N'-isonicotinoyl-N-oleic acid hydrazide | 124104-80-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N'-isonicotinoyl-N-oleic acid hydrazide
• 英文别名: (Z)-N'-octadeca-9-enoylisonicotinohydrazide；N'-[(Z)-octadec-9-enoyl]pyridine-4-carbohydrazide
• CAS: 124104-80-9
• 化学式: C₂₄H₃₉N₃O₂
• 分子量: 401.593
• InChiKey: FEJGFCKVVDMZBM-KTKRTIGZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  29
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  71.1
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  反油酸 在 4-二甲氨基吡啶 、 草酰氯 作用下， 以 二氯甲烷 为溶剂， 反应 12.5h， 生成 N'-isonicotinoyl-N-oleic acid hydrazide
  参考文献：
  名称：

  Synthesis and antimycobacterial activity of isoniazid derivatives from renewable fatty acids

  摘要：

  This work describes the synthesis of a series of fatty acid hydrazide derivatives of isoniazid (INH). The compounds were tested against Mycobacterium tuberculosis H37Rv (ATCC 27294) as well as INH-resistant (ATCC 35822 and 1896 HF) and rifampicin-resistant (ATCC 35338) M. tuberculosis strains. The fatty acid derivatives of INH showed high antimycobacterial potency against the studied strains, which is desirable for a pharmaceutical compound, suggesting that the increased lipophilicity of isoniazid plays an important role in its antimycobacterial activity. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.09.034

文献信息

• Giannola; Giammona; Alotta, Pharmazie, 1992, vol. 47, # 6, p. 423 - 425
  作者：Giannola、Giammona、Alotta

  DOI：——

  日期：——
• Synthesis and antimycobacterial activity of isoniazid derivatives from renewable fatty acids
  作者：Marieli O. Rodrigues、Jéssica B. Cantos、Caroline R. Montes D’Oca、Karina L. Soares、Tatiane S. Coelho、Luciana A. Piovesan、Dennis Russowsky、Pedro A. da Silva、Marcelo G. Montes D’Oca

  DOI：10.1016/j.bmc.2013.09.034

  日期：2013.11

  This work describes the synthesis of a series of fatty acid hydrazide derivatives of isoniazid (INH). The compounds were tested against Mycobacterium tuberculosis H37Rv (ATCC 27294) as well as INH-resistant (ATCC 35822 and 1896 HF) and rifampicin-resistant (ATCC 35338) M. tuberculosis strains. The fatty acid derivatives of INH showed high antimycobacterial potency against the studied strains, which is desirable for a pharmaceutical compound, suggesting that the increased lipophilicity of isoniazid plays an important role in its antimycobacterial activity. (C) 2013 Elsevier Ltd. All rights reserved.