Substances 0.000 description 5
239000000463 material Substances 0.000 description 5
239000011574 phosphorus Substances 0.000 description 5
229910052698 phosphorus Inorganic materials 0.000 description 5
239000000047 product Substances 0.000 description 5
229910052708 sodium Inorganic materials 0.000 description 5
235000019698 starch Nutrition 0.000 description 5
HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 description 4
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 4
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
238000009833 condensation Methods 0.000 description 4
230000005494 condensation Effects 0.000 description 4
XQRLCLUYWUNEEH-UHFFFAOYSA-N diphosphonic acid Chemical compound OP(=O)OP(O)=O XQRLCLUYWUNEEH-UHFFFAOYSA-N 0.000 description 4
230000007062 hydrolysis Effects 0.000 description 4
238000006460 hydrolysis reaction Methods 0.000 description 4
239000008107 starch Substances 0.000 description 4
238000003756 stirring Methods 0.000 description 4
125000001424 substituent group Chemical group 0.000 description 4
239000000454 talc Substances 0.000 description 4
229910052623 talc Inorganic materials 0.000 description 4
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical class [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 3
108010010803 Gelatin Proteins 0.000 description 3
FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 3
206010028980 Neoplasm Diseases 0.000 description 3
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
240000008042 Zea mays Species 0.000 description 3
235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 description 3
235000002017 Zea mays subsp mays Nutrition 0.000 description 3
125000003342 alkenyl group Chemical group 0.000 description 3
150000003973 alkyl amines Chemical class 0.000 description 3
239000003054 catalyst Substances 0.000 description 3
239000008273 gelatin Substances 0.000 description 3
229920000159 gelatin Polymers 0.000 description 3
235000019322 gelatine Nutrition 0.000 description 3
235000011852 gelatine desserts Nutrition 0.000 description 3
238000002347 injection Methods 0.000 description 3
239000007924 injection Substances 0.000 description 3
PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 3
150000002576 ketones Chemical class 0.000 description 3
239000011777 magnesium Substances 0.000 description 3
229910052749 magnesium Inorganic materials 0.000 description 3
235000019359 magnesium stearate Nutrition 0.000 description 3
235000009973 maize Nutrition 0.000 description 3
229910052751 metal Inorganic materials 0.000 description 3
239000002184 metal Substances 0.000 description 3
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 3
238000007911 parenteral administration Methods 0.000 description 3
FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 description 3
239000000725 suspension Substances 0.000 description 3
ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 3
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 3
RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 2
XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
229920002261 Corn starch Polymers 0.000 description 2
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 2
VXLCNTLWWUDBSO-UHFFFAOYSA-N Ethiazide Chemical compound ClC1=C(S(N)(=O)=O)C=C2S(=O)(=O)NC(CC)NC2=C1 VXLCNTLWWUDBSO-UHFFFAOYSA-N 0.000 description 2
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241001465754 Metazoa Species 0.000 description 2
PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
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BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
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239000000377 silicon dioxide Substances 0.000 description 2
235000019333 sodium laurylsulphate Nutrition 0.000 description 2
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Classifications

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- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/3804—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)] not used, see subgroups
- C07F9/3839—Polyphosphonic acids
- C07F9/3873—Polyphosphonic acids containing nitrogen substituent, e.g. N.....H or N-hydrocarbon group which can be substituted by halogen or nitro(so), N.....O, N.....S, N.....C(=X)- (X =O, S), N.....N, N...C(=X)...N (X =O, S)
- 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
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/12—Drugs for disorders of the metabolism for electrolyte homeostasis
- A61P3/14—Drugs for disorders of the metabolism for electrolyte homeostasis for calcium homeostasis
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- 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

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Health & Medical Sciences (AREA)
Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
General Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Veterinary Medicine (AREA)
Medicinal Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
General Chemical & Material Sciences (AREA)
Pharmacology & Pharmacy (AREA)
Chemical Kinetics & Catalysis (AREA)
Animal Behavior & Ethology (AREA)
Public Health (AREA)
Bioinformatics & Cheminformatics (AREA)
Engineering & Computer Science (AREA)
Molecular Biology (AREA)
Rheumatology (AREA)
Biochemistry (AREA)
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Hematology (AREA)
Obesity (AREA)
Diabetes (AREA)
Orthopedic Medicine & Surgery (AREA)
Endocrinology (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
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PH40050A 1989-03-08 1990-02-14 N-substituted amino alkanediphosphonic acids PH26923A (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CH86689		1989-03-08

Publications (1)

Publication Number	Publication Date
PH26923A true PH26923A (en)	1992-12-03

Family

ID=4197009

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
PH40050A PH26923A (en)	1989-03-08	1990-02-14	N-substituted amino alkanediphosphonic acids

Country Status (21)

Country	Link
US (1)	US5036058A (ja)
EP (1)	EP0387194B1 (ja)
JP (1)	JPH02279689A (ja)
KR (1)	KR900014413A (ja)
AT (1)	ATE117308T1 (ja)
AU (1)	AU629298B2 (ja)
CA (1)	CA2011586A1 (ja)
DD (1)	DD297824A5 (ja)
DE (1)	DE59008275D1 (ja)
DK (1)	DK0387194T3 (ja)
ES (1)	ES2067010T3 (ja)
FI (1)	FI95264C (ja)
HU (1)	HU206120B (ja)
IE (1)	IE64984B1 (ja)
IL (1)	IL93586A (ja)
MX (1)	MX19785A (ja)
NO (1)	NO174152C (ja)
NZ (1)	NZ232805A (ja)
PH (1)	PH26923A (ja)
PT (1)	PT93353B (ja)
ZA (1)	ZA901742B (ja)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE4015715A1 (de) *	1990-05-16	1991-11-21	Bayer Ag	Neuartige oligophosphate mit antiviraler wirkung
IE912115A1 (en) *	1990-06-25	1992-01-01	Takeda Chemical Industries Ltd	Bisphosphonic acid derivatives, their production and use
US5159108A (en) *	1990-09-18	1992-10-27	Merck & Co., Inc.	Process for preparing an antihypercalcemic agent
EP0491374B1 (en) *	1990-12-19	1996-01-31	Takeda Chemical Industries, Ltd.	Bisphosphonic acid derivatives, their production and use
IT1244698B (it) *	1991-02-01	1994-08-08	Gentili Ist Spa	Acidi aril-o arilalchil-acil ammino-alchil-idrossidifosfonici, procedimento per la loro preparazione e loro uso in terapia osteo-articolare e dei tessuti connettori in generale
ES2096061T3 (es) *	1991-08-27	1997-03-01	Ciba Geigy Ag	Acidos aminometanodifosfonicos n-substituidos.
EP0541037A3 (en) *	1991-11-06	1997-02-26	Takeda Chemical Industries Ltd	Squalene synthetase inhibitory composition and use thereof
US5283057A (en) *	1992-04-24	1994-02-01	The Procter & Gamble Company	Risedronate in oral compositions
JP2006176499A (ja) *	2004-11-25	2006-07-06	Nippon Seibutsu Seizai:Kk	眼疾患治療剤
FR2926081B1 (fr) *	2008-01-03	2010-02-19	Univ Nantes	Derives d'acide hydroxy-bisphosphonique comme vecteur ciblant le tissu osseux
FR2973378B1 (fr) *	2011-03-28	2013-10-04	Atlanthera	Derives d'acide hydroxybisphosphonique bifonctionnels

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE3203308A1 (de) *	1982-01-27	1983-07-28	Schering Ag, 1000 Berlin Und 4619 Bergkamen	Diphosphonsaeure-derivate und diese enthaltende pharmazeutische praeparate
FR2531088B1 (fr) *	1982-07-29	1987-08-28	Sanofi Sa	Produits anti-inflammatoires derives de l'acide methylenediphosphonique et leur procede de preparation
GB8419489D0 (en) *	1984-07-31	1984-09-05	Leo Pharm Prod Ltd	Chemical compounds
US4639338A (en) *	1984-08-06	1987-01-27	Ciba-Geigy Corporation	Preparation of crystalline disodium 3-amino-1-hydroxypropane-1,1-diphosphonate pentahydrate
IL77243A (en) *	1984-12-21	1996-11-14	Procter & Gamble	Pharmaceutical compositions containing geminal diphosphonic acid compounds and certain such novel compounds
IT1187828B (it) *	1985-05-24	1987-12-23	Gentili Ist Spa	Composizione farmaceutica a base di difosfonati per il trattamento dell aretrosi
EP0243173B1 (en) *	1986-04-24	1991-06-26	Fujisawa Pharmaceutical Co., Ltd.	New diphosphonic acid compounds, processes for the preparation thereof and pharmaceutical composition comprising the same
DE3623397A1 (de) *	1986-07-11	1988-01-14	Boehringer Mannheim Gmbh	Neue diphosphonsaeurederivate, verfahren zu deren herstellung und diese verbindungen enthaltende arzneimittel
GB8618259D0 (en) *	1986-07-25	1986-09-03	Leo Pharm Prod Ltd	Pharmaceutical compositions
EP0272208B1 (de) *	1986-11-21	1991-06-12	Ciba-Geigy Ag	Aromatisch substituierte Azacyclo-alkylalkandiphosphonsäuren
US4933472A (en) *	1988-04-08	1990-06-12	Yamanouchi Pharmaceutical Co., Ltd.	Substituted aminomethylenebis(phosphonic acid) derivatives

1990
- 1990-02-14 PH PH40050A patent/PH26923A/en unknown
- 1990-02-16 US US07/481,482 patent/US5036058A/en not_active Expired - Fee Related
- 1990-02-16 AU AU49884/90A patent/AU629298B2/en not_active Ceased
- 1990-02-27 DE DE59008275T patent/DE59008275D1/de not_active Expired - Fee Related
- 1990-02-27 DK DK90810150.4T patent/DK0387194T3/da active
- 1990-02-27 AT AT90810150T patent/ATE117308T1/de not_active IP Right Cessation
- 1990-02-27 EP EP90810150A patent/EP0387194B1/de not_active Expired - Lifetime
- 1990-02-27 ES ES90810150T patent/ES2067010T3/es not_active Expired - Lifetime
- 1990-03-01 IL IL9358690A patent/IL93586A/en not_active IP Right Cessation
- 1990-03-05 FI FI901103A patent/FI95264C/fi not_active IP Right Cessation
- 1990-03-06 KR KR1019900002896A patent/KR900014413A/ko not_active Ceased
- 1990-03-06 NZ NZ232805A patent/NZ232805A/en unknown
- 1990-03-06 MX MX19785A patent/MX19785A/es unknown
- 1990-03-06 DD DD90338447A patent/DD297824A5/de unknown
- 1990-03-06 CA CA002011586A patent/CA2011586A1/en not_active Abandoned
- 1990-03-06 PT PT93353A patent/PT93353B/pt not_active IP Right Cessation
- 1990-03-07 HU HU901348A patent/HU206120B/hu not_active IP Right Cessation
- 1990-03-07 NO NO901077A patent/NO174152C/no unknown
- 1990-03-07 ZA ZA901742A patent/ZA901742B/xx unknown
- 1990-03-07 IE IE80990A patent/IE64984B1/en not_active IP Right Cessation
- 1990-03-08 JP JP2055163A patent/JPH02279689A/ja active Pending

Also Published As

Publication number	Publication date
FI95264B (fi)	1995-09-29
AU629298B2 (en)	1992-10-01
IL93586A0 (en)	1990-12-23
NO901077L (no)	1990-09-10
AU4988490A (en)	1990-09-13
DD297824A5 (de)	1992-01-23
US5036058A (en)	1991-07-30
HU901348D0 (en)	1990-05-28
KR900014413A (ko)	1990-10-23
FI901103A0 (fi)	1990-03-05
FI95264C (fi)	1996-01-10
IL93586A (en)	1995-06-29
HU206120B (en)	1992-08-28
MX19785A (es)	1994-03-31
PT93353A (pt)	1990-11-07
DK0387194T3 (da)	1995-03-20
HUT53112A (en)	1990-09-28
NZ232805A (en)	1992-06-25
NO901077D0 (no)	1990-03-07
ZA901742B (en)	1990-10-31
IE900809L (en)	1990-09-08
NO174152B (no)	1993-12-13
ES2067010T3 (es)	1995-03-16
EP0387194A1 (de)	1990-09-12
NO174152C (no)	1994-03-23
PT93353B (pt)	1996-02-29
ATE117308T1 (de)	1995-02-15
DE59008275D1 (de)	1995-03-02
CA2011586A1 (en)	1990-09-08
JPH02279689A (ja)	1990-11-15
EP0387194B1 (de)	1995-01-18
IE64984B1 (en)	1995-09-20

Publication	Publication Date	Title
AU607722B2 (en)	1991-03-14	Novel substituted alkanediphosphonic acids
JP5244917B2 (ja)	2013-07-24	Ｃ２−ｃ５−アルキル−イミダゾール−ビスホスホネート類
SK279601B6 (sk)	1999-01-11	Deriváty kyseliny metylénbisfosfónovej, spôsob ich
AU657018B2 (en)	1995-02-23	Guanidinoalkyl-1, 1-bisphosphonic acid derivatives, process for their preparation and their use
EP2350076A2 (en)	2011-08-03	Imidazoý1,2- ¨pyridinyl bisphosphonates
US5036058A (en)	1991-07-30	N-substituted aminoalkanediphosphonic acids
EP2344503B1 (en)	2014-04-16	5-azaindole bisphosphonates
EP0320455B1 (de)	1993-06-09	Araliphatylaminoalkandiphosphonsäuren
WO2010033980A2 (en)	2010-03-25	4-azaindole bisphosphonates
US5281748A (en)	1994-01-25	N-substituted aminomethanediphosphonic acids
US20090182147A1 (en)	2009-07-16	Process for the preparation of pure risedronic acid or salts
US5413994A (en)	1995-05-09	Pharmaceutical compositions containing di-phosphonic acid amidines
HUT75341A (en)	1997-05-28	New salts of 2-[(2,6-dichloro-phenyl)-amino]-phenyl-acetoxy-acetic acid with organic bases, pharmaceutical compns. contg. them and process for preparing the said compds.
EP0481920B1 (de)	1995-07-19	Neue Benzoheterocyclylalkylaminoalkandiphosphonsäuren
US5190930A (en)	1993-03-02	Araliphatylaminoalkanediphosphonic acids