醋氨苯砜

醋氨苯砜
Skeletal formula of acedapsone
Space-filling model of the acedapsone molecule
臨床資料
商品名英语Drug nomenclatureRodilone
Hansolar
ATC碼
  • 未分配
识别信息
  • N-[4-(4-acetamidophenyl)sulfonylphenyl]acetamide
CAS号77-46-3  checkY
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard英语CompTox Chemicals Dashboard (EPA)
ECHA InfoCard100.000.936 編輯維基數據鏈接
化学信息
化学式C16H16N2O4S
摩尔质量332.37 g·mol−1
3D模型(JSmol英语JSmol
熔点290 °C(554 °F)
  • CC(=O)NC1=CC=C(C=C1)S(=O)(=O)C2=CC=C(C=C2)NC(=O)C
  • 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) checkY
  • Key:AMTPYFGPPVFBBI-UHFFFAOYSA-N checkY

醋氨苯砜英语:Acedapsone)是一种抗菌药物,也具有抗疟活性。

醋氨苯砜是双乙酰氨苯砜INN名。其于1937年由埃内斯特·富尔诺和他的团队在巴斯德研究所药物化学实验室合成开发,[1]并由罗纳-普朗克公司以Rodilone的名称上市销售。[2]

它是氨苯砜的长效前药,可用于治疗麻风病[3]

它从乙醚中结晶为浅黄色针状,从稀乙醇中结晶为小叶状。它微溶于水。[來源請求]

合成

醋氨苯砜合成:[4][5][6]

醋氨苯砜可通过氨苯砜的乙酰化方便地制备。

参考资料

  1. ^ Fourneau E, Tréfouël J, Nitti F, Bovet D. Chimiothérapie de l'infection pneumococcique par la di-(p-acétylaminophényl)-sulfone (1399 F). Compt. Rend. Acad. Sci. July 1937, 205: 299 (法语). 
  2. ^ Fourneau JP. Ernest Fourneau, fondateur de la chimie thérapeutique française: feuillets d'album.. Revue d'Histoire de la Pharmacie. 1987, 75 (275): 335–55. doi:10.3406/pharm.1987.2904 (法语). 
  3. ^ Shaw IN, Christian M, Jesudasan K, Kurian N, Rao GS. 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. June 2003, 74 (2): 141–7. PMID 12862255. doi:10.47276/lr.74.2.141可免费查阅. 
  4. ^ Elslager EF, Gavrilis ZB, Phillips AA, Worth DF. Repository drugs. IV. 4',4'''-Sulfonylbisacetanilide (Acedapsone, DADDS) and related sulfanilylanilides with prolonged antimalarial and antileprotic action. Journal of Medicinal Chemistry. May 1969, 12 (3): 357–63. PMID 4892242. doi:10.1021/jm00303a003. 
  5. ^ Raiziss GW, Clemence LW, Severac M, Moetsch JC. Chemistry and Chemotherapy of 4,4′-Diaminodiphenylsulfone, 4-Amino-4′-hydroxy-diphenylsulfone and Related Compounds. Journal of the American Chemical Society. 1939, 61 (10): 2763–2765. doi:10.1021/ja01265a060. 
  6. ^ Fromm E, Wittmann J. Derivate desp-Nitrothiophenols. Berichte der Deutschen Chemischen Gesellschaft. 1908, 41 (2): 2264–2273. doi:10.1002/cber.190804102131. 

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