Abstract
Amino- and dimethylamino-α, ω-diphenylalkanes possessing normal alkyl chain of 1-5 carbon atoms and an amino or dimethylamino group on either end of the chain, and their methiodides were prepared, and resolution of the compounds possessing asymmetric carbon atom into optical antipodes was attempted as tartrates. The compounds possessing a substituent in the carbon adjacent to the phenyl group were successfully resolved but those with the substituent bonded to the same carbon as that carrying the phenyl group could not be resolved.
Antihistamine and anticholinergic activity of these compounds was examined by the Magnus method. Pharmacological action of these compounds became stronger with increasing number of carbon atoms in the 3-alkyl group, becoming maximum at alkyls of 3-5 carbon atoms, and becoming weaker thereafter. Among the methiodides, the compound with alkyl group with 1 carbon atom showed cholinergic activity, the action became anticholinergic in that with 2 carbon atoms, and the anticholinergic action became stronger with the increase of carbons from 3 to 5. This is in good agreement with observations made in the case of N, N, N-trimethyl salts. In compounds having the same number of carbon atoms, the pharmacological activity became stronger as the position of substituent became closer to the phenyl group. The foregoing experimental results are in good agreement with those obtained by Ogata and on local anesthetic acitivity of amino compounds.
