Pyrimidone derivatives with antifungal activity

A compound of formula I:

• ##STR13## as a racemate, a diastereomer mixture or as a pure enantiomer, wherein:
• Ar represents phenyl or phenyl substituted with one or more halogen and/or trifluoromethyl groups;
• R.sub.1 is C.sub.1 -C.sub.4 alkyl;
• R.sub.2 is hydrogen or C.sub.1 -C.sub.4 alkyl;
• or R.sub.1 together with R.sub.2 form a C.sub.2 -C.sub.4 polymethylene chain;
• R.sub.3 represents hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, or cyclopropyl;
• A represents a benzene ring or a 5- or 6-membered heterocyclic ring wherein one or more of the ring atoms are selected from the group consisting of N, O and S, which rings can be optionally fused to a benzene ring or to a 5- or 6-membered heterocyclic ring containing one or more heteroatoms selected from N, O and S, and wherein A can be unsubstituted or have 1, 2, 3 or 4 groups W or any of the rings;
• the groups W represent C.sub.1 -C.sub.4 alkyl, C.sub.3 -C.sub.6 cycloalkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy, halogen, nitro, cyano, hydroxy, benzyloxy, hydroxymethyl, a group --NR.sub.4 R.sub.5, a group --CONR.sub.4 R.sub.5, a group --CH.sub.2 --OCO--R.sub.4, a group --CO--R.sub.4, a group --COO--R.sub.4, a group --SO.sub.z R.sub.6, a group --C(.dbd.NR.sub.4)NHR.sub.7, a group --C(.dbd.NR.sub.7)OR.sub.4, and additionally one of the groups W can also represent 1-pyrrolyl, 1-imidazolyl, 1H-1,2,4-triazol-1-yl, 5-tetrazolyl (optionally substituted with C.sub.1 -C.sub.4 alkyl), 1-pyrrolidinyl, 4-morpholinyl, 4-morpholinyl-N-oxide, a group --X--R.sub.8, or a group of formula (i)-(iv):
• ##STR14## wherein R.sub.4 represents hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.3 -C.sub.6 cycloalkyl or arylC.sub.1-4 alkyl, wherein aryl represents phenyl or phenyl substituted with one or more C.sub.1 -C.sub.4 alkyl, halogen, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.4 haloalkoxy groups;
• R.sub.5 represents hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.3 -C.sub.6 cycloalkyl, a group --COR.sub.4 or a group --COCF.sub.3 ;
• R.sub.6 represents C.sub.1 -C.sub.4 alkyl;
• z represents 0, 1 or 2;
• R.sub.7 represents hydrogen, --CONH.sub.2, --COMe, --CN, --SO.sub.2 NHR.sub.4, --SO.sub.2 R.sub.4, --OR.sub.4, --OCOR.sub.4 or --(C.sub.1-4 alkyl)--NH.sub.2 ;
• X represents a single bond, --O--, --SO.sub.z --, --NR.sub.4 --, or --C(.dbd.O)--;
• R.sub.8 represents a phenyl group optionally substituted with one or more groups R.sub.9 ;
• R.sub.9 represents C.sub.1 -C.sub.4 alkyl, C.sub.3 -C.sub.6 cycloalkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy, halogen, nitro, cyano, a group --NR.sub.4 R.sub.5, a group --CONR.sub.4 R.sub.5, a group --CH.sub.2 --OCO--R.sub.4, a group --CO--R.sub.4, a group --COO--R.sub.4, a group --SO.sub.z R.sub.6, a group --C(.dbd.NR.sub.4)NHR.sub.7, a group --C(.dbd.NR.sub.7)OR.sub.4, a group of formula (iv) or R.sub.9 represents a phenyl group (optionally substituted with a group C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy, halogen, nitro or cyano);
• R.sub.10 represents hydrogen or methyl;
• R.sub.11 represents hydrogen, isopropyl, cyclopentyl, cyclopropyl, 2-butyl, 3-pentyl, 3-hydroxy-2-butyl, or 2-hydroxy-3-pentyl;
• m represents 0 or 1;
• R.sub.12 represents halogen, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 haloalkoxy, nitro, amino, cyano, or a group of formula (i);
• Y represents --CH.sub.2 -- or --C(.dbd.O)--;
• and
• Z represents NH or 0;
• and the salts and solvates thereof.