8930. N4-Sulfanilylsulfanilamide

Nomenclature

CAS number: 547-52-4
4′-Sulfamoylsulfanilanilide; 4-aminobenzenesulfono-p-sulfamoylanilide; 4-(4′-aminobenzenesulfonamido)benzenesulfonamide; DB-32; Diseptal C; Uliron C; Disulon (Specia); Neosanamid II; Albasil C; Disulfan.
C12H13N3O4S2; mol wt 327.38.
C 44.02%, H 4.00%, N 12.84%, O 19.55%, S 19.59%.

Description and references

Prepn: FR 817034 (to I. G. Farben.), C.A. 32, 1714i (1938); Sakai, Yamamoto, J. Pharm. Soc. Jpn. 58, 683 (1938); Golovchinskaya, J. Appl. Chem. USSR 18, 647 (1945); Sasa, J. Soc. Org. Syn. Chem. Jpn. 12, 211 (1954), C.A. 51, 2780h (1957); Grigorovskii, Dykhanov, J. Appl. Chem. USSR 30, 1284 (1957).

Chemical structure

Properties

Needles from water, mp 133-134°. Absorption max: Maschka et al., Monatsh. Chem. 84, 1071 (1953). Slightly sol in cold water; considerably more sol in hot water. Sol in methanol, ethanol, ether, dil NH3, dil HCl; practically insol in petr ether, chloroform.

Note

The name Disulon is also used for disulfanilamide, H2NC6H4SO2NHSO2C6H4NH2, esp. in the French literature.

Therapeutic Category

Antibacterial (topical).

Keywords

Antibacterial (Synthetic); Sulfonamides