IL47258A - Pyroglutamyl compounds having antidepressive activity and process for their manufacture - Google Patents
Pyroglutamyl compounds having antidepressive activity and process for their manufactureInfo
- Publication number
- IL47258A IL47258A IL47258A IL4725875A IL47258A IL 47258 A IL47258 A IL 47258A IL 47258 A IL47258 A IL 47258A IL 4725875 A IL4725875 A IL 4725875A IL 47258 A IL47258 A IL 47258A
- Authority
- IL
- Israel
- Prior art keywords
- compounds
- pyroglutamyl
- group
- manufacture
- carbon atoms
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title abstract 3
- 230000001430 anti-depressive effect Effects 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 2
- ODHCTXKNWHHXJC-VKHMYHEASA-N 5-oxo-L-proline Chemical compound OC(=O)[C@@H]1CCC(=O)N1 ODHCTXKNWHHXJC-VKHMYHEASA-N 0.000 abstract 1
- ODHCTXKNWHHXJC-GSVOUGTGSA-N Pyroglutamic acid Natural products OC(=O)[C@H]1CCC(=O)N1 ODHCTXKNWHHXJC-GSVOUGTGSA-N 0.000 abstract 1
- ODHCTXKNWHHXJC-UHFFFAOYSA-N acide pyroglutamique Natural products OC(=O)C1CCC(=O)N1 ODHCTXKNWHHXJC-UHFFFAOYSA-N 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- UYWQUFXKFGHYNT-UHFFFAOYSA-N phenylmethyl ester of formic acid Natural products O=COCC1=CC=CC=C1 UYWQUFXKFGHYNT-UHFFFAOYSA-N 0.000 abstract 1
- 125000002924 primary amino group Chemical class [H]N([H])* 0.000 abstract 1
- 125000006239 protecting group Chemical group 0.000 abstract 1
- 208000020016 psychiatric disease Diseases 0.000 abstract 1
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)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pyrrole Compounds (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.
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 (2)
| Publication Number | Publication Date |
|---|---|
| IL47258A0 IL47258A0 (en) | 1975-07-28 |
| IL47258A true IL47258A (en) | 1978-07-31 |
Family
ID=5915523
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL47258A IL47258A (en) | 1974-05-14 | 1975-05-08 | Pyroglutamyl compounds having antidepressive activity and process for their manufacture |
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)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5840667A (en) * | 1994-08-05 | 1998-11-24 | Warwick International Group, Ltd. | 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)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5220996B2 (en) * | 1972-01-14 | 1977-06-07 | ||
| JPS5015793B2 (en) * | 1972-06-07 | 1975-06-07 |
-
1974
- 1974-05-14 DE DE2423390A patent/DE2423390A1/en not_active Withdrawn
-
1975
- 1975-05-08 IL IL47258A patent/IL47258A/en unknown
- 1975-05-09 NL NL7505473A patent/NL7505473A/en not_active Application Discontinuation
- 1975-05-12 GB GB1984075A patent/GB1472154A/en not_active Expired
- 1975-05-12 CH CH85079A patent/CH613689A5/en not_active IP Right Cessation
- 1975-05-12 CH CH608075A patent/CH612180A5/en not_active IP Right Cessation
- 1975-05-12 LU LU72450A patent/LU72450A1/xx unknown
- 1975-05-13 AT AT364875A patent/AT352707B/en not_active IP Right Cessation
- 1975-05-13 IE IE1069/75A patent/IE41145B1/en unknown
- 1975-05-13 CA CA227,255A patent/CA1064942A/en not_active Expired
- 1975-05-13 DK DK209575A patent/DK209575A/en not_active Application Discontinuation
- 1975-05-14 FR FR7515026A patent/FR2270866B1/fr not_active Expired
- 1975-05-14 SE SE7505546A patent/SE405113B/en unknown
- 1975-05-14 JP JP50056232A patent/JPS50157362A/ja active Pending
- 1975-05-14 BE BE156337A patent/BE829059A/en not_active IP Right Cessation
-
1979
- 1979-01-08 AT AT0013179A patent/AT364875B/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| NL7505473A (en) | 1975-11-18 |
| IE41145L (en) | 1975-11-14 |
| SE7505546L (en) | 1975-11-17 |
| ATA13179A (en) | 1981-04-15 |
| JPS50157362A (en) | 1975-12-19 |
| CH612180A5 (en) | 1979-07-13 |
| DE2423390A1 (en) | 1975-12-04 |
| FR2270866B1 (en) | 1978-08-04 |
| BE829059A (en) | 1975-11-14 |
| AT352707B (en) | 1979-10-10 |
| ATA364875A (en) | 1979-03-15 |
| SE405113B (en) | 1978-11-20 |
| AT364875B (en) | 1979-03-15 |
| IL47258A0 (en) | 1975-07-28 |
| FR2270866A1 (en) | 1975-12-12 |
| CA1064942A (en) | 1979-10-23 |
| CH613689A5 (en) | 1979-10-15 |
| IE41145B1 (en) | 1979-10-24 |
| GB1472154A (en) | 1977-05-04 |
| LU72450A1 (en) | 1977-02-09 |
| DK209575A (en) | 1975-11-15 |
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