ES457563A1 - Dipeptide derivatives - Google Patents
Dipeptide derivativesInfo
- Publication number
- ES457563A1 ES457563A1 ES457563A ES457563A ES457563A1 ES 457563 A1 ES457563 A1 ES 457563A1 ES 457563 A ES457563 A ES 457563A ES 457563 A ES457563 A ES 457563A ES 457563 A1 ES457563 A1 ES 457563A1
- Authority
- ES
- Spain
- Prior art keywords
- activity
- carboxylic acid
- image
- compounds
- psychostimulants
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired
Links
- 108010016626 Dipeptides Proteins 0.000 title 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 230000000694 effects Effects 0.000 abstract 2
- XNSAINXGIQZQOO-UHFFFAOYSA-N L-pyroglutamyl-L-histidyl-L-proline amide Natural products NC(=O)C1CCCN1C(=O)C(NC(=O)C1NC(=O)CC1)CC1=CN=CN1 XNSAINXGIQZQOO-UHFFFAOYSA-N 0.000 abstract 1
- 102100032251 Pro-thyrotropin-releasing hormone Human genes 0.000 abstract 1
- 239000000627 Thyrotropin-Releasing Hormone Substances 0.000 abstract 1
- 101800004623 Thyrotropin-releasing hormone Proteins 0.000 abstract 1
- 239000000935 antidepressant agent Substances 0.000 abstract 1
- 229940005513 antidepressants Drugs 0.000 abstract 1
- 210000003169 central nervous system Anatomy 0.000 abstract 1
- 125000000487 histidyl group Chemical group [H]N([H])C(C(=O)O*)C([H])([H])C1=C([H])N([H])C([H])=N1 0.000 abstract 1
- 125000002883 imidazolyl group Chemical group 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- XNSAINXGIQZQOO-SRVKXCTJSA-N protirelin Chemical compound NC(=O)[C@@H]1CCCN1C(=O)[C@@H](NC(=O)[C@H]1NC(=O)CC1)CC1=CN=CN1 XNSAINXGIQZQOO-SRVKXCTJSA-N 0.000 abstract 1
- 239000003368 psychostimulant agent Substances 0.000 abstract 1
- 238000001228 spectrum Methods 0.000 abstract 1
- 230000004936 stimulating effect Effects 0.000 abstract 1
- 229940034199 thyrotropin-releasing hormone Drugs 0.000 abstract 1
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
- C07K5/06—Dipeptides
-
- 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
- C07K5/0821—Tripeptides with the first amino acid being heterocyclic, e.g. His, Pro, Trp
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/26—Psychostimulants, e.g. nicotine, cocaine
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Molecular Biology (AREA)
- Genetics & Genomics (AREA)
- Biophysics (AREA)
- Biochemistry (AREA)
- Neurosurgery (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- General Chemical & Material Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Psychiatry (AREA)
- Peptides Or Proteins (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The compounds correspond to the formula: < IMAGE > in which the symbols R1 to R5 have the meanings given in Claim 1. The preparation is effected by forming the amide bond in accordance with one of four process variants, starting from amino compounds of the formulae: < IMAGE > and the carboxylic acid corresponding in each case to the remainder of the molecule. The reaction is also carried out using functional derivatives of the carboxylic acid or with the 1 and 3 positions of the imidazole group in the histidyl residue being temporarily protected. The compounds show a spectrum of activity which is similar to that of thyrotropin-releasing hormone, but with a longer duration of activity and a stronger stimulatory effect on the central nervous system they can be used therapeutically as psychostimulants and as antidepressants.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2615455A DE2615455C2 (en) | 1976-04-09 | 1976-04-09 | N-acyl-L-histidyl-L-proline (N-substituted) amides, processes for their preparation and pharmaceutical preparations containing these compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES457563A1 true ES457563A1 (en) | 1978-03-16 |
Family
ID=5974903
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES457563A Expired ES457563A1 (en) | 1976-04-09 | 1977-04-05 | Dipeptide derivatives |
Country Status (17)
| Country | Link |
|---|---|
| JP (1) | JPS52125166A (en) |
| AT (1) | AT352921B (en) |
| AU (1) | AU2322677A (en) |
| BE (1) | BE853444A (en) |
| CA (1) | CA1088520A (en) |
| CH (1) | CH632737A5 (en) |
| DE (1) | DE2615455C2 (en) |
| DK (1) | DK148902C (en) |
| ES (1) | ES457563A1 (en) |
| FR (1) | FR2347338A1 (en) |
| GB (1) | GB1564078A (en) |
| IE (1) | IE44485B1 (en) |
| NL (1) | NL7703789A (en) |
| PT (1) | PT66283B (en) |
| SE (1) | SE427835B (en) |
| YU (1) | YU85977A (en) |
| ZA (1) | ZA771097B (en) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IE58849B1 (en) * | 1984-12-18 | 1993-11-17 | Gruenenthal Chemie | Use of dipeptide derivatives for the manufacture of medicaments for the treatment of patients with amyotrophic lateral sclerosis |
| DE3502041A1 (en) | 1985-01-23 | 1986-07-24 | Grünenthal GmbH, 5190 Stolberg | USE OF DIPEPTIDE DERIVATIVES FOR THE TREATMENT OF POSTTRAUMATIC NERVOUS DAMAGE |
| JPS63316724A (en) * | 1987-06-19 | 1988-12-26 | Nippon Shinyaku Co Ltd | Anticonvulsant |
| US5151497A (en) * | 1989-02-21 | 1992-09-29 | Japan Tobacco Inc. | Histidyl peptide derivatives |
| US6039956A (en) * | 1994-09-12 | 2000-03-21 | Pennsylvania, Trustees Of The University Of, The | Corticotropin release inhibiting factor and methods of using same for treating behavioral symptoms in an anxiety disorder |
| EP0781140A4 (en) * | 1994-09-12 | 1999-11-03 | Univ Pennsylvania | Corticotropin release inhibiting factor and methods of using same |
-
1976
- 1976-04-09 DE DE2615455A patent/DE2615455C2/en not_active Expired
-
1977
- 1977-02-21 AT AT113977A patent/AT352921B/en not_active IP Right Cessation
- 1977-02-23 ZA ZA00771097A patent/ZA771097B/en unknown
- 1977-03-09 PT PT66283A patent/PT66283B/en unknown
- 1977-03-15 GB GB10831/77A patent/GB1564078A/en not_active Expired
- 1977-03-15 AU AU23226/77A patent/AU2322677A/en not_active Expired
- 1977-03-16 CA CA274,078A patent/CA1088520A/en not_active Expired
- 1977-03-21 IE IE593/77A patent/IE44485B1/en unknown
- 1977-03-31 YU YU00859/77A patent/YU85977A/en unknown
- 1977-04-05 ES ES457563A patent/ES457563A1/en not_active Expired
- 1977-04-06 CH CH437277A patent/CH632737A5/en not_active IP Right Cessation
- 1977-04-06 DK DK157077A patent/DK148902C/en not_active IP Right Cessation
- 1977-04-06 NL NL7703789A patent/NL7703789A/en not_active Application Discontinuation
- 1977-04-06 SE SE7704088A patent/SE427835B/en not_active IP Right Cessation
- 1977-04-08 JP JP3962977A patent/JPS52125166A/en active Granted
- 1977-04-08 BE BE176590A patent/BE853444A/en not_active IP Right Cessation
- 1977-04-08 FR FR7710825A patent/FR2347338A1/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| GB1564078A (en) | 1980-04-02 |
| BE853444A (en) | 1977-08-01 |
| JPS6110479B2 (en) | 1986-03-29 |
| CH632737A5 (en) | 1982-10-29 |
| SE427835B (en) | 1983-05-09 |
| ZA771097B (en) | 1978-01-25 |
| DE2615455A1 (en) | 1977-10-20 |
| CA1088520A (en) | 1980-10-28 |
| DK148902B (en) | 1985-11-11 |
| NL7703789A (en) | 1977-10-11 |
| IE44485L (en) | 1977-10-09 |
| AU2322677A (en) | 1978-09-21 |
| ATA113977A (en) | 1979-03-15 |
| FR2347338B1 (en) | 1980-07-11 |
| PT66283B (en) | 1978-08-09 |
| AT352921B (en) | 1979-10-10 |
| PT66283A (en) | 1977-04-01 |
| SE7704088L (en) | 1977-10-10 |
| YU85977A (en) | 1982-10-31 |
| FR2347338A1 (en) | 1977-11-04 |
| DE2615455C2 (en) | 1985-06-20 |
| DK157077A (en) | 1977-10-10 |
| IE44485B1 (en) | 1981-12-16 |
| JPS52125166A (en) | 1977-10-20 |
| DK148902C (en) | 1986-06-09 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Yu et al. | Synthesis and chemical properties of tetrazole peptide analogs | |
| NO911787D0 (en) | PEPTIDAMINES AND PROCEDURES FOR PREPARING THEREOF. | |
| ES8501364A1 (en) | Peptides. | |
| DK0910575T3 (en) | Process for producing peptides | |
| ES457563A1 (en) | Dipeptide derivatives | |
| ES460618A1 (en) | Peptide derivatives and pharmaceutical compositions containing same | |
| ES449624A1 (en) | L-pyroglutamyl-L-prolinamide | |
| Teramoto et al. | Optically active N-hydroxytartrimides for enantioselective peptide synthesis | |
| JPS5464692A (en) | Novel synthesis of peptide derivatives | |
| CA1012546A (en) | Direct synthesis of dopamine amino acid amides | |
| DE3662099D1 (en) | Saturated cycloalkylûc¨pyrrole-2(1h)-acetic acid amides and derivatives thereof | |
| ES424204A1 (en) | 1-oxadethiapenicillanic acid derivatives | |
| JPS51115402A (en) | Process for preparation of alpha-amino acid | |
| ES8302633A1 (en) | Process for the removal of the formyl group from N-formyl peptides and esters thereof | |
| GB1393740A (en) | Process for producing activated esters or peptides | |
| IL47258A (en) | Pyroglutamyl compounds having antidepressive activity and process for their manufacture | |
| GB1331714A (en) | Preparation of peptides | |
| GB1115050A (en) | O-(indolyl)-glycolic acid amides | |
| JPS5239648A (en) | Aprocess for preparing p-cyanobenzoic acid amide from terephthalonitril e | |
| ES407222A1 (en) | Procedure for the preparation of l-piroglutamil-l-histidil-l-prolinamide. (Machine-translation by Google Translate, not legally binding) | |
| JPS57175150A (en) | Synthesis of dipeptide containing methylene group | |
| JPS51133271A (en) | Process for preparing heterocyclic compounds | |
| JPS5772950A (en) | Tetrapeptide derivative, its preparation and analgesic agent | |
| JPS52142087A (en) | Purification of alpha-amino-epsilon-caprolactam | |
| JPS5484570A (en) | Preparation of polypeptide |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FD1A | Patent lapsed |
Effective date: 19990405 |