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司马尼布

维基百科,自由的百科全书
司马尼布
临床资料
ATC码
  • 未分配
识别信息
  • (3Z)-3-[(3,5-dimethyl-1H-pyrrol-2-yl)methylidene]-1,3-dihydro-2H-indol-2-one
CAS号194413-58-6  checkY
PubChem CID
IUPHAR/BPS
ChemSpider
UNII
ChEBI
ChEMBL
CompTox Dashboard英语CompTox Chemicals Dashboard (EPA)
化学信息
化学式C15H14N2O
摩尔质量238.29 g·mol−1
3D模型(JSmol英语JSmol
  • O=C2C(\c1ccccc1N2)=C/c3c(cc([nH]3)C)C
  • InChI=1S/C15H14N2O/c1-9-7-10(2)16-14(9)8-12-11-5-3-4-6-13(11)17-15(12)18/h3-8,16H,1-2H3,(H,17,18)/b12-8- checkY
  • Key:WUWDLXZGHZSWQZ-WQLSENKSSA-N checkY

司马尼布INN:semaxanib;开发代号:SU5416[1]是一种有机化合物,化学式为C15H14N2O。它可以2,4-二甲基吡咯为原料,经维尔斯迈尔-哈克反应转化为醛,再和羟吲哚缩合制得:[2][3][4]

参考文献

  1. ^ World Health Organization. International Nonproprietary Names for Pharmaceutical Substances (INN). Proposed INN: List 85. WHO Drug Information. 2001, 15 (2).  Full text (PDF). (原始内容 (PDF)存档于2007-03-16).  (244 KiB)
  2. ^ Sun L, Tran N, Tang F, App H, Hirth P, McMahon G, Tang C. Synthesis and biological evaluations of 3-substituted indolin-2-ones: a novel class of tyrosine kinase inhibitors that exhibit selectivity toward particular receptor tyrosine kinases. Journal of Medicinal Chemistry. July 1998, 41 (14): 2588–2603. PMID 9651163. doi:10.1021/jm980123i. 
  3. ^ Lubkoll J, Millemaggi A, Perry A, Taylor RJ. Tandem Horner–Wadsworth–Emmons/Heck procedures for the preparation of 3-alkenyl-oxindoles: The synthesis of Semaxanib and GW441756. Tetrahedron. 2010, 66 (33): 6606–6612. doi:10.1016/j.tet.2010.03.018. 
  4. ^ Blanche EA, Maskell L, Colucci MA, Whatmore JL, Moody CJ. Synthesis of potential prodrug systems for reductive activation. Prodrugs for anti-angiogenic isoflavones and VEGF receptor tyrosine kinase inhibitory oxindoles. Tetrahedron. 2009, 65 (25): 4894–4903. doi:10.1016/j.tet.2009.04.014.