DD152543A5 - Verfahren zur herstellung von neuen cyclischen octapeptiden - Google Patents

Verfahren zur herstellung von neuen cyclischen octapeptiden Download PDF

Info

Publication number: DD152543A5
Authority: DD; German Democratic Republic
Prior art keywords: phe; trp; gaba; acid; amino
Prior art date: 1979-07-04

Application number

DD80222177A

Other languages

German (de)

English (en)

Inventor

Hans Rink

Peter Sieber

Bruno Kamber

Original Assignee

Ciba Geigy Ag

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.)

1979-07-04

Filing date

1980-06-26

Publication date

1981-12-02

1980-06-26 Application filed by Ciba Geigy Ag filed Critical Ciba Geigy Ag

1981-12-02 Publication of DD152543A5 publication Critical patent/DD152543A5/de

Links

238000000034 method Methods 0.000 title claims description 36
238000002360 preparation method Methods 0.000 title claims description 21
230000008569 process Effects 0.000 title claims description 10
QIVBCDIJIAJPQS-SECBINFHSA-N D-tryptophane Chemical compound C1=CC=C2C(C[C@@H](N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-SECBINFHSA-N 0.000 claims abstract description 77
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239000002253 acid Substances 0.000 claims abstract description 32
150000003839 salts Chemical class 0.000 claims abstract description 30
BTCSSZJGUNDROE-UHFFFAOYSA-N gamma-aminobutyric acid Chemical class NCCCC(O)=O BTCSSZJGUNDROE-UHFFFAOYSA-N 0.000 claims abstract description 18
125000004122 cyclic group Chemical group 0.000 claims abstract description 12
239000000825 pharmaceutical preparation Substances 0.000 claims abstract description 8
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125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 6
QIVBCDIJIAJPQS-VIFPVBQESA-N L-tryptophane Chemical group C1=CC=C2C(C[C@H](N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-VIFPVBQESA-N 0.000 claims abstract description 5
-1 phenoxyphenyl Chemical group 0.000 claims description 86
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GKIRPKYJQBWNGO-OCEACIFDSA-N clomifene Chemical compound C1=CC(OCCN(CC)CC)=CC=C1C(\C=1C=CC=CC=1)=C(\Cl)C1=CC=CC=C1 GKIRPKYJQBWNGO-OCEACIFDSA-N 0.000 claims description 34
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UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
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FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 claims description 3
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YHVHQZYJGWGAKN-ZUWUZHNASA-N (3s,6s,9r,12s)-6-(4-aminobutyl)-12-benzyl-9-(1h-indol-3-ylmethyl)-3-[(1r)-1-phenylmethoxyethyl]-1,4,7,10,13-pentazacycloicosane-2,5,8,11,14-pentone Chemical compound O([C@H](C)[C@H]1C(NCCCCCCC(=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)N1)=O)CC1=CC=CC=C1 YHVHQZYJGWGAKN-ZUWUZHNASA-N 0.000 claims 2
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UGAGINQCEMIKQG-UHFFFAOYSA-N 2-amino-3-(4-nitrophenyl)butanoic acid Chemical compound OC(=O)C(N)C(C)C1=CC=C([N+]([O-])=O)C=C1 UGAGINQCEMIKQG-UHFFFAOYSA-N 0.000 claims 1
ZSDYCUBVEVBCEN-UHFFFAOYSA-N 4-amino-3-(4-chloronaphthalen-1-yl)butanoic acid Chemical compound C1=CC=C2C(C(CC(O)=O)CN)=CC=C(Cl)C2=C1 ZSDYCUBVEVBCEN-UHFFFAOYSA-N 0.000 claims 1
COWRXQGSKBKNDU-UHFFFAOYSA-N 4-amino-3-cyclohexylbutanoic acid Chemical compound OC(=O)CC(CN)C1CCCCC1 COWRXQGSKBKNDU-UHFFFAOYSA-N 0.000 claims 1
BEGWVSISKCDDQP-UHFFFAOYSA-N 4-amino-3-naphthalen-1-ylbutanoic acid Chemical compound C1=CC=C2C(C(CC(O)=O)CN)=CC=CC2=C1 BEGWVSISKCDDQP-UHFFFAOYSA-N 0.000 claims 1
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125000002698 D-tryptophano group Chemical group C(=O)(O)[C@@H](CC1=CNC2=CC=CC=C12)N* 0.000 claims 1
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DZHDVYLBNKMLMB-ZFWWWQNUSA-N Trp-Lys Chemical compound C1=CC=C2C(C[C@H](N)C(=O)N[C@@H](CCCCN)C(O)=O)=CNC2=C1 DZHDVYLBNKMLMB-ZFWWWQNUSA-N 0.000 claims 1
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Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K7/00—Peptides having 5 to 20 amino acids in a fully defined sequence; Derivatives thereof
- C07K7/64—Cyclic peptides containing only normal peptide links
- 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
- C07K14/655—Somatostatins
- C07K14/6555—Somatostatins at least 1 amino acid in D-form
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S930/00—Peptide or protein sequence
- Y10S930/01—Peptide or protein sequence
- Y10S930/16—Somatostatin; related peptides

Landscapes

Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
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DD80222177A 1979-07-04 1980-06-26 Verfahren zur herstellung von neuen cyclischen octapeptiden DD152543A5 (de)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
CH624379		1979-07-04
CH113580		1980-02-12

Publications (1)

Publication Number	Publication Date
DD152543A5 true DD152543A5 (de)	1981-12-02

Family

ID=25686753

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DD80222177A DD152543A5 (de)	1979-07-04	1980-06-26	Verfahren zur herstellung von neuen cyclischen octapeptiden

Country Status (17)

Country	Link
US (1)	US4328214A (da)
EP (1)	EP0023192B1 (da)
KR (1)	KR840000927B1 (da)
AU (1)	AU539499B2 (da)
CA (1)	CA1148146A (da)
DD (1)	DD152543A5 (da)
DE (1)	DE3067252D1 (da)
DK (1)	DK287680A (da)
ES (1)	ES493029A0 (da)
FI (1)	FI802079A7 (da)
GR (1)	GR69319B (da)
HU (1)	HU188081B (da)
IE (1)	IE49995B1 (da)
IL (1)	IL60474A (da)
NO (1)	NO152092C (da)
NZ (1)	NZ194227A (da)
PT (1)	PT71490A (da)

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US4428942A (en)	1982-05-17	1984-01-31	The Salk Institute For Biological Studies	Analogs of somatostatin
GB8318552D0 (en) *	1983-07-08	1983-08-10	Sandoz Ltd	Organic compounds
US4612302A (en) *	1983-11-14	1986-09-16	Brigham And Women's Hospital	Clinical use of somatostatin analogues
KR890002631B1 (ko) *	1984-10-04	1989-07-21	몬산토 캄파니	생물학적으로 활성인 소마토트로핀을 지속적으로 유리하는 조성물
US5086041A (en) *	1984-10-04	1992-02-04	Monsanto Company	Methods of using prolonged release somatotropin compositions
US5411951A (en) *	1984-10-04	1995-05-02	Monsanto Company	Prolonged release of biologically active somatotropin
US5474980A (en) *	1984-10-04	1995-12-12	Monsanto Company	Prolonged release of biologically active somatotropins
US4597901A (en) *	1984-12-14	1986-07-01	Smithkline Beckman Corporation	β-indolylalanyl or β-indolylglycinyl vasopressin antagonists
US4684716A (en) *	1984-12-14	1987-08-04	Smithkline Beckman Corporation	Polypeptide intermediates
US4719199A (en) *	1984-12-14	1988-01-12	Smithkline Beckman Corporation	Diuretic compositions and methods of producing diuresis
HUT42101A (en) *	1985-01-07	1987-06-29	Sandoz Ag	Process for preparing stomatostatine derivatives and pharmaceutical compositions containing such compounds
DE3822557C2 (de) *	1987-07-10	1998-07-02	Ciba Geigy Ag	Arzneimittel, enthaltend Somatostatine
FR2663934B1 (fr) *	1990-06-27	1994-06-03	Adir	Nouveaux derives de l'acide 4 - amino butyrique, leur procede de preparation et les preparations pharmaceutiques qui les contiennent.
US5504069A (en) *	1993-02-11	1996-04-02	Biomeasure, Inc.	Inhibition of trauma-induced tumor growth
DE4310643A1 (de) *	1993-04-01	1994-10-06	Merck Patent Gmbh	Cyclische Adhäsionsinhibitoren
GB9502540D0 (en) *	1995-02-09	1995-03-29	Zeneca Ltd	Compounds
GB9618952D0 (en) *	1996-09-11	1996-10-23	Sandoz Ltd	Process
US5597894A (en) *	1995-06-05	1997-01-28	The Louisiana State University Medical Center Foundation	Multi-tyrosinated somatostatin analogs
US6004928A (en) *	1997-05-13	1999-12-21	Biomeasure, Incorporated	Method of treating hyperlipidemia
EP0981364B1 (en) *	1997-05-13	2006-03-01	Societe De Conseils De Recherches Et D'applications Scientifiques S.A.S.	Method and compositions for treating hyperlipidemia
CA2289499C (en) *	1997-05-13	2010-02-23	Michael Anthony Cawthorne	Somatostatin and somatostatin agonists for treating insulin insensitivity and syndrome x
CA2290592A1 (en) *	1997-05-13	1998-11-19	Michael Anthony Cawthorne	Somatostatin and somatostatin agonists for decreasing body weight
US5968903A (en) *	1998-05-07	1999-10-19	Biomeasure, Incorporated	Inhibition of H. pylori proliferation
AU1602100A (en)	1998-11-25	2000-06-13	Warner-Lambert Company	Improved gamma amino butyric acid analogs
NZ530007A (en)	2001-06-08	2006-02-24	Sod Conseils Rech Applic	Somatostatin-dopamine chimeric analogues that retain both somatostatin and dopamine activity in vivo and display enhanced biological activity
US7186855B2 (en)	2001-06-11	2007-03-06	Xenoport, Inc.	Prodrugs of GABA analogs, compositions and uses thereof
US7232924B2 (en)	2001-06-11	2007-06-19	Xenoport, Inc.	Methods for synthesis of acyloxyalkyl derivatives of GABA analogs
US6818787B2 (en)	2001-06-11	2004-11-16	Xenoport, Inc.	Prodrugs of GABA analogs, compositions and uses thereof
US8048917B2 (en)	2005-04-06	2011-11-01	Xenoport, Inc.	Prodrugs of GABA analogs, compositions and uses thereof
CA2523197C (en)	2003-04-22	2016-05-24	Societe De Conseils De Recherches Et D'applications Scientifiques S.A.S.	Peptide vectors
PE20050285A1 (es) *	2003-06-24	2005-06-09	Novartis Ag	Composicion farmaceutica que comprende analogos ciclicos de somatostatina
WO2009150470A2 (en)	2008-06-12	2009-12-17	Syntaxin Limited	Suppression of cancers
EP2310028B1 (en)	2008-06-12	2016-11-16	Ipsen Bioinnovation Limited	Fusion proteins for use in the treatment of acromegaly
GB0820970D0 (en)	2008-11-17	2008-12-24	Syntaxin Ltd	Suppression of cancer
EP3007704B1 (en)	2013-06-13	2021-01-06	Antisense Therapeutics Ltd	Combination therapy for acromegaly

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US3944590A (en) *	1967-01-25	1976-03-16	Ciba-Geigy Corporation	Process for the temporary protection of amino groups in peptide syntheses
US3875207A (en) *	1967-01-25	1975-04-01	Ciba Geigy Corp	Process for the temporary protection of amino groups in peptide syntheses
US3725380A (en) *	1969-04-05	1973-04-03	Hoechst Ag	Method of synthesizing peptides in the presence of a carbodiimide and a 1-hydroxy-benzotriazole
CH577464A5 (da) *	1972-09-22	1976-07-15	Ciba Geigy Ag
LU78191A1 (de) *	1977-09-28	1979-05-25	Ciba Geigy Ag	Verfahren zur herstellung von neuen cyclopeptiden

1980
- 1980-06-25 US US06/162,712 patent/US4328214A/en not_active Expired - Lifetime
- 1980-06-26 DD DD80222177A patent/DD152543A5/de unknown
- 1980-06-30 DE DE8080810216T patent/DE3067252D1/de not_active Expired
- 1980-06-30 EP EP80810216A patent/EP0023192B1/de not_active Expired
- 1980-06-30 IE IE1371/80A patent/IE49995B1/en unknown
- 1980-06-30 FI FI802079A patent/FI802079A7/fi not_active Application Discontinuation
- 1980-07-02 CA CA000355189A patent/CA1148146A/en not_active Expired
- 1980-07-02 ES ES493029A patent/ES493029A0/es active Granted
- 1980-07-02 GR GR62343A patent/GR69319B/el unknown
- 1980-07-02 IL IL60474A patent/IL60474A/xx unknown
- 1980-07-03 AU AU60073/80A patent/AU539499B2/en not_active Ceased
- 1980-07-03 NZ NZ194227A patent/NZ194227A/xx unknown
- 1980-07-03 NO NO802009A patent/NO152092C/no unknown
- 1980-07-03 HU HU801664A patent/HU188081B/hu unknown
- 1980-07-03 DK DK287680A patent/DK287680A/da not_active Application Discontinuation
- 1980-07-03 KR KR1019800002634A patent/KR840000927B1/ko not_active Expired
- 1980-07-03 PT PT71490A patent/PT71490A/pt unknown

Also Published As

Publication number	Publication date
HU188081B (en)	1986-03-28
PT71490A (de)	1980-08-01
NO152092B (no)	1985-04-22
DK287680A (da)	1981-01-05
DE3067252D1 (en)	1984-05-03
NO152092C (no)	1985-07-31
AU6007380A (en)	1981-01-15
ES8105698A1 (es)	1981-06-16
FI802079A7 (fi)	1981-01-01
NZ194227A (en)	1983-05-31
IL60474A (en)	1983-10-31
IE49995B1 (en)	1986-01-22
EP0023192A1 (de)	1981-01-28
IL60474A0 (en)	1980-09-16
KR840000927B1 (ko)	1984-06-29
ES493029A0 (es)	1981-06-16
GR69319B (da)	1982-05-14
CA1148146A (en)	1983-06-14
IE801371L (en)	1981-01-04
US4328214A (en)	1982-05-04
NO802009L (no)	1981-01-05
AU539499B2 (en)	1984-10-04
EP0023192B1 (de)	1984-03-28
KR830003401A (ko)	1983-06-20

Publication	Publication Date	Title
EP0023192B1 (de)	1984-03-28	Cyclopeptide und pharmazeutische Präparate davon, sowie Verfahren zu ihrer Herstellung und deren Anwendung
EP0001295B1 (de)	1982-03-17	Somatostatin-analoge Cyclopeptide, Verfahren zu ihrer Herstellung, pharmazeutische Präparate enthaltend diese Verbindungen, sowie ihre therapeutische Anwendung
EP0132770B1 (de)	1987-09-16	Neue Insulin-Derivate, Verfahren zu deren Herstellung und deren Verwendung sowie pharmazeutische Mittel zur Behandlung des Diabetes mellitus
DE69722397T2 (de)	2004-04-01	Insulin-derivate und ihre verwendung
EP0083305B1 (de)	1985-07-10	Cyclische Octapeptide und pharmazeutische Präparate davon, sowie Verfahren zur Herstellung derselben und ihre Anwendung
EP0017760B1 (de)	1983-05-11	Somatostatin-analoge Peptide, ihre Herstellung und Verwendung, sie enthaltende pharmazeutische Präparate und deren Herstellung
EP0031303A2 (de)	1981-07-01	Cyclooctapeptide und pharmazeutische Präparate davon, sowie Verfahren zur Herstellung derselben und ihre Anwendung
EP0030920B1 (de)	1984-02-15	Acylpeptide und pharmazeutische Präparate davon, sowie deren Herstellung und Verwendung
DE3333640A1 (de)	1985-04-25	Verfahren zur herstellung von insulin-derivaten, deren b-kette c-terminal verlaengert ist, neue basisch modifizierte insulin-derivate diese enthaltende mittel und ihre verwendung
DE2635558A1 (de)	1977-02-17	Somatostatinanaloge
EP0179332A2 (de)	1986-04-30	Neue ZNS-aktive Peptide mit Wirkung auf das cholinerge System
DD228266A5 (de)	1985-10-09	Verfahren zur herstellung von wff-analoga
CH615904A5 (en)	1980-02-29	Process for the preparation of L-leucine-13-motilin
DE69425212T2 (de)	2001-03-08	Dem Motilin ähnliche Polypeptide mit stimulierender Wirkung auf den gastrointestinalen Trakt
DE2831534C2 (de)	1982-02-18	Octapeptide, Verfahren zu ihrer Herstellung und diese Octapeptide enthaltende Angiotensin-II-antagonistisch wirkende Arzneimittel
DE60218199T2 (de)	2007-11-22	Humane wachstumshormone freisetzende hormonanaloge, deren herstellung und verwendung
EP0003028B1 (de)	1981-08-05	Beta h-Endorphin-Analoge, diese enthaltende Präparate und deren Herstellung
EP0320785A2 (de)	1989-06-21	Peptide mit beeinflussender Wirkung auf die Hypophyse von Säugern
DD217808A5 (de)	1985-01-23	Verfahren zur herstellung von saeugetier-pgrf
DE2341775C3 (de)	1980-12-18	In N-terminaler Stellung den Rest einer Aminooxysäure aufweisende Peptide mit ACTH-Wirkung, Verfahren zu ihrer Herstellung sowie diese Peptide enthaltende Arzneimittel
DE2342862A1 (de)	1974-02-28	Verfahren zur herstellung von an beiden kettenenden alpha-aminooxysaeuren enthaltenden peptiden mit acth-wirkung
DE2515495A1 (de)	1975-10-30	Neue dekapeptide, verfahren zu ihrer herstellung und sie enthaltende arzneimittel
DE2460469A1 (de)	1976-07-01	Neue peptide mit biologischer wirkung und verfahren zu ihrer herstellung
DE69032591T2 (de)	1999-01-07	Physiologisch aktive peptide und den calcium-metabolismus regulierende arzneimittel, die genannte peptide als wirkungsvollen bestandteil enthalten
DE2628006A1 (de)	1977-12-29	Tridecapeptid mit gastrinwirkung