Sulfabenzamide
Title: Sulfabenzamide
CAS Registry Number: 127-71-9
CAS Name: N-[(4-Aminophenyl)sulfonyl]benzamide
Additional Names: N-sulfanilylbenzamide; N1-benzoylsulfanilamide; N-(p-aminobenzenesulfonyl)benzamide
Trademarks: Sulfabenzide
Molecular Formula: C13H12N2O3S
Molecular Weight: 276.31
Percent Composition: C 56.51%, H 4.38%, N 10.14%, O 17.37%, S 11.60%
Literature References: Prepn: Crossley et al., J. Am. Chem. Soc. 61, 2950 (1939); Dvornikoff, US 2240496 (1941 to Monsanto); GB 541958 (1942 to Schering AG); Siebenmann, Schnitzer, J. Am. Chem. Soc. 65, 2126 (1943).
Properties: Long, hexagonal prisms from 60% alcohol, mp 181.2-182.3°. pKa (25°): 4.57. Substantially insol in water. One gram dissolves in 3225 ml of water at 30°, in 33 ml of 95% ethanol, in 9 ml of acetone. Soly in 1N NaOH or KOH: ~16 g/100 ml; pH just above 7.0. Aq solns of the water-soluble sodium salt have the same pH.
Melting point: mp 181.2-182.3°
pKa: pKa (25°): 4.57
Therap-Cat: Antibacterial.
Therap-Cat-Vet: Antimicrobial.
Keywords: Antibacterial (Synthetic); Sulfonamides.

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