GNRH ANTAGONISTS

• Main Authors: JEAN EDOUARD FREDERIC RIVIER, WYLIE WALKER VALE JR
• Format: Patent
• Language: English
• Published: 11.07.1984
• Subjects: CHEMISTRY; HUMAN NECESSITIES; HYGIENE; MEDICAL OR VETERINARY SCIENCE; METALLURGY; ORGANIC CHEMISTRY; PEPTIDES; PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES

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: X-R1-R2-D-Trp-Ser-R5-R6-Leu-Arg-Pro-R10 wherein X is hydrogen or an acyl group having 7 or less carbon atoms; R1 is dehydro-Pro, D-pGlu, D-Phe, D-Trp or beta -D-NAL; R2 is Cl-D-Phe, F-D-Phe, C< alpha >Me-4-Cl-D-Phe, NO2-D-Phe, Cl2-D-Phe or Br-D-Phe; R5 is Tyr, I-Tyr, CH3-Phe, F-Phe or Cl-Phe; R6 is a D-isomer of a lipophilic amino acid or is 4-NH2-D-Phe, 4-gua-D-Phe, D-His, D-Lys, D-Orn, D-Har or D-Arg; and R10 is Gyl-NH2, D-Ala-NH2 or NH-Y, with Y being lower alkyl cycloalkyl, fluoro lower alkyl or NH-@-NH-Q, where Q is H or lower alkyl. When R1 is beta -D-NAL, R6 is 4-NH2-D-Phe, 4-gua-D-Phe, D-His, D-Lys, D-Orn, D-Har or D-Arg. When R5 is Tyr or 2-Cl-Phe, either Orn, AAL or aBu is substituted for Ser, or R1 is beta -D-NAL and R6 is D-His or 4-gua-D-Phe. N< alpha >Me-Leu may optionally be substituted for Leu.