IE41605L - A tetrapeptide amide - Google Patents
A tetrapeptide amideInfo
- Publication number
- IE41605L IE41605L IE751875A IE187575A IE41605L IE 41605 L IE41605 L IE 41605L IE 751875 A IE751875 A IE 751875A IE 187575 A IE187575 A IE 187575A IE 41605 L IE41605 L IE 41605L
- Authority
- IE
- Ireland
- Prior art keywords
- prolyl
- alaninamide
- benzyloxycarbonyl
- alanine
- methyl ester
- Prior art date
Links
- 150000001408 amides Chemical class 0.000 title 1
- -1 t-butyl- Oxycarbonyl Chemical group 0.000 abstract 7
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- 238000006243 chemical reaction Methods 0.000 abstract 3
- 238000005984 hydrogenation reaction Methods 0.000 abstract 3
- 101000655609 Streptomyces azureus Thiostrepton Proteins 0.000 abstract 2
- 229910021529 ammonia Inorganic materials 0.000 abstract 2
- 125000001584 benzyloxycarbonyl group Chemical group C(=O)(OCC1=CC=CC=C1)* 0.000 abstract 2
- UYWQUFXKFGHYNT-UHFFFAOYSA-N phenylmethyl ester of formic acid Natural products O=COCC1=CC=CC=C1 UYWQUFXKFGHYNT-UHFFFAOYSA-N 0.000 abstract 2
- ZQEBQGAAWMOMAI-ZETCQYMHSA-N (2s)-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid Chemical compound CC(C)(C)OC(=O)N1CCC[C@H]1C(O)=O ZQEBQGAAWMOMAI-ZETCQYMHSA-N 0.000 abstract 1
- JXGVXCZADZNAMJ-NSHDSACASA-N (2s)-1-phenylmethoxycarbonylpyrrolidine-2-carboxylic acid Chemical compound OC(=O)[C@@H]1CCCN1C(=O)OCC1=CC=CC=C1 JXGVXCZADZNAMJ-NSHDSACASA-N 0.000 abstract 1
- 101000653791 Bos taurus Protein S100-A12 Proteins 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 230000032050 esterification Effects 0.000 abstract 1
- 238000005886 esterification reaction Methods 0.000 abstract 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 abstract 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 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
- C07K5/02—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link
- C07K5/0202—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link containing the structure -NH-X-X-C(=0)-, X being an optionally substituted carbon atom or a heteroatom, e.g. beta-amino acids
-
- 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
- C07K5/06147—Dipeptides with the first amino acid being heterocyclic and His-amino acid; Derivatives thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Biophysics (AREA)
- Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Crystallography & Structural Chemistry (AREA)
- Peptides Or Proteins (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Abstract
1478553 #-Alanine derivatives F HOFFMANN-LA ROCHE & CO AG 27 Aug 1975 [28 Aug 1974] 35358/75 Heading C2C [Also in Division C3] In the examples, compounds prepared are: #-alanine methyl ester hydrochloride is prepared by the esterification of #-alanine with methanol in hydrochloric acid, and converted to t-butyl- Oxycarbonyl - L - prolyl - # - alanine methyl ester on reaction with t-butyloxycarbonyl-L-proline, which is converted to t-butyloxycarbonyl-L-prolyl-#-alaninamide on treatment with ammonia, which yields L-prolyl-#-alaninamide on treatment with hydrogen chloride. Benzyloxycarbonyl - # - alaninamide was prepared by the action of ammonia on benzyloxycarbonyl-#-alanine, and converted to #-alaninamide by hydrogenation, which yields benzyloxycarbonyl - L - prolyl - # - alaninamide on reaction with benzyloxycarbonyl - L - prolyl - p - nitrophenyl ester, which gives L-prolyl-#-alaninamide on hydrogenation. Benzyloxycarbonyl - L - prolyl - # - alaninemethyl ester is prepared by the reaction of #- alanine methyl ester hydrochloride and benzyloxycarbonyl-L-proline, and yields L-prolyl-#- alanine methyl ester on hydrogenation.
[GB1478553A]
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1172574 | 1974-08-28 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE41605L true IE41605L (en) | 1976-02-28 |
| IE41605B1 IE41605B1 (en) | 1980-02-13 |
Family
ID=4376294
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE1875/75A IE41605B1 (en) | 1974-08-28 | 1975-08-27 | A tetrapeptide amide and acid addition salts thereof |
Country Status (16)
| Country | Link |
|---|---|
| JP (1) | JPS5148662A (en) |
| AU (1) | AU8356775A (en) |
| BE (1) | BE832783A (en) |
| DD (1) | DD123314A5 (en) |
| DE (1) | DE2537071A1 (en) |
| DK (1) | DK386275A (en) |
| FI (1) | FI752409A7 (en) |
| FR (1) | FR2282907A1 (en) |
| GB (1) | GB1478553A (en) |
| IE (1) | IE41605B1 (en) |
| IL (1) | IL47796A0 (en) |
| LU (1) | LU73258A1 (en) |
| NL (1) | NL7509958A (en) |
| NO (1) | NO752947L (en) |
| SE (1) | SE7509532L (en) |
| ZA (1) | ZA754724B (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4066749A (en) * | 1977-01-24 | 1978-01-03 | Merck & Co., Inc. | Tetrapeptide analog of TRH |
| US4215110A (en) * | 1978-09-22 | 1980-07-29 | Merck & Co., Inc. | Method of treating hypertension |
| DE2905502C2 (en) * | 1979-02-14 | 1982-07-15 | Hoechst Ag, 6000 Frankfurt | Process for the production of LH-RH or LH-RH analogues and pyroglutamyl-N → i → m → -dinitrophenyl-histidine |
| JPH0684013B2 (en) * | 1985-10-09 | 1994-10-26 | 大日本印刷株式会社 | Resin supply device in molding machine |
-
1975
- 1975-07-22 ZA ZA00754724A patent/ZA754724B/en unknown
- 1975-07-24 IL IL47796A patent/IL47796A0/en unknown
- 1975-07-31 AU AU83567/75A patent/AU8356775A/en not_active Expired
- 1975-08-20 DE DE19752537071 patent/DE2537071A1/en active Pending
- 1975-08-22 NL NL7509958A patent/NL7509958A/en not_active Application Discontinuation
- 1975-08-26 LU LU73258A patent/LU73258A1/xx unknown
- 1975-08-26 JP JP50102636A patent/JPS5148662A/ja active Pending
- 1975-08-26 DD DD188033A patent/DD123314A5/xx unknown
- 1975-08-26 FR FR7526266A patent/FR2282907A1/en not_active Withdrawn
- 1975-08-27 DK DK386275A patent/DK386275A/en unknown
- 1975-08-27 IE IE1875/75A patent/IE41605B1/en unknown
- 1975-08-27 BE BE159494A patent/BE832783A/en unknown
- 1975-08-27 FI FI752409A patent/FI752409A7/fi not_active Application Discontinuation
- 1975-08-27 GB GB35358/75A patent/GB1478553A/en not_active Expired
- 1975-08-27 NO NO752947A patent/NO752947L/no unknown
- 1975-08-27 SE SE7509532A patent/SE7509532L/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| FR2282907A1 (en) | 1976-03-26 |
| JPS5148662A (en) | 1976-04-26 |
| FI752409A7 (en) | 1976-02-29 |
| DD123314A5 (en) | 1976-12-12 |
| SE7509532L (en) | 1976-03-01 |
| NO752947L (en) | 1976-03-02 |
| DK386275A (en) | 1976-02-29 |
| AU8356775A (en) | 1977-02-03 |
| IL47796A0 (en) | 1975-10-15 |
| DE2537071A1 (en) | 1976-03-18 |
| ZA754724B (en) | 1976-06-30 |
| NL7509958A (en) | 1976-03-02 |
| LU73258A1 (en) | 1977-04-15 |
| BE832783A (en) | 1976-02-27 |
| IE41605B1 (en) | 1980-02-13 |
| GB1478553A (en) | 1977-07-06 |
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