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Generated: September 24, 2017
| Title: | Heterocyclic derivatives of (4-aryloxymethyl-1,3-dioxolan-2-yl)methyl-1H-imidazoles and 1H-1,2,4-triazoles |
| Abstract: | Novel heterocyclic derivatives of (4-aryloxymethyl-1,3-dioxolan-2-yl)methyl-1H-imidazoles and 1H-1,2,4-triazoles, useful as antifungal and antibacterial agents. |
| Inventor(s): | Heeres; Jan (Vosselaar, BE), Mostmans; Joseph H. (Antwerp, BE) |
| Assignee: | Janssen Pharmaceutica, N.V. (Beerse, BE) |
| Filing Date: | Aug 27, 1981 |
| Application Number: | 06/558,331 |
| Claims: | 1. A chemical compound selectd from the group consisting of an azole derivative having the formula: ##STR40## and the pharmaceutically acceptable acid addition salts and stereochemically isomeric forms thereof, wherein: Q is a member selected from the group consisting of CH and N; Ar is a member selected from the group consisting of thienyl, halothienyl, phenyl and substituted phenyl, said substituted phenyl having from 1 to 3 substituents each independently selected from the group consisting of haol, lower alkyl and lower alkyloxy; and the radical Y is a pyrimidin-4-yl radical of the formula ##STR41## wherein R.sup.1 is a member selected from the group consisting of hydrogen, lower alkyl, lower alkenyl, lower alkynyl, lower alkyloxy, lower alkenyloxy, lower alkynyloxy, lower alkyloxy-lower alkyloxy, aryllower alkyloxy, lower alkylthio, aryllower alkylthio, hydroxy, mercapto, amino, mono- and di-lower alkylamino, cycloalkylamino, lower alkylcarbonlylamino, arylcarbonylamino, arylamino, aryl lower alkylamino and aryl; wherein said aryl as used in the foregoing definitions is selected from the group consisting of phenyl and substituted phenyl, said substituted phenyl having from 1 to 3 substituents each independently selected from the group consisting of halo, lower alkyl, lower alkyloxy and trifluoromethyl. 2. A chemical compound selectd from the group consisting of cis-4-{4-[2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4 -ylmethoxy]phenyl}pyrimidine and the pharmaceutically accepted acid addition salts and stereochemically isomeric forms thereof. 3. A chemical compound selected from the group consisting of cis-4-{4-[2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4 -ylmethoxy]phenyl}-N-methyl-2-pyrimidinamine and the pharmaceutically acceptable acid addition salts and stereochemically isomeric forms thereof. 4. A composition for combating a microorganism selected from the group consisting of fungus and bacterium comprising an inert carrier material and as an active ingredient an effective antifungal or antibacterial amount of a compound selected from the group consisting of an azole derivative having the formula ##STR42## and the pharmaceutically acceptable acid addition salts and stereochemically isomeric forms thereof, wherein: Q is a member selected from the group consisting of CH and N; Ar is a member selected from the group consisting of thienyl, halothienyl, phenyl and sustituted phenyl, said substituted phenyl having from 1 to 3 substituents each independently selected from the group consisting of halo, lower alkyl and lower alkyloxy; and the radical Y is a pyrimidin-4-yl radical of the formula ##STR43## wherein R.sup.1 is a member selected from the group consisting of hydrogen, lower alkyl, lower alkenyl, lower alkynyl, lower alkyloxy, lower alkenyloxy, lower alkynyloxy, lower alkyloxy-lower alkyloxy, aryllower alkyloxy, lower alkylthio, aryllower alkylthio, hydroxy, mercapto, amino, mono- and di-lower alkylamino, cycloalkylamino, lower alkylcarbonylamino, arylcarbonylamino, arylamino, aryl lower alkylamino and aryl; wherein said aryl as used in the foregoing definitions is selected from the group consisting of phenyl and substituted phenyl, said substituted phenyl having from 1 to 3 substituents each independently selected from the group consisting of halo, lower alkyl, lower alkyloxy and trifluoromethyl. |
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