6-(2-Nitrophenyl)imidazo[2,1-b][1,3]thiazole-5-carbaldehyde | 188852-50-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 6-(2-Nitrophenyl)imidazo[2,1-b][1,3]thiazole-5-carbaldehyde
• CAS: 188852-50-8
• 化学式: C₁₂H₇N₃O₃S
• 分子量: 273.272
• InChiKey: GBVBVLBKZOEAAB-UHFFFAOYSA-N

物化性质

• 密度：
  1.58±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  108
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  乙酰乙酸甲酯 、 6-(2-Nitrophenyl)imidazo[2,1-b][1,3]thiazole-5-carbaldehyde 在 ammonium hydroxide 作用下， 以 乙醇 为溶剂， 反应 36.0h， 生成 Dimethyl 2,6-dimethyl-4-[6-(2-nitrophenyl)imidazo[2,1-b][1,3]thiazol-5-yl]-1,4-dihydropyridine-3,5-dicarboxylate
  参考文献：
  名称：

  Dihydropyridines bearing an imidazo[2,1-b]thiazole system

  摘要：

  This paper reports the synthesis of imidazo[2,1-b]thiazoles, bearing a dihydropyridine ring at the 5 or 6 position, which were tested for antiarrhythmic, inotropic and chronotropic activities. Nine of the ten compounds bearing double bond at the 2,3 position and the same dihydropyridine as nifedipine at the 5 position, were antiarrhythmic; moreover one of them (bearing a methyl group at the 2 position) was devoid of negative inotropic activity.

  DOI：

  10.1016/s0223-5234(97)87542-3
• 作为产物：
  描述：

  2-溴-2′-硝基苯乙酮 在 盐酸 、 三氯氧磷 作用下， 以 氯仿 、 水 、 丙酮 为溶剂， 反应 11.0h， 生成 6-(2-Nitrophenyl)imidazo[2,1-b][1,3]thiazole-5-carbaldehyde
  参考文献：
  名称：

  Dihydropyridines bearing an imidazo[2,1-b]thiazole system

  摘要：

  This paper reports the synthesis of imidazo[2,1-b]thiazoles, bearing a dihydropyridine ring at the 5 or 6 position, which were tested for antiarrhythmic, inotropic and chronotropic activities. Nine of the ten compounds bearing double bond at the 2,3 position and the same dihydropyridine as nifedipine at the 5 position, were antiarrhythmic; moreover one of them (bearing a methyl group at the 2 position) was devoid of negative inotropic activity.

  DOI：

  10.1016/s0223-5234(97)87542-3

文献信息

• Potential antitumor agents. part 291: synthesis and potential coanthracyclinic activity of Imidazo[2,1-b]thiazole guanylhydrazones
  作者：Aldo Andreani、Alberto Leoni、Alessandra Locatelli、Rita Morigi、Mirella Rambaldi、Maurizio Recanatini、Vida Garaliene

  DOI：10.1016/s0968-0896(00)00165-6

  日期：2000.9

  This paper reports the synthesis of new imidazo[2,1-b]thiazole guanylhydrazones which were tested as potential antitumor agents. Three of these derivatives (those bearing a 3- or 4-nitrophenyl group) were the most potent and one of these showed a mild effect as CDK1 inhibitor. These same three derivatives were also tested as positive inotropic agents and two of them were more potent than amrinone at

  本文报道了新型咪唑并[2,1-b]噻唑胍基肼的合成，这些化合物已被测试为潜在的抗肿瘤药物。这些衍生物中的三个（带有3-或4-硝基苯基的衍生物）最有效，其中之一显示出作为CDK1抑制剂的温和作用。还测试了这三种相同的衍生物作为正性肌力药，其中两种在10（-5）M时比氨力农更有效。这两种胍基hydr酮可能是有用的共蒽类药物。
• Dihydropyridines bearing an imidazo[2,1-b]thiazole system
  作者：A Andreani、A Leoni、M Rambaldi、A Locatelli、R Bossa、I Galatulas、M Chiericozzi、M Bissoli

  DOI：10.1016/s0223-5234(97)87542-3

  日期：1997.1

  This paper reports the synthesis of imidazo[2,1-b]thiazoles, bearing a dihydropyridine ring at the 5 or 6 position, which were tested for antiarrhythmic, inotropic and chronotropic activities. Nine of the ten compounds bearing double bond at the 2,3 position and the same dihydropyridine as nifedipine at the 5 position, were antiarrhythmic; moreover one of them (bearing a methyl group at the 2 position) was devoid of negative inotropic activity.