13-00023. Acedapsone [Archived]

Nomenclature

CAS number: 77-46-3
N,N′-(Sulfonyldi-4,1-phenylene)bisacetamide; 4′,4′′′-sulfonylbis[acetanilide]; bis(4-acetamidophenyl)sulfone; 4,4′-diacetyldiaminodiphenyl sulfone; 4,4′-diacetylaminodiphenyl sulfone; N,N′-diacetyl-4,4′-diaminodiphenyl sulfone; DADDS; diacetyldapsone; sulfadiamine; 1399F; CI-556; Hansolar (Parke-Davis).
C16H16N2O4S; mol wt 332.37.
C 57.82%, H 4.85%, N 8.43%, O 19.25%, S 9.65%.

Description and references

Prepn: Fromm, Wittmann, Ber. 41, 2270 (1908); Raiziss et al., J. Am. Chem. Soc. 61, 2763 (1939); Elslager et al., J. Med. Chem. 12, 357 (1969). Properties: Elslager, Worth, Nature 206, 630 (1965). Clinical trial in leprosy: C. R. Boughton et al., Med. J. Aust. 1, 1258 (1971); P. N. Neelan et al., Indian J. Lepr. 58, 251 (1986).

Chemical structure

Properties

Crystalline solid, mp 289-292°. uv max (methanol): 256, 284 nm (ε 25500, 36200). Soly in water: 0.003 mg/ml; in 40% benzyl benzoate-60% castor oil: 0.026 mg/ml.

Therapeutic Category

Antibacterial (leprostatic).

Keywords

Antibacterial (Synthetic); Sulfones; Antimalarial; Antibacterial (Leprostatic)

Status

This monograph has been retired and is no longer subject to revision or update.