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US 4,952,232 AGranted
Antifungal carbinols
AssigneeE. I. Du Pont de Nemours and Company
InventorsJohn Cuomo, Richard S. Greenberg, Richard E. Olson
Life of this patent
Estimating the term…
Abstract
Antifungal carbinols, particularly .alpha.-styryl carbinols, and the corresponding epoxy carbinols are provided. These carbinol compounds have the formula: ##STR1## or a pharmaceutically or agriculturally suitable salt thereof wherein E is a bond or an oxygen atom with the proviso that when E is oxygen; R, R.sup.1 are not halogen; and L, A, B, Q, R.sup.2, R.sup.3, R.sup.4 and n are as defined in the specification.
Claims84
A compound having the formula:
- ##STR72## or a pharmaceutically or agriculturally suitable salt thereof wherein E is a bond;
- A is perfluoroalkyl of 1-8 carbon atoms, N(CH.sub.3).sub.2, OH, naphthyl optionally substituted with a total of 1-3 substituents each of which is independently selected from halogen and CF.sub.3, phenyl optionally substituted with a total of 1-3 substituents each of which is independently selected from:
- halogen, alkyl of 1-4 carbon atoms, haloalkyl of 1-4 carbon atoms, alkoxy of 1-4 carbon atoms, and with no more than one group selected from:
- haloalkyl of 1-4 carbon atoms, CN, CO.sub.2 R.sup.14, CH.dbd.NOR.sup.14, S(O).sub.m R.sup.5, R.sup.6, 2-, 3-, or 4-pyridyl or an N-oxide thereof, imidazol-1-yl, 1,2,4-triazol-1-yl, and ##STR73## optionally substituted with 1 or 2 methyl groups;
- B is alkyl of 1-8 carbon atoms, naphthyl, biphenyl, ##STR74## perfluoroalkyl of 1-8 carbon atoms, phenyl optionally substituted with 1-3 substituents each of which is independently selected from:
- halogen, alkyl of 1-4 carbon atoms, haloalkyl of 1-4 carbon atoms, alkoxy of 1-4 carbon atoms, and with no more than one group selected from haloalkoxy of 1-4 carbon atoms, CN, CO.sub.2 R.sup.14, CH.dbd.NOR.sup.14, S(O).sub.m R.sup.5, 2-, 3-, 4-pyridyl or an N oxide thereof.
- benzyl optionally substituted on the phenyl ring with halogen or alkyl of 1-4 carbon atoms, or optionally .alpha.-substituted with 1 or 2 methyl groups, or;
- Q is H, halogen, S(O).sub.m R.sup.11, ##STR75## CO.sub.2 R.sup.13, SCN, SSR.sup.12, or SH or its corresponding disulfide, provided however than when Q is other than H, then n is O, R, R.sup.1, and R.sup.4 are independently H or CH.sub.3, R.sub.3 is H, and A and B are each phenyl optionally substituted with from 1-3 substituents each of which is independently halogen, CH.sub.3, CF.sub.3, OCH.sub.3 or S(O).sub.m R.sup.5 ;
- L is N;
- n is 0-4 with the proviso that when A is N(CH.sub.3).sub.2, or OH, then n is other than O;
- m each occurrence is 0, 1 or 2;
- X is C, NR.sup.10, or O;
- R and R.sup.1 independently are H, alkyl of 1-4 carbon atoms, halogen, or phenyl, or taken together form cycloalkyl of 3-7 carbon atoms;
- R.sup.2 is H, allyl, propargyl, alkyl of 1-4 carbon atoms, ##STR76## or haloalkyl of 1-4 carbon atoms;
- R.sup.3 and R.sup.4 independently are H, F, or alkyl of 1-4 carbon atoms;
- R.sup.5 is alkyl of 1-4 carbon atoms;
- R.sup.6 is phenyl optionally substituted with a total of 1-3 substituents each of which is independently selected from halogen and CF.sub.3 ;
- R.sup.7 is alkyl of 1-4 carbon atoms, phenyl, or benzyl;
- R.sup.8 and R.sup.9 independently are H, alkyl of 1-4 carbon atoms, phenyl or benzyl;
- R.sup.10 is H, alkyl of 1-4 carbon atoms, or acetyl;
- R.sup.11 is alkyl of 1-4 carbon atoms, haloalkyl of 1-4 carbon atoms, CH.sub.2 CN, CH.sub.2 SCN, CH(CH.sub.3)CN, CH.sub.2 CO.sub.2 CH.sub.3, or CH.sub.2 CO.sub.2 CH.sub.2 CH.sub.3 ;
- R.sup.12 is alkyl of 1-4 carbon atoms, allyl, phenyl optionally substituted with 1-2 substituents each of which is independently halogen, CH.sub.3, or OCH.sub.3, or benzyl optionally substituted with 1-2 substituents each of which is independently halogen, CH.sub.3, or OCH.sub.3 ;
- R.sup.13 is H, or alkyl of 1-4 carbon atoms;
- and
- R.sup.14 is alkyl of 1-4 carbon atoms.
22 more elements
Dependencies are inferred from the claim text.