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吡马卡林

维基百科,自由的百科全书
Bimakalim
IUPAC名
2,2-Dimethyl-4-(2-oxopyridin-1(2H)-yl)-2H-1-benzopyran-6-carbonitrile
识别
CAS号 117545-11-6  checkY
PubChem 60674
ChemSpider 54683
SMILES
 
  • CC1(C=C(c2cc(ccc2O1)C#N)n3ccccc3=O)C
性质
化学式 C17H14N2O2
摩尔质量 278.31 g·mol−1
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

吡马卡林(化学式:C17H14N2O2)是一种钾离子通道开放剂[1]

合成与反应

吡马卡林可以3-乙酰基-4-羟基苯甲腈为原料,经多步反应制得。[2]它和二异丙氨基锂在四氢呋喃中反应,可以得到4-氰基-2-[1-(1,2-二氢-2-氧亚基-1-吡啶基)-3-甲基-1,2-丁二烯基]苯酚锂。[3]

参考文献

  1. ^ Puddu, Paolo Emilio; Garlid, Keith D; Monti, Francesco; Iwashiro, Katsunori; Picard, Sandra; Dawodu, Amos Adeyemo; Criniti, Anna; Ruvolo, Giovanni; Campa, Pietro Paolo. Bimakalim: A Promising KATP Channel Activating Agent. Cardiovascular Drug Reviews. 2006, 18: 25. doi:10.1111/j.1527-3466.2000.tb00031.x可免费查阅. 
  2. ^ Bergmann, Rolf; Gericke, Rolf. Synthesis and antihypertensive activity of 4-(1,2-dihydro-2-oxo-1-pyridyl)-2H-1-benzopyrans and related compounds, new potassium channel activators. Journal of Medicinal Chemistry (American Chemical Society (ACS)). 1990, 33 (2): 492–504. ISSN 0022-2623. doi:10.1021/jm00164a005. 
  3. ^ Gericke, Rolf; Lues, Inge. The transformation of a chromene derivative into benzofurans via allene intermediates. Tetrahedron Letters (Elsevier BV). 1992, 33 (14): 1871–1874. ISSN 0040-4039. doi:10.1016/s0040-4039(00)74164-5.