SE509295C2 - Insulinanalog-protamin-komplex - Google Patents

Insulinanalog-protamin-komplex

Info

Publication number: SE509295C2
Authority: SE; Sweden
Prior art keywords: protamine; insulin; per; zinc; human insulin
Prior art date: 1994-06-16

Application number

SE9502168A

Other languages

English (en)

Swedish (sv)

Other versions

SE9502168D0 (sv

SE9502168L (sv

Inventor

Felippis Michael Rosario De

Original Assignee

Lilly Co Eli

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.)

1994-06-16

Filing date

1995-06-14

Publication date

1999-01-11

Family has litigation

First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=22989963&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=SE509295(C2) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.

1995-06-14 Application filed by Lilly Co Eli filed Critical Lilly Co Eli

1995-06-14 Publication of SE9502168D0 publication Critical patent/SE9502168D0/xx

1995-12-17 Publication of SE9502168L publication Critical patent/SE9502168L/xx

1999-01-11 Publication of SE509295C2 publication Critical patent/SE509295C2/sv

Links

NOESYZHRGYRDHS-UHFFFAOYSA-N insulin Chemical class N1C(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(NC(=O)CN)C(C)CC)CSSCC(C(NC(CO)C(=O)NC(CC(C)C)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CCC(N)=O)C(=O)NC(CC(C)C)C(=O)NC(CCC(O)=O)C(=O)NC(CC(N)=O)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CSSCC(NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2C=CC(O)=CC=2)NC(=O)C(CC(C)C)NC(=O)C(C)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2NC=NC=2)NC(=O)C(CO)NC(=O)CNC2=O)C(=O)NCC(=O)NC(CCC(O)=O)C(=O)NC(CCCNC(N)=N)C(=O)NCC(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC(O)=CC=3)C(=O)NC(C(C)O)C(=O)N3C(CCC3)C(=O)NC(CCCCN)C(=O)NC(C)C(O)=O)C(=O)NC(CC(N)=O)C(O)=O)=O)NC(=O)C(C(C)CC)NC(=O)C(CO)NC(=O)C(C(C)O)NC(=O)C1CSSCC2NC(=O)C(CC(C)C)NC(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CC(N)=O)NC(=O)C(NC(=O)C(N)CC=1C=CC=CC=1)C(C)C)CC1=CN=CN1 NOESYZHRGYRDHS-UHFFFAOYSA-N 0.000 title claims abstract description 161
229940048914 protamine Drugs 0.000 title claims abstract description 111
102000004877 Insulin Human genes 0.000 title claims abstract description 35
108090001061 Insulin Proteins 0.000 title claims abstract description 35
229940125396 insulin Drugs 0.000 title claims abstract description 26
239000004026 insulin derivative Substances 0.000 claims abstract description 97
102000007327 Protamines Human genes 0.000 claims abstract description 94
108010007568 Protamines Proteins 0.000 claims abstract description 94
239000000203 mixture Substances 0.000 claims abstract description 73
ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims abstract description 42
239000011701 zinc Substances 0.000 claims abstract description 37
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims abstract description 35
229910052725 zinc Inorganic materials 0.000 claims abstract description 35
239000008194 pharmaceutical composition Substances 0.000 claims abstract description 7
239000000243 solution Substances 0.000 claims description 85
239000013078 crystal Substances 0.000 claims description 45
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 39
RLSSMJSEOOYNOY-UHFFFAOYSA-N m-cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 claims description 29
PBGKTOXHQIOBKM-FHFVDXKLSA-N insulin (human) Chemical compound C([C@@H](C(=O)N[C@@H](CC(C)C)C(=O)N[C@H]1CSSC[C@H]2C(=O)N[C@H](C(=O)N[C@@H](CO)C(=O)N[C@H](C(=O)N[C@H](C(N[C@@H](CO)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC=3C=CC(O)=CC=3)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CC=3C=CC(O)=CC=3)C(=O)N[C@@H](CSSC[C@H](NC(=O)[C@H](C(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC=3C=CC(O)=CC=3)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](C)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](C(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC=3NC=NC=3)NC(=O)[C@H](CO)NC(=O)CNC1=O)C(=O)NCC(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)NCC(=O)N[C@@H](CC=1C=CC=CC=1)C(=O)N[C@@H](CC=1C=CC=CC=1)C(=O)N[C@@H](CC=1C=CC(O)=CC=1)C(=O)N[C@@H]([C@@H](C)O)C(=O)N1[C@@H](CCC1)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H]([C@@H](C)O)C(O)=O)C(=O)N[C@@H](CC(N)=O)C(O)=O)=O)CSSC[C@@H](C(N2)=O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](C(C)C)NC(=O)[C@@H](NC(=O)CN)[C@@H](C)CC)[C@@H](C)CC)[C@@H](C)O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CC(N)=O)NC(=O)[C@@H](NC(=O)[C@@H](N)CC=1C=CC=CC=1)C(C)C)C1=CN=CN1 PBGKTOXHQIOBKM-FHFVDXKLSA-N 0.000 claims description 27
101000976075 Homo sapiens Insulin Proteins 0.000 claims description 26
KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 claims description 22
150000002989 phenols Chemical class 0.000 claims description 20
238000000034 method Methods 0.000 claims description 17
238000002360 preparation method Methods 0.000 claims description 16
BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 claims description 15
239000007864 aqueous solution Substances 0.000 claims description 9
239000003085 diluting agent Substances 0.000 claims description 8
108010065920 Insulin Lispro Proteins 0.000 claims description 4
AIXUQKMMBQJZCU-IUCAKERBSA-N Lys-Pro Chemical compound NCCCC[C@H](N)C(=O)N1CCC[C@H]1C(O)=O AIXUQKMMBQJZCU-IUCAKERBSA-N 0.000 claims description 4
206010012601 diabetes mellitus Diseases 0.000 claims description 4
239000004472 Lysine Substances 0.000 claims description 3
239000003125 aqueous solvent Substances 0.000 claims 1
238000004519 manufacturing process Methods 0.000 abstract description 4
230000002035 prolonged effect Effects 0.000 abstract description 2
238000009472 formulation Methods 0.000 abstract 2
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 33
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 20
238000002425 crystallisation Methods 0.000 description 20
230000008025 crystallization Effects 0.000 description 20
XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 12
230000002378 acidificating effect Effects 0.000 description 12
239000003795 chemical substances by application Substances 0.000 description 11
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 description 10
238000002156 mixing Methods 0.000 description 10
239000011780 sodium chloride Substances 0.000 description 10
239000000872 buffer Substances 0.000 description 9
230000015572 biosynthetic process Effects 0.000 description 8
LEMUFSYUPGXXCM-JNEQYSBXSA-N caninsulin Chemical compound [Zn].C([C@@H](C(=O)N[C@@H](CC(C)C)C(=O)N[C@H]1CSSC[C@H]2C(=O)N[C@H](C(=O)N[C@@H](CO)C(=O)N[C@H](C(=O)N[C@H](C(N[C@@H](CO)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC=3C=CC(O)=CC=3)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CC=3C=CC(O)=CC=3)C(=O)N[C@@H](CSSC[C@H](NC(=O)[C@H](C(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC=3C=CC(O)=CC=3)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](C)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](C(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC3N=CN=C3)NC(=O)[C@H](CO)NC(=O)CNC1=O)C(=O)NCC(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)NCC(=O)N[C@@H](CC=1C=CC=CC=1)C(=O)N[C@@H](CC=1C=CC=CC=1)C(=O)N[C@@H](CC=1C=CC(O)=CC=1)C(=O)N[C@@H]([C@@H](C)O)C(=O)N1[C@@H](CCC1)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C(C)O)C(O)=O)C(=O)N[C@@H](CC(N)=O)C(O)=O)=O)CSSC[C@@H](C(N2)=O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](C(C)C)NC(=O)[C@@H](NC(=O)CN)[C@@H](C)CC)[C@@H](C)CC)[C@@H](C)O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CC(N)=O)NC(=O)[C@@H](NC(=O)[C@@H](N)CC=1C=CC=CC=1)C(C)C)C1C=NC=N1 LEMUFSYUPGXXCM-JNEQYSBXSA-N 0.000 description 7
238000011534 incubation Methods 0.000 description 7
230000007935 neutral effect Effects 0.000 description 7
235000018102 proteins Nutrition 0.000 description 7
102000004169 proteins and genes Human genes 0.000 description 7
108090000623 proteins and genes Proteins 0.000 description 7
239000012458 free base Substances 0.000 description 6
239000011787 zinc oxide Substances 0.000 description 6
238000004090 dissolution Methods 0.000 description 5
239000002245 particle Substances 0.000 description 5
150000003839 salts Chemical class 0.000 description 5
239000011550 stock solution Substances 0.000 description 5
WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 4
150000001413 amino acids Chemical group 0.000 description 4
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 4
239000008103 glucose Substances 0.000 description 4
239000000463 material Substances 0.000 description 4
229950008679 protamine sulfate Drugs 0.000 description 4
239000007787 solid Substances 0.000 description 4
239000000725 suspension Substances 0.000 description 4
239000008215 water for injection Substances 0.000 description 4
JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 4
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
PTFCDOFLOPIGGS-UHFFFAOYSA-N Zinc dication Chemical compound [Zn+2] PTFCDOFLOPIGGS-UHFFFAOYSA-N 0.000 description 3
235000001014 amino acid Nutrition 0.000 description 3
235000003704 aspartic acid Nutrition 0.000 description 3
239000002585 base Substances 0.000 description 3
OQFSQFPPLPISGP-UHFFFAOYSA-N beta-carboxyaspartic acid Natural products OC(=O)C(N)C(C(O)=O)C(O)=O OQFSQFPPLPISGP-UHFFFAOYSA-N 0.000 description 3
239000007853 buffer solution Substances 0.000 description 3
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
230000000694 effects Effects 0.000 description 3
238000011067 equilibration Methods 0.000 description 3
238000001802 infusion Methods 0.000 description 3
238000002347 injection Methods 0.000 description 3
239000007924 injection Substances 0.000 description 3
238000012986 modification Methods 0.000 description 3
230000004048 modification Effects 0.000 description 3
239000012071 phase Substances 0.000 description 3
239000008363 phosphate buffer Substances 0.000 description 3
230000002335 preservative effect Effects 0.000 description 3
239000007858 starting material Substances 0.000 description 3
241001202975 Isophanes Species 0.000 description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
ZOIORXHNWRGPMV-UHFFFAOYSA-N acetic acid;zinc Chemical compound [Zn].CC(O)=O.CC(O)=O ZOIORXHNWRGPMV-UHFFFAOYSA-N 0.000 description 2
239000002253 acid Substances 0.000 description 2
239000003929 acidic solution Substances 0.000 description 2
150000001875 compounds Chemical class 0.000 description 2
238000007865 diluting Methods 0.000 description 2
201000010099 disease Diseases 0.000 description 2
238000002474 experimental method Methods 0.000 description 2
239000011521 glass Substances 0.000 description 2
239000004615 ingredient Substances 0.000 description 2
238000004321 preservation Methods 0.000 description 2
239000003755 preservative agent Substances 0.000 description 2
-1 protamine sulfate Chemical class 0.000 description 2
208000024891 symptom Diseases 0.000 description 2
125000000341 threoninyl group Chemical group [H]OC([H])(C([H])([H])[H])C([H])(N([H])[H])C(*)=O 0.000 description 2
150000003751 zinc Chemical class 0.000 description 2
239000004246 zinc acetate Substances 0.000 description 2
VNDYJBBGRKZCSX-UHFFFAOYSA-L zinc bromide Chemical compound Br[Zn]Br VNDYJBBGRKZCSX-UHFFFAOYSA-L 0.000 description 2
239000011592 zinc chloride Substances 0.000 description 2
235000005074 zinc chloride Nutrition 0.000 description 2
BHHYHSUAOQUXJK-UHFFFAOYSA-L zinc fluoride Chemical compound F[Zn]F BHHYHSUAOQUXJK-UHFFFAOYSA-L 0.000 description 2
UAYWVJHJZHQCIE-UHFFFAOYSA-L zinc iodide Chemical compound I[Zn]I UAYWVJHJZHQCIE-UHFFFAOYSA-L 0.000 description 2
101800000535 3C-like proteinase Proteins 0.000 description 1
101800002396 3C-like proteinase nsp5 Proteins 0.000 description 1
VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
241000282472 Canis lupus familiaris Species 0.000 description 1
244000265913 Crataegus laevigata Species 0.000 description 1
102000005561 Human Isophane Insulin Human genes 0.000 description 1
108010084048 Human Isophane Insulin Proteins 0.000 description 1
102000005237 Isophane Insulin Human genes 0.000 description 1
108010081368 Isophane Insulin Proteins 0.000 description 1
QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 description 1
ONIBWKKTOPOVIA-UHFFFAOYSA-N Proline Natural products OC(=O)C1CCCN1 ONIBWKKTOPOVIA-UHFFFAOYSA-N 0.000 description 1
108020004511 Recombinant DNA Proteins 0.000 description 1
VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
102000005157 Somatostatin Human genes 0.000 description 1
108010056088 Somatostatin Proteins 0.000 description 1
239000007983 Tris buffer Substances 0.000 description 1
238000010521 absorption reaction Methods 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
235000004279 alanine Nutrition 0.000 description 1
229910000147 aluminium phosphate Inorganic materials 0.000 description 1
239000000908 ammonium hydroxide Substances 0.000 description 1
230000006399 behavior Effects 0.000 description 1
230000004071 biological effect Effects 0.000 description 1
239000008280 blood Substances 0.000 description 1
210000004369 blood Anatomy 0.000 description 1
239000000337 buffer salt Substances 0.000 description 1
239000013590 bulk material Substances 0.000 description 1
210000000170 cell membrane Anatomy 0.000 description 1
238000010960 commercial process Methods 0.000 description 1
230000000052 comparative effect Effects 0.000 description 1
239000002178 crystalline material Substances 0.000 description 1
230000003247 decreasing effect Effects 0.000 description 1
238000010586 diagram Methods 0.000 description 1
235000005911 diet Nutrition 0.000 description 1
230000037213 diet Effects 0.000 description 1
239000000539 dimer Substances 0.000 description 1
238000006471 dimerization reaction Methods 0.000 description 1
230000008030 elimination Effects 0.000 description 1
238000003379 elimination reaction Methods 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
229940084776 humulin n Drugs 0.000 description 1
239000002933 immunoreactive insulin Substances 0.000 description 1
230000002452 interceptive effect Effects 0.000 description 1
238000011835 investigation Methods 0.000 description 1
229940006445 isophane insulin Drugs 0.000 description 1
125000003717 m-cresyl group Chemical group [H]C1=C([H])C(O*)=C([H])C(=C1[H])C([H])([H])[H] 0.000 description 1
235000012054 meals Nutrition 0.000 description 1
238000005259 measurement Methods 0.000 description 1
230000000813 microbial effect Effects 0.000 description 1
238000007431 microscopic evaluation Methods 0.000 description 1
238000000386 microscopy Methods 0.000 description 1
230000003204 osmotic effect Effects 0.000 description 1
238000010647 peptide synthesis reaction Methods 0.000 description 1
230000037081 physical activity Effects 0.000 description 1
230000000704 physical effect Effects 0.000 description 1
238000001556 precipitation Methods 0.000 description 1
230000002265 prevention Effects 0.000 description 1
125000003607 serino group Chemical group [H]N([H])[C@]([H])(C(=O)[*])C(O[H])([H])[H] 0.000 description 1
239000001632 sodium acetate Substances 0.000 description 1
235000017281 sodium acetate Nutrition 0.000 description 1
239000001509 sodium citrate Substances 0.000 description 1
NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 1
238000010532 solid phase synthesis reaction Methods 0.000 description 1
NHXLMOGPVYXJNR-ATOGVRKGSA-N somatostatin Chemical compound C([C@H]1C(=O)N[C@H](C(N[C@@H](CO)C(=O)N[C@@H](CSSC[C@@H](C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CC=2C=CC=CC=2)C(=O)N[C@@H](CC=2C=CC=CC=2)C(=O)N[C@@H](CC=2C3=CC=CC=C3NC=2)C(=O)N[C@@H](CCCCN)C(=O)N[C@H](C(=O)N1)[C@@H](C)O)NC(=O)CNC(=O)[C@H](C)N)C(O)=O)=O)[C@H](O)C)C1=CC=CC=C1 NHXLMOGPVYXJNR-ATOGVRKGSA-N 0.000 description 1
229960000553 somatostatin Drugs 0.000 description 1
238000003756 stirring Methods 0.000 description 1
238000010254 subcutaneous injection Methods 0.000 description 1
239000007929 subcutaneous injection Substances 0.000 description 1
238000010189 synthetic method Methods 0.000 description 1
238000004448 titration Methods 0.000 description 1
LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
238000003260 vortexing Methods 0.000 description 1
229940102001 zinc bromide Drugs 0.000 description 1
NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 description 1
239000011686 zinc sulphate Substances 0.000 description 1
235000009529 zinc sulphate Nutrition 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
- C07K14/62—Insulins
- 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
- A61K38/28—Insulins
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P5/00—Drugs for disorders of the endocrine system
- A61P5/48—Drugs for disorders of the endocrine system of the pancreatic hormones

Landscapes

Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Diabetes (AREA)
Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
General Health & Medical Sciences (AREA)
Endocrinology (AREA)
Veterinary Medicine (AREA)
Bioinformatics & Cheminformatics (AREA)
Engineering & Computer Science (AREA)
Organic Chemistry (AREA)
Pharmacology & Pharmacy (AREA)
Public Health (AREA)
Animal Behavior & Ethology (AREA)
Zoology (AREA)
General Chemical & Material Sciences (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Proteomics, Peptides & Aminoacids (AREA)
Gastroenterology & Hepatology (AREA)
Chemical Kinetics & Catalysis (AREA)
Obesity (AREA)
Hematology (AREA)
Immunology (AREA)
Emergency Medicine (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)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

SE9502168A 1994-06-16 1995-06-14 Insulinanalog-protamin-komplex SE509295C2 (sv)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US08/260,633 US5461031A (en)	1994-06-16	1994-06-16	Monomeric insulin analog formulations

Publications (3)

Publication Number	Publication Date
SE9502168D0 SE9502168D0 (sv)	1995-06-14
SE9502168L SE9502168L (sv)	1995-12-17
SE509295C2 true SE509295C2 (sv)	1999-01-11

Family

ID=22989963

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
SE9502168A SE509295C2 (sv)	1994-06-16	1995-06-14	Insulinanalog-protamin-komplex

Country Status (37)

Country	Link
US (3)	US5461031A (ja)
JP (1)	JP3812962B2 (ja)
KR (1)	KR100386038B1 (ja)
CN (1)	CN1145641C (ja)
AT (1)	AT408611B (ja)
BE (1)	BE1009409A5 (ja)
BR (1)	BR9502797A (ja)
CA (1)	CA2151564C (ja)
CH (2)	CH689934A5 (ja)
CO (1)	CO4410204A1 (ja)
CZ (1)	CZ294556B6 (ja)
DE (1)	DE19521753B4 (ja)
DK (1)	DK176213B1 (ja)
ES (1)	ES2091728B1 (ja)
FI (1)	FI118208B (ja)
FR (1)	FR2721215B1 (ja)
GB (1)	GB2290294B (ja)
GR (1)	GR1002494B (ja)
HU (1)	HU218943B (ja)
IE (1)	IE68852B1 (ja)
IL (1)	IL114153A (ja)
IT (1)	IT1276722B1 (ja)
LU (1)	LU88627A1 (ja)
MY (1)	MY116831A (ja)
NL (2)	NL1000565C2 (ja)
NO (1)	NO320808B1 (ja)
NZ (1)	NZ272360A (ja)
PE (1)	PE34496A1 (ja)
PL (1)	PL183284B1 (ja)
PT (1)	PT101723B (ja)
RO (1)	RO115124B1 (ja)
SE (1)	SE509295C2 (ja)
SI (1)	SI9500199A (ja)
TW (1)	TW347334B (ja)
UA (1)	UA34468C2 (ja)
YU (1)	YU39795A (ja)
ZA (1)	ZA954941B (ja)

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1994
- 1994-06-16 US US08/260,633 patent/US5461031A/en not_active Expired - Lifetime
- 1994-06-24 TW TW083105766A patent/TW347334B/zh not_active IP Right Cessation
1995
- 1995-06-01 US US08/458,150 patent/US5650486A/en not_active Expired - Lifetime
- 1995-06-01 US US08/458,151 patent/US5747642A/en not_active Expired - Lifetime
- 1995-06-12 CA CA002151564A patent/CA2151564C/en not_active Expired - Lifetime
- 1995-06-13 YU YU39795A patent/YU39795A/sh unknown
- 1995-06-13 HU HU9501717A patent/HU218943B/hu unknown
- 1995-06-14 GR GR950100228A patent/GR1002494B/el not_active IP Right Cessation
- 1995-06-14 NO NO19952356A patent/NO320808B1/no not_active IP Right Cessation
- 1995-06-14 PL PL95309100A patent/PL183284B1/pl unknown
- 1995-06-14 ZA ZA954941A patent/ZA954941B/xx unknown
- 1995-06-14 MY MYPI95001592A patent/MY116831A/en unknown
- 1995-06-14 ES ES09501196A patent/ES2091728B1/es not_active Expired - Fee Related
- 1995-06-14 CO CO95026236A patent/CO4410204A1/es unknown
- 1995-06-14 IE IE950435A patent/IE68852B1/en not_active IP Right Cessation
- 1995-06-14 LU LU88627A patent/LU88627A1/fr unknown
- 1995-06-14 KR KR1019950015781A patent/KR100386038B1/ko not_active Expired - Lifetime
- 1995-06-14 BR BR9502797A patent/BR9502797A/pt not_active IP Right Cessation
- 1995-06-14 IT IT95MI001277A patent/IT1276722B1/it active IP Right Grant
- 1995-06-14 RO RO95-01141A patent/RO115124B1/ro unknown
- 1995-06-14 DE DE19521753A patent/DE19521753B4/de not_active Expired - Lifetime
- 1995-06-14 NZ NZ272360A patent/NZ272360A/en not_active IP Right Cessation
- 1995-06-14 CZ CZ19951543A patent/CZ294556B6/cs not_active IP Right Cessation
- 1995-06-14 FR FR9507095A patent/FR2721215B1/fr not_active Expired - Lifetime
- 1995-06-14 PE PE1995271265A patent/PE34496A1/es not_active IP Right Cessation
- 1995-06-14 CH CH01764/95A patent/CH689934A5/de not_active IP Right Cessation
- 1995-06-14 NL NL1000565A patent/NL1000565C2/xx not_active IP Right Cessation
- 1995-06-14 CN CNB95106567XA patent/CN1145641C/zh not_active Ceased
- 1995-06-14 BE BE9500527A patent/BE1009409A5/fr active
- 1995-06-14 UA UA95062796A patent/UA34468C2/uk unknown
- 1995-06-14 GB GB9512105A patent/GB2290294B/en not_active Expired - Lifetime
- 1995-06-14 AT AT0101795A patent/AT408611B/de not_active IP Right Cessation
- 1995-06-14 SE SE9502168A patent/SE509295C2/sv not_active IP Right Cessation
- 1995-06-14 FI FI952932A patent/FI118208B/fi not_active IP Right Cessation
- 1995-06-14 PT PT101723A patent/PT101723B/pt not_active IP Right Cessation
- 1995-06-14 IL IL11415395A patent/IL114153A/xx not_active IP Right Cessation
- 1995-06-14 CH CH02083/99A patent/CH693019A5/de not_active IP Right Cessation
- 1995-06-14 DK DK199500676A patent/DK176213B1/da not_active IP Right Cessation
- 1995-06-14 SI SI9500199A patent/SI9500199A/sl not_active IP Right Cessation
- 1995-06-14 JP JP14729695A patent/JP3812962B2/ja not_active Expired - Lifetime
1996
- 1996-11-29 NL NL1004643A patent/NL1004643C2/nl not_active IP Right Cessation

Also Published As

Publication number	Publication date
DK176213B1 (da)	2007-02-12
SE9502168D0 (sv)	1995-06-14
BR9502797A (pt)	1996-03-12
US5461031A (en)	1995-10-24
DE19521753A1 (de)	1995-12-21
IL114153A0 (en)	1995-10-31
CO4410204A1 (es)	1997-01-09
FI952932L (fi)	1995-12-17
GR1002494B (el)	1996-12-12
PL309100A1 (en)	1995-12-27
NO320808B1 (no)	2006-01-30
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ITMI951277A0 (it)	1995-06-14
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Legal Events

Date	Code	Title	Description
2015-08-04	NUG	Patent has lapsed

Publication	Publication Date	Title
SE509295C2 (sv)	1999-01-11	Insulinanalog-protamin-komplex
US5547929A (en)	1996-08-20	Insulin analog formulations
DE3788684T2 (de)	1994-05-19	Peptide.
US5834422A (en)	1998-11-10	AspB28 insulin compositions
JPH08169899A (ja)	1996-07-02	安定な亜鉛インスリン類似化合物結晶の製造
WO1995000550A1 (en)	1995-01-05	Aspb28 insulin crystals
RU2154494C2 (ru)	2000-08-20	Комплекс аналога инсулина и протамина, способ получения, фармацевтическая композиция и способ лечения диабета
AU738101B2 (en)	2001-09-06	Monomeric insulin analog formulations
AU711428B2 (en)	1999-10-14	Monomeric insulin analog formulations
GB2327424A (en)	1999-01-27	Insulin analog protamine complexes
HK1013952A (en)	1999-09-17	Insulin analog formulations