p-(Benzylsulfonamido)benzoic Acid
Structural Formula Vector Image
Title: p-(Benzylsulfonamido)benzoic Acid
CAS Registry Number: 536-95-8
CAS Name: 4-[[(Phenylmethyl)sulfonyl]amino]benzoic acid
Additional Names: p-a-toluenesulfonamidobenzoic acid; 4¢-carboxyphenylmethanesulfonanilide
Trademarks: Carinamide; Caronamide
Molecular Formula: C14H13NO4S
Molecular Weight: 291.32
Percent Composition: C 57.72%, H 4.50%, N 4.81%, O 21.97%, S 11.01%
Literature References: Prepn: GB 666546 (1952 to Sharp & Dohme). Toxicity study: Beyer et al., J. Pharmacol. Exp. Ther. 91, 263 (1947).
Properties: Crystals, mp 229-230°. uv max (0.1N NaOH): 280-281 nm. Moderately sol in alcohol, acetone, propylene glycol. Very slightly sol in water, carbon tetrachloride, chloroform, benzene. Both the mono- and disodium salts are very sol in water. Aq solns may be prepared by dissolving the acid in an equivalent amount of sodium carbonate or sodium hydroxide soln. It is relatively stable to hydrolysis with acid or base. LD50 in mice (g/kg): 2.45 orally; in mice, dogs, rabbits (g/kg): 1.405, 1.575, 1.32 i.v. (Beyer).
Melting point: mp 229-230°
Absorption maximum: uv max (0.1N NaOH): 280-281 nm
Toxicity data: LD50 in mice (g/kg): 2.45 orally; in mice, dogs, rabbits (g/kg): 1.405, 1.575, 1.32 i.v. (Beyer)
Therap-Cat: Adjunct in penicillin therapy.
Status: This monograph has been retired and is no longer subject to revision or update.

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