肼碳杂氧杂脒,2-[(3,4,5-三甲氧苯基)亚甲基]- | 170996-65-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 肼碳杂氧杂脒,2-[(3,4,5-三甲氧苯基)亚甲基]-
• 英文名称: 2-[(3,4,5-Trimethoxyphenyl)methylideneamino]guanidine
• CAS: 170996-65-3
• 化学式: C₁₁H₁₆N₄O₃
• mdl: MFCD00989406
• 分子量: 252.273
• InChiKey: LDLMSHUTQZWFDD-UHFFFAOYSA-N

物化性质

• 沸点：
  389.0±52.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.272
• 拓扑面积：
  104
• 氢给体数：
  2
• 氢受体数：
  5

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  3,4,5-三甲氧基苯甲醛	3,4,5-trimethoxy-benzaldehyde	86-81-7	C10H12O4	196.203

反应信息

• 作为反应物：
  描述：

  肼碳杂氧杂脒,2-[(3,4,5-三甲氧苯基)亚甲基]- 、 phenyl 4'-methoxycinnamate 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 0.5h， 以41.2%的产率得到(2E)-N-{[2-(3,4,5-trimethoxybenzylidene)hydrazino](imino)methyl}-3-(4-methoxyphenyl)acrylamide
  参考文献：
  名称：

  Novel molecular hybrids of cinnamic acids and guanylhydrazones as potential antitubercular agents

  摘要：

  In an attempt to identify potential new agents active against tuberculosis, 20 novel phenylacrylamide derivatives incorporating cinnamic acids and guanylhydrazones were synthesized using microwave assisted synthesis. Activity of the synthesized compounds was evaluated using resazurin microtitre plate assay (REMA) against Mycobacterium tuberculosis H37Rv. Based on empirical structure-activity relationship data it was observed that both steric and electronic parameters play major role in the activity of this series of compounds. Compound 7s (2E)-N-((-2-(3,4-dimethoxybenzylidene) hydrazinyl) (imino) methyl)-3-(4-methoxyphenyl) acrylamide showed MIC of 6.49 mu M along with good safety profile of >50-fold in VERO cell line. Thus, this compound could act as a potential lead for further antitubercular studies. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.01.031
• 作为产物：
  描述：

  肼甲酰亚胺酰胺一氯化氢 、 3,4,5-三甲氧基苯甲醛 在 碳酸氢钠 作用下， 以 乙醇 、 水 为溶剂， 反应 0.33h， 生成 肼碳杂氧杂脒,2-[(3,4,5-三甲氧苯基)亚甲基]-
  参考文献：
  名称：

  Novel molecular hybrids of cinnamic acids and guanylhydrazones as potential antitubercular agents

  摘要：

  In an attempt to identify potential new agents active against tuberculosis, 20 novel phenylacrylamide derivatives incorporating cinnamic acids and guanylhydrazones were synthesized using microwave assisted synthesis. Activity of the synthesized compounds was evaluated using resazurin microtitre plate assay (REMA) against Mycobacterium tuberculosis H37Rv. Based on empirical structure-activity relationship data it was observed that both steric and electronic parameters play major role in the activity of this series of compounds. Compound 7s (2E)-N-((-2-(3,4-dimethoxybenzylidene) hydrazinyl) (imino) methyl)-3-(4-methoxyphenyl) acrylamide showed MIC of 6.49 mu M along with good safety profile of >50-fold in VERO cell line. Thus, this compound could act as a potential lead for further antitubercular studies. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.01.031

文献信息

• Novel molecular hybrids of cinnamic acids and guanylhydrazones as potential antitubercular agents
  作者：Ranjeet Bairwa、Manoj Kakwani、Nilesh R. Tawari、Jaya Lalchandani、M.K. Ray、M.G.R. Rajan、Mariam S. Degani

  DOI：10.1016/j.bmcl.2010.01.031

  日期：2010.3

  In an attempt to identify potential new agents active against tuberculosis, 20 novel phenylacrylamide derivatives incorporating cinnamic acids and guanylhydrazones were synthesized using microwave assisted synthesis. Activity of the synthesized compounds was evaluated using resazurin microtitre plate assay (REMA) against Mycobacterium tuberculosis H37Rv. Based on empirical structure-activity relationship data it was observed that both steric and electronic parameters play major role in the activity of this series of compounds. Compound 7s (2E)-N-((-2-(3,4-dimethoxybenzylidene) hydrazinyl) (imino) methyl)-3-(4-methoxyphenyl) acrylamide showed MIC of 6.49 mu M along with good safety profile of >50-fold in VERO cell line. Thus, this compound could act as a potential lead for further antitubercular studies. (C) 2010 Elsevier Ltd. All rights reserved.