N-[2-(1,3-benzodioxol-5-yl)-2-oxoethyl]pyridine-3-carboxamide | 868971-11-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: N-[2-(1,3-benzodioxol-5-yl)-2-oxoethyl]pyridine-3-carboxamide
• CAS: 868971-11-3
• 化学式: C₁₅H₁₂N₂O₄
• 分子量: 284.271
• InChiKey: PONPWXNKFZNAMH-UHFFFAOYSA-N

物化性质

• 沸点：
  602.2±55.0 °C(predicted)
• 密度：
  1.353±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  77.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-[2-(1,3-benzodioxol-5-yl)-2-oxoethyl]pyridine-3-carboxamide 在 硫酸 、 乙酸酐 作用下， 以46%的产率得到2-(pyridin-3-yl)-5-(3,4-methylenedioxyphenyl)oxazole
  参考文献：
  名称：

  Antimycobacterial natural products: synthesis and preliminary biological evaluation of the oxazole-containing alkaloid texaline

  摘要：

  Texaline, an antimycobacterial oxazole-containing alkaloid previously isolated from Amyris texana and A. elemifera, and related compounds have been synthesized in order to explore aspects of the structure-anti tuberculosis activity relationship. While texaline was found to be inactive in our assays, simpler diaryloxazoles were more active whilst also exhibiting modest toxic selectivity, leading to their identification as potential lead compounds. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.08.119
• 作为产物：
  描述：

  3,4-亚甲二氧苯乙酮 在 palladium on activated charcoal N-溴代丁二酰亚胺(NBS) 、 sodium azide 、 氢气 、 碳酸氢钠 、 对甲苯磺酸 作用下， 以 溶剂黄146 、 二甲基亚砜 、 乙酸乙酯 、 乙腈 为溶剂， 25.0 ℃ 、101.33 kPa 条件下， 生成 N-[2-(1,3-benzodioxol-5-yl)-2-oxoethyl]pyridine-3-carboxamide
  参考文献：
  名称：

  Antimycobacterial natural products: synthesis and preliminary biological evaluation of the oxazole-containing alkaloid texaline

  摘要：

  Texaline, an antimycobacterial oxazole-containing alkaloid previously isolated from Amyris texana and A. elemifera, and related compounds have been synthesized in order to explore aspects of the structure-anti tuberculosis activity relationship. While texaline was found to be inactive in our assays, simpler diaryloxazoles were more active whilst also exhibiting modest toxic selectivity, leading to their identification as potential lead compounds. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.08.119