Acedapsone

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Acedapsone

Systematic (IUPAC) name
N-[4-(4-acetamidophenyl)sulfonylphenyl]acetamide
Clinical data
Trade names	Rodilone Hansolar
Pregnancy cat.	?
Legal status	?
Identifiers
CAS number	77-46-3
ATC code	None
PubChem	CID 6477
ChemSpider	6232^Y
UNII	0GZ72U84TN^Y
KEGG	D02751^Y
ChEMBL	CHEMBL154166^Y
Chemical data
Formula	C₁₆H₁₆N₂O₄S
Mol. mass	332.374 g/mol
SMILES	eMolecules & PubChem
InChI InChI=1S/C16H16N2O4S/c1-11(19)17-13-3-7-15(8-4-13)23(21,22)16-9-5-14(6-10-16)18-12(2)20/h3-10H,1-2H3,(H,17,19)(H,18,20)^Y Key:AMTPYFGPPVFBBI-UHFFFAOYSA-N^Y
Physical data
Melt. point	290 °C (554 °F)
Y(what is this?) (verify)

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

^ (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.
^ (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.
^ 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.

This antiinfective drug article is a stub. You can help Wikipedia by expanding it.

Antimycobacterials, including tuberculosis treatment and leprostatic agents (J04)

Nucleic acid inhibitor

Rifamycins/ RNA polymerase inhibitor	Rifampicin^# • Rifabutin • Rifapentine

Antifolates/DSI	Dapsone^# • Acedapsone • Aldesulfone sodium

ASA	4-Aminosalicylic acid^# (Calcium aminosalicylate, Sodium aminosalicylate)

Protein synthesis inhibitor

Aminoglycosides	Amikacin^# • Capreomycin^# • Kanamycin^# • Streptomycin^#

Oxazolidone	Linezolid

Cell envelope antibiotic

Peptidoglycan layer	Alanine analogue: Cycloserine^#

Arabinogalactan layer	Ethylenediamine/arabinosyltransferase inhibitor: Ethambutol^# SQ109^†

Mycolic acid layer	Hydrazides/mycolic acid synth. inhibition: Isoniazid^# Thiocarbamides: Ethionamide^# • Prothionamide • Thiocarlide

Other/unknown

phenazine (Clofazimine)^# • pyrazine (Pyrazinamide^#, Morinamide) • isoxazole (Terizidone) • R207910/TMC207^†

Combinations

Rifampicin/isoniazid/pyrazinamide

^#WHO-EM. ^‡Withdrawn from market. Clinical trials: ^†Phase III. ^§Never to phase III

M: BAC

bact (clas)

gr+f/gr+a(t)/gr-p(c)/gr-o

drug(J1p, w, n, m, vacc)

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