GB1460019A - 6,7-diaza 3,2,2-bicyclonon-3-yl derivatives - Google Patents

Abstract

1460019 Derivatives of 6,7-diaza-[3,2,2]- bicyclononane ASSIA CHEMICAL LABORATORIES Ltd 21 May 1974 [31 May 1973] 26017/73 Heading C2C The invention comprises compounds of formula including the optical isomers and other stereoisomers, and the physiologically active and pharmaceutically acceptable salts, wherein R 1 is O = or R being H, tropoyl, acetyltropoyl, atropoyl, benzoyl, p-aminobenzoyl, benziloyl, mandeloyl, cinnamoyl, propylvaleroyl, diarylacryloyl or benzhydryl; and R 2 , R 3 are each H, C 1-7 alkyl, C 2-4 alkenyl, C 3-7 cycloalkyl, carboxy-C 1-4 - alkyl, aryl-C 1-4 -alkyl, #-alkoxycarbonylethyl (possibly α-Ph-substituted), or C 1-4 alkyl substituted by mono- or dialkylamino, piperidino, morpholino or pyrrolidino. In examples, the ketones are prepared by reacting R 2 NHNHR 3 with cyclohepta-2,6-dienone or with succinaldehyde + an acetonedicarboxylic acid derivative, and may be reduced to the alcohols, which in turn may be esterified. Stereoisomers of the alcohols (or their derivatives) may be selectively formed by choice of reducing agent and may be interconverted. Therapeutic compositions which may have atropine-like activity and may be antispasmodics, anticholinergics and histamine antagonists, comprise compounds of the above formula (other than the ketones). Forms suitable for oral, parenteral, rectal and topical administration are mentioned.