Acetamide - Acetazolamide

Acetamide, Acetazolamide Sodium, AK-Zol, Albox, AK-Zol, Dehydratin, Diamox, Diamox Sequels, Diamox Sodium, Ederen, Glauconox, Glaupax, Inidrase, Ledamox, Nephramid, Ocu-zolamide, Oratrol, Storzolamide)... 

Methazolamide Methazolamide, N-(4-methyl-2-sulfamoyl-l,3,4-thiadiazol-5-yliden) acetamide (21.2.3), is made by an intermediate product of acetazolamide synthesis— 2-acetylamino-5-mercapto-l,3,4-thadiazol (9.7.3). This is benzylated with benzylchloride at the mercapto group, forming 2-acetylamino-5-benzylthio-l,3,4-thiadiazole (21.2.1). Further methylation of the product with methyl iodide leads to the formation of N-(4-methyl-2-benzylthio-l,3,4-thiadiazol-5-yliden)acetamide (21.2.2). Oxidation and simultaneous chlorination of the resulting product with chlorine in an aqueous solution of acetic acid, and reacting the resulting chlorosulfonic derivative with ammonia gives (21.2.3) [5-7]. 

Methazolamide, U5R. Although in vitro studies have shown methazolamide. A(-(S-(aminusulfonyl)-3-methyl-l.3.4-(hiadiazol-2<3H)-ylidene acetamide (Neptazane) (Fig. 18-8). to be a more potent CA inhibitor than the prototypic acetazolamide. it is seldom used as a diuretic (for the same reasons stated for acetazolamide). Methazolamide displays improved penetration into the cye. a property that contributes to its u.sefulness in the treatment of glaucoma. 

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