US4292313A
Expired / Lapsed
US
⏱️ 0.0 years remaining
LRF Antagonists
Assignee: Salk Institute for Biological Studies
•
Filing: 1980-04-15
•
Granted: 1981-09-29
•
Expires: 2000-04-15
Abstract
Abstract Peptides which inhibit the secretion of gonadotropins by the pituitary gland and inhibit the release of steroids by the gonads. Administration of an effective amount prevents ovulation of female mammalian eggs and/or the release of steroids by the gonads. The peptides have the structure: R.sub.1 -R.sub.2 -pCl-D-Phe-D-Trp-Ser-Tyr-R.sub.3 -R.sub.4 -Arg-Pro-R.sub.5 wherein R 1 is selected from the group consisting of hydrogen, formyl, acetyl, acrylyl, benzoyl and allyl; R 2 is selected from the group consisting of dehydro Pro, dehydro D-Pro, Thz and D-Thz; R 3 is selected from the group consisting of D-Trp and (imBzl)D-His; R 4 is selected from the group consisting of Leu and N.sup.α MeLeu; and R 5 is selected from the group consisting of Gly-NH 2 and NHCH 2 CH 3 .
Inventors
- 👤 Wylie W. Vale, Jr.
- 👤 Jean E. F. Rivier
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 20:22
CPC Classifications
C; C07; C07K; C07K7/00; C07K7/04; C07K7/16; A; A61; A61P; A61P13/00; A61P13/02; A61P15/00; C07K7/23; A61K; A61K38/00; Y; Y10; Y10S; Y10S930/00; Y10S930/01; Y10S930/13
Claims Analysis
Total Claims: 32
Claim 1
Independent Claim
93 words
A peptide or a nontoxic salt thereof, said peptide having the formula: R.sub.1 -R.sub.2 -pCl-D-Phe-D-Trp-Ser-Tyr-R.sub.3 -R.sub.4 -Arg-Pro-R.sub.5 wherein R 1 is selected from the group consisting of hydrogen, formyl, acetyl, acrylyl, benzoyl and allyl; R 2 is selected from the group consisting of dehydro Pro, dehydro D-Pro, Thz and D-Thz; R 3 is selected from the group consisting of D-Trp and (imBzl)D-His; R 4 is selected from the group consisting of Leu and N.sup.α MeLeu; and R 5 is selected from the group consisting of Gly--NH 2 and NHCH 2 CH 3 .
Claim 2
Dependent Claim
93 words
A peptide or a nontoxic salt thereof, said peptide having the formula: R.sub.1 -R.sub.2 -pCl-D-Phe-D-Trp-Ser-Tyr-R.sub.3 -R.sub.4 -Arg-Pro-R.sub.5 wherein R 1 is selected from the group consisting of hydrogen, formyl, acetyl, acrylyl, benzoyl and allyl; R 2 is selected from the group consisting of dehydro Pro, dehydro D-Pro, Thz and D-Thz; R 3 is selected from the group consisting of D-Trp and (imBzl)D-His; R 4 is selected from the group consisting of Leu and N.sup.α MeLeu; and R 5 is selected from the group consisting of Gly--NH 2 and NHCH 2 CH 3 .
Claim 3
Dependent Claim
22 words
A peptide in accordance with claim 1 wherein R 1 is acetyl, R 2 is dehydro Pro and R 3 is D-Trp.
Claim 4
Dependent Claim
22 words
A peptide in accordance with claim 1 wherein R 1 is acetyl, R 2 is dehydro D-Pro and R 3 is D-Trp.
Claim 5
Dependent Claim
21 words
A peptide in accordance with claim 1 wherein R 1 is acetyl, R 2 is Thz and R 3 is D-Trp.
Claim 6
Dependent Claim
20 words
A peptide in accordance with claim 1 wherein R 1 is acetyl, R 2 is D-Thz, R 3 is D-Trp.
Claim 7
Dependent Claim
22 words
A peptide in accordance with claim 1 wherein R 1 is acetyl, R 2 is dehydro Pro and R 3 is (imBzl)D-His.
Claim 8
Dependent Claim
23 words
A peptide in accordance with claim 1 wherein R 1 is acetyl, R 2 is dehydro D-Pro and R 3 is (imBzl) D-His.
Claim 9
Dependent Claim
21 words
A peptide in accordance with claim 1 wherein R 1 is acetyl, R 2 is Thz and R 3 is (imBzl)D-His.
Claim 10
Dependent Claim
21 words
A peptide in accordance with claim 1 wherein R 1 is acetyl, R 2 is D-Thz and R 3 is (imBzl)D-His.
Claim 11
Dependent Claim
22 words
A peptide in accordance with claim 1 wherein R 1 is acrylyl, R 2 is dehydro Pro and R 3 is D-Trp.
Claim 12
Dependent Claim
19 words
A peptide in accordance with claim 2 wherein R 4 is Leu and R 5 is Gly--NH 2 .
Claim 13
Dependent Claim
20 words
A peptide in accordance with claim 2 wherein R 4 is N.sup.α MeLeu and R 5 is Gly--NH 2 .
Claim 14
Dependent Claim
19 words
A peptide in accordance with claim 3 wherein R 4 is Leu and R 6 is Gly--NH 2 .
Claim 15
Dependent Claim
20 words
A peptide in accordance with claim 3 wherein R 4 is N.sup.α MeLeu and R 5 is Gly--NH 2 .
Claim 16
Dependent Claim
19 words
A peptide in accordance with claim 4 wherein R 4 is Leu and R 5 is Gly--NH 2 .
Claim 17
Dependent Claim
20 words
A method of accordance with claim 4 wherein R 5 is N.sup.α MeLeu and R 6 is Gly--NH 2 .
Claim 18
Dependent Claim
20 words
A peptide in accordance with claim 5 wherein R 4 is N.sup.α MeLeu and R 5 is Gly--NH 2 .
Claim 19
Dependent Claim
19 words
A peptide in accordance with claim 5 wherein R 4 is Leu and R 6 is Gly--NH 2 .
Claim 20
Dependent Claim
19 words
A peptide in accordance with claim 6 wherein R 4 is Leu and R 5 is Gly--NH 2 .
Claim 21
Dependent Claim
19 words
A peptide in accordance with claim 7 wherein R 4 is Leu and R 5 is Gly--NH 2 .
Claim 22
Dependent Claim
19 words
A method in accordance with claim 8 wherein R 5 is Leu and R 6 is Gly--NH 2 .
Claim 23
Dependent Claim
19 words
A peptide in accordance with claim 9 wherein R 4 is Leu and R 5 is Gly--NH 2 .
Claim 24
Independent Claim
112 words
A method for preventing ovulation of female mammalian eggs comprising administering an effective amount of a peptide, or a nontoxic salt thereof, to a female mammal, said peptide having the formula: R.sub.1 -R.sub.2 -pCl-D-Phe-D-Trp-Ser-Tyr-R.sub.3 -R.sub.4 -Arg-Pro-R.sub.5 wherein R 1 is selected from the group consisting of hydrogen, formyl, acetyl, acrylyl, benzoyl and allyl; R 2 is selected from the group consisting of dehydro Pro, dehydro D-Pro, Thz and D-Thz; R 3 is selected from the group consisting of D-Trp and (imBzl)D-His; R 4 is selected from the group consisting of Leu and N.sup.α MeLeu; and R 5 is selected from the group consisting of Gly--NH 2 and NHCH 2 CH 3 .
Claim 25
Independent Claim
112 words
A method for preventing ovulation of female mammalian eggs comprising administering an effective amount of a peptide, or a nontoxic salt thereof, to a female mammal, said peptide having the formula: R.sub.1 -R.sub.2 -pCl-D-Phe-D-Trp-Ser-Tyr-R.sub.3 -R.sub.4 -Arg-Pro-R.sub.5 wherein R 1 is selected from the group consisting of hydrogen, formyl, acetyl, acrylyl, benzoyl and allyl; R 2 is selected from the group consisting of dehydro Pro, dehydro D-Pro, Thz and D-Thz; R 3 is selected from the group consisting of D-Trp and (imBzl)D-His; R 4 is selected from the group consisting of Leu and N.sup.α MeLeu; and R 5 is selected from the group consisting of Gly--NH 2 and NHCH 2 CH 3 .
Claim 26
Dependent Claim
22 words
A peptide in accordance with claim 23 wherein R 1 is acetyl, R 2 is dehydro Pro and R 3 is D-Trp.
Claim 27
Dependent Claim
22 words
A peptide in accordance with claim 23 wherein R 1 is acetyl, R 2 is dehydro D-Pro and R 3 is D-Trp.
Claim 28
Dependent Claim
21 words
A peptide in accordance with claim 23 wherein R 1 is acetyl, R 2 is Thz and R 3 is D-Trp.
Claim 29
Dependent Claim
20 words
A peptide in accordance with claim 23 wherein R 1 is acetyl, R 2 is D-Thz, R 3 is D-Trp.
Claim 30
Dependent Claim
22 words
A peptide in accordance with claim 23 wherein R 1 is acetyl, R 2 is dehydro Pro and R 3 is (imBzl)D-His.
Claim 31
Dependent Claim
22 words
A peptide in accordance with claim 23 wherein R 1 is acetyl, R 2 is dehydro D-Pro and R 3 is (imBzl)D-His.
Claim 32
Dependent Claim
21 words
A peptide in accordance with claim 23 wherein R 1 is acetyl, R 2 is Thz and R 3 is (imBzl)D-His.
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) | 1984-09-28 | 1985-03-30 | 1985-09-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-09-28 | 1989-03-30 | 1989-09-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-09-28 | 1993-03-30 | 1993-09-29 | $7700.00 | Window Closed / Lapsed |