1-[β(R-thio)phenethyl]imidazoles and derivatives thereof

Claim 1

A compound of the formula: ##STR10##and the antimicrobial acid addition salts thereof, wherein: R is alkyl, alkenyl, aralkenyl, substituted aralkenyl, alkynyl, cycloalkyl, cycloalkyl alkyl, aralkyl, substituted aralkyl, aryl or substituted aryl, said substituted aralkenyl and substituted aralkyl containing at least one substituent on the aryl moiety selected from the group consisting of halo, lower alkyl, lower alkoxy, trifluoromethyl, nitro and cyano and said substituted aryl containing at least one substituent selected from the group consisting of halo, lower alkyl, lower alkoxy, trifluoromethyl, nitro, amino alkanoylamino and cyano; R 1 is hydrogen, halo, lower alkyl, lower alkoxy, trifluoromethyl, nitro, cyano, thiocyano or the group ##STR11##in which R 2 is alkyl, cycloalkyl, aralkyl, substituted aralkyl, aryl or substituted aryl, and substituted aralkyl and said substituted aryl containing at least one substituent on the aryl moiety selected from the group consisting of halo, lower alkyl, lower alkoxy, trifluoromethyl, nitro and cyano; and wherein with reference to the above, alkyl has 1 to 20 carbon atoms, cycloalkyl has 5 to 8 carbon atoms, cycloalkyl has 6 to 11 carbon atoms, alkenyl and alkynyl have 2 to 12 carbon atoms, aryl has 6 to 10 carbon atoms, aralkyl has 7 to 14 carbon atoms, aralkenyl has 8 to 14 carbon atoms, lower alkyl and lower alkoxy have 1 to 6 carbon atoms and alkanoylamino has 2 to 12 carbon atoms; m, n and p are independently selected from the integers zero, 1 and 2; provided that the value of m cannot be greater than the value of n except when R 1 is the group ##STR12##and R 2 is aryl or substituted aryl.

Claim 46

A method of inhibiting the growth of fungi, bacteria or protozoa which comprises applying to a host object containing, or subject to attack by fungi, bacteria or protozoa, an effective amount of a compound of the formula ##STR16##or an antimicrobial acid addition salt thereof or a composition containing same as an active ingredient, wherein: R is alkyl, alkenyl, aralkenyl, substituted aralkenyl, alkynyl cycloalkyl, cycloalkyl alkyl, aralkyl, substituted aralkyl, aryl or substituted aryl, said substituted aralkenyl and substituted aralkyl containing at least one substituent on the aryl moiety selected from the group consisting of halo, lower alkyl, lower alkoxy, trifluoromethyl, nitro and cyano and said substituted aryl containing at least one substituent selected from the group consisting of halo, lower alkyl, lower alkoxy, trifluoromethyl, nitro, amino alkanoylamino and cyano; R 1 is hydrogen, halo, lower alkyl, lower alkoxy, trifluoromethyl, nitro, cyano, thiocyano or the group ##STR17##in which R 2 is alkyl, cycloalkyl, aralkyl, substituted aralkyl, aryl or substituted aryl, said substituted aralkyl and said substituted aryl containing at least one substituent on the aryl moiety selected from the group consisting of halo, lower alkyl, lower alkoxy, trifluoromethyl, nitro and cyano; and wherein with reference to the above, alkyl has 1 to 20 carbon atoms, cycloalkyl has 5 to 8 carbon atoms, cycloalkyl alkyl has 6 to 11 carbon atoms, alkenyl and alkynyl have 2 to 12 carbon atoms, aralkyl has 7 to 14 carbon atoms, aralkenyl has 8 to 14 carbon atoms, lower alkyl and alkoxy have 1 to 6 carbon atoms and alkanoylamino has 2 to 12 carbon atoms; m, n and p are independently selected from the integers zero, 1 and 2; provided that the value of m cannot be greater than the value of n except when R 1 is the group ##STR18##and R 2 is aryl or substituted aryl.

Claim 47

A method of inhibiting the growth of fungi, bacteria or protozoa which comprises applying to a host object containing, or subject to attack by fungi, bacteria or protozoa, an effective amount of a compound of the formula ##STR16##or an antimicrobial acid addition salt thereof or a composition containing same as an active ingredient, wherein: R is alkyl, alkenyl, aralkenyl, substituted aralkenyl, alkynyl cycloalkyl, cycloalkyl alkyl, aralkyl, substituted aralkyl, aryl or substituted aryl, said substituted aralkenyl and substituted aralkyl containing at least one substituent on the aryl moiety selected from the group consisting of halo, lower alkyl, lower alkoxy, trifluoromethyl, nitro and cyano and said substituted aryl containing at least one substituent selected from the group consisting of halo, lower alkyl, lower alkoxy, trifluoromethyl, nitro, amino alkanoylamino and cyano; R 1 is hydrogen, halo, lower alkyl, lower alkoxy, trifluoromethyl, nitro, cyano, thiocyano or the group ##STR17##in which R 2 is alkyl, cycloalkyl, aralkyl, substituted aralkyl, aryl or substituted aryl, said substituted aralkyl and said substituted aryl containing at least one substituent on the aryl moiety selected from the group consisting of halo, lower alkyl, lower alkoxy, trifluoromethyl, nitro and cyano; and wherein with reference to the above, alkyl has 1 to 20 carbon atoms, cycloalkyl has 5 to 8 carbon atoms, cycloalkyl alkyl has 6 to 11 carbon atoms, alkenyl and alkynyl have 2 to 12 carbon atoms, aralkyl has 7 to 14 carbon atoms, aralkenyl has 8 to 14 carbon atoms, lower alkyl and alkoxy have 1 to 6 carbon atoms and alkanoylamino has 2 to 12 carbon atoms; m, n and p are independently selected from the integers zero, 1 and 2; provided that the value of m cannot be greater than the value of n except when R 1 is the group ##STR18##and R 2 is aryl or substituted aryl.