Chemistry:Acedapsone
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Short description: Antimicrobial drug
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| Trade names | Rodilone Hansolar |
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| Formula | C16H16N2O4S |
| Molar mass | 332.37 g·mol−1 |
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| Melting point | 290 °C (554 °F) |
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Acedapsone (INN) is an antimicrobial drug, which also has antimalarial activity.
Acedapsone is the INN for diacetyldapsone. 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.[citation needed]
Synthesis
Acedapsone is conveniently prepared by acetylation of dapsone.
References
- ↑ "Chimiothérapie de l'infection pneumococcique par la di-(p-acétylaminophényl)-sulfone (1399 F)" (in fr). Compt. Rend. Acad. Sci. 205: 299. July 1937.
- ↑ "Ernest Fourneau, fondateur de la chimie thérapeutique française: feuillets d'album." (in fr). Revue d'Histoire de la Pharmacie. 75 (275): 335–55. 1987. doi:10.3406/pharm.1987.2904.
- ↑ "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". Leprosy Review 74 (2): 141–7. June 2003. doi:10.47276/lr.74.2.141. PMID 12862255.
- ↑ "Repository drugs. IV. 4',4'''-Sulfonylbisacetanilide (Acedapsone, DADDS) and related sulfanilylanilides with prolonged antimalarial and antileprotic action". Journal of Medicinal Chemistry 12 (3): 357–63. May 1969. doi:10.1021/jm00303a003. PMID 4892242.
- ↑ "Chemistry and Chemotherapy of 4,4′-Diaminodiphenylsulfone, 4-Amino-4′-hydroxy-diphenylsulfone and Related Compounds". Journal of the American Chemical Society 61 (10): 2763–2765. 1939. doi:10.1021/ja01265a060.
- ↑ "Derivate desp-Nitrothiophenols". Berichte der Deutschen Chemischen Gesellschaft 41 (2): 2264–2273. 1908. doi:10.1002/cber.190804102131. https://zenodo.org/record/1426285.
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