CN1829738B - 新型胰岛素衍生物 - Google Patents
新型胰岛素衍生物 Download PDFInfo
- Publication number
- CN1829738B CN1829738B CN2004800217338A CN200480021733A CN1829738B CN 1829738 B CN1829738 B CN 1829738B CN 2004800217338 A CN2004800217338 A CN 2004800217338A CN 200480021733 A CN200480021733 A CN 200480021733A CN 1829738 B CN1829738 B CN 1829738B
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- China
- Prior art keywords
- insulin
- des
- glu
- insulin human
- human
- Prior art date
- Legal status (The legal status 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 status listed.)
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- 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 246
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- 125000000729 N-terminal amino-acid group Chemical group 0.000 abstract 1
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- RZJRJXONCZWCBN-UHFFFAOYSA-N octadecane Chemical compound CCCCCCCCCCCCCCCCCC RZJRJXONCZWCBN-UHFFFAOYSA-N 0.000 description 50
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- C07K14/575—Hormones
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- 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
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- A61K47/50—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
- A61K47/51—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent
- A61K47/54—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic compound
- A61K47/542—Carboxylic acids, e.g. a fatty acid or an amino acid
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/50—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
- A61K47/51—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent
- A61K47/56—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic macromolecular compound, e.g. an oligomeric, polymeric or dendrimeric molecule
- A61K47/59—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic macromolecular compound, e.g. an oligomeric, polymeric or dendrimeric molecule obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyureas or polyurethanes
- A61K47/60—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic macromolecular compound, e.g. an oligomeric, polymeric or dendrimeric molecule obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyureas or polyurethanes the organic macromolecular compound being a polyoxyalkylene oligomer, polymer or dendrimer, e.g. PEG, PPG, PEO or polyglycerol
-
- 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
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- 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
- A61P5/50—Drugs for disorders of the endocrine system of the pancreatic hormones for increasing or potentiating the activity of insulin
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- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Peptides Or Proteins (AREA)
Abstract
Description
胰岛素衍生物 | k′rel |
NεB29-(N-HOOC(CH2)14CO-γ-Glu)des(B30)人胰岛素 | 0.87 |
NεB29-(N-HOOC(CH2)16CO-γ-Glu)des(B30)人胰岛素 | 1.15 |
NεB29-(N-HOOC(CH2)8CO-γ-Glu)des(B30)人胰岛素 | 0.45 |
NεB29-(N-HOOC(CH2)16CO-γ-Glu-N-(γ-Glu)des(B30)人胰岛素 | 1.17 |
NεB29-(N-(Asp-OC(CH2)16CO)-γ-Glu)des(B30)人胰岛素 | 0.70 |
NεB29-(N-(Glu-OC(CH2)14CO-γ-Glu)des(B30)人胰岛素 | 0.33 |
NεB29-(N-(Glu-OC(CH2)14CO-)des(B30)人胰岛素 | 1.17 |
NεB29-(N-HOOC(CH2)16CO-α-Glu)-N-(β-Asp)des(B30)人胰岛素 | 1.11 |
NεB29-(N-(Gly-OC(CH2)13CO-γ-Glu)des(B30)人胰岛素 | 0.58 |
NεB29-(N-(Sar-OC(CH2)13CO-γ-Glu)des(B30)人胰岛素 | 0.63 |
NεB29-(N-HOOC(CH2)16CO-α-Glu)-N-(AspAsp)des(B30)人胰岛素 | 1.07 |
NεB29-(N-(Gly-OC(CH2)14CO-γ-Glu)des(B30)人胰岛素 | 0.88 |
NεB29-(N-HOOC(CH2)15CO-γ-L-Glu)des(B30)人胰岛素 | 1.13 |
NεB29-(N-HOOC(CH2)14CO-β-L-Asp)des(B30)人胰岛素 | 0.69 |
NεB29-(N-HOOC(CH2)13CO-β-L-Glu)des(B30)人胰岛素 | 0.54 |
NεB29-(N-HOOC(CH2)13CO-β-L-Asp)des(B30)人胰岛素 | 0.47 |
NεB29-(N-HOOC(CH2)16CO-δ-L-Aad)des(B30)人胰岛素 | 0.84 |
NεB29-(N-HOOC(CH2)16CO-γ-D-Glu)des(B30)人胰岛素 | 1.4 |
NεB29-(N-HOOC(CH2)15CO-β-L-Asp)des(B30)人胰岛素 | 1.09 |
NεB29-(N-HOOC(CH2)16CO-α-L-Asp)des(B30)人胰岛素 | 1.49 |
NεB29-(N-HOOC(CH2)16CO-α-L-Glu)des(B30)人胰岛素 | 1.51 |
NεB29-(N-(HOOC(CH2)14CO-ε-L-LysCO-)des(B30)人胰岛素 | 0.90 |
NεB29-(N-HOOC(CH2)16CO-β-L-Asp)des(B30)人胰岛素 | 1.54 |
NεB29-(N-(Gly-OC(CH2)16CO-γ-L-Glu)des(B30)人胰岛素 | 1.57 |
NεB29-[N-(HOOC(CH2)16CO)-N-(羧甲基)-β-Ala]des(B30)人胰岛素 | 1.13 |
NεB29-[Nα-(HOOC(CH2)11)NHCO(CH2)3CO)-γ-L-Glu]des(B30)人胰岛素 | 0.42 |
产品 | 受体结合(人 胰岛素%) |
人胰岛素 | 100 |
NεB29-(N-HOOC(CH2)14CO-γ-Glu)des(B30)人胰岛素 | 26 |
NεB29-(N-HOOC(CH2)16CO-γ-Glu)des(B30)人胰岛素 | 9.2 |
NεB29-(N-HOOC(CH2)16CO-γ-Glu-N-(γ-Glu)des(B30)人胰岛素 | 11 |
NεB29-(N-(Asp-OC(CH2)16CO)-γ-Glu)des(B30)人胰岛素 | 13 |
NεB29-(N-(Glu-OC(CH2)14CO-γ-Glu)des(B30)人胰岛素 | 13 |
NεB29-(N-(Glu-OC(CH2)14CO-)des(B30)人胰岛素 | 9.4 |
NεB29-(N-HOOC(CH2)16CO-α-Glu)-N-(β-Asp)des(B30)人胰岛素 | 11 |
NεB29-(N-(Gly-OC(CH2)13CO-γ-Glu)des(B30)人胰岛素 | 22 |
NεB29-(N-(Sar-OC(CH2)13CO-γ-Glu)des(B30)人胰岛素 | 20 |
NεB29-(N-HOOC(CH2)16CO-α-L-Asp)-N-(β-L-Asp)des(B30)人胰岛素 | 14 |
NεB29-(N-(Gly-OC(CH2)14CO-γ-Glu)des(B30)人胰岛素 | 32 |
NεB29-(N-HOOC(CH2)15CO-γ-L-Glu)des(B30)人胰岛素 | 4 |
NεB29-(N-HOOC(CH2)14CO-β-L-Asp)des(B30)人胰岛素 | 16 |
0525 NεB29-(N-HOOC(CH2)14CO-β-D-Asp)des(B30)人胰岛素 | 37 |
NεB29-(N-HOOC(CH2)13CO-β-L-Glu)des(B30)人胰岛素 | 15 |
NεB29-(N-HOOC(CH2)13CO-β-L-Asp)des(B30)人胰岛素 | 11 |
NεB29-(N-HOOC(CH2)16CO-δ-L-Aad)des(B30)人胰岛素 | 7 |
NεB29-(N-HOOC(CH2)16CO-γ-D-Glu)des(B30)人胰岛素 | 13 |
NεB29-(N-HOOC(CH2)15CO-β-L-Asp)des(B30)人胰岛素 | 5.4 |
NεB29-(N-HOOC(CH2)16CO-α-L-Asp)des(B30)人胰岛素 | 13 |
NεB29-(N-HOOC(CH2)16CO-α-L-Glu)des(B30)人胰岛素 | 16 |
NεB29-(N-(HOOC(CH2)14CO-ε-L-LysCO-)des(B30)人胰岛素 | 5.7 |
NεB29-(N-HOOC(CH2)16CO-β-L-Asp)des(B30)人胰岛素 | 11 |
NεB29-(N-(Gly-OC(CH2)16CO-γ-L-Glu)des(B30)人胰岛素 | 9.1 |
NεB29-[N-(HOOC(CH2)16CO)-N-(羧甲基)-β-Ala]des(B30)人胰岛素 | 9.4 |
NεB29-[Nα-(HOOC(CH2)11)NHCO(CH2)3CO)-γ-L-Glu]des(B30)人胰岛素 | 46 |
胰岛素衍生物 | 与人胰岛素 相比的功效 |
NεB29-(N-HOOC(CH2)14CO-γ-Glu)des(B30)人胰岛素 | >50% |
NεB29-(N-HOOC(CH2)16CO-γ-Glu)des(B30)人胰岛素 | >50% |
NεB29-(N-HOOC(CH2)16CO-γ-Glu-N-(γ-Glu)des(B30)人胰岛素 | >50% |
NεB29-(N-HOOC(CH2)14CO-β-L-Asp)des(B30)人胰岛素 | >50% |
NεB29-(N-(Gly-OC(CH2)14CO-γ-Glu)des(B30)人胰岛素 | >50% |
NεB29-(N-HOOC(CH2)14CO-β-L-Asp)des(B30)人胰岛素 | >50% |
胰岛素衍生物 | T50%,小时 测试/detemir |
NεB29-(N-HOOC(CH2)14CO-γ-Glu)des(B30)人胰岛素 | 9.0/9.5 |
NεB29-(N-HOOC(CH2)16CO-γ-Glu)des(B30)人胰岛素 | 10.6/9.7 |
NεB29-(N-HOOC(CH2)16CO-γ-Glu-N-(γ-Glu)des(B30)人胰岛素 | 7.8/7.4 |
NεB29-(N-(Asp-OC(CH2)16CO)-γ-Glu)des(B30)人胰岛素 | 3.5/7.4 |
NεB29-(N-(Asp-OC(CH2)16CO-)des(B30)人胰岛素 | 4.1/7.4 |
NεB29-(N-HOOC(CH2)16CO-α-Glu)-N-(β-Asp)des(B30)人胰岛素 | 8.7/9.1 |
Claims (10)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201010514501.3A CN101955527B (zh) | 2003-08-05 | 2004-07-22 | 新型胰岛素衍生物 |
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DKPA200301129 | 2003-08-05 | ||
DKPA200301129 | 2003-08-05 | ||
US49545103P | 2003-08-14 | 2003-08-14 | |
US60/495,451 | 2003-08-14 | ||
PCT/DK2004/000511 WO2005012347A2 (en) | 2003-08-05 | 2004-07-22 | Novel insulin derivatives |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201010514501.3A Division CN101955527B (zh) | 2003-08-05 | 2004-07-22 | 新型胰岛素衍生物 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN1829738A CN1829738A (zh) | 2006-09-06 |
CN1829738B true CN1829738B (zh) | 2012-07-04 |
Family
ID=36947523
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
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CN2004800217338A Expired - Lifetime CN1829738B (zh) | 2003-08-05 | 2004-07-22 | 新型胰岛素衍生物 |
CN201010514501.3A Expired - Lifetime CN101955527B (zh) | 2003-08-05 | 2004-07-22 | 新型胰岛素衍生物 |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
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CN201010514501.3A Expired - Lifetime CN101955527B (zh) | 2003-08-05 | 2004-07-22 | 新型胰岛素衍生物 |
Country Status (10)
Country | Link |
---|---|
EP (3) | EP2287184A3 (zh) |
KR (1) | KR101186851B1 (zh) |
CN (2) | CN1829738B (zh) |
DK (2) | DK2275439T3 (zh) |
ES (2) | ES2402592T3 (zh) |
PL (1) | PL2275439T3 (zh) |
PT (2) | PT2275439E (zh) |
RU (1) | RU2352581C2 (zh) |
SI (1) | SI2107069T1 (zh) |
ZA (1) | ZA200600846B (zh) |
Families Citing this family (23)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR101159559B1 (ko) | 2003-08-05 | 2012-06-26 | 노보 노르디스크 에이/에스 | 신규의 인슐린 유도체 |
DE602004026113D1 (de) | 2003-12-18 | 2010-04-29 | Novo Nordisk As | Glp-1-verbindungen |
EP1969004B1 (en) | 2005-12-28 | 2011-08-10 | Novo Nordisk A/S | Compositions comprising an acylated insulin and zinc and method of making the said compositions |
JP5552046B2 (ja) | 2007-06-13 | 2014-07-16 | ノボ・ノルデイスク・エー/エス | インスリン誘導体を含有する薬学的製剤 |
CN101157725B (zh) * | 2007-10-24 | 2012-07-25 | 中国药科大学 | 人胰岛素类似物的制备方法及用途 |
RU2540922C2 (ru) | 2008-10-30 | 2015-02-10 | Ново Нордиск А/С | Лечение сахарного диабета с использованием инъекций инсулина с частотой менее одного раза в день |
AR081066A1 (es) * | 2010-04-02 | 2012-06-06 | Hanmi Holdings Co Ltd | Conjugado de insulina donde se usa un fragmento de inmunoglobulina |
US20130143803A1 (en) * | 2010-05-10 | 2013-06-06 | Novo Nordisk A/S | Process for the Preparation of Insulin-Zinc Complexes |
RS59423B1 (sr) * | 2010-10-27 | 2019-11-29 | Novo Nordisk As | Lečenje dijabetesa melitusa korišćenjem insulinskih injekcija davanih u različitim intervalima ubrizgavanja |
BR112013010345A2 (pt) | 2010-10-27 | 2017-07-25 | Novo Nordisk As | tratamento de diabetes melitus usando as injeções de insulina administradas com intervalos de variação da injeção |
CN103443122B (zh) | 2011-12-15 | 2016-05-11 | 上海恒瑞医药有限公司 | 人胰岛素类似物及其酰化衍生物 |
AU2013255880B2 (en) | 2012-05-01 | 2017-07-20 | Novo Nordisk A/S | Pharmaceutical composition |
WO2014147141A1 (en) * | 2013-03-20 | 2014-09-25 | Novo Nordisk A/S | Insulin dosing regimen |
EP2991672A1 (en) | 2013-04-30 | 2016-03-09 | Novo Nordisk A/S | Novel administration regime |
CN103467594A (zh) * | 2013-09-12 | 2013-12-25 | 深圳先进技术研究院 | 胰岛素修饰物及其制备方法和应用 |
CN105001140B (zh) * | 2015-06-29 | 2018-01-05 | 珠海联邦制药股份有限公司 | 一种制备脂肪二酸衍生物的方法及其应用 |
CN106496322A (zh) * | 2015-09-07 | 2017-03-15 | 江苏恒瑞医药股份有限公司 | 人胰岛素或其类似物的酰化衍生物的制备方法 |
EP3495384A4 (en) | 2016-08-02 | 2020-02-26 | Jiangsu Hengrui Medicine Co., Ltd. | ACYLATED DERIVATIVE OF HUMAN INSULIN OR ANALOGUE OF IT |
US10335464B1 (en) | 2018-06-26 | 2019-07-02 | Novo Nordisk A/S | Device for titrating basal insulin |
CN111518009B (zh) * | 2019-02-01 | 2023-06-23 | 鲁南制药集团股份有限公司 | 一种脂肪酸衍生物及其合成方法 |
CN113045473A (zh) * | 2020-03-18 | 2021-06-29 | 广东东阳光药业有限公司 | 制备长脂肪链二酸衍生物的方法及其应用 |
CN114075275A (zh) * | 2020-08-17 | 2022-02-22 | 成都奥达生物科技有限公司 | 一种长效胰岛素类似物 |
CN116903512A (zh) * | 2023-06-05 | 2023-10-20 | 浙江湃肽生物股份有限公司深圳分公司 | 一种德谷胰岛素中间体及其德谷胰岛素的制备方法 |
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- 2004-07-22 ES ES09165072T patent/ES2402592T3/es not_active Expired - Lifetime
- 2004-07-22 PT PT101744944T patent/PT2275439E/pt unknown
- 2004-07-22 CN CN2004800217338A patent/CN1829738B/zh not_active Expired - Lifetime
- 2004-07-22 CN CN201010514501.3A patent/CN101955527B/zh not_active Expired - Lifetime
- 2004-07-22 PT PT91650721T patent/PT2107069E/pt unknown
- 2004-07-22 RU RU2006103280/04A patent/RU2352581C2/ru active Protection Beyond IP Right Term
- 2004-07-22 EP EP10174493A patent/EP2287184A3/en not_active Withdrawn
- 2004-07-22 EP EP10174491A patent/EP2264066A3/en not_active Withdrawn
- 2004-07-22 ES ES10174494.4T patent/ES2472421T3/es not_active Expired - Lifetime
- 2004-07-22 DK DK10174494.4T patent/DK2275439T3/da active
- 2004-07-22 SI SI200432008T patent/SI2107069T1/sl unknown
- 2004-07-22 EP EP10174494.4A patent/EP2275439B1/en not_active Expired - Lifetime
- 2004-07-22 DK DK09165072.1T patent/DK2107069T3/da active
- 2004-07-22 KR KR1020127002621A patent/KR101186851B1/ko active Protection Beyond IP Right Term
- 2004-07-22 PL PL10174494T patent/PL2275439T3/pl unknown
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2006
- 2006-01-30 ZA ZA200600846A patent/ZA200600846B/en unknown
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EP0894095B1 (en) * | 1996-02-21 | 2003-05-28 | Novo Nordisk A/S | Insulin derivatives and their use |
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Also Published As
Publication number | Publication date |
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DK2107069T3 (da) | 2013-04-15 |
PT2107069E (pt) | 2013-04-23 |
EP2275439B1 (en) | 2014-03-26 |
ZA200600846B (en) | 2007-04-25 |
KR20120026629A (ko) | 2012-03-19 |
SI2107069T1 (sl) | 2013-04-30 |
EP2287184A2 (en) | 2011-02-23 |
CN101955527B (zh) | 2016-04-20 |
EP2275439A3 (en) | 2011-03-23 |
ES2472421T3 (es) | 2014-07-01 |
RU2352581C2 (ru) | 2009-04-20 |
PT2275439E (pt) | 2014-06-25 |
EP2264066A3 (en) | 2011-07-27 |
PL2275439T3 (pl) | 2014-09-30 |
KR101186851B1 (ko) | 2012-10-02 |
CN101955527A (zh) | 2011-01-26 |
CN1829738A (zh) | 2006-09-06 |
EP2287184A3 (en) | 2011-08-10 |
EP2275439A2 (en) | 2011-01-19 |
ES2402592T3 (es) | 2013-05-07 |
DK2275439T3 (da) | 2014-05-12 |
RU2006103280A (ru) | 2007-09-20 |
EP2264066A2 (en) | 2010-12-22 |
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