Salts of 5-amino-2-sulfonamide-1,3,4-thiadiazole, a structural and analog of acetazolamide, show interesting carbonic anhydrase inhibitory properties, diuretic, and anticonvulsant action.
Three salts of 5-amino-2-sulfonamide-1,3,4-thiadiazole (Hats) were prepared and characterized by physico-chemical methods. The p-toluensulfonate, the methylsulfonate, and the chlorhydrate monohydrate salts of Hats were evaluated as carbonic anhydrase (CA, EC 4.2.1.1) inhibitors (CAIs) and as anticonvulsants and diuretics, since many CAIs are clinically used as pharmacological agents. The three Hats salts exhibited diuretic and anticonvulsant activities with little neurotoxicity. The human (h) isoforms hCA I, II, IV, VII, IX, and XII were inhibited in their micromolar range by these salts, whereas pathogenic beta and gamma CAs showed similar, weak inhibitory profiles.
a Área De Química General E Inorgánica, Facultad De Química, Bioquímica Y Farmacia, CONICET PIP-6246, Universidad Nacional De San Luis , San Luis , Argentina .
Jorge R A
JR
Diaz
a Área De Química General E Inorgánica, Facultad De Química, Bioquímica Y Farmacia, CONICET PIP-6246, Universidad Nacional De San Luis , San Luis , Argentina .
Gerardo Enrique
GE
Camí
b S.C.S.I.E. (Unidad De Rx) - Facultad De Física, Universidad De Valencia , Valencia , Spain .
Malva
M
Liu-González
c Grupo Materia Condensada, GIyA, GAIyANN, Comisión Nacional De Energía Atómica , San Martín, Buenos Aires , Argentina .
Daniel R
DR
Vega
d Department of Neurofarba , University of Florence , Sesto Fiorentino (Firenze) , Italy , and.
Daniela
D
Vullo
e Laboratorio De Farmacología , Departamento De Farmacia, Facultad De Química, Bioquímica Y Farmacia, Universidad Nacional De San Luis , San Luis , Argentina.
Américo
A
Juárez
a Área De Química General E Inorgánica, Facultad De Química, Bioquímica Y Farmacia, CONICET PIP-6246, Universidad Nacional De San Luis , San Luis , Argentina .
José C
JC
Pedregosa
d Department of Neurofarba , University of Florence , Sesto Fiorentino (Firenze) , Italy , and.
Claudiu T
CT
Supuran
D000086:Acetazolamide / Q000031:analogs & derivatives*; D000927:Anticonvulsants / Q000737:chemistry / Q000494:pharmacology*; D002257:Carbonic Anhydrase Inhibitors / Q000737:chemistry / Q000494:pharmacology*; D004232:Diuretics / Q000737:chemistry / Q000494:pharmacology*; D006801:Humans; D007527:Isoenzymes / Q000037:antagonists & inhibitors; D013449:Sulfonamides / Q000737:chemistry*; D013830:Thiadiazoles / Q000737:chemistry / Q000494:pharmacology*
D000927:Anticonvulsants; D002257:Carbonic Anhydrase Inhibitors; D004232:Diuretics; D007527:Isoenzymes; D013449:Sulfonamides; D013830:Thiadiazoles; C058949:1,3,4-thiadiazole; D000086:Acetazolamide
Anticonvulsant; carbonic anhydrase; diuretic; sulfonamide salts; sulfonamides; thermal stability