US3980631A
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Novel analogs of deamino-vasopressin with a modified disulfide bridge and manufacturing process thereof
Assignee: Czech Academy of Sciences
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Filing: 1974-10-07
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Granted: 1976-09-14
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Expires: 1994-10-07
Abstract
Abstract Stepwise synthesis in solution and cyclization by means of active esters or another method suitable for peptide bond formation were used to prepare analogues of deamino-vasopressin with the disulphide bridge altered to the thioether group. In sequence position 8 of the peptide chain the analogs differed by the nature of basic amino acid. Typical vasopressin-like activities, mainly antidiuretic, were very high in these analogs; of particular importance will be their haemodynamic activity.
Inventors
- 👤 Zdenko Prochazka
- 👤 Tomislav Barth
- 👤 Joseph Henry Cort
- 👤 Karel Jost
- 👤 Frantisek Sorm
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 12:40
CPC Classifications
C; C07; C07K; C07K5/00; C07K5/04; C07K5/10; C07K5/1002; C07K5/1005; A; A61; A61P; A61P5/00; C07K7/00; C07K7/04; C07K7/16; A61K; A61K38/00; Y; Y02; Y02P; Y02P20/00; Y02P20/50; Y02P20/55; Y10; Y10S; Y10S930/00; Y10S930/01; Y10S930/15
Claims Analysis
Total Claims: 4
Claim 1
Independent Claim
75 words
An analog of deamino-vasopressin having a modified disulfide bridge and having the formula ##EQU3## wherein X is --S--CH 2 -- and Y is an aliphatic group containing 2, 3 or 5 carbon atoms, in which group the α-carbon atom possesses L- or D-configuration and the terminal ω-carbon atom carries a member selected from the group consisting of amino and guanidino; and the hydroxy group on the tyrosine residue is optionally protected by a tert-butyl group.
Claim 2
Dependent Claim
75 words
An analog of deamino-vasopressin having a modified disulfide bridge and having the formula ##EQU3## wherein X is --S--CH 2 -- and Y is an aliphatic group containing 2, 3 or 5 carbon atoms, in which group the α-carbon atom possesses L- or D-configuration and the terminal ω-carbon atom carries a member selected from the group consisting of amino and guanidino; and the hydroxy group on the tyrosine residue is optionally protected by a tert-butyl group.
Claim 3
Dependent Claim
13 words
An analog according to claim 1 designated as a lactam of O-tert-butyltyrosyl-phenylalanyl-glutaminyl-asparaginyl-S-β-carboxyethylhomocysteinyl-prolyl-ω-benzyloxycarbonyl-ornithyl-glycine amide.
Claim 4
Dependent Claim
13 words
An analog according to claim 1 designated as a lactam of tyrosyl-phenylalanyl-glutaminyl-asparaginyl-S-β-carboxyethylhomocysteinyl-prolyl-ornithyl-glycine amide.
References Cited (Backward Citations)
No citation records indexed.
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-09-14 | 1980-03-15 | 1980-09-14 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-09-14 | 1984-03-15 | 1984-09-14 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-09-14 | 1988-03-15 | 1988-09-14 | $7700.00 | Window Closed / Lapsed |