Neuroprotective benzo 1 3 oxathiol 2 ones

A compound represented by Formula I

• or pharmaceutically acceptable salts thereof wherein:
• R4, R5, R6, and R7 are independently selected from the group consisting of:
• H, halogen, cyano, azide, formyl, substituted and unsubstituted C(1-8)alkyl, C(1-8)fluoroalkyl, substituted and unsubstituted aralkyl, substituted and unsubstituted aryl, substituted and unsubstituted heteroaryl, substituted and unsubstituted biphenyl;
• XR8, wherein X is S or O, and R8 is selected from the group consisting of H, substituted and unsubstituted C(1-8) alkyl, C(1-8)fluoroalkyl, substituted and unsubstituted acyl, substituted and unsubstituted arylcarbonyl, substituted and unsubstituted heteroarylcarbonyl, substituted and unsubstituted alkylaminocarbonyl, substituted and unsubstituted arylaminocarbonyl, substituted and unsubstituted heteroarylaminocarbonyl, substituted and unsubstituted aralkyl substituted and unsubstituted aryl, substituted and unsubstituted heteroaryl, substituted and unsubstituted alkylsulfonyl, substituted and unsubstituted arylsulfonyl, substituted and unsubstituted heteroarylsulfonyl;
• and
• NR9R10, wherein R9 and R10 are independently selected from the group consisting of H, substituted and unsubstituted C(1-8)alkyl, C(1-8)fluoroalkyl,substituted and unsubstituted acyl, substituted and unsubstituted arylcarbonyl, substituted and unsubstituted heteroarylcarbonyl, substituted and unsubstituted alkylaminocarbonyl, substituted and unsubstituted arylaminocarbonyl, substituted and unsubstituted heteroarylaminocarbonyl, substituted and unsubstituted aralkyl, substituted and unsubstituted aryl, substituted and unsubstituted heteroaryl, substituted and unsubstituted alkylsulfonyl, substituted and unsubstituted arylsulfonyl, substituted and unsubstituted heteroarylsulfonyl, or wherein R9 and R10 are combined along with the N to which they are attached to form a heteroalkyl, substituted heteroalkyl, heteroaryl, and substituted heteroaryl ring system;
• and wherein
• R4 and R5 may be combined to form a cycloalkyl, substituted cycloalkyl, heterocycloalkyl, substituted heterocycloalkyl, aryl, substituted aryl, heteroaryl, or substituted heteroaryl ring system;
• and
• R6 and R7 may be combined to form a cycloalkyl, substituted cycloalkyl, heterocycloalkyl, substituted heterocycloalkyl, aryl, substituted aryl, heteroaryl, or substituted heteroaryl ring system,
• with the proviso that the following compounds are excluded:
• 5-(N-cyclohexylcarbamoyloxy)-7-methylbenzo[1,3]oxathiol-2-one (31), 5-(3-chlorobenzothiophen-2-ylcarbonyloxy)-7-phenylbenzo[1,3]oxathiol-2-one (33), 6-(4-nitrophenylcarbonyloxy)-7-phenylbenzo[1,3]oxathiol-2-one (34), 5-hydroxy-7-(4-fluorophenyl)benzo[1,3]oxathiol-2-one (35), 5-hydroxy-7-(2-chlorophenyl)benzo[1,3]oxathiol-2-one (36), 5-hydroxy-7-(3-chlorophenyl)benzo[1,3]oxathiol-2-one (37), 5-(2-chlorophenylcarbonyloxy)-7-(3-chlorophenyl)benzo[1,3]oxathiol-2-one (38), 5-hydroxy-7-(4-chlorophenyl)benzo[1,3]oxathiol-2-one (39), 5-(2-chlorophenylcarbonyloxy)-7-(4-chlorophenyl)benzo[1,3]oxathiol-2-one (40), 5-hydroxy-7-(2,4-dichlorophenyl)benzo[1,3]oxathiol-2-one (41), 5-hydroxy-7-(2,5-dichlorophenyl)benzo[1,3]oxathiol-2-one (42), 5-hydroxy-7-(3,4-dichlorophenyl)benzo[1,3]oxathiol-2-one (43), 5-hydroxy-7-(4-bromophenyl)benzo[1,3]oxathiol-2-one (44), 5-hydroxy-7-(3-methylphenyl)benzo[1,3]oxathiol-2-one (46), 5-hydroxy-7-(4-methylphenyl)benzo[1,3]oxathiol-2-one (47), 5-(2-chlorophenylcarbonyloxy)-7-(3-methylphenyl)benzo[1,3]oxathiol-2-one (48), 5-hydroxy-7-(2-trifluoromethylphenyl)benzo[1,3]oxathiol-2-one (51), 5-hydroxy-7-(4-methoxyphenyl)benzo[1,3]oxathiol-2-one (53), 7-ethylamino-5-methylbenzo[1,3]oxathiol-2-one (56),
• (57), 5-hydroxy-7-((2-naphthy)sulfanyl)benzo[1,3]oxathiol-2-one (23), 5-(N-Butylcarbamoyloxy)-7-((2-naphthyl)sulfanyl)benzo[1,3]oxathiol-2-one (25), and 4-hydroxy-3-((2-naphthyl)sulfanyl)naphtha[2,1-d]1,3-oxathiol-2-one (60),
• naphtho[1,2-d]-1,3-oxathiol-2-one;
• 4,6-dimethyl-5-hydroxy-1,3-oxathiol-2-one, 6-hydroxy-1,3-benzoxathiol-2-one;
• 4,6-hydroxy-1,3-benzoxathiol-2-one,
• 7-hydroxy-1,3-benzoxathiol-2-one;
• 4-methyl-6-hydroxy-1,3-benzoxathiol-2-one, 5-chloro-6-hydroxy-1,3-benzoxathiol-2-one;
• 5-bromo-6-hydoxy-1,3-benzoxathiol-2-one, 6-hydroxy-7-methyl-1,3-benzoxathiol-2-one;
• 3-hydroxy-naphthyl-[1,2]1,3-benzoxathiol-2-one, 7-hydroxy-naphthyl-[1,2]1,3-benzoxathiol-2-one;
• and with the further proviso that when R4 is H, R5 is OH, R6 is H, then R7 is not unsubstituted phenyl;
• and with the further proviso that when R4 is H, R6 is H, R7 is H, then R5 is not methyl;
• and with the further proviso that when R4 is H, R6 is H, R7 is H, then R5 is not OH;
• and with the further proviso that when R4 is H, R5 is OH, R6 is H and R7 is substituted phenyl then the substituent is not 3-methyl, 4-methyl, 4-methoxy, 2-chloro, 3-chloro, 4-chloro, or 4-nitro;
• and with the further proviso that when R4 is H, R5 is OH, R7 is H and R6 is substituted phenyl, then the substituent is not 3-methyl, 4-methyl, 4-methoxy, 2-chloro, 3-chloro, 4-chloro, or 4-nitro;
• and with the further proviso that when R7 is H, R6 is H, R5 is OH and R4 is substituted phenyl, then the substituent is not 3-methyl, 4-methyl, 4-methoxy, 2-chloro, 3-chloro, 4-chloro, or 4-nitro;
• and with the further proviso that when R4 is H, R6 is H, R7 is unsubstituted phenyl, then R5 is not OC(O)-phenyl;
• and with the further proviso that when R4 is H, R6 is H, R7 is unsubstituted phenyl, R5 is substituted OC(O)-phenyl, then the phenyl substituent is not 4-nitro;
• and with the further proviso that when R4 is H, R6 is H, R7 is unsubstituted phenyl, then R5 is not
• and with the further proviso that when R4 is H, R6 is H, R7is 3-methylphenyl, and R5 is substituted OC(O)-phenyl, then the phenyl substituent is not 2-chloro or 4-chloro;
• and with the further proviso that when R4 is H, R6 is H, R7 is 4-methylphenyl, then R5 is not OC(O)-phenyl;
• and with the further proviso that when R4 is H, R6 is H, R7 is 4-methylphenyl, and R5 is substituted OC(O)-phenyl, then the phenyl substituent is not 2-chloro or 4-chloro;
• and with the further proviso that when R4 is H, R6 is H, R7 is 4-methoxyphenyl, then R5 is not OC(O)-phenyl;
• and with the further proviso that when R4 is H, R6 is H, R7is 4-methoxyphenyl, and R5 is substituted OC(O)-phenyl, then the phenyl substituent is not 2-chloro or 4-chloro;
• and with the further proviso that when R4 is H, R6 is H, R7is 2-chlorophenyl, then R5 is not OC(O)-phenyl;
• and with the further proviso that when R4 is H, R6 is H, R7 is 2-chlorophenyl, and R5 is substituted OC(O)-phenyl, then the phenyl substituent is not 2-chloro, 4-chloro or 4-bromo;
• and with the further proviso that when R4 is H, R6 is H, R7 is 4-chlorophenyl, then R5 is not OC(O)-phenyl;
• and with the further proviso that when R4 is H, R6 is H, R7 is 2-chlorophenyl, and R5 is substituted OC(O)-phenyl, then the phenyl substituent is not 2-chloro, 4-chloro or 4-bromo;
• and with the further proviso that when R4 is H, R6 is H, R7 is H, then R5 is not OC(O)NHCH2C(O)OCH2CH3;
• and with the further proviso that when R4 is H, R6 is H, R7 is H, then R5 is not OH;
• and with the further proviso that when R4 is H, R6 is H, R7 is H, then R5 is not OC(O)NH-lower alkyl, OC(O)NH-substituted aryl, OC(O)NH-haloalkyl, OC(O)NH-carbalkoxyalkylene, or OC(O)NH-alkyl carbonyloxyalkylene;
• and with the further proviso that when R4 or R5 is OH, and R6 is H, then R7 is not OH;
• and with the further proviso that when R4 or R5 is OH, and R7 is H, then R6 is not OH;
• and with the further proviso that when R4 or R5 is OH, and R6 is H, then R7 is not nitro;
• and with the further proviso that when R4 or R5 is OH, and R7 is H, then R6 is not nitro;
• and with the further proviso that when R4 or R5 is H, and R6 is H, then R7 is not OH;
• and with the further proviso that when R4 or R5 is H, and R7 is H, then R6 is not OH;
• and with the further proviso that when R4 or R5 is H, and R6 is H, then R7 is not nitro;
• and with the further proviso that when R4 or R5 is H, and R7 is H, then R6 is not nitro.