Title: Methazolamide
CAS Registry Number: 554-57-4
CAS Name: N-[5-(Aminosulfonyl)-3-methyl-1,3,4-thiadiazol-2(3
H)-ylidene]acetamide
Synonyms: N-(4-methyl-2-sulfamoyl-D2-1,3,4-thiadiazolin-5-ylidene)acetamide; 5-acetylamino-4-methyl-D2-1,3,4-thiadiazoline-2-sulfonamide
Trademarks: Neptazane (Wyeth)
Molecular Formula: C5H8N4O3S2
Molecular Weight: 236.27
Percent Composition: C 25.42%, H 3.41%, N 23.71%, O 20.31%, S 27.14%
Literature References: Carbonic anhydrase inhibitor. Prepn: Young
et al., J. Am. Chem. Soc. 78, 4649 (1956);
US 2783241 (1957 to Am. Cyanamid); Pala,
Farmaco Ed. Sci. 13, 650 (1958).
Properties: Crystals from water, mp 213-214°. pKa 7.30. uv max (95% ethanol): 254 nm (log e 3.66); (0.1
N NaOH): 247 nm (log e 3.61).
Melting point: mp 213-214°
pKa: pKa 7.30
Absorption maximum: uv max (95% ethanol): 254 nm (log e 3.66); (0.1
N NaOH): 247 nm (log e 3.61)
Therap-Cat: Diuretic.
Keywords: Antiglaucoma; Carbonic Anhydrase Inhibitor; Diuretic; Sulfonamide Derivatives.