Derivatives of aspartic acid and glutamic acid having anticholecystokinin activity
AssigneeJames Black Foundation Limited
InventorsHoward B. Broughton, Sarkis B. Kalindjian, Caroline M. R. Low, Iain M. McDonald, Robert A. D. Hull, Nigel P. Shankley
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Abstract
Arylsulfonamide derivatives of .alpha.-amino dicarboxylic acids such as aspartic acid and glutamic acid posses anti-cholecystokinin activity. They are useful in the treatment of cholecystokinin-related disorders such as anorexia nervosa, pancreatic inflammation, biliary tract disease, Zollinger-Ellison syndrome and various psychiatric disorders, as well as in the potentiation of opiate analgesia, and in the treatment of certain cancers.
Claims12
A compound of the formula ##STR8## wherein the aromatic moiety may be substituted or unsubstituted, or ##STR9## R.sup.1 is H, C.sub.1 to C.sub.6 alkyl, C.sub.1 to C.sub.6 alkenyl, cycloalkyl, --(CH.sub.2).sub.q aryl or --(CH.sub.2).sub.q (substituted aryl), wherein q is 0 to 4,
- R.sup.2 is H, methyl or ethyl,
- T is carboxyl, --CONR.sup.5 R.sup.6, wherein R.sup.5 and R.sup.6 are independently H or C.sub.1 to C.sub.4 alkyl, or tetrazolyl,
- n is 0 to 3, and
- Q is ##STR10## wherein X is C.sub.1 to C.sub.4 alkyl, C.sub.1 to C.sub.4 alkoxy, C.sub.1 to C.sub.4 thioalkoxy, carboxy, C.sub.1 to C.sub.4 carboalkoxy, nitro, trihalomethyl, hydroxy, --NR.sup.7 R.sup.8, (wherein R.sup.7 and R.sup.8 are independently H or C.sub.1 to C.sub.4 alkyl, C.sub.1 to C.sub.4 alkylaryl, C.sub.1 to C.sub.4 alkyl (substituted aryl, sulfamoyl or halo,
- m is 1 to 3,
- p is 0 to 3;
- and
- R.sup.3 is H, C.sub.1 to C.sub.5 alkyl or --(CH.sub.2).sub.r R.sup.4 wherein r is 0 to 4 and R.sup.4 is aryl or substituted aryl;
- and pharmaceutically acceptable salts thereof.
A compound selected from the group consisting of 2-naphthalenesulphonyl-aspartyl (2-phenethyl)amide, 2-naphthalenesulphonyl-glutamyl (2-phenyl)amide, 2-naphthalenesulphonyl-aspartyl (3-phenylpropyl)amide, derivatives thereof in which the phenyl group is monosubstituted with a chloro or methoxy group, and pharmaceutically acceptable salts thereof.
Dependencies are inferred from the claim text.