Patent ID: 8889672

Claim:
A method of inhibiting or reducing vascular permeability comprising: administering to a subject in need thereof a composition comprising a compound in an amount effective to inhibit or reduce vascular permeability, the compound having a structure selected from the group consisting of structural formula (I) to (VIII): structural formula (I): structural formula (II): structural formula (III): structural formula (IV): structural formula (V): structural formula (VI): structural formula (VII): and structural formula (VIII): wherein X 1 is selected from the group consisting of O, S, NH, and NMe; wherein n has a value of zero (0), one (1), or two (2); wherein R 1 is selected from the group consisting of CH 2 , CH(CH 3 ), C(CH 3 ) 2 , C 2 H 4 , and C 2 H 2 ; wherein R 2 is selected from the group consisting of H, CH 3 , CH 2 OH, C 2 H 5 , C 2 H 5 O, CH(CH 3 ) 2 , C(CH 3 ), CH 2 CH(CH 3 ) 2 , and CH 2 C(CH 3 ) 3 ; wherein X 2 is selected from the group consisting of O, S, NH and N; when X 2 is O, S, or NH, R 3 is selected from the group consisting of an aryl residue, an alkyl residue having 1 to 10 carbon atoms, an alkoxy residue having 1 to 10 carbon atoms, and a polyglycol residue having two to twelve carbon atoms; when X 2 is N, R 3 is either two independently selected residues each selected from the group consisting of an aryl residue, an alkyl residue having 1 to 10 carbon atoms, an alkoxy residue having 1 to 10 carbon atoms, and a polyglycol residue having two to twelve carbon atoms; or X 2 and R 3 are a cyclic group (X 2 —R 3 ) having five or six members and optionally one or more additional heteroatoms; wherein R 4 and R 8 are individually selected from the group consisting of H, F, Cl, OH, and OCH 3 ; wherein R 5 and R 7 are individually selected from the group consisting of H, F, Cl, Br, CH 3 , C 2 H 5 , OH, OCH 3 , OCH 2 CH 3 , OCH 2 OCH 3 , S(CH 3 ) 2 + , and N(alkyl) 3 + ; wherein R 6 is selected from the group consisting of H; F; Cl; Br; CH 3 ; C 2 H 5 ; NO 2 ; OH; OCH 3 ; OCH 2 CH 3 ; OCH 2 OCH 3 ; OCH 2 CH 2 OH; OCH 2 CH 2 OCH 3 ; OCH 2 CH 2 OCH 2 CH 3 ; polyglycol residue selected from the group consisting of methylene glycols, ethylene glycols, propylene glycols and mixtures thereof; and an aryl group; wherein Ar is selected from the group consisting of phenyl, napthyl, pyridyl, pyrrolidyl, furanyl, pyranyl, azepinyl, oxepinyl, imidizolyl, oxazolyl, pyrimidinyl, purinyl, dimethoxyphenyl, chlorophenyl, dichlorophenyl, bromophenyl, hydroxyphenyl, trimethylphenyl, fluorophenyl, nitrophenyl, methoxyphenyl, dihydrobenzopyran, pyridine, dimethyl aminophenyl, aminophenyl, piperonyl, fluoromethoxyphenyl, acetamidophenyl, and carbomoylphenyl; wherein R 9 is selected from the group consisting of H, CH 3 , CH 2 N(CH 3 ) 2 , and phenyl; wherein when either R 5 or R 7 is Cl and the other is H, R 6 is not Cl; and wherein the compound is not isopropyl 2-amino-4-(3,4-dichlorophenyl)thiophene-3-carboxylate.