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US3886135A Expired / Lapsed US ⏱️ 0.0 years remaining

P-GLU-D-PHE-TRP-SER-TYR-D-PGL-LEU-ARG-PRO-GLY-NH{HD 2 {B and intermediates

Assignee: Wyeth LLC
•
Filing: 1974-04-10
•
Granted: 1975-05-27
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Expires: 1994-04-10
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Abstract

Abstract D-Phe2-D-Pgl6-LRF, is described as well as its synthesis by solid phase techniques and novel intermediates formed by such synthesis. This novel decapeptide exhibits anti-ovulatory activity in mammals.

Inventors

  • 👤 Wayne A Mckinley
  • 👤 Dimitrios Sarantakis

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-30 03:49
CPC Classifications
C; C07; C07K; C07K7/00; C07K7/04; C07K7/23; A; A61; A61K; A61K38/00; Y; Y02; Y02P; Y02P20/00; Y02P20/50; Y02P20/55; Y10; Y10S; Y10S930/00; Y10S930/01; Y10S930/13; Y10S930/28

Claims Analysis

Total Claims: 6
Claim 1
Independent Claim 155 words
A COMPOUND SELECTED FROM THE CLASS CONSISTING OF L-P-GLU-D-PHE-L-TRP-L-SER-L-TYR-D-PGI-L-LEU-L-ARG-LPRO-GLY-NH2, (I) R4-L-P-GLU-L-D-PHE-L-TRP-L-SER(R3)-L-TYR(R2)-D-PGL-LLEU-L-ARG(NG-R1)-L-PRO -GLY-X (II) AND NON-TOXIC ACID ADDITION SALTS THEREOF, WHEREIN R1 IS A PROTECTING GROUP FOR THE N, N AND N NITROGEN ATOMS OF ARGININE SELECTED FROM THE GROUP CONSISSTING OF NITRO, TOSYL, BENZYLOXYCARBONYL, ADAMANTYLOXYCARBONYL AND TERT-BUTYLOXYCARBONYL OR R1 IS HYDROGEN, R2 IS A PROTECTING GROUP FOR THE PHENOLIC HYDROXYL GROUP OF TYROSINE SELECTED FROM THE GROUP CONSISTING OF TERT-BUTYL, TETRAHYDROPYRANYL, TRITYL, BENZYL, 2,6-DICHLOROBENZYL, P-BROMOBENZYLOXYCARBONYL AND BENZYLOXYCARBONYL OR R2 IS HYDROGEN, R3 IS A PROTECTING GROUP FOR THE ALCOHOLIC HYDROXYL GROUP OF SERINE AND IS SELECTED FROM THE GROUP CONSISTING OF ACETYL, BENZOYL, TETRAHYDROPYRANYL, TERT-BUTYL, TRITY, 2,6DICHLOROBENZYL AND BENZYL OR R3 IS HYDROGEN R4 IS SELECTED FROM THE GROUP CONSISTING OF HYDROGEN OR AN A-AMINO PROTECTING GROUP, X IS SELECTED FROM THE GROUP CONSISTING OF NH2, OH, O(LOWER)ALKYL, O-BENZYL AND AN ANCHORING BOND LINKED TO A SOLID POLYSTYRENE RESIN REPRESENTED BY ONE OF THE FORMULA
Claim 2
Dependent Claim 155 words
A COMPOUND SELECTED FROM THE CLASS CONSISTING OF L-P-GLU-D-PHE-L-TRP-L-SER-L-TYR-D-PGI-L-LEU-L-ARG-LPRO-GLY-NH2, (I) R4-L-P-GLU-L-D-PHE-L-TRP-L-SER(R3)-L-TYR(R2)-D-PGL-LLEU-L-ARG(NG-R1)-L-PRO -GLY-X (II) AND NON-TOXIC ACID ADDITION SALTS THEREOF, WHEREIN R1 IS A PROTECTING GROUP FOR THE N, N AND N NITROGEN ATOMS OF ARGININE SELECTED FROM THE GROUP CONSISSTING OF NITRO, TOSYL, BENZYLOXYCARBONYL, ADAMANTYLOXYCARBONYL AND TERT-BUTYLOXYCARBONYL OR R1 IS HYDROGEN, R2 IS A PROTECTING GROUP FOR THE PHENOLIC HYDROXYL GROUP OF TYROSINE SELECTED FROM THE GROUP CONSISTING OF TERT-BUTYL, TETRAHYDROPYRANYL, TRITYL, BENZYL, 2,6-DICHLOROBENZYL, P-BROMOBENZYLOXYCARBONYL AND BENZYLOXYCARBONYL OR R2 IS HYDROGEN, R3 IS A PROTECTING GROUP FOR THE ALCOHOLIC HYDROXYL GROUP OF SERINE AND IS SELECTED FROM THE GROUP CONSISTING OF ACETYL, BENZOYL, TETRAHYDROPYRANYL, TERT-BUTYL, TRITY, 2,6DICHLOROBENZYL AND BENZYL OR R3 IS HYDROGEN R4 IS SELECTED FROM THE GROUP CONSISTING OF HYDROGEN OR AN A-AMINO PROTECTING GROUP, X IS SELECTED FROM THE GROUP CONSISTING OF NH2, OH, O(LOWER)ALKYL, O-BENZYL AND AN ANCHORING BOND LINKED TO A SOLID POLYSTYRENE RESIN REPRESENTED BY ONE OF THE FORMULA
Claim 3
Dependent Claim 13 words
A compound according to formula II of claim 1 wherein X is NH2.
Claim 4
Dependent Claim 16 words
A compound according to formula II of claim 1 wherein R4 is hydrogen and X is
Claim 5
Dependent Claim 18 words
A compound according to claim 3 wherein R1 is tosyl, R2 is 2, 6-dichlorobenzyl and R3 is benzyl.
Claim 6
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-C -Phenylglycyl-L-leucyl-L-arginyl-L-prolyl-glycinamide and its nontoxic acid addition salts.

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) 1978-05-26 1978-11-25 1979-05-27 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1982-05-26 1982-11-25 1983-05-27 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1986-05-26 1986-11-25 1987-05-27 $7700.00 Window Closed / Lapsed

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