8927. 2-p-Sulfanilylanilinoethanol

Nomenclature

CAS number: 80-02-4
2-[[4-[(4-Aminophenyl)sulfonyl]phenyl]amino]ethanol; 4-amino-4′-(β-hydroxyethylamino)diphenyl sulfone; p-aminophenyl p-(2-hydroxyethylamino)phenyl sulfone; Smith's sulfone.
C14H16N2O3S; mol wt 292.35.
C 57.52%, H 5.52%, N 9.58%, O 16.42%, S 10.97%.

Description and references

Preparation: Jackson, J. Am. Chem. Soc. 70, 680 (1948); Weijlard, Swanezy, ibid. 71, 4134 (1949); Jackson, ibid. 72, 395 (1950); Anand et al., J. Sci. Ind. Res. 13B, 260 (1954); Onishi, Fukagawa, JP 56 2975 (1956 to Yoshitomi Drug).

Chemical structure

Properties

Exists in diamorphic forms, crystals, mp 130.5-131.5° and crystals, mp 144°. The lower melting crystals' soly in water: 74 mg/100 ml at 37°. The higher melting form is readily sol in acetone; sol in ethanol, dioxane, cold 1% HCl; fairly sol in hot water; slightly sol in cold water.

Therapeutic Category

Antibacterial (Mycobacterium).