Acedapsone

Acedapsone
Systematic (IUPAC) name
N-[4-(4-acetamidophenyl)sulfonylphenyl]acetamide
Clinical data
Trade names Rodilone
Hansolar
Identifiers
77-46-3 
None
PubChem CID 6477
ChemSpider 6232 Yes
UNII 0GZ72U84TN Yes
KEGG D02751 Yes
ChEMBL CHEMBL154166 Yes
Chemical data
Formula C16H16N2O4S
332.374 g/mol
Physical data
Melting point 290 °C (554 °F)
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Acedapsone (INN) is an antimicrobial drug, which also has antimalarial activity.

Acedapsone, or 1399 F, is a diacetyl compound, derived from dapsone. It was synthesized and developed in 1937 by Ernest Fourneau and his team in the pharmaceutical chemistry laboratory of Pasteur Institute,[1] and it was marketed as Rodilone by the Rhône-Poulenc company.[2]

It is a long-acting prodrug of dapsone. It is used for treating leprosy.[3]

It crystallises as pale yellow needles from diethyl ether, and as leaflets from dilute ethanol. It is slightly soluble in water.

References

  1. ↑ (French) E. Fourneau, J. et Th. Tréfouël, F. Nitti, D. Bovet, « Chimiothérapie de l'infection pneumococcique par la di-(p-acétylaminophényl)-sulfone (1399 F) », C. r. Acad. sci., vol. 205, 1937, pp. 299-300.
  2. ↑ (French) Marcel Delépine, Ernest Fourneau (1872-1949) : Sa vie et son œuvre, extrait du Bulletin de la Société chimique de France, Masson et Cie, 1950, pp. 64-67.
  3. ↑ Shaw IN, Christian M, Jesudasan K, Kurian N, Rao GS (June 2003). "Effectiveness of multidrug therapy in multibacillary leprosy: a long-term follow-up of 34 multibacillary leprosy patients treated with multidrug regimens till skin smear negativity". Lepr Rev 74 (2): 141–7. PMID 12862255.