CH612180A5 - Process for the preparation of novel pyroglutamyl compounds - Google Patents

Process for the preparation of novel pyroglutamyl compounds

Info

Publication number
CH612180A5
CH612180A5 CH608075A CH608075A CH612180A5 CH 612180 A5 CH612180 A5 CH 612180A5 CH 608075 A CH608075 A CH 608075A CH 608075 A CH608075 A CH 608075A CH 612180 A5 CH612180 A5 CH 612180A5
Authority
CH
Switzerland
Prior art keywords
novel
compounds
pyroglutamyl
group
carbon atoms
Prior art date
Application number
CH608075A
Inventor
Wolfgang Dr Koenig
Rolf Dr Geiger
Hans Dr Wissmann
Hans-Joerg Dr Kruse
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 CH612180A5 publication Critical patent/CH612180A5/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C271/06—Esters of carbamic acids
    • C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
    • C07C271/10—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C271/22—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of hydrocarbon radicals substituted by carboxyl groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/24—Oxygen or sulfur atoms
    • C07D207/26—2-Pyrrolidones
    • C07D207/273—2-Pyrrolidones with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to other ring carbon atoms
    • C07D207/277—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D207/28—2-Pyrrolidone-5- carboxylic acids; Functional derivatives thereof, e.g. esters, nitriles
    • 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
    • C07K5/06139—Dipeptides with the first amino acid being heterocyclic
    • C07K5/06173—Dipeptides with the first amino acid being heterocyclic and Glp-amino acid; Derivatives thereof
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Molecular Biology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Biophysics (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Medicinal Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Peptides Or Proteins (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Pyrrole Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Novel pyroglutamyl compounds of the formula I <IMAGE> in which X denotes an optionally branched alkyl radical having 2 to 6 carbon atoms or an optionally branched alkyl radical having 2 to 6 carbon atoms which is either substituted in the alpha -position by a carbamoyl group or in the omega -position by a carbamoyl group or a carboxyl group, are prepared by reaction of a pyroglutamic acid, which is optionally substituted on the nitrogen by a benzyloxycarbonyl radical, or of a reactive derivative thereof with a primary amine which introduces the group X and subsequent removal of possible carboxyl protective groups. The novel compounds are useful therapeutics for the treatment of psychic disorders, in particular of depressions.
CH608075A 1974-05-14 1975-05-12 Process for the preparation of novel pyroglutamyl compounds CH612180A5 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE2423390A DE2423390A1 (en) 1974-05-14 1974-05-14 PYROGLUTAMYL COMPOUNDS WITH ANTIDEPRESSIVE EFFECT AND PROCESS FOR THEIR PRODUCTION

Publications (1)

Publication Number Publication Date
CH612180A5 true CH612180A5 (en) 1979-07-13

Family

ID=5915523

Family Applications (2)

Application Number Title Priority Date Filing Date
CH85079A CH613689A5 (en) 1974-05-14 1975-05-12 Process for the preparation of novel pyroglutamyl compounds
CH608075A CH612180A5 (en) 1974-05-14 1975-05-12 Process for the preparation of novel pyroglutamyl compounds

Family Applications Before (1)

Application Number Title Priority Date Filing Date
CH85079A CH613689A5 (en) 1974-05-14 1975-05-12 Process for the preparation of novel pyroglutamyl compounds

Country Status (14)

Country Link
JP (1) JPS50157362A (en)
AT (2) AT352707B (en)
BE (1) BE829059A (en)
CA (1) CA1064942A (en)
CH (2) CH613689A5 (en)
DE (1) DE2423390A1 (en)
DK (1) DK209575A (en)
FR (1) FR2270866B1 (en)
GB (1) GB1472154A (en)
IE (1) IE41145B1 (en)
IL (1) IL47258A (en)
LU (1) LU72450A1 (en)
NL (1) NL7505473A (en)
SE (1) SE405113B (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0775112A1 (en) * 1994-08-05 1997-05-28 Warwick International Group Limited Bleach activators
US6420427B1 (en) * 1997-10-09 2002-07-16 Ono Pharmaceutical Co., Ltd. Aminobutyric acid derivatives
RU2232578C1 (en) * 2003-04-10 2004-07-20 Ахапкина Валентина Ивановна Substance eliciting antidepressant activity

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5220996B2 (en) * 1972-01-14 1977-06-07
JPS5015793B2 (en) * 1972-06-07 1975-06-07

Also Published As

Publication number Publication date
NL7505473A (en) 1975-11-18
CA1064942A (en) 1979-10-23
ATA364875A (en) 1979-03-15
IL47258A0 (en) 1975-07-28
FR2270866A1 (en) 1975-12-12
CH613689A5 (en) 1979-10-15
AT364875B (en) 1979-03-15
DK209575A (en) 1975-11-15
BE829059A (en) 1975-11-14
IE41145B1 (en) 1979-10-24
SE7505546L (en) 1975-11-17
FR2270866B1 (en) 1978-08-04
IL47258A (en) 1978-07-31
AT352707B (en) 1979-10-10
ATA13179A (en) 1981-04-15
LU72450A1 (en) 1977-02-09
GB1472154A (en) 1977-05-04
IE41145L (en) 1975-11-14
SE405113B (en) 1978-11-20
DE2423390A1 (en) 1975-12-04
JPS50157362A (en) 1975-12-19

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Legal Events

Date Code Title Description
PL Patent ceased