Patent number: 4322340
Abstract: Compounds of the formula ##STR1## and pharmaceutically acceptable non-toxic acid addition salts thereof, in whichR is hydrogen, methyl, ethyl, cyclopropylmethyl, or allyl;A is a residue of a D-amino acid selected from the group consisting of Ala, Abu, Nva, Val, Nle, Leu, Ile, Gly(Al), Gly(Cp), Met, Cys(Me), Met(O), Cys(Me) (O), Ser, Thr, and Hse;R.sub.1 is C.sub.1 -C.sub.3 primary alkyl, cyclopropylmethyl, allyl, ethylthiomethyl, 2-fluoroethyl, or propargyl;X is bromo, iodo, chloro, methyl, trifluoromethyl, or methoxy; andZ is --CH.sub.2 OR.sub.2, ##STR2## in which R.sub.2 is hydrogen, acetyl, or acetoxymethyl and R.sub.3 is C.sub.1 -C.sub.3 alkyl; are useful analgesic agents.
Type:
Grant
Filed:
October 20, 1980
Date of Patent:
March 30, 1982
Assignee:
Eli Lilly and Company
Inventors:
Robert T. Shuman, Paul D. Gesellchen