Cyclohexanol derivatives, production and use thereof

A compound of the formula:

• ##STR8## wherein A is halogen, --N(O)mR.sup.1 R.sup.2, --N.sym.R.sup.1 R.sup.2 R.sup.3 X.crclbar., --S(O)nR.sup.1 or S.sym.(O)mR.sup.1 R.sup.2 X.beta.;
• and in which R.sup.1, R.sup.2 and R.sup.3 independently are (1) a C.sub.1-6 alkyl, C.sub.2-6 alkenyl, C.sub.2-6 alkynyl, C.sub.3-6 cycloalkyl, C.sub.3-6 cycloalkenyl, C.sub.7-13 aralkyl or C.sub.6-10 aryl group, each of which is unsubstituted or substituted by (i) C.sub.1-6 alkyl, (ii) C.sub.2-6 alkenyl, (iii) C.sub.3-6 alkynyl, (iv) C.sub.3-6 cycloalkyl, (v) C.sub.3-6 cycloalkenyl, (vi) C.sub.6-10 aryl, (vii) amino, (viii) C.sub.1-6 alkylamino, (ix) di-C.sub.1-6 alkylamino, (x) azido, (xi) nitro, (xii) halogen, (xiii) hydroxyl, (xiv) C.sub.1-4 alkoxy, (xv) C.sub.6-10 aryloxy, (xvi) C.sub.1-6 alkylthio, (xvii) C.sub.6-10 arylthio, (xviii) cyano, (xix) carbamoyl, (xx) carboxyl, (xxi) C.sub.1-4 alkoxy-carbonyl, (xxii) C.sub.7-11 aryloxycarbonyl, (xxiii) carboxy-C.sub.1-4 alkoxy, (xxiv) C.sub.1-6 alkanoyl, (xxv) C.sub.7-11 aroyl, (xxvi) C.sub.6-10 arylsulfonyl, (xxvii) C.sub.1-6 alkylsulfinyl, (xxviii) C.sub.6-10 arylsulfinyl, (xxix) C.sub.1-6 alkylsufonyl, (xxx) a 5- or 6-membered heterocyclic group containing 1 to 4 hetero atoms of nitrogen, oxygen and/or sulfur, (xxxi) a 5- or 6-membered heterocyclic-carbonyl group containing 1 to 4 hetero atoms of nitrogen, oxygen and/or sulfur, or (xxxii) a 5- or 6-membered heterocyclic-thio group containing 1 to 4 hetero atoms of nitrogen, oxygen and/or sulfur which may be fused with a benzene ring, wherein groups (i) to (xxxii) are unsubstituted or further substituted by one to three groups of any of groups (i) to (xxxii) as defined above, or (2) a 5- or 6-membered heterocyclic group containing 1 to 4 hetero atoms of nitrogen, oxygen and/or sulfur, which is unsubstituted or substituted by the substituent(s) on the C.sub.1-6 alkyl, C.sub.2-6 alkenyl, C.sub.2-6 alkynyl, C.sub.3-6 cycloalkyl, C.sub.3-6 cycloalkenyl, C.sub.7-13 aralkyl or C.sub.6-10 aryl group as defined in (1) of R.sup.1, R.sup.2 and R.sup.3, and which may be fused with benzene, pyridine or cyclohexane;
• X.sym. is a counter anion;
• m is an integer of 0 or 1;
• n is an integer of 0 to 2;
• R.sup.1 and R.sup.2 together with an adjacent nitrogen atom may form a 4 to 7 membered nitrogen-containing heterocyclic group which is unsubstituted or substituted by the substituent(s) on the C.sub.1-6 alkyl, C.sub.2-6 alkenyl, C.sub.2-6 alkynyl, C.sub.3-6 cycloalkyl, C.sub.3-6 cycloalkenyl, C.sub.7-13 aralkyl or C.sub.6-10 aryl groups as defined in (1) of R.sup.1, R.sup.2 and R.sup.3, and which may be fused with benzene, pyridine, pyrazine, pyridazine, cyclohexane or cyclohexene, or R.sup.1 and R.sup.2 together with an adjacent sulfur atom may form a 4 to 7-membered sulfur-containing heterocyclic group which is unsubstituted or substituted by the substituent(s) on the C.sub.1-6 alkyl, C.sub.2-6 alkenyl, C.sub.2-6 alkynyl, C.sub.3-6 cycloalkyl, C.sub.3-6 cycloalkenyl, C.sub.7-13 aralkyl or C.sub.6-10 aryl groups as defined in (1) of R.sup.1, R.sup.2 and R.sup.3, and which may be fused with benzene, pyridine, pyrazine, pyridazine, cyclohexane or cyclohexene;
• Z is --NR.sup.4 wherein R.sup.4 is hydrogen, or a C.sub.1-6 alkyl or C.sub.6-10 aryl group, each of which is unsubstituted or substituted by the substituent(s) on the C.sub.1-6 alkyl, C.sub.2-6 alkenyl, C.sub.2-6 alkynyl, C.sub.3-6 cycloalkyl, C.sub.3-6 cycloalkenyl, C.sub.7-13 aralkyl or C.sub.6-10 aryl groups as defined in (1) of R.sup.1, R.sup.2 and R.sup.3 ;
• D is 2-methyl-1-propenyl or isobutyl;
• E is (i) hydrogen, (ii) a group as defined in (1) of R.sup.1, R.sup.2 and R.sup.3, or (iii) a C.sub.1-10 alkanoyl, C.sub.7-11 aroyl, 5- or 6-membered heterocyclic carbonyl containing 1 to 4 hetero atoms of nitrogen, oxygen and/or sulfur, carbamoyl, thiocarbamoyl, C.sub.6-10 arylsulfonyl, C.sub.1-6 alkylsulfonyl, sulfamoyl, C.sub.2-7 alkoxycarbonyl or C.sub.7-11 aryloxycarbonyl group which is unsubstituted or substituted by the substituent(s) on the C.sub.1-6 alkyl, C.sub.2-6 alkenyl, C.sub.2-6 alkynyl, C.sub.3-6 cycloalkyl, C.sub.3-6 cycloalkenyl, C.sub.7-13 aralkyl or C.sub.6-10 aryl groups as defined in (1) of R.sup.1, R.sup.2 and R.sup.3, provided that, when A is chlorine, E is a group of (ii), or a group of (iii) excepting dinitrobenzoyl;
• or a salt thereof.