1420377 Bis basic alkoxy tricyclic compounds RICHARDSON-MERRELL Inc 17 Dec 1973 [21 Dec 1972] 58266/73 Heading C2C Novel compounds of Formulae I and II wherein n is an integer of from 2 to 6; R and R 1 are each hydrogen, lower alkyl having from 1 to 6 carbon atoms, cycloalkyl having from 3 to 6 carbon atoms, alkenyl having from 3 to 6 carbon atoms in which the unsaturation is in a position other than the 1-position of the alkenyl group, and when R and R 1 are taken together with the nitrogen atom to which they are attached represent the pyrrolidinyl, piperidino or morpholino radical; Z is oxygen, imino and methylene; Y is nitrogen or methylidene; R 2 is selected from the group consisting of hydrogen or lower alkyl having from 1 to 4 carbon atoms; and the pharmaceutically acceptable acid addition salts thereof are prepared by one of the following methods, (a) those of Formula IIA wherein R 3 is alkyl or H are prepared by reactng a compound of Formula III with a diazo compound R 3 N 2 ; (b) those of Formula VI are prepared by reacting a fluorenone of Formula III above with hydrazoic acid; (c) those of Formula X are prepared by reacting a compound of Formula VIII with the base HNRR 1 ; and (d) compounds with an ether group on the central ring are prepared by alkylation of the enol form of the ketone of Formula I wherein Z is methylene or imino. Intermediates of Formula VIII above are prepared by action of hydrogen peroxide or a per acid on a compound of Formula VII wherein Hal denotes Cl, Br or I. Compounds of Formula III above are prepared by reaction of 2,7-dihydroxyfluoren-9-one with a compound RR 1 N(CH 2 ) n Cl. Anti-viral compositions in conventional forms for oral, parenteral and topical administration comprise an above novel compound and a carrier or diluent.
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