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US 4,543,349 AGranted
Basic heptapeptide vasopressin antagonists
AssigneeSmithKline Beckman Corporation
InventorsJames F. Callahan, Michael L. Moore, Nelson C. Yim
Life of this patent
Estimating the term…
Abstract
Certain cyclic vasopressin-like peptides, which have an .omega.-amino- or guanidinoalkyl substituent attached to the cysteine in the 6-position of the ring, have vasopressin antagonist activity. A species of this series of new compounds is [1-(.beta.-mercapto-.beta.,.beta.-cyclopentamethylenepropionic acid)-2-(O-ethyl-D-tyrosine)-4-valine-8-(1,5-diaminopentane)-8-desarginine -9-desglycinamide]-vasopressin.
Claims23
A polypeptide compound having the formula:
- ##STR8## in which:
- A is ##STR9##
- Z is Phe, Phe(4'-Alk) or Tyr(Alk);
- X is D-Phe, D-Phe(4'-Alk), D-Val, D-Nva, D-Leu, D-Ile, D-Pba, D-Nle, D-Cha, D-Abu, D-Met, D-Chg, D-Tyr, L-Tyr, D-Tyr(Alk) or L-Tyr(Alk);
- P is D-Pro, L-Pro, .DELTA..sup.3 -Pro, L-Ala, L-N-MeAla, Gly, Sar or a single bond;
- Y is Val, Ile, Abu, Ala, Chg, Gln, Lys, Cha, Nle, Phe, Leu or Gly;
- R is, in each case, hydrogen or C.sub.1-5 -alkyl;
- n is an integer from 2-8;
- and
- m is an integer from 0-2;
- or a pharmaceutically acceptable, acid addition salt thereof.
8 more elements
A polypeptide of the formula:
- ##STR20## in which:
- X is D-Phe, D-Phe(4'-Alk), D-Val, D-Nva, D-Leu, D-Ile, D-Pba, D-Nle, D-Cha, D-Abu, D-Met, D-Chg, D-Tyr, L-Tyr, D-Tyr(Alk) or L-Tyr(Alk);
- Z is Phe, Phe(4'-Alk) or Tyr(Alk);
- Y is Val, Ile, Abu, Ala, Chg, Gln, Lys, Cha, Nle, Phe, Leu or Gly;
- P is D-Pro, L-Pro, .DELTA..sup.3 -Pro, L-Ala, L-N-MeAla, Gly, Sar or a single bond;
- and
- m is a integer from 0-2;
- or an acceptable salt or ester thereof.
5 more elements
Dependencies are inferred from the claim text.