Azole compounds
View Patent ↗The present invention provides a compound represented by the formula (I) wherein R 1 is a hydrogen atom, a halogen atom, an optionally substituted hydrocarbon group, an optionally substituted heterocyclic group, an optionally substituted hydroxy group, an optionally substituted thiol group or an optionally substituted amino group, A is an optionally substituted cyclic amino group or —NR 2 —W—D wherein R 2 is a hydrogen atom or an alkyl group, W is a bond or a divalent acyclic hydrocarbon group, and D is an optionally substituted cyclic group, an optionally substituted amino group or an optionally substituted acyl group, B is an optionally substituted hydrocarbon group or an optionally substituted heterocyclic group, X is an oxygen atom, a sulfur atom or an optionally substituted nitrogen atom, and Y is a bond or a divalent acyclic hydrocarbon group, or a salt thereof, which is useful for the prophylaxis or treatment of diabetic neuropathy and the like.
1. A compound represented by the formula (I)
wherein R 1 is an optionally substituted heterocyclic group,
A is an optionally substituted cyclic amino group or —NR 2 —W—D wherein P 2 is a hydrogen atom or an alkyl group,
W is a bond or a divalent acyclic hydrocarbon group,
D is an optionally substituted cyclic group, an optionally substituted amino group or an optionally substituted acyl group,
B is an optionally substituted hydrocarbon group or an optionally substituted heterocyclic group,
X is an oxygen atom, and
Y is a bond or a divalent acyclic hydrocarbon group,
or a salt thereof.
2. The compound of claim 1 , wherein A is an optionally substituted cyclic amino group.
3. The compound of claim 1 , wherein A is —NR 2 —W—D wherein R 2 is a hydrogen atom or an alkyl group, W is a bond or a divalent acyclic hydrocarbon group, and D is an optionally substituted cyclic group, an optionally substituted amino group or an optionally substituted acyl group.
4. The compound of claim 3 , wherein D is an optionally substituted cyclic group.
5. The compound of claim 1 , wherein B is an optionally substituted C 6-14 aryl group.
6. The compound of claim 1 , wherein Y is C 1-4 alkylene.
7. The compound of claim 1 , which is 3-[2-(1H-benzimidazol-1-yl)-4-(4-chlorophenyl)-5-oxazolyl]-N-[4-(diethylphosphonomethyl)phenyl]propionamide;
3-[4-(4-chlorophenyl)-2-(4-morpholinyl)-5-oxazolyl]-N-[4-(diethylphosphonomethyl)phenyl]propionamide;
3-[2-(1H-benzimidazol-1-yl)-4-(4-chlorophenyl)-5-oxazolyl]-N-{4-[(2-oxide-1,3,2-dioxaphosphinan-2-yl)methyl]phenyl}propionamide;
4-[2-(1H-benzimidazol-1-yl)-4-(4-chlorophenyl)-5-oxazolyl]-N-[(4-dimethylphosphonomethyl)phenyl]butanamide;
1-{3-[2-(1H-benzimidazol-1-yl)-4-(4-chlorophenyl)-5-oxazolyl]propanoyl}-4-piperidinol;
4-{3-[2-(1H-benzimidazol-1-yl)-4-(4-chlorophenyl)-5-oxazolyl]propanoyl}thiomorpholine-1,1-dioxide;
4-[2-(1H-benzimidazol-1-yl)-4-(4-chlorophenyl)-5-oxazolyl]-N-[(4-diethylphosphonomethyl)phenyl]butanamide; or
4-{3-[4-(4-chlorophenyl)-2-(1-methyl-1H-indol-3-yl)-5-oxazolyl]propanoyl}thiomorpholine-1,1-dioxide.
8. A pharmaceutical agent comprising the compound of claim 1 or a prodrug thereof and a pharmaceutically acceptable carrier, excipient or diluent.
9. A method for the treatment of diabetic neuropathy in a mammal in need thereof, which comprises administering an effective amount of compound of claim 1 or a prodrug thereof to the mammal.
10. A method for the treatment of pain in a mammal in need thereof, which comprises administering an effective amount of compound of claim 1 or a prodrug thereof to the mammal.