US3855199A
Expired / Lapsed
US
⏱️ 0.0 years remaining
P-glu-d-phe-t rp-ser-tyr-d-ala-leu-arg-pro-gly-nh2-and intermediates
Assignee: Wyeth LLC
•
Filing: 1973-10-03
•
Granted: 1974-12-17
•
Expires: 1993-10-03
Abstract
Abstract D-Phe2-D-Ala6-LRF, is described as well as its synthesis by solid phase techniques and novel intermediates formed by such synthesis. The novel decapeptide exhibits anti-ovulatory activity in mammals.
Inventors
- 👤 T Foell
- 👤 J Yardley
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 17:29
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: 9
Claim 1
Independent Claim
152 words
A COMPOUND SELECTED FROM THE GROUP CONSISTING OF L-P-GLY-D-PHE-L-TRP-L-SER-L-TRY-D-ALA-L-LEU-L-ARG-LPRO-GLY-NH2 AND R4-L-P-GLU-D-PHE-L-TRP-L-SER(R3(-L-TYR(R2)-D-ALA-LLEU-L-ARG-(NG-R1)-L-PRO -GLY-R AND ITS NON-TOXIC SALTS; WHEREIN R IS SELECTED FROM THE CLASS CONSISTIG OF NH2, OH, O(LOWER)-ALKYL AND O-BENZYL THE N$, NW, AND NW'' NITROGEN ATOMS OF ARGININE SELECTED FROM THE CLASS CONSISTING OF NITRO, TOSYL, BENZYLOXYCARBONYL, AND ADAMANTHYLOXYCARBONYL; OR R1 IS HYDROGEN; R2 IS A PROTECTING GROUP FOR THE PHENOLIC HYDROXYL GROUP OF TYROSINE SELECTED FROM THE CLASS CONSISTING OF ACETYL, TOSYL, BENZOYL, TERT-BUTYL, TETRAHYDROPYRANYL, TRITYL, BENZYL, 2,4 DICHLOROBENZYL AND BENZYLOXYCARBONYL OR R2 IS HYDROGEN; R3 IS A PROTECTING GROUP FOR THE ALCOHOLIC HYDROXYL GROUP OF SERINE AND IS SELECTED FROM THE CLASS CONSISTING OF ACETYL, TOSYL, BENZOYL, TETRAHYDROPYRANYL, TERT-BUTYL, TRITYL, 2,4 DICHLOROBENZYL, BENZYL AND BENZYLOXYCARBONYL; OR R3 IS HYDROGEN; R4 IS SELECTED FROM THE CLASS CONSISTING OF HYDROGEN OR AN A-AMINO PROTECTION GROUP, WITH THE PROVISO THAT AT LEAST ONE OF R1, R2 AND R3 IS A PROTECTING GROUP.
Claim 2
Dependent Claim
152 words
A COMPOUND SELECTED FROM THE GROUP CONSISTING OF L-P-GLY-D-PHE-L-TRP-L-SER-L-TRY-D-ALA-L-LEU-L-ARG-LPRO-GLY-NH2 AND R4-L-P-GLU-D-PHE-L-TRP-L-SER(R3(-L-TYR(R2)-D-ALA-LLEU-L-ARG-(NG-R1)-L-PRO -GLY-R AND ITS NON-TOXIC SALTS; WHEREIN R IS SELECTED FROM THE CLASS CONSISTIG OF NH2, OH, O(LOWER)-ALKYL AND O-BENZYL THE N$, NW, AND NW'' NITROGEN ATOMS OF ARGININE SELECTED FROM THE CLASS CONSISTING OF NITRO, TOSYL, BENZYLOXYCARBONYL, AND ADAMANTHYLOXYCARBONYL; OR R1 IS HYDROGEN; R2 IS A PROTECTING GROUP FOR THE PHENOLIC HYDROXYL GROUP OF TYROSINE SELECTED FROM THE CLASS CONSISTING OF ACETYL, TOSYL, BENZOYL, TERT-BUTYL, TETRAHYDROPYRANYL, TRITYL, BENZYL, 2,4 DICHLOROBENZYL AND BENZYLOXYCARBONYL OR R2 IS HYDROGEN; R3 IS A PROTECTING GROUP FOR THE ALCOHOLIC HYDROXYL GROUP OF SERINE AND IS SELECTED FROM THE CLASS CONSISTING OF ACETYL, TOSYL, BENZOYL, TETRAHYDROPYRANYL, TERT-BUTYL, TRITYL, 2,4 DICHLOROBENZYL, BENZYL AND BENZYLOXYCARBONYL; OR R3 IS HYDROGEN; R4 IS SELECTED FROM THE CLASS CONSISTING OF HYDROGEN OR AN A-AMINO PROTECTION GROUP, WITH THE PROVISO THAT AT LEAST ONE OF R1, R2 AND R3 IS A PROTECTING GROUP.
Claim 3
Dependent Claim
10 words
A compound according to claim 1 wherein R is NH2.
Claim 4
Dependent Claim
23 words
A compound according to claim 1 wherein R is NH2, R1 is nitro, R2 is benzyl, R3 is benzyl and R4 is hydrogen.
Claim 5
Dependent Claim
18 words
A compound according to claim 1 which is selected from: L-Pyroglutamyl-D-phenylalanyl-L-tryptophyl-L-seryl-L-tyrosyl-D-alanyl-L -leucyl-L-arginyl-L-prolyl-glycinamide and its non-toxic acid addition salts.
Claim 6
Dependent Claim
44 words
A compound of the formula: R5-D-Phe-L-Trp-Ser(R3)-L-Tyr(R2)-D-Ala-L-Leu-L-Arg(NG-R1)-L-Pro-Gly-A wherein: R1, R2 and R3 have the same meaning as in claim 1; R5 is selected from the class consisting of R4-p-Glu-, an Alpha -amino protecting group or hydrogen; and A is selected from the class consisting of
Claim 7
Dependent Claim
27 words
A compound according to claim 5 wherein R5 is an Alpha -amino protecting group which is selected from the class consisting of tert-butyloxycarbonyl, o-nitrophenylsulfenyl, tert-amyloxycarbonyl and biphenylisopropyloxycarbonyl;
Claim 8
Dependent Claim
20 words
A compound according to claim 5 wherein A is a benzhydrilamine resin and R5 is R4-p-Glu and R4 is hydrogen.
Claim 9
Dependent Claim
16 words
A compound according to claim 7 wherein R1 is nitro and R2 and R3 are benzyl.
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) | 1977-12-16 | 1978-06-17 | 1978-12-17 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1981-12-16 | 1982-06-17 | 1982-12-17 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1985-12-16 | 1986-06-17 | 1986-12-17 | $7700.00 | Window Closed / Lapsed |