Patent DE310049C successfully refreshed from Google Patents.
Patent US3933782A successfully refreshed from Google Patents.
US3933782A
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(N-Acetyl)-Pro-D-Phe-Trp-Ser-Tyr-D-Ala-Leu-Arg-Pro-NHEt and intermediates
Assignee: Wyeth LLC
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Filing: 1974-11-14
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Granted: 1976-01-20
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Expires: 1994-11-14
Abstract
Abstract (N-Acetyl)-Pro-D-Phe-Trp-Ser-Tyr-D-Ala-Leu-Arg-Pro-NHEt, is described as well as its synthesis by solid phase techniques and novel intermediates formed by such synthesis. The novel non-apeptide exhibits and anti-ovulatory activity in mammals.
Inventors
- 👤 John P. Yardley
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 11:40
CPC Classifications
C; C07; C07K; C07K7/00; C07K7/04; C07K7/23; A; A61; A61K; A61K38/00; Y; Y10; Y10S; Y10S930/00; Y10S930/01; Y10S930/13; Y10S930/28
Claims Analysis
Total Claims: 8
Claim 1
Independent Claim
13 words
A compound selected from the group consisting of (N-Acetyl)-L-Pro-D-Phe-L-Trp-L-Ser-L-Tyr-D-Ala-L-leu-L-Arg-L-Pro-NHEt and its non-toxic salts.
Claim 2
Dependent Claim
13 words
A compound selected from the group consisting of (N-Acetyl)-L-Pro-D-Phe-L-Trp-L-Ser-L-Tyr-D-Ala-L-leu-L-Arg-L-Pro-NHEt and its non-toxic salts.
Claim 3
Dependent Claim
192 words
A compound selected from the group consisting of R-L-Pro-D-Phe-L-Trp-L-Ser(R 3 )-L-Tyr(R 2 )-D-Ala-L-Leu-L-Arg(N.sup.G -R 1 )-L-Pro-R 4 and their salts; wherein: R is selected from the class consisting of hydrogen, acetyl and an α-amino protecting group; R 1 is selected from the class consisting of hydrogen and a protecting group for the N.sup.δ, N.sup.ω and N.sup.ω ' nitrogen atoms of arginine selected from nitro, tosyl, benzyloxycarbonyl and adamantyloxycarbonyl; R 2 is selected from the class consisting of hydrogen and a protecting group for the phenolic hydroxyl group of tyrosine selected from tetrahydropyranyl, tert-butyl, trityl, benzyl, 2,6-dichlorobenzyl, benzyloxycarbonyl and 4-bromobenzyloxycarbonyl; R 3 is selected from the class consisting of hydrogen and a protecting group for the alcoholic hydroxyl group of serine selected from the group acetyl, benzoyl, tetrahydropyranyl, tert-butyl, trityl, benzyl and 2,6-dichlorobenzyl; and R 4 is selected from the group consisting of Oh, NHNH 2 , N 3 , O-(lower)alkyl, 0-benzyl and an anchoring bond used in solid phase peptide synthesis linked to a solid resin support represented by ##EQU2## wherein said polystyrene is cross linked through the phenyl group on each second carbon atom of the alkyl chain of said polystyrene.
Claim 4
Dependent Claim
192 words
A compound selected from the group consisting of R-L-Pro-D-Phe-L-Trp-L-Ser(R 3 )-L-Tyr(R 2 )-D-Ala-L-Leu-L-Arg(N.sup.G -R 1 )-L-Pro-R 4 and their salts; wherein: R is selected from the class consisting of hydrogen, acetyl and an α-amino protecting group; R 1 is selected from the class consisting of hydrogen and a protecting group for the N.sup.δ, N.sup.ω and N.sup.ω ' nitrogen atoms of arginine selected from nitro, tosyl, benzyloxycarbonyl and adamantyloxycarbonyl; R 2 is selected from the class consisting of hydrogen and a protecting group for the phenolic hydroxyl group of tyrosine selected from tetrahydropyranyl, tert-butyl, trityl, benzyl, 2,6-dichlorobenzyl, benzyloxycarbonyl and 4-bromobenzyloxycarbonyl; R 3 is selected from the class consisting of hydrogen and a protecting group for the alcoholic hydroxyl group of serine selected from the group acetyl, benzoyl, tetrahydropyranyl, tert-butyl, trityl, benzyl and 2,6-dichlorobenzyl; and R 4 is selected from the group consisting of Oh, NHNH 2 , N 3 , O-(lower)alkyl, 0-benzyl and an anchoring bond used in solid phase peptide synthesis linked to a solid resin support represented by ##EQU2## wherein said polystyrene is cross linked through the phenyl group on each second carbon atom of the alkyl chain of said polystyrene.
Claim 5
Dependent Claim
16 words
A compound according to claim 2 wherein R 4 is represented by said solid polystyrene support.
Claim 6
Dependent Claim
10 words
A compound according to claim 3 wherein R is acetyl.
Claim 7
Dependent Claim
20 words
A compound according to claim 4 wherein R 1 is tosyl, R 2 is 2,6-dichlorobenzyl and R 3 is benzyl.
Claim 8
Dependent Claim
34 words
A compound according to claim 2 wherein R is hydrogen, each of R 1 , R 2 and R 3 is a protecting group and R 4 is represented by said solid polystyrene resin.
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) | 1979-01-19 | 1979-07-21 | 1980-01-20 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-01-19 | 1983-07-21 | 1984-01-20 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-01-19 | 1987-07-21 | 1988-01-20 | $7700.00 | Window Closed / Lapsed |