FI89498B - Foerfarande foer framstaellning av renin naemmande di- och tripeptider - Google Patents

Foerfarande foer framstaellning av renin naemmande di- och tripeptider Download PDF

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Publication number
FI89498B
FI89498B FI873295A FI873295A FI89498B FI 89498 B FI89498 B FI 89498B FI 873295 A FI873295 A FI 873295A FI 873295 A FI873295 A FI 873295A FI 89498 B FI89498 B FI 89498B
Authority
FI
Finland
Prior art keywords
group
cyclohexylmethyl
boc
hydroxy
phe
Prior art date
Application number
FI873295A
Other languages
English (en)
Finnish (fi)
Other versions
FI873295A0 (fi
FI873295A (fi
FI89498C (sv
Inventor
Bernward Schoelkens
Heinz-Werner Kleemann
Dieter Ruppert
Adalbert Wagner
Original Assignee
Hoechst 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.)
Filing date
Publication date
Application filed by Hoechst Ag filed Critical Hoechst Ag
Publication of FI873295A0 publication Critical patent/FI873295A0/fi
Publication of FI873295A publication Critical patent/FI873295A/fi
Application granted granted Critical
Publication of FI89498B publication Critical patent/FI89498B/fi
Publication of FI89498C publication Critical patent/FI89498C/sv

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/08—Tripeptides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/64—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms, e.g. histidine
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/02—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link
    • C07K5/0227—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link containing the (partial) peptide sequence -Phe-His-NH-(X)2-C(=0)-, e.g. Renin-inhibitors with n = 2 - 6; for n > 6 see C07K5/06 - C07K5/10
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/06—Dipeptides
    • C07K5/06008—Dipeptides with the first amino acid being neutral
    • C07K5/06078—Dipeptides with the first amino acid being neutral and aromatic or cycloaliphatic
    • 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
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S530/00—Chemistry: natural resins or derivatives; peptides or proteins; lignins or reaction products thereof
    • Y10S530/86—Renin inhibitors

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • Biophysics (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Medicinal Chemistry (AREA)
  • Molecular Biology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Peptides Or Proteins (AREA)

Claims (4)

1. Förfarande för framställning av en terapeutiskt aktiv peptid med formeln 5 2 3 R OH R R1-A-B-HN-CH-CH-CH-R4 (I) i vilken
10 R^ är en i peptidkemi konventionell skyddsgrupp eller en grupp med formeln R8-W- (II) O 15. vilken W är -CO- eller -0-C0- och R är C. -alkyl, 4 1 10 R är en grupp med formeln (C^Vn- - R? (IV)
20 A är en aminosyragrupp, som är N-terminalt bunden till gruppen R eller C-terminalt till gruppen B, frän gruppen fenylalanin, β-2-tienylalanin, β-3-tienylalanin, β-2-furanylalanin, β-3-furanylalanin, 0-metyltyrosin, 0-bensyltyrosin, 1-naftylalanin och 2-naftylalanin,
25 B är aminosyran histidin, kystein eller S-metyl- kystein, 2 R är y-cykloalkyl-C^_^-alkyl eller fenyl-, naf- tyl-, bifenyl- eller fluorenyl-C1 4-alkyl och 3 1-4 R är väte eller C^^Q-alkyl, 30 n' är 0 - 2 och 7 R är en heteroaromatisk förening frän gruppen tio-fen, furan, pyrrol, imidazol, pyrazol, pyridin, pyrazin, pyrimidin, pyridazin, 1,2,4-triazol, tiazol, tetrazol, isotiazol, oxazol, isoxazol, vilka grupper eventuellt är 35 substituerade med en eller tvä C^_^-alkylgrupper och vilka l· 3i 89498 ocksä kan vara delvis hydrerade, samt för framställning av deras fysiologiskt godtagbara salter, känneteck-n a t därav, att ett fragment, vilket har en karboxyländ-grupp, eller dess reaktiva derivat, kopplas tili ett mot-5 svarande fragment, vilket har en fri aminogrupp, even-tuellt spjälkes en skyddsgrupp (skyddsgrupper), som tem-porärt har bundits för skyddande av andra funktionella grupper, och den sä här erhällna föreningen förvandlas tili sitt fysiologiskt godtagbara sait. 10 2. Förfarande enligt patentkravet 1, kanne- t e c k n a t därav, att en förening med formeln I Iva-Phe-His-1 ( S) -cyklohexylmetyl-2( S ) - hydroxi-5 - ( 4-pyridyl) -pentylamid eller dess fysiologiskt godtagbara sait framställs.
FI873295A 1986-07-30 1987-07-28 Förfarande för framställning av renin nämmande di- och tripeptider FI89498C (sv)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
DE3625687 1986-07-30
DE3625687 1986-07-30
DE3627877 1986-08-16
DE19863627877 DE3627877A1 (de) 1986-07-30 1986-08-16 Renin-hemmende di- und tripeptide, verfahren zu deren herstellung, diese enthaltende mittel und ihre verwendung

Publications (4)

Publication Number Publication Date
FI873295A0 FI873295A0 (fi) 1987-07-28
FI873295A FI873295A (fi) 1988-01-31
FI89498B true FI89498B (fi) 1993-06-30
FI89498C FI89498C (sv) 1993-10-11

Family

ID=25846039

Family Applications (1)

Application Number Title Priority Date Filing Date
FI873295A FI89498C (sv) 1986-07-30 1987-07-28 Förfarande för framställning av renin nämmande di- och tripeptider

Country Status (14)

Country Link
US (1) US4855286A (sv)
EP (1) EP0255082B1 (sv)
KR (1) KR880001696A (sv)
AU (1) AU607429B2 (sv)
CA (1) CA1307622C (sv)
DE (2) DE3627877A1 (sv)
DK (1) DK396187A (sv)
FI (1) FI89498C (sv)
HU (1) HU200474B (sv)
IL (1) IL83357A (sv)
NO (1) NO176104C (sv)
NZ (1) NZ221222A (sv)
PH (1) PH27463A (sv)
PT (1) PT85444B (sv)

Families Citing this family (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
HU204285B (en) * 1986-10-31 1991-12-30 Pfizer Process for producing renin-inhibiting polypeptides of small molecule mass and pharmaceutical compositions containing them
IL87614A0 (en) * 1987-09-16 1989-01-31 Abbott Lab Peptidylheterocycles
DE3732971A1 (de) * 1987-09-30 1989-04-20 Hoechst Ag Renin-hemmende dipeptide, verfahren zu deren herstellung, diese enthaltende mittel und ihre verwendung
DE3839126A1 (de) * 1988-11-19 1990-05-23 Hoechst Ag Renin-hemmende harnstoffderivate von dipeptiden, verfahren zu deren herstellung, diese enthaltende mittel und ihre verwendung
DE3839559A1 (de) * 1988-11-24 1990-05-31 Hoechst Ag Renin-hemmende aminodiol-derivate
DE3841520A1 (de) * 1988-12-09 1990-06-13 Hoechst Ag Enzymhemmende harnstoffderivate von dipeptiden, verfahren zu ihrer herstellung, diese enthaltende mittel und ihre verwendung
DE3841732A1 (de) * 1988-12-10 1990-06-13 Hoechst Ag Dipeptid-derivate mit enzym-inhibitorischer wirkung
DE3913272A1 (de) * 1989-04-22 1990-10-25 Hoechst Ag Dipeptid-derivate mit enzym-inhibitorischer wirkung
DE3913290A1 (de) * 1989-04-22 1990-10-25 Hoechst Ag Renin-hemmende di- und tripeptide, verfahren zu deren herstellung, diese enthaltende mittel und ihre verwendung
US5212157A (en) * 1989-06-06 1993-05-18 Bio-Mega, Inc. Enzyme inhibitors
US5126326A (en) * 1989-06-06 1992-06-30 Bio-Mega, Inc. Enzyme inhibiting peptide derivatives
NZ235234A (en) * 1989-09-12 1992-12-23 Hoechst Ag Renin-inhibiting amino acid derivatives and pharmaceutical compositions thereof
WO1992013545A1 (en) * 1991-01-31 1992-08-20 Abbott Laboratories Endothelin converting enzyme inhibitors
US5258362A (en) * 1991-06-11 1993-11-02 Abbott Laboratories Renin inhibiting compounds
US5340828A (en) * 1991-09-30 1994-08-23 Merck & Co., Inc. Inhibitors of farnesyl protein transferase
US5559256A (en) * 1992-07-20 1996-09-24 E. R. Squibb & Sons, Inc. Aminediol protease inhibitors
US5491166A (en) * 1992-12-22 1996-02-13 Eli Lilly And Company Inhibitors of HIV protease useful for the treatment of AIDS
US7045519B2 (en) * 1998-06-19 2006-05-16 Chiron Corporation Inhibitors of glycogen synthase kinase 3
EP1087963B1 (en) 1998-06-19 2004-08-25 Chiron Corporation Inhibitors of glycogen synthase kinase 3

Family Cites Families (24)

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Publication number Priority date Publication date Assignee Title
US4479941A (en) * 1981-12-10 1984-10-30 Merck & Co., Inc. Renin inhibitory peptides having PHE13 delection
US4668770A (en) * 1982-12-27 1987-05-26 Merck & Co., Inc. Renin inhibitory tripeptides
JPS59227851A (ja) * 1983-06-09 1984-12-21 Sankyo Co Ltd レニン阻害作用を有するペプチド類
US4485099A (en) * 1983-06-15 1984-11-27 Merck & Co., Inc. Renin inhibitors containing a C-terminal amide cycle
US4477441A (en) * 1983-09-14 1984-10-16 Merck & Co., Inc. Renin inhibitors containing a C-terminal disulfide cycle
US4477440A (en) * 1983-09-14 1984-10-16 Merck & Co., Inc. Renin inhibitors containing an n-terminal disulfide cycle
JPS60163899A (ja) * 1984-02-03 1985-08-26 Sankyo Co Ltd レニン阻害ペプチド類
US4661473A (en) * 1984-03-27 1987-04-28 Merck & Co., Inc. Renin inhibitors containing peptide isosteres
US4665052A (en) * 1984-03-27 1987-05-12 Merck & Co., Inc. Renin inhibitors containing homophe8 and a C-terminal amide cycle
US4636491A (en) * 1984-03-27 1987-01-13 Merck & Co., Inc. Renin inhibitory peptides having improved solubility
US4668663A (en) * 1984-03-27 1987-05-26 Merck & Co., Inc. Renin inhibitors containing homophe8
US4663310A (en) * 1984-04-04 1987-05-05 Merck & Co., Inc. Renin inhibitors containing 2-substituted statine
EP0163237A3 (en) * 1984-05-29 1988-04-27 Merck & Co. Inc. Di- and tri-peptidal renin inhibitors
US4652551A (en) * 1984-06-22 1987-03-24 Abbott Laboratories Renin inhibiting compounds
FI88400C (sv) * 1984-08-06 1993-05-10 Upjohn Co Förfarande för framställning av renin inhiberande peptider
US4616088A (en) * 1984-10-29 1986-10-07 E. R. Squibb & Sons, Inc. Amino acid ester and amide renin inhibitor
US4727060A (en) * 1984-11-13 1988-02-23 Ciba-Geigy Corporation Novel 5-amino-4-hydroxyvaleryl derivatives
US4609641A (en) * 1984-12-03 1986-09-02 Merck & Co., Inc. Renin-inhibitory peptide analogs
US4629724A (en) * 1984-12-03 1986-12-16 E. R. Squibb & Sons, Inc. Amino acid ester and amide renin inhibitors
US4665193A (en) * 1984-12-14 1987-05-12 E. R. Squibb & Sons, Inc. Amino acid ester renin inhibitors
DK34086A (da) * 1985-01-23 1986-07-24 Abbott Lab Peptidylaminodioler
US4657931A (en) * 1985-05-15 1987-04-14 G. D. Searle & Co. N-(acyldipeptidyl)-aminoglycols
US4705846A (en) * 1986-03-27 1987-11-10 The Upjohn Company Novel renin inhibiting peptides having a gamma lactam pseudo dipeptide insert
US4743584A (en) * 1986-10-07 1988-05-10 Merck & Co., Inc. C-terminal amide cyclic renin inhibitors containing peptide isosteres

Also Published As

Publication number Publication date
IL83357A0 (en) 1987-12-31
DE3788313D1 (de) 1994-01-13
AU607429B2 (en) 1991-03-07
CA1307622C (en) 1992-09-15
NO176104C (no) 1995-02-01
PH27463A (en) 1993-07-09
AU7624187A (en) 1988-02-04
DE3627877A1 (de) 1988-02-04
HU200474B (en) 1990-06-28
NZ221222A (en) 1989-12-21
IL83357A (en) 1993-05-13
FI873295A0 (fi) 1987-07-28
US4855286A (en) 1989-08-08
NO176104B (no) 1994-10-24
FI873295A (fi) 1988-01-31
KR880001696A (ko) 1988-04-26
EP0255082B1 (de) 1993-12-01
EP0255082A3 (en) 1990-04-04
PT85444A (de) 1987-08-01
HUT44580A (en) 1988-03-28
DK396187A (da) 1988-01-31
EP0255082A2 (de) 1988-02-03
NO873183L (no) 1988-02-01
PT85444B (pt) 1990-06-29
FI89498C (sv) 1993-10-11
DK396187D0 (da) 1987-07-29
NO873183D0 (no) 1987-07-29

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Owner name: HOECHST AKTIENGESELLSCHAFT