Claims
- 1. A method for treating protozoal infections in an animal comprising applying to the locus of a protozoan a compound having the formula: ##STR10## wherein; A is selected from substituted and unsubstituted phenyl, pyridyl, furyl, thionyl, isoxazolyl, oxazolyl, pyrrolyl, isothiazolyl, thiazolyl, pyrazolyl, imidazolyl, pyrimidinyl, quinolyl, isoquinolyl, naphthyl, pyridazinyl, pyrazinyl, benzothienyl, indolyl, benzofuranyl, benzyl, (C.sub.3 -C.sub.7)cycloalkyl, (C.sub.1 -C.sub.6)alkyl, halo(C.sub.1 -C.sub.6)alkyl, (C.sub.2 -C.sub.6)alkenyl, halo(C.sub.2 -C.sub.6)alkenyl, (C.sub.2 -C.sub.6)alkynyl, and halo(C.sub.2 -C.sub.6)alkynyl wherein the substituents are independently selected from:
- a) one to four of halo, cyano, (C.sub.1 -C.sub.6)alkyl, halo(C.sub.1 -C.sub.6)alkyl, (C.sub.2 -C.sub.6)alkenyl, halo(C.sub.2 -C.sub.6)alkenyl, (C.sub.2 -C.sub.6)alkynyl, halo(C.sub.2 -C.sub.6)alkynyl, (C.sub.1 -C.sub.6)alkoxy, halo(C.sub.1 -C.sub.6)alkoxy, (C.sub.1 -C.sub.6)alkylthio, halo(C.sub.1 -C.sub.6)alkylthio, nitro, --NR.sup.6 R.sup.7, --CR.sup.8 .dbd.NOR.sup.9, NHCOOR.sup.10, --CONR.sup.11 R.sup.12, COOR.sup.13 ;
- b) fused five, six, and seven membered rings formed from two such substituents; and
- c) a fused 5, 6 or 7 membered carbocyclic ring which may contain up to two heteroatoms selected from the group consisting of: O, S, N, and P:
- R.sup.1 and R.sup.2 are each independently selected from H, (C.sub.1 -C.sub.6)alkyl, halo(C.sub.1 -C.sub.6)alkyl, (C.sub.2 -C.sub.6)alkenyl, halo(C.sub.2 -C.sub.6)alkenyl, (C.sub.2 -C.sub.6)alkynyl, or halo(C.sub.2 -C.sub.6)alkynyl provided that at least one of R.sup.1 and R.sup.2 is other than H;
- R.sup.6 and R.sup.7 are each independently selected from H, (C.sub.1 -C.sub.6)alkyl, and (C.sub.1 -C.sub.6)alkylcarbonyl,
- R.sup.8 is selected from H, (C.sub.1 -C.sub.6)alkyl, (C.sub.2 -C.sub.6)alkenyl, and (C.sub.2 -C.sub.6)alkynyl;
- R.sup.9 is selected from H, (C.sub.1 -C.sub.6)alkyl, (C.sub.2 -C.sub.6)alkenyl, (C.sub.2 -C.sub.6)alkynyl, and (C.sub.1 -C.sub.4)alkylcarbonyl;
- R.sup.10, R.sup.11, R.sup.12 and R.sup.13 are each independently selected from H, (C.sub.1 -C.sub.6)alkyl, (C.sub.2 -C.sub.6)alkenyl, and (C.sub.2 -C.sub.6)alkynyl; and X, Y and Z are each independently selected from H, halo, cyano, thiocyano, isothiocyano and (C.sub.1 -C.sub.6)alkylsulfonyloxy, provided that at least one of X, Y and Z is halo, cyano, thiocyano, isothiocyano or (C.sub.1 -C.sub.6)alkylsulfonyloxy;
- enantiomers and stereoisomers thereof; and physiologically acceptable acid addition salts thereof.
- 2. The method of claim 1 wherein the compound is of the formula: ##STR11## wherein: R.sup.1 and R.sup.2 are each independently selected from H, (C.sub.1 -C.sub.6)alkyl, halo(C.sub.1 -C.sub.6)alkyl, (C.sub.2 -C.sub.6)alkenyl, and (C.sub.2 -C.sub.6)alkynyl, provided that at least one of R.sup.1 and R.sup.2 is other than H;
- R.sup.3, R.sup.4, and R.sup.5 are each independently selected from the group consisting of H, halo, cyano, (C.sub.1 -C.sub.6)alkyl, halo(C.sub.1 -C.sub.6)alkyl, (C.sub.2 -C.sub.6)alkenyl, (C.sub.2 -C.sub.6)alkynyl, (C.sub.1 -C.sub.6)alkoxy, (C.sub.1 -C.sub.6)alkylthio, halo(C.sub.1 -C.sub.6)alkoxy, nitro, --NR.sup.6 R.sup.7, --CR.sup.8 .dbd.NOR.sup.9, NHCOOR.sup.10, --CONR.sup.11 R.sup.12, --COOR.sup.13, and a fused 5, 6 or 7 membered carbocyclic ring which may contain up to two heteroatoms selected from the group consisting of: O, S, N, and P;
- R.sup.6, R.sup.7, R.sup.8, R.sup.9, R.sup.10, R.sup.11, R.sup.12, and R.sup.13 are each independently selected from H and (C.sub.1 -C.sub.6) alkyl; and
- X and Y are each independently selected from H, halo, cyano, thiocyano, isithiocyano and (C.sub.1 -C.sub.6) alkysulfonyloxy, provided that at least one of X and Y is other than H.
- 3. The method of claim 2 wherein X is chloro; Y is H; R.sup.1 is methyl; R.sup.2 is selected from methyl and ethyl; R.sup.3 and R.sup.5 are each independently selected from H, halo, methyl, nitro, cyano, amino, --CH.dbd.NOCH.sub.3 and --NHCOOCH.sub.3 ; and R.sub.4 is selected from H, halo, amino, cyano, --CH.dbd.NOCH.sub.3, --NHCOOCH.sub.3, COOCH.sub.3, and (C.sub.1 -C.sub.4) alkyl.
- 4. The method of claim 3 wherein X is chloro; Y is H; R.sup.1 is methyl, R.sup.2 is ethyl, R.sup.3 and R.sup.5 are each independently selected from halo, methyl, cyano, and --CH.dbd.NOCH.sub.3 ; and R.sup.4 is selected from H, amino, methyl, and --CH.dbd.NOCH.sub.3.
- 5. The method of claim 1 wherein the compound is of the formula: ##STR12## wherein: R.sup.1 and R.sup.2 are independently selected from H, (C.sub.1 -C.sub.6)alkyl, halo(C.sub.1 -C.sub.6)alkyl, (C.sub.2 -C.sub.6)alkenyl, and (C.sub.2 -C.sub.6)alkynyl, provided that at least one of R.sup.1 and R.sup.2 is other than H;
- R.sup.3 and R.sup.4, are each independently selected from H, halo, cyano, (C.sub.1 -C.sub.6)alkyl, halo(C.sub.1 -C.sub.6)alkyl, (C.sub.2 -C.sub.6)alkenyl, (C.sub.2 -C.sub.6)alkynyl, (C.sub.1 -C.sub.6)alkoxy, (C.sub.1 -C.sub.6)alkylthio, halo(C.sub.1 -C.sub.6)alkoxy, nitro, --NR.sup.6 R.sup.7, --CR.sup.8 .dbd.NOR.sup.9, NHCOOR.sup.10, --CONR.sup.11 R.sup.12, and --COOR.sup.13 ;
- R.sup.6, R.sup.7, R.sup.8, R.sup.9, R.sup.10, R.sup.11, R.sup.12, and R.sup.13 are H or (C.sub.1 -C.sub.6) alkyl; and
- X and Y are each independently selected from H, halo, cyano, thiocyano, isothiocyano and (C.sub.1 -C.sub.6) alkysulfonyloxy, provided that at least one of X and Y is other than H.
- 6. The method of claim 1 wherein the compound is applied at a dose of from 1.0 mg to 200.0 mg per kilogram bodyweight per day.
- 7. The method of claim 1 wherein the protozoan is selected from one or more of Giardia species, Leishmania species, Toxoplasma species, Cryptosporidium species, Entamoeba species, and microsporidia species.
Parent Case Info
This is a Continuation of application Ser. No. 60/045,267, filed May 1, 1997, now abandoned.
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