CA1142514A - Pharmacologically active peptides - Google Patents
Pharmacologically active peptidesInfo
- Publication number
- CA1142514A CA1142514A CA000366542A CA366542A CA1142514A CA 1142514 A CA1142514 A CA 1142514A CA 000366542 A CA000366542 A CA 000366542A CA 366542 A CA366542 A CA 366542A CA 1142514 A CA1142514 A CA 1142514A
- Authority
- CA
- Canada
- Prior art keywords
- gly
- tyr
- phe
- alpha
- ethyl
- 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
- 108090000765 processed proteins & peptides Proteins 0.000 title description 18
- 102000004196 processed proteins & peptides Human genes 0.000 title description 5
- 150000001875 compounds Chemical class 0.000 claims abstract description 68
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 26
- 239000002253 acid Substances 0.000 claims abstract description 23
- 150000003839 salts Chemical class 0.000 claims abstract description 21
- -1 acetoxymethyl Chemical group 0.000 claims abstract description 20
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 18
- 239000001257 hydrogen Substances 0.000 claims abstract description 18
- 231100000252 nontoxic Toxicity 0.000 claims abstract description 14
- 230000003000 nontoxic effect Effects 0.000 claims abstract description 14
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims abstract description 13
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 13
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- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 10
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 claims abstract description 9
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 8
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims abstract description 7
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims abstract 3
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical group OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 claims description 28
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- URLZCHNOLZSCCA-VABKMULXSA-N Leu-enkephalin Chemical compound C([C@@H](C(=O)N[C@@H](CC(C)C)C(O)=O)NC(=O)CNC(=O)CNC(=O)[C@@H](N)CC=1C=CC(O)=CC=1)C1=CC=CC=C1 URLZCHNOLZSCCA-VABKMULXSA-N 0.000 description 8
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- ASOKPJOREAFHNY-UHFFFAOYSA-N 1-Hydroxybenzotriazole Chemical compound C1=CC=C2N(O)N=NC2=C1 ASOKPJOREAFHNY-UHFFFAOYSA-N 0.000 description 5
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- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 5
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- VFRSADQPWYCXDG-LEUCUCNGSA-N ethyl (2s,5s)-5-methylpyrrolidine-2-carboxylate;2,2,2-trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F.CCOC(=O)[C@@H]1CC[C@H](C)N1 VFRSADQPWYCXDG-LEUCUCNGSA-N 0.000 description 4
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- WFIYPADYPQQLNN-UHFFFAOYSA-N 2-[2-(4-bromopyrazol-1-yl)ethyl]isoindole-1,3-dione Chemical compound C1=C(Br)C=NN1CCN1C(=O)C2=CC=CC=C2C1=O WFIYPADYPQQLNN-UHFFFAOYSA-N 0.000 description 3
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- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
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Classifications
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- 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
- C07K5/0802—Tripeptides with the first amino acid being neutral
- C07K5/0812—Tripeptides with the first amino acid being neutral and aromatic or cycloaliphatic
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- 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
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- 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
- C07K5/10—Tetrapeptides
- C07K5/1002—Tetrapeptides with the first amino acid being neutral
- C07K5/1016—Tetrapeptides with the first amino acid being neutral and aromatic or cycloaliphatic
-
- 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
-
- 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
- Y10S930/00—Peptide or protein sequence
- Y10S930/01—Peptide or protein sequence
- Y10S930/08—Endorphin or enkephalin; related peptides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (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)
- Pain & Pain Management (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Peptides Or Proteins (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/104,529 US4265808A (en) | 1979-12-17 | 1979-12-17 | Pharmacologically active peptides |
| US104,529 | 1979-12-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1142514A true CA1142514A (en) | 1983-03-08 |
Family
ID=22300976
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000366542A Expired CA1142514A (en) | 1979-12-17 | 1980-12-11 | Pharmacologically active peptides |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US4265808A (OSRAM) |
| EP (1) | EP0030845A3 (OSRAM) |
| JP (1) | JPS5697256A (OSRAM) |
| KR (1) | KR830004220A (OSRAM) |
| BE (1) | BE886679A (OSRAM) |
| CA (1) | CA1142514A (OSRAM) |
| FR (1) | FR2471972A1 (OSRAM) |
| GB (1) | GB2065133B (OSRAM) |
| HU (1) | HU185022B (OSRAM) |
| IL (1) | IL61702A (OSRAM) |
| IT (1) | IT1141137B (OSRAM) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FI770219A7 (OSRAM) | 1976-02-02 | 1977-08-03 | Sandoz Ag | |
| US4322340A (en) * | 1980-10-20 | 1982-03-30 | Eli Lilly And Company | Pharmacologically active peptides |
| US4448717A (en) * | 1982-11-12 | 1984-05-15 | Eli Lilly And Company | Pharmacologically active peptides |
| GB8314646D0 (en) * | 1983-05-26 | 1983-06-29 | Wellcome Found | Pharmaceutical amides |
| US4495178A (en) * | 1983-10-06 | 1985-01-22 | G. D. Searle & Co. | Enkephalin analogs |
| US6258550B1 (en) | 1993-04-23 | 2001-07-10 | Virginia Commonwealth University | Polypeptides that include conformation-constraining groups which flank a protein-protein interaction site |
| US5965698A (en) * | 1993-04-23 | 1999-10-12 | Virginia Commonwealth University | Polypeptides that include conformation-constraining groups which flank a protein--protein interaction site |
| US5952465A (en) * | 1993-04-23 | 1999-09-14 | Virginia Commonwealth University | Polypeptides that include conformation-constraining groups which flank a protein-protein interaction site |
| US5928896A (en) * | 1993-04-23 | 1999-07-27 | Virginia Commonwealth University | Polypeptides that include conformation-constraining groups which flank a protein--protein interaction site |
| CA2161108A1 (en) * | 1993-04-23 | 1994-11-10 | Herbert J. Evans | Polypeptides that include conformation-constraining groups which flank a protein-protein interaction site |
| US6084066A (en) * | 1993-10-29 | 2000-07-04 | Virginia Commonwealth University | Polypetides that include conformation-constraining groups which flank a protein-protein interaction site |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1577115A (en) * | 1976-07-27 | 1980-10-22 | Reckitt & Colmann Prod Ltd | Container closure units |
| US4259234A (en) * | 1976-09-27 | 1981-03-31 | Eli Lilly And Company | Analgesic compounds |
| GB2004891B (en) * | 1977-09-29 | 1982-02-24 | Reckitt & Colmann Prod Ltd | Organic compounds |
| US4264491A (en) * | 1977-10-03 | 1981-04-28 | Eli Lilly And Company | Analgesic compounds |
| GB2008121B (en) * | 1977-10-26 | 1982-03-17 | American Home Prod | Tetrapeptides |
| FR2424253A1 (fr) * | 1978-04-27 | 1979-11-23 | Brun Lab Sa Le | Nouveaux derives de peptides analogues des enkephalines, leur procede de preparation et leur application therapeutique |
-
1979
- 1979-12-17 US US06/104,529 patent/US4265808A/en not_active Expired - Lifetime
-
1980
- 1980-12-11 GB GB8039661A patent/GB2065133B/en not_active Expired
- 1980-12-11 CA CA000366542A patent/CA1142514A/en not_active Expired
- 1980-12-11 EP EP80304473A patent/EP0030845A3/en not_active Ceased
- 1980-12-12 IL IL61702A patent/IL61702A/xx unknown
- 1980-12-16 IT IT26674/80A patent/IT1141137B/it active
- 1980-12-16 HU HU803012A patent/HU185022B/hu unknown
- 1980-12-16 JP JP17963880A patent/JPS5697256A/ja active Pending
- 1980-12-16 BE BE1/10080A patent/BE886679A/fr not_active IP Right Cessation
- 1980-12-16 FR FR8026693A patent/FR2471972A1/fr active Granted
- 1980-12-16 KR KR1019800004796A patent/KR830004220A/ko not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| IT1141137B (it) | 1986-10-01 |
| IL61702A0 (en) | 1981-01-30 |
| HU185022B (en) | 1984-11-28 |
| US4265808A (en) | 1981-05-05 |
| KR830004220A (ko) | 1983-07-09 |
| GB2065133B (en) | 1983-06-02 |
| JPS5697256A (en) | 1981-08-05 |
| FR2471972B1 (OSRAM) | 1984-07-20 |
| BE886679A (fr) | 1981-06-16 |
| GB2065133A (en) | 1981-06-24 |
| EP0030845A2 (en) | 1981-06-24 |
| IL61702A (en) | 1984-05-31 |
| FR2471972A1 (fr) | 1981-06-26 |
| IT8026674A0 (it) | 1980-12-16 |
| EP0030845A3 (en) | 1981-11-04 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |