5-amino-7-(2-fluorophenyl)-8-nitro-3,7-dihydro-2H-thiazolo[3,2-a]pyridine-6-carbonitrile | 1349736-43-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-amino-7-(2-fluorophenyl)-8-nitro-3,7-dihydro-2H-thiazolo[3,2-a]pyridine-6-carbonitrile
• 英文别名: 5-amino-7-(2-fluorophenyl)-8-nitro-3,7-dihydro-2H-[1,3]thiazolo[3,2-a]pyridine-6-carbonitrile
• CAS: 1349736-43-1
• 化学式: C₁₄H₁₁FN₄O₂S
• 分子量: 318.331
• InChiKey: QHUQQEXFGKKFJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  124
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-nitromethylenethiazoline 、 2-氟苯甲醛 、 丙二腈 在 三乙胺 作用下， 以 乙腈 为溶剂， 反应 3.0h， 以93%的产率得到5-amino-7-(2-fluorophenyl)-8-nitro-3,7-dihydro-2H-thiazolo[3,2-a]pyridine-6-carbonitrile
  参考文献：
  名称：

  An efficient one-pot multicomponent approach to 5-amino-7-aryl-8-nitrothiazolo[3,2-a]pyridines

  摘要：

  A series of thiazolo[3,2-a]pyridines have been prepared using a multicomponent reaction between aromatic aldehydes, 2-nitromethylenethiazolidine and nitriles containing an active methylene group (malononitrile, ethyl 2-cyanoacetate and 2-phenylsulfonylacetonitrile) in the presence of Et3N under mild conditions with high yields. One of the compounds shows promising anticancer activity across a range of cancer cell lines. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.10.005

文献信息

• An efficient one-pot multicomponent approach to 5-amino-7-aryl-8-nitrothiazolo[3,2-a]pyridines
  作者：Cevher Altug、Alan K. Burnett、Esra Caner、Yaşar Dürüst、Mark C. Elliott、Roger P.J. Glanville、Carol Guy、Andrew D. Westwell

  DOI：10.1016/j.tet.2011.10.005

  日期：2011.12

  A series of thiazolo[3,2-a]pyridines have been prepared using a multicomponent reaction between aromatic aldehydes, 2-nitromethylenethiazolidine and nitriles containing an active methylene group (malononitrile, ethyl 2-cyanoacetate and 2-phenylsulfonylacetonitrile) in the presence of Et3N under mild conditions with high yields. One of the compounds shows promising anticancer activity across a range of cancer cell lines. (C) 2011 Elsevier Ltd. All rights reserved.