吡馬卡林

化合物

吡馬卡林(化學式:C17H14N2O2)是一種鉀離子通道開放劑[1]

Bimakalim
IUPAC名
2,2-Dimethyl-4-(2-oxopyridin-1(2H)-yl)-2H-1-benzopyran-6-carbonitrile
識別
CAS號 117545-11-6  checkY
PubChem 60674
ChemSpider 54683
SMILES
 
  • CC1(C=C(c2cc(ccc2O1)C#N)n3ccccc3=O)C
性質
化學式 C17H14N2O2
摩爾質量 278.31 g·mol−1
若非註明,所有數據均出自標準狀態(25 ℃,100 kPa)下。

合成與反應

吡馬卡林可以3-乙酰基-4-羥基苯甲腈為原料,經多步反應製得。[2]它和二異丙氨基鋰在四氫呋喃中反應,可以得到4-氰基-2-[1-(1,2-二氫-2-氧亞基-1-吡啶基)-3-甲基-1,2-丁二烯基]苯酚鋰。[3]

參考文獻

  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 . 
  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.