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Claims for Patent: 5,198,533

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Claims for Patent: 5,198,533

Title: LHRH antagonists
Abstract:The present invention deals with LHRH antagonists which possess improved water solubility and while having the high antagonist potency of the basic peptides, are free of the edematogenic effects. These compounds are highly potent in inhibiting the release of gonadotropins from the pituitary gland in mammals, including humans. The compounds of this invention are represented by the formula wherein X is an acyl group derived from straight or branched chain aliphatic or alicyclic carboxylic acids having from 1 to 7 carbon atoms, or H.sub.2 N--CO, R.sup.1 is D-- or L--Pro, D-- or L--.DELTA..sup.3 --Pro, D--Phe, D--Phe(4--H1), D--Ser, D--Thr, D--Ala, D--Nal(1) or D--Nal (2), R.sup.2 is D--Phe or D--Phe(4--C1) R.sup.3 is D--Trp, D--Phe, D--Pal(3), D--Nal(1) or D--Nal(2), R.sup.6 is D--Cit, D--Hci, D--Cit(Q) or D--Hci(Q) and R.sup.10 is Gly or D--Ala where Q is lower alkyl of 1-3 carbon atoms and H1 is fluoro, chloro or bromo, and the pharmaceutically acceptable acid addition salts thereof and methods of use pertaining to these compounds.
Inventor(s): Schally; Andrew V. (Metarie, LA), Bajusz; Sandor (New Orleans, LA)
Assignee: The Administrators of the Tulane Educational Fund (New Orleans, LA)
Application Number:07/197,153
Patent Claims: 1. A peptide having the formula:

wherein

X is acetyl,

R.sup.1 is D-Nal(2),

R.sup.2 is D-Phe(4Cl),

R.sup.3 is D-Trp or D-Pal(3),

R.sup.6 is D-Cit or D-Hci, and

R.sup.10 is D-Ala

and the pharmaceutically acceptable acid addition salts thereof.

2. A peptide of claim 1 wherein R.sup.3 is D-Pal(3).
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