4-(substituted cycloalkylmethyl) imidazole-2-thiones, 4-(substituted cycloalkenylmethyl) imidazole-2- thiones, 4-(substituted cycloalkylmethyl) imidazol-2-ones and 4-(substituted cyloalkenylmethyl) imidazol-2-ones and related compounds

Compounds of the formula

• where the variable Y in the ring is optional and represents a heteroatom selected from N, O and S with the proviso that the N atom is trivalent, and the O or S atoms are divalent;
• p is an integer having the values 0, 1 or 2;
• X is O or S;
• the dashed lines represent a bond, or absence of bond with the proviso that only one double bond is present in the ring and that two adjoining dashed lines do not both represent a bond with the further proviso that when there is no endocyclic double bond in the 5-membered ring other than in the the imidazolidene 2—one or 2 thione ring and when p is zero then at least one of the R1, R2, R3 and R4 groups is not hydrogen;
• R1, R2, R3, and R4 are independently H, phenyl, said phenyl group being optionally substituted independently with one, two or three C1-6alkyl, SO3H, N3, halogen, CN, NO2, NH2, C1-6alkoxy, C1-6thioalkoxy, C1-6alkylamino, C1-6dialkylamino, C2-6alkynyl or C2-6alkenyl groups, 5 or 6 membered heteroaryl having 1 to 3 heteroatoms selected from O, S, and N, said heteroaryl groups being optionally substituted independently with one, two or three C1-6alkyl, SO3H, N3, halogen, CN, NO2, NH2, C1-6alkoxy, C1-6thioalkoxy, C1-6alkylamino, C1-6dialkylamino, C2-6alkynyl or C2-6alkenyl groups,
• or said R1, R2, R3, and R4 groups are independently alkyl of 1 to 4 carbons, cycloalkyl of 3 to 5 carbons, CH2CN, CH2SR5, CH2NR6R6, COR5, CH2OR5, OR6, SR6. NR6R6, alkenyl having 1 to 4 carbons, alkynyl having 1 to 4 carbons, cycloalkyl having 3 to 6 carbons, F, Cl, Br, I, CF3, or CN, an oxygen double bonded to the ring carbon with the proviso that the adjacent dashed line within the ring represents absence of a bond;
• R5 is H, OR7, alkyl of 1 to 4 carbons, CF3, cycloalkyl of 3 to 6 carbons, phenyl, phenyl substituted with one or two alkyl groups of 1 to 4 carbons, with F, Cl, Br, I, or with CF3, or R5 is a 5 or 6 membered heteroaryl having 1 to 3 heteroatoms selected from O, S, and N, and 5 or 6 membered heteroaryl having 1 to 3 heteroatoms selected from O, S, and N substituted with one or two alkyl groups of 1 to 4 carbons, with F, Cl, Br, I, or with CF3;
• R6 is H, alkyl of 1 to 4 carbons, allyl, cycloalkyl of 3 to 6 carbons, phenyl, phenyl substituted with one or two alkyl groups of 1 to 4 carbons, with F, Cl, Br, I, or with CF3, or R6 is 5 or 6 membered heteroaryl having 1 to 3 heteroatoms selected from O, S, and N, or 5 or 6 membered heteroaryl having 1 to 3 heteroatoms selected from O, S, and N substituted with one or two alkyl groups of 1 to 4 carbons, with F, Cl, Br, I, or with CF3;
• R7 is H, alkyl of 1 to 4 carbons, allyl, cycloalkyl of 3 to 6 carbons, phenyl, phenyl substituted with one or two alkyl groups of 1 to 4 carbons, with F, Cl, Br, I, or with CF3;
• R1 and R2 or R2 and R3 or R3 and R4 together can form a ring together with the respective carbons to which each of these is attached, the portion contributed by R1 and R2 or by R2 and R3 or by R3 and R4 having the formulas (i), (ii), (iii), (iv) or (v)
• m is an integer having the values 0 to 3;
• R8 is independently H, alkyl of 1 to 6 carbons, alkenyl of 2 to 6 carbons, alkynyl of 2 to 6 carbons, SO3H, N3, CN, NO2, F, Cl, Br, I, CF3, COR9, CH2OR9, OR10;
• SR10, C1-6alkylamino, or C1-6dialkylamino;
• R9 is H, alkyl of 1 to 6 carbons, or OR10, and
• R10 independently is H or alkyl of 1 to 6 carbons.