Abstract: This invention is therapeutically useful tetralins and pharmaceutically acceptable acid addition salts thereof of the formula I: ##STR1## wherein X is --(CH.sub.2).sub.n -- or --C(R.sub.1)(H)--; R is C.sub.1 -C.sub.8 alkyl; and R.sub.1 and R.sub.2 are the same or different and are selected from the group consisting of hydrogen, C.sub.1 -C.sub.8 alkyl, C.sub.2 -C.sub.8 alkenyl, C.sub.2 -C.sub.8) alkynyl, aryl and benzyl.These compounds are useful to treat central nervous system disorders and are unexpectedly resistant to metabolism by the liver and have superior oral plasma bioavailability.
Type:
Grant
Filed:
October 28, 1993
Date of Patent:
January 23, 1996
Assignee:
The Upjohn Company
Inventors:
Chiu-Hong Lin, Susanne R. Haadsma-Svensson, Robert B. McCall, Arthur G. Romero, William H. Darlington, Michael D. Ennis
Abstract: A liquid ion exchange process for recovering a concentrated purified aqueous solution of a camphorsulfonic acid salt from a dilute impure solution of the same wherein the ion exchange medium is a liquid secondary amine and the pH of the mixture during the ion exchange is maintained at 3 - 6 by treating the mixture with a polyprotic acid having two pKs of less than 2.5.
Abstract: Certain new ar or ar' (alkylthio) benzoyl chloride phenylhydrazones have been found to be anthelmintics and active against arthropod pests. The benzoyl ring and the phenylhydrazone ring can be otherwise substituted with, for example, halogen atoms, nitro groups, .alpha.-fluoroalkyl groups, other alkylthio groups, and alkyl groups. The new compounds are prepared by reacting an ar or ar' (alkylthio) benzoic acid 2-phenylhydrazide with phosphorus pentachloride to obtain an ar or ar' (alkylthio) benzoyl chloride (dichlorophosphinyl)phenylhydrazone that is reacted with phenol to produce the desired ar or ar' (alkylthio) benzoyl chloride phenylhydrazones. Certain of the compounds can be prepared by direct halogenation of (alkylthio)benzaldehyde phenylhydrazone or an (alkylthio)benzoyl chloride phenylhydrazone. Methods of anti-arthropodal use and novel formulations for use are also described.