| 摘要 |
1375732 Bicyclic cycloaliphatic aminoalcohols and derivatives thereof E R SQUIBB & SONS Inc 10 Sept 1971 [10 Sept 1970] 40337/71 Heading C2C The invention comprises compounds of formulµ wherein R 1 , R 2 , R 3 and R 4 are each H, C 1-8 alkyl or haloalkyl, acyl, amido, (C 1-8 alkoxy)alkyl or (C 1-8 alkoxy)carbonyl; X is a single bond or a C 1-10 straight or branched chain divalent radical; Y is NR 5 R 6 where R 5 and R 6 are each H, C 1-8 alkyl, haloalkyl, alkoxy, hydroxyalkyl, alka. noyl or haloalkanoyl, (monocyclic) cycloalkyl or cycloalkyl-alkyl, (monocyclic)aryl, aroyl or aryl-C 1-8 alkyl, (monocyclic) heterocyclyl or heterocyclyl-alkyl, or N,N-dialkylsulphamoyl, or NR 5 R 6 may be heterocyclyl; R 8 , R<SP>1</SP> 8 are each C 1-8 alkyl or cycloalkyl; m, m<SP>1</SP> are each 0-2, and n is 1-3. In examples, which generally specify the particular stereoisomers isolated, these compounds are prepared by (1) oxidation (if necessary first protecting a primary amine by making the acylamino compound) of the corresponding 4,7-dihydro-, 4,5,6,7-tetrahydro-, or 3a,4,7,7a-tetrahydro-indones (or the analogous naphthalene or benzocycloheptene derivatives), and if H 2 O 2 /HCO 2 H is used, hydrolysis of the intermediate ester mixture to the diol or tetrol; (2) O-acylation; (3) hydrolysis of esters or amides; (4) hydrogenolysis of a compound where R 5 is PhCH 2 to give R 5 =H. Intermediates otherwise prepared are indene, indane, tetralin, 1,2-dihydronaphthalene and benzocycloheptene precursors of the abovementioned dihydro- and tetrahydro-amino compounds; 1-(2-hydroxyethyl)indene, 1-(2-ptosyloxyethyl)indene, 3-(3-hydroxypropyl(indene, 3-(2-butoxycarbonylethyl)indene, 1-(2- hydroxyethyl)indane, 2-(2-p-tosyloxyethyl)indane, 3-(3-hydroxypropyl)-4,7-dihydroindene, 1 - (3 - p - tosyloxypropyl) - 4,7 - dihydroindane, 1 - hydroxy - 2 - piperidinomethyltetralin, 1- (3 - diethylaminopropyl) - 1 - hydroxytetralin, 1 - (4 - aminobutylidene)tetralin, 1 - (3 - cyanopropylidene)tetralin, 1 - (3 - diethylaminopropyl) - 1 - hydroxy - 5 - methylbenzocycloheptene and 3 - (4 - cyanobutylidene) - benzocycloheptene. Therapeutic compositions for oral or parenteral administration comprise the tetra-oxy compounds of the above Formula I, which have blood pressure lowering and antibiotic activities. |
