GB1225729A - - Google Patents

Abstract

1,225,729. Reserpine derivatives. LABORATOIRES TORAUDE. 22 July, 1969 [7 Aug., 1968], No. 34843/69. Heading C2C. Compounds of the Formula (I) and their acid addition salts wherein R 1 and R 2 may be the same or different and are each H or MeO; R 3 is a group (II) or (III) and R is 2 - cyanoethyl, 3 - oximino - 3 - aminopropyl, 3 - aminopropyl, 2 - carbamidinoethyl or 3 - guanidinopropyl or 3 - propyl - nitroguanidine are prepared by reacting (I, R=H) with CH 2 = CH.CN in the presence of a catalyst especially benzene - trimethyl ammonium hydroxide and an organic solvent to give (I, R = CH 2 CH 2 CN), reacting this with (a) NH 2 OH to give (I, R=CH 2 CH 2 C( :NOH)NH 2 ), (b) NH 3 and Raney Ni in absolute alcohol at above 100‹ C. and at 120 atmospheres to give (I, R= CH 2 CH 2 CH 2 NH 2 ) reacting, or (c) HCl and absolute EtOH to give (I, R=CH 2 CH 2 C( :NH). OEt) then with NH 3 to give (I, R=CH 2 CH 2 C- (:NH)NH 2 ); reacting a compound (I, R= CH 2 CH 2 CH 2 NH 2 ) with (a) S - methylisothiourea to give (I, CH 2 CH 2 CH 2 NHC( :NH)NH 2 ) or (b) N - nitro - S - methylisothiourea to give (I, CH 2 CH 2 CH 2 NHC( :NH)NHNO 2 ) or hydrogenating a compound (I, R=CH 2 CH 2 CH 2 NHC- (:NH)NHNO 2 ) to give (I, R = CH 2 CH 2 CH 2 NHC- (:NH)NH 2 ). Pharmaceutical compositions comprise compounds (I) and a carrier and may be in forms suitable for oral, parenteral or rectal administration. The compounds (I) are hypotensive agents without action on the CNS.