SE7704088L - WAY TO PREPARE DIPEPTI DERIVATIVES - Google Patents
WAY TO PREPARE DIPEPTI DERIVATIVESInfo
- Publication number
- SE7704088L SE7704088L SE7704088A SE7704088A SE7704088L SE 7704088 L SE7704088 L SE 7704088L SE 7704088 A SE7704088 A SE 7704088A SE 7704088 A SE7704088 A SE 7704088A SE 7704088 L SE7704088 L SE 7704088L
- Authority
- SE
- Sweden
- Prior art keywords
- activity
- carboxylic acid
- image
- compounds
- derivatives
- Prior art date
Links
- 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 (2)
| Publication Number | Publication Date |
|---|---|
| SE7704088L true SE7704088L (en) | 1977-10-10 |
| SE427835B SE427835B (en) | 1983-05-09 |
Family
ID=5974903
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SE7704088A SE427835B (en) | 1976-04-09 | 1977-04-06 | SET TO MAKE DIPEPTID DERIVATIVES WITH THERAPEUTIC EFFECT |
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 |
| WO1996008265A1 (en) * | 1994-09-12 | 1996-03-21 | The Trustees Of The University Of Pennsylvania | Corticotropin release inhibiting factor and methods of using same |
| 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 |
-
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 AU AU23226/77A patent/AU2322677A/en not_active Expired
- 1977-03-15 GB GB10831/77A patent/GB1564078A/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 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
- 1977-04-06 CH CH437277A patent/CH632737A5/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 |
|---|---|
| IE44485B1 (en) | 1981-12-16 |
| IE44485L (en) | 1977-10-09 |
| YU85977A (en) | 1982-10-31 |
| AT352921B (en) | 1979-10-10 |
| ES457563A1 (en) | 1978-03-16 |
| CA1088520A (en) | 1980-10-28 |
| NL7703789A (en) | 1977-10-11 |
| SE427835B (en) | 1983-05-09 |
| BE853444A (en) | 1977-08-01 |
| PT66283B (en) | 1978-08-09 |
| AU2322677A (en) | 1978-09-21 |
| PT66283A (en) | 1977-04-01 |
| DE2615455C2 (en) | 1985-06-20 |
| DK157077A (en) | 1977-10-10 |
| FR2347338A1 (en) | 1977-11-04 |
| FR2347338B1 (en) | 1980-07-11 |
| GB1564078A (en) | 1980-04-02 |
| DE2615455A1 (en) | 1977-10-20 |
| DK148902C (en) | 1986-06-09 |
| JPS6110479B2 (en) | 1986-03-29 |
| CH632737A5 (en) | 1982-10-29 |
| ZA771097B (en) | 1978-01-25 |
| DK148902B (en) | 1985-11-11 |
| ATA113977A (en) | 1979-03-15 |
| JPS52125166A (en) | 1977-10-20 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| NUG | Patent has lapsed |
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