2,7-BIS(2-(4-AZATRIVYCLO(4.3.1.13,8)UNDEC-4-YL)ETHOXY)FLUOREN-9-ONE AND CONGENERS

摘要

1387388 2,7-Bis-[2-Aza tricycloundecyl)- ethoxy]-fluoren-9-one and congeners thereof G D SEARLE & CO 26 April 1973 [28 Sept 1972] 19788/73 Heading C2C The novel compounds of Formula I wherein the radicals R which are identical represent a 4-azatricyclo[4.3.1.13,8]-undec-4-yl- or 1,8,8-trimethyl - 3 - azabicyclo[3.2.1]oct- 3 - yl radical; Alk represents a C 1-7 alkylene group and Z represents CH 2 , CH-OH or C=O may be prepared (a) by reacting a compound of formula with 2,7-diacetoxyfluorene or 2,7-diacetoxyfluoren-9-one to obtain a compound of Formula I in which Z is CH 2 or C = 0, or (b) by reacting a compound of formula with a compound of Formula II wherein Z is C = 0 or CH 2 and X is Cl or Br, and if desired reducing the fluoren-9-ones produced to fluoren-9-ol with sodium borohydride 4 - Azatricyclo[4.3.1.13,8]undecan - 4 - yl substituted ethanol and propanols are prepared by reacting 4-azatricyclo[4.3.1.13,8]undecane with ethylene oxide, propylene oxide or 3-chloropropan-1-ol. 2 - [1,8,8 - trimethyl - 3 - azabicyclo[3.2.1]oct- 3 - yl - ethanol is prepared by reacting N- (2-hydroxyethyl)-camphorimide with LiAlH 4 in THF. 4 - (2 - Chloroalkyl) - 4 - azatricyclo[4.3.1.13,8]- undecanes and 3 - (2 - chloroethyl) - 1,8,8- trimethyl-azabicyclo[3.2.1]octane are preapred by reaction of the corresponding alcohols with thionyl chloride. Pharmaceutical compositions having antiviral, antifungal and antibacterial activity for oral or parenteral administration comprise a compound of Formula I or an acceptable acid addition or quaternary ammonium salt thereof.