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Patent US3971737A successfully refreshed from Google Patents.
US3971737A
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[2-Methyl-Ala6 ]LRH
Assignee: Wyeth LLC
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Filing: 1975-03-24
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Granted: 1976-07-27
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Expires: 1995-03-24
Abstract
Abstract [2-Methyl-Ala 6 ]LRH is described, as well as its preparation by solid phase methodology and intermediates in its production. The decapeptide is a luteinizing hormone releasing agent and is useful as an ovulation inducing agent and as a claudogenic/interceptive agent.
Inventors
- 👤 Victor M. Garsky
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 11:04
CPC Classifications
C; C07; C07K; C07K7/00; C07K7/04; C07K7/23; A; A61; A61K; A61K38/00; Y; Y10; Y10S; Y10S530/00; Y10S530/81; Y10S530/812; Y10S530/815; Y10S930/00; Y10S930/01; Y10S930/13; Y10S930/28
Claims Analysis
Total Claims: 5
Claim 1
Independent Claim
186 words
A compound selected from the group consisting of L-p-Glu-L-His-L-Trp-L-Ser-L-Tyr-2-methyl-Ala-L-Leu-L-Arg-L-Pro-Gly-NH.sub.2 and L-p-Glu-L-His(N im -R 4 )-L-Trp-L-Ser(R 3 )-L-Tyr(R 2 )-2-methyl-Ala-L-Leu-L-Arg(N.sup.g -R 1 )-L-Pro-Gly-R and non-toxic salts thereof; wherein; R is a member selected from the group consisting of --NH 2 ,--OH, --O(lower)alkyl of 1 to 6 carbon atoms, --O--benzyl, ##SPC1## and --OHC 2 --(polystyrene support resin); R 1 is a member selected from the group consisting of --H 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, adamantyloxycarbonyl and tert-butyloxycarbonyl; R 2 is selected from the class consisting of hydrogen and a protecting group for the phenolic hydroxyl group of tyrosine selected from tert-butyl, tetrahydropyranyl, 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 and is selected from acetyl, benzoyl, tetrahydropyranyl, tert-butyl, trityl, 2,6-dichlorobenzyl, benzyl and benzyloxycarbonyl; and R 4 is selected from the group consisting of hydrogen and a protecting group for the imidazole nitrogen atom of histidine selected from tosyl, benzyl, trityl, 2,4-dinitrothiophenyl, 2,2,2-trifluoro-L-benzyloxycarbonylaminoethyl and 2,2,2-trifluoro-L-butyloxycarbonylaminoethyl.
Claim 2
Dependent Claim
186 words
A compound selected from the group consisting of L-p-Glu-L-His-L-Trp-L-Ser-L-Tyr-2-methyl-Ala-L-Leu-L-Arg-L-Pro-Gly-NH.sub.2 and L-p-Glu-L-His(N im -R 4 )-L-Trp-L-Ser(R 3 )-L-Tyr(R 2 )-2-methyl-Ala-L-Leu-L-Arg(N.sup.g -R 1 )-L-Pro-Gly-R and non-toxic salts thereof; wherein; R is a member selected from the group consisting of --NH 2 ,--OH, --O(lower)alkyl of 1 to 6 carbon atoms, --O--benzyl, ##SPC1## and --OHC 2 --(polystyrene support resin); R 1 is a member selected from the group consisting of --H 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, adamantyloxycarbonyl and tert-butyloxycarbonyl; R 2 is selected from the class consisting of hydrogen and a protecting group for the phenolic hydroxyl group of tyrosine selected from tert-butyl, tetrahydropyranyl, 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 and is selected from acetyl, benzoyl, tetrahydropyranyl, tert-butyl, trityl, 2,6-dichlorobenzyl, benzyl and benzyloxycarbonyl; and R 4 is selected from the group consisting of hydrogen and a protecting group for the imidazole nitrogen atom of histidine selected from tosyl, benzyl, trityl, 2,4-dinitrothiophenyl, 2,2,2-trifluoro-L-benzyloxycarbonylaminoethyl and 2,2,2-trifluoro-L-butyloxycarbonylaminoethyl.
Claim 3
Dependent Claim
12 words
A compound according to claim 1 wherein R is NH 2 .
Claim 4
Dependent Claim
29 words
A compound according to claim 1 wherein R is NH 2 , R 1 is tosyl, R 2 is 2,6-dichlorobenzyl, R 3 is benzyl and R 4 is tosyl.
Claim 5
Dependent Claim
17 words
A compound according to claim 1 which is selected from L-pyroglutamyl-L-histidyl-L-tryptophyl-L-seryl-L-tyrosyl-2-methylalanyl-L-leucyl-L-arginyl-L-prolyl-glycinamide and its non-toxic acid addition salts.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-07-27 | 1980-01-26 | 1980-07-27 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-07-27 | 1984-01-26 | 1984-07-27 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-07-27 | 1988-01-26 | 1988-07-27 | $7700.00 | Window Closed / Lapsed |