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filingDate 1975-03-07-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1978-01-18-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-1498048-A
titleOfInvention Decapeptide amides
abstract 1498048 Decapeptide amides TAKEDA YAKUHIN KOGYO KK 7 March 1975 [8 March 1974] 9539/75 Heading C3H Peptides of the formula wherein R 1 is Tyr or Phe, R 2 is D-Nle, D-Nva, D-Abu, D-Phe, D-Ser, D-Thr or D-Met, R 3 is Leu, Ile or Nle, may be prepared by a method which comprises the condensation of (A) L- pyroglutamic acid or a protected L-glutamic acid, or a peptide component which has an L- pyroglutamic acid residue or a protected L- glutamic acid residue as its N-terminus with (B) an amine component, the two components, taken together, corresponding to (I), wherein any groups not taking part in the condensation are optionally protected; converting the L- glutamyl residue to L-pyroglutamyl with acid or base, if necessary; and removing any protective groups, to yield the peptide (I). The peptides may be obtained by solid-phase synthesis. The following compounds are prepared The intermediates isolated are: DECAPEPTIDES: H - (Pyr)Glu - His(Tos) - Trp - Ser(Bzl)- Tyr(Bzl) - D - Nle - Leu - Arg - Pro - Glyresin and NH 2 ; H - (Pyr)Glu - His - Trp - Ser- Phe - D - NVa - Len - Arg(NO 2 ) - Pro - Gly- NH 2 . PENTAPEPTIDE: Z - D - Nva - Leu- Arg(NO 2 ) - Pro - Gly - NH 2 . Pharmaceutical compositions, which induce ovulation, comprise peptides (I) together with a non-toxic carrier or diluent.
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