1876. Carzenide

Nomenclature

CAS number: 138-41-0
4-(Aminosulfonyl)benzoic acid; p-sulfamoylbenzoic acid; 4-carboxybenzenesulfonamide; p-sulfonamidobenzoic acid; benzoic acid 4-sulfamide.
C7H7NO4S; mol wt 201.20.
C 41.79%, H 3.51%, N 6.96%, O 31.81%, S 15.94%.

Description and references

Byproduct in the production of saccharin. Prepn from toluene p-sulfonamide: W. A. Noyes, Am. Chem. J. 7, 145 (1885); A. A. Goldberg, A. H. Wragg, J. Chem. Soc. 1960, 1408. Metabolism: L. M. Ball et al., Xenobiotica 8, 183 (1978). HPLC determn in saccharin samples: A. E. Mooser, J. Chromatogr. 287, 113 (1984). Toxicity data: D. Appenroth, H. Br"aunlich, Pharmazie 38, 102 (1983).

Chemical structure

Properties

Flat, shiny prisms from water, dec 280°. pKa 3.50. Practically insol in cold water, ether, benzene. Freely sol in alcohol. LD50 i.p. in rats: 350 ± 22 mg/kg (Appenroth, Br"aunlich).

Derivative

Sodium salt.
C7H6NNaO4S; mol wt 223.18.
C 37.67%, H 2.71%, N 6.28%, Na 10.30%, O 28.68%, S 14.37%.

Properties

Crystals. Neutral. Soly in water: ≈20 g/100 ml.