DAPSONE



Brand Names  Diaphenylsulfone; DADPS; 1358F; DDS; Dumitone; Avlosulphone , Sulfona-Mac, Croysulfone , Croysulphone , Disulone , Sulphadione , Avlosulfan , Eporal; Diphone , Novophone; Diphenasone, Udolac



Dapsone is prepared by reduction of the corresponding dinitro-compound. The dinitro product cannot be preprered by nitration of diphenyl sulfone, since the -SO, group, like -SOH, is meta-directing and, therefore, 3,3'-and not the 4,4'-dinitro-compound is obtained. Dapsone is synthesized by interaction of 4-chloronitrobenzene with sodium sulphide to give di-(4-nitrophenyl) sulphide, which is then oxidized by chromic acid to the sulphone.


Dapsone is a white or slightly yellowish white odourless, crystalline powder, m.p. 175-176°, soluble in alcohol (1:30); freely soluble in acetone and dilute mineral acids; practically insoluble in water. -


The pure compound is light-stable, but in the presence of traces of impurities, including water, it becomes photosensitive and it is discolourized. It forms soluble salts with acids, and gives the ordinary reactions of a primary aromatic amine. The drug is protected from light.

Uses


Dapsone is antibacterial (leprostatic), and dermatitis herpethermis suppressant. Therefore, it is used to treat both lepromatous and tuberculoid types of leprosy. It is cheap, relatively nontoxic and highly active against Mycobacterium leprae





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