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Tioxolone is a metalloenzyme carbonic anhydrase I inhibitor with a Ki of 91 nM. Tioxolone lacks sulfonamide, sulfamate, or hydroxamate functional groups that are typically found in therapeutic carbonic anhydrase (CA) inhibitors, such as acetazolamide. Tioxolone is proposed to be a prodrug inhibitor that is cleaved via a CA II zinc-hydroxide mechanism known to catalyze the hydrolysis of esters. When tioxolone binds in the active site of CA II, it is cleaved and forms 4-mercaptobenzene-1,3-diol via the intermediate S- (2,4-thiophenyl) hydrogen thiocarbonate. The esterase cleavage product binds to the zinc active site via the thiol group and is therefore the active CA inhibitor, while the intermediate is located at the rim of the active-site cavity.
| Molecular Weight | 168.17 |
| Formula | C7H4O3S |
| CAS Number | 4991-65-5 |
| Form | Solid |
| Solubility (25°C) | DMSO 30 mg/mL |
| Storage |
Powder -20°C 3 years ; 4°C 2 years In solvent -80°C 6 months ; -20°C 1 month |
| Related Carbonic Anhydrase Products |
|---|
| Benzthiazide
Benzthiazide is a thiazide diuretic, promoting water loss from the body. |
| Ethoxzolamide
Ethoxzolamide is an inhibitor of the metalloenzyme carbonic anhydrase, which inhibits hCA I, hCA II, hCA IV, hCA VI and hCA VII with Ki of 25 nM, 8 nM, 93 nM, 43 nM and 0.8 nM, respectively. |
| Methyclothiazide
Methyclothiazide (MCTZ) is an orally active, substituted benzothiazide that also antagonizes extracellular voltage-dependent calcium channel (VDCC) activity. It can be used in the study of hypertension-related diseases. |
| U-104
U-104 is a potent carbonic anhydrase (CA) inhibitor for CA IX and CA XII with Ki of 45.1 nM and 4.5 nM, respectively, very low inhibition for CA I and CA II. |
| Dichlorphenamide
Dichlorphenamide is a sulfonamide and a carbonic anhydrase inhibitor of the meta-Disulfamoylbenzene class. |
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