DD244345A5 - Neue peptide - Google Patents

Neue peptide Download PDF

Info

Publication number: DD244345A5
Authority: DD; German Democratic Republic
Prior art keywords: lys; insulin; human insulin; arg; thr
Prior art date: 1985-03-12

Application number

DD86287734A

Other languages

German (de)

English (en)

Inventor

Jan Markussen

Original Assignee

��@��@�a�k��

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.)

1985-03-12

Filing date

1986-03-10

Publication date

1987-04-01

1986-03-10 Application filed by ��@��@�a�k�� filed Critical ��@��@�a�k��

1987-04-01 Publication of DD244345A5 publication Critical patent/DD244345A5/de

Links

108090000765 processed proteins & peptides Proteins 0.000 title claims abstract description 12
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 claims abstract description 239
229940125396 insulin Drugs 0.000 claims abstract description 111
102000004877 Insulin Human genes 0.000 claims abstract description 93
108090001061 Insulin Proteins 0.000 claims abstract description 93
101000976075 Homo sapiens Insulin Proteins 0.000 claims abstract description 68
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 abstract description 68
150000001413 amino acids Chemical class 0.000 claims abstract description 33
238000002360 preparation method Methods 0.000 claims abstract description 23
238000000034 method Methods 0.000 claims abstract description 22
230000007935 neutral effect Effects 0.000 claims abstract description 12
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 11
230000008569 process Effects 0.000 claims abstract description 9
210000004899 c-terminal region Anatomy 0.000 claims abstract description 7
KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 claims description 70
150000001875 compounds Chemical class 0.000 claims description 64
ODKSFYDXXFIFQN-BYPYZUCNSA-N L-arginine Chemical group OC(=O)[C@@H](N)CCCN=C(N)N ODKSFYDXXFIFQN-BYPYZUCNSA-N 0.000 claims description 62
KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 claims description 57
AYFVYJQAPQTCCC-GBXIJSLDSA-N L-threonine Natural products C[C@@H](O)[C@H](N)C(O)=O AYFVYJQAPQTCCC-GBXIJSLDSA-N 0.000 claims description 41
229940024606 amino acid Drugs 0.000 claims description 33
235000001014 amino acid Nutrition 0.000 claims description 33
108010005991 Pork Regular Insulin Proteins 0.000 claims description 23
125000000539 amino acid group Chemical group 0.000 claims description 18
108090000631 Trypsin Proteins 0.000 claims description 12
102000004142 Trypsin Human genes 0.000 claims description 12
239000012588 trypsin Substances 0.000 claims description 12
125000003277 amino group Chemical group 0.000 claims description 11
125000000291 glutamic acid group Chemical group N[C@@H](CCC(O)=O)C(=O)* 0.000 claims description 10
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 10
125000000341 threoninyl group Chemical group [H]OC([H])(C([H])([H])[H])C([H])(N([H])[H])C(*)=O 0.000 claims description 8
239000004473 Threonine Substances 0.000 claims description 6
229960002898 threonine Drugs 0.000 claims description 6
230000001810 trypsinlike Effects 0.000 claims description 6
108090000790 Enzymes Proteins 0.000 claims description 5
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125000001176 L-lysyl group Chemical group [H]N([H])[C@]([H])(C(=O)[*])C([H])([H])C([H])([H])C([H])([H])C(N([H])[H])([H])[H] 0.000 claims description 4
108091028043 Nucleic acid sequence Proteins 0.000 claims description 4
102000007079 Peptide Fragments Human genes 0.000 claims description 4
108010033276 Peptide Fragments Proteins 0.000 claims description 4
150000003951 lactams Chemical class 0.000 claims description 4
125000006239 protecting group Chemical group 0.000 claims description 4
WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 claims description 3
229930064664 L-arginine Chemical group 0.000 claims description 3
235000014852 L-arginine Nutrition 0.000 claims description 3
125000004106 butoxy group Chemical group [*]OC([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 claims description 3
235000013922 glutamic acid Nutrition 0.000 claims description 3
239000004220 glutamic acid Substances 0.000 claims description 3
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 3
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
125000000769 L-threonyl group Chemical group [H]N([H])[C@]([H])(C(=O)[*])[C@](O[H])(C([H])([H])[H])[H] 0.000 claims description 2
239000003054 catalyst Substances 0.000 claims description 2
238000005859 coupling reaction Methods 0.000 claims description 2
229910052739 hydrogen Inorganic materials 0.000 claims description 2
239000001257 hydrogen Substances 0.000 claims description 2
JQFZHHSQMKZLRU-IUCAKERBSA-N Arg-Lys Chemical compound NCCCC[C@@H](C(O)=O)NC(=O)[C@@H](N)CCCN=C(N)N JQFZHHSQMKZLRU-IUCAKERBSA-N 0.000 claims 1
125000003545 alkoxy group Chemical group 0.000 claims 1
125000000217 alkyl group Chemical group 0.000 claims 1
MDFFNEOEWAXZRQ-UHFFFAOYSA-N aminyl Chemical group [NH2] MDFFNEOEWAXZRQ-UHFFFAOYSA-N 0.000 claims 1
108010062796 arginyllysine Proteins 0.000 claims 1
230000008878 coupling Effects 0.000 claims 1
238000010168 coupling process Methods 0.000 claims 1
239000012634 fragment Substances 0.000 claims 1
125000004434 sulfur atom Chemical group 0.000 claims 1
230000002035 prolonged effect Effects 0.000 abstract description 19
230000009471 action Effects 0.000 abstract description 14
206010012601 diabetes mellitus Diseases 0.000 abstract description 7
150000002148 esters Chemical group 0.000 abstract description 7
102000004196 processed proteins & peptides Human genes 0.000 abstract description 6
125000003368 amide group Chemical group 0.000 abstract description 4
239000000243 solution Substances 0.000 description 53
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 36
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 33
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 28
ZDXPYRJPNDTMRX-VKHMYHEASA-N L-glutamine Chemical compound OC(=O)[C@@H](N)CCC(N)=O ZDXPYRJPNDTMRX-VKHMYHEASA-N 0.000 description 28
239000011701 zinc Substances 0.000 description 23
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 22
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 21
229910052725 zinc Inorganic materials 0.000 description 21
239000000203 mixture Substances 0.000 description 20
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 15
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VVQIIIAZJXTLRE-QMMMGPOBSA-N (2s)-2-amino-6-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoic acid Chemical compound CC(C)(C)OC(=O)NCCCC[C@H](N)C(O)=O VVQIIIAZJXTLRE-QMMMGPOBSA-N 0.000 description 12
WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 12
239000013078 crystal Substances 0.000 description 12
RLSSMJSEOOYNOY-UHFFFAOYSA-N m-cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 description 12
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235000011054 acetic acid Nutrition 0.000 description 10
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PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 9
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KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 9
239000003480 eluent Substances 0.000 description 9
239000002244 precipitate Substances 0.000 description 9
DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 8
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239000004475 Arginine Substances 0.000 description 7
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 7
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QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 description 5
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235000004279 alanine Nutrition 0.000 description 5
229960003767 alanine Drugs 0.000 description 5
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125000004432 carbon atom Chemical group C* 0.000 description 5
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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 5
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239000004472 Lysine Substances 0.000 description 4
240000004808 Saccharomyces cerevisiae Species 0.000 description 4
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Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K14/00—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
- 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

Landscapes

Health & Medical Sciences (AREA)
Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Life Sciences & Earth Sciences (AREA)
General Health & Medical Sciences (AREA)
Genetics & Genomics (AREA)
Gastroenterology & Hepatology (AREA)
Proteomics, Peptides & Aminoacids (AREA)
Biochemistry (AREA)
Biophysics (AREA)
Molecular Biology (AREA)
Medicinal Chemistry (AREA)
Zoology (AREA)
Endocrinology (AREA)
Toxicology (AREA)
Diabetes (AREA)
Peptides Or Proteins (AREA)
Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Preparation Of Compounds By Using Micro-Organisms (AREA)

DD86287734A 1985-03-12 1986-03-10 Neue peptide DD244345A5 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DK113585A DK113585D0 (da)	1985-03-12	1985-03-12	Nye peptider

Publications (1)

Publication Number	Publication Date
DD244345A5 true DD244345A5 (de)	1987-04-01

Family

ID=8101410

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DD86287734A DD244345A5 (de)	1985-03-12	1986-03-10	Neue peptide

Country Status (22)

Country	Link
EP (1)	EP0194864B1 (da)
JP (1)	JPS61212598A (da)
KR (1)	KR930007433B1 (da)
CN (1)	CN86101489A (da)
AT (1)	ATE77391T1 (da)
AU (1)	AU612964B2 (da)
CS (1)	CS259536B2 (da)
DD (1)	DD244345A5 (da)
DE (1)	DE3685668T2 (da)
DK (2)	DK113585D0 (da)
ES (1)	ES8800276A1 (da)
FI (1)	FI861007A7 (da)
GR (1)	GR860687B (da)
HU (1)	HU201097B (da)
IL (1)	IL78103A0 (da)
MY (1)	MY102102A (da)
NO (1)	NO172441C (da)
NZ (1)	NZ215445A (da)
PH (1)	PH24260A (da)
PT (1)	PT82173B (da)
YU (1)	YU46001B (da)
ZA (1)	ZA861432B (da)

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DK119785D0 (da) *	1985-03-15	1985-03-15	Nordisk Gentofte	Insulinpraeparat
DK437786D0 (da) *	1986-09-12	1986-09-12	Nordisk Gentofte	Insulinprecursorer
KR900701842A (ko) *	1988-07-20	1990-12-04	헨리 브뢰늄	인간 인슐린 동족체와 그를 포함하는 제제
DE3827533A1 (de) *	1988-08-13	1990-02-15	Hoechst Ag	Pharmazeutische zubereitung zur behandlung des diabetes mellitus
DE3837825A1 (de) *	1988-11-08	1990-05-10	Hoechst Ag	Neue insulinderivate, ihre verwendung und eine sie enthaltende pharmazeutische zubereitung
DK134189D0 (da) *	1989-03-20	1989-03-20	Nordisk Gentofte	Insulinforbindelser
US5130298A (en) *	1989-05-16	1992-07-14	Ethicon, Inc.	Stabilized compositions containing epidermal growth factor
DE3936876A1 (de) *	1989-11-06	1991-05-23	Hoechst Ag	Neue insulinderivate, verfahren zu deren herstellung, ihre verwendung und eine sie enthaltende pharmazeutische zubereitung
AUPP609198A0 (en) *	1998-09-22	1998-10-15	Curtin University Of Technology	Use of non-peptidyl compounds for the treatment of insulin related ailments
US6933272B1 (en)	1998-09-22	2005-08-23	Erik Helmerhorst	Use of non-peptidyl compounds for the treatment of insulin related ailments
DE10114178A1 (de)	2001-03-23	2002-10-10	Aventis Pharma Gmbh	Zinkfreie und zinkarme Insulinzubereitungen mit verbesserter Stabilität
DE10227232A1 (de)	2002-06-18	2004-01-15	Aventis Pharma Deutschland Gmbh	Saure Insulinzubereitungen mit verbesserter Stabilität
ES2642214T3 (es)	2004-01-21	2017-11-15	Novo Nordisk Health Care Ag	Conjugación de péptidos mediante transglutaminasa
US20090074882A1 (en)	2005-12-28	2009-03-19	Novo Nordisk A/S	Insulin compositions and method of making a composition
DE102006031955A1 (de) *	2006-07-11	2008-01-17	Sanofi-Aventis Deutschland Gmbh	Verfahren zur Herstellung von Insulinanaloga mit dibasischem B-Kettenende
DE102006031962A1 (de) *	2006-07-11	2008-01-17	Sanofi-Aventis Deutschland Gmbh	Amidiertes Insulin Glargin
BRPI0907119A2 (pt) *	2008-01-09	2015-07-14	Sanofi Aventis Deutschland	Derivados de insulina tendo um perfil de ação de tempo extremamente retardado
DE102008003566A1 (de) *	2008-01-09	2009-07-16	Sanofi-Aventis Deutschland Gmbh	Neue Insulinderivate mit extrem verzögertem Zeit-/ Wirkungsprofil
AU2009203809B2 (en) *	2008-01-09	2013-07-25	Sanofi-Aventis Deutschland Gmbh	Novel insulin derivatives having an extremely delayed time-action profile
PT3228320T (pt)	2008-10-17	2020-03-26	Sanofi Aventis Deutschland	Combinação de uma insulina e de um agonista do glp-1
TW201105346A (en) *	2009-07-06	2011-02-16	Sanofi Aventis Deutschland	Heat-stable and vibration-stable insulin preparations
KR101853606B1 (ko)	2009-07-06	2018-05-03	사노피-아벤티스 도이칠란트 게엠베하	메티오닌을 함유하는 수성 인슐린 제제
KR101337322B1 (ko)	2009-11-13	2013-12-06	사노피-아벤티스 도이칠란트 게엠베하	Ｇｌｐ-1 효능제 및 메티오닌을 포함하는 약제학적 조성물
DK2498802T3 (da)	2009-11-13	2015-04-13	Sanofi Aventis Deutschland	Farmaceutisk præparat omfattende en glp-1-agonist, et insulin og en methionin
JP6249773B2 (ja) *	2010-05-10	2017-12-20	ノヴォノルディスクアー／エス	インスリン−亜鉛錯体の調製方法
ES2606554T3 (es)	2010-08-30	2017-03-24	Sanofi-Aventis Deutschland Gmbh	Uso de AVE0010 para la fabricación de un medicamento para el tratamiento de la diabetes mellitus de tipo 2
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US9821032B2 (en)	2011-05-13	2017-11-21	Sanofi-Aventis Deutschland Gmbh	Pharmaceutical combination for improving glycemic control as add-on therapy to basal insulin
PL2750699T3 (pl)	2011-08-29	2015-12-31	Sanofi Aventis Deutschland	Kombinacja farmaceutyczna do stosowania w kontroli glikemii u pacjentów z cukrzycą typu 2
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DE3326472A1 (de) *	1983-07-22	1985-02-14	Hoechst Ag, 6230 Frankfurt	Neue insulin-derivate, verfahren zu deren herstellung und deren verwendung sowie pharmazeutische mittel zur behandlung des diabetes mellitus
DE3333640A1 (de) *	1983-09-17	1985-04-25	Hoechst Ag, 6230 Frankfurt	Verfahren zur herstellung von insulin-derivaten, deren b-kette c-terminal verlaengert ist, neue basisch modifizierte insulin-derivate diese enthaltende mittel und ihre verwendung
DK119785D0 (da) *	1985-03-15	1985-03-15	Nordisk Gentofte	Insulinpraeparat

1985
- 1985-03-12 DK DK113585A patent/DK113585D0/da unknown
1986
- 1986-02-26 ZA ZA861432A patent/ZA861432B/xx unknown
- 1986-02-27 PH PH33459A patent/PH24260A/en unknown
- 1986-03-10 YU YU34586A patent/YU46001B/sh unknown
- 1986-03-10 DD DD86287734A patent/DD244345A5/de not_active IP Right Cessation
- 1986-03-10 DK DK107086A patent/DK158677C/da active
- 1986-03-11 CS CS861666A patent/CS259536B2/cs unknown
- 1986-03-11 PT PT82173A patent/PT82173B/pt not_active IP Right Cessation
- 1986-03-11 EP EP86301755A patent/EP0194864B1/en not_active Expired - Lifetime
- 1986-03-11 DE DE8686301755T patent/DE3685668T2/de not_active Expired - Fee Related
- 1986-03-11 JP JP61051586A patent/JPS61212598A/ja active Pending
- 1986-03-11 IL IL78103A patent/IL78103A0/xx not_active IP Right Cessation
- 1986-03-11 AU AU54495/86A patent/AU612964B2/en not_active Ceased
- 1986-03-11 NZ NZ215445A patent/NZ215445A/xx unknown
- 1986-03-11 KR KR1019860001737A patent/KR930007433B1/ko not_active Expired - Lifetime
- 1986-03-11 HU HU861024A patent/HU201097B/hu not_active IP Right Cessation
- 1986-03-11 CN CN198686101489A patent/CN86101489A/zh active Pending
- 1986-03-11 ES ES552879A patent/ES8800276A1/es not_active Expired
- 1986-03-11 NO NO860920A patent/NO172441C/no unknown
- 1986-03-11 AT AT86301755T patent/ATE77391T1/de not_active IP Right Cessation
- 1986-03-11 FI FI861007A patent/FI861007A7/fi not_active Application Discontinuation
- 1986-03-12 GR GR860687A patent/GR860687B/el unknown
1987
- 1987-09-30 MY MYPI87002520A patent/MY102102A/en unknown

Also Published As

Publication number	Publication date
CN86101489A (zh)	1987-01-21
IL78103A0 (en)	1986-07-31
PT82173B (pt)	1988-07-29
ES8800276A1 (es)	1987-11-01
DE3685668T2 (de)	1993-01-14
DE3685668D1 (en)	1992-07-23
DK107086D0 (da)	1986-03-10
NO172441B (no)	1993-04-13
PH24260A (en)	1990-05-04
NO860920L (no)	1986-09-15
PT82173A (en)	1986-04-01
MY102102A (en)	1992-03-31
FI861007L (fi)	1986-09-13
DK158677C (da)	1990-12-31
NZ215445A (en)	1989-07-27
CS259536B2 (en)	1988-10-14
DK113585D0 (da)	1985-03-12
EP0194864B1 (en)	1992-06-17
CS166686A2 (en)	1987-12-17
YU46001B (sh)	1992-12-21
AU612964B2 (en)	1991-07-25
EP0194864A2 (en)	1986-09-17
ZA861432B (en)	1986-11-26
KR930007433B1 (ko)	1993-08-10
ES552879A0 (es)	1987-11-01
FI861007A7 (fi)	1986-09-13
KR860007288A (ko)	1986-10-10
JPS61212598A (ja)	1986-09-20
YU34586A (en)	1988-10-31
GR860687B (en)	1986-07-11
HUT41052A (en)	1987-03-30
EP0194864A3 (en)	1989-01-11
HU201097B (en)	1990-09-28
FI861007A0 (fi)	1986-03-11
DK158677B (da)	1990-07-02
NO172441C (no)	1993-07-21
AU5449586A (en)	1986-09-18
DK107086A (da)	1986-11-07
ATE77391T1 (de)	1992-07-15

Legal Events

Date	Code	Title	Description
1995-07-06	ENJ	Ceased due to non-payment of renewal fee

Publication	Publication Date	Title
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EP0368187A2 (de)	1990-05-16	Neue Insulinderivate, ihre Verwendung und eine sie enthaltende pharmazeutische Zubereitung
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EP1084248A2 (de)	2001-03-21	Neue insulinanaloga mit erhöhter zinkbindung
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