司馬尼布

司馬尼布（INN：semaxanib；開發代號：SU5416）^[1]是一種有機化合物，化學式為C₁₅H₁₄N₂O。它可以2,4-二甲基吡咯為原料，經維爾斯邁爾-哈克反應轉化為醛，再和羥吲哚縮合製得：^[2][3][4]

司馬尼布

臨床資料
ATC碼	未分配
識別資訊
IUPAC命名法 (3Z)-3-[(3,5-dimethyl-1H-pyrrol-2-yl)methylidene]-1,3-dihydro-2H-indol-2-one
CAS號	194413-58-6  Y
PubChem CID	5329098
IUPHAR/BPS	5056
ChemSpider	4486260 Y
UNII	71IA9S35AJ
ChEBI	CHEBI:91083 Y
ChEMBL	ChEMBL276711 Y
CompTox Dashboard（英語：CompTox Chemicals Dashboard） (EPA)	DTXSID801025708
化學資訊
化學式	C15H14N2O
摩爾質量	238.29 g·mol−1
3D模型（JSmol（英語：JSmol））	交互式圖像
SMILES O=C2C(\c1ccccc1N2)=C/c3c(cc([nH]3)C)C
InChI 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- Y Key:WUWDLXZGHZSWQZ-WQLSENKSSA-N Y

參考文獻

1. World Health Organization. International Nonproprietary Names for Pharmaceutical Substances (INN). Proposed INN: List 85. WHO Drug Information. 2001, 15 (2). Full text (PDF). （原始內容 (PDF)存檔於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.