isonicotinic acid N2-(3-iodo-4-hydroxy-5-methoxybenzylidene)hydrazide | 92160-56-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: isonicotinic acid N2-(3-iodo-4-hydroxy-5-methoxybenzylidene)hydrazide
• 英文别名: N-[(4-hydroxy-3-iodo-5-methoxyphenyl)methylideneamino]pyridine-4-carboxamide
• CAS: 92160-56-0
• 化学式: C₁₄H₁₂IN₃O₃
• 分子量: 397.172
• InChiKey: QYFQELNUOQPYGV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  83.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  异烟肼 、 5-碘香兰素 以 乙醇 为溶剂， 以87%的产率得到isonicotinic acid N2-(3-iodo-4-hydroxy-5-methoxybenzylidene)hydrazide
  参考文献：
  名称：

  Preparation and antitubercular activities in vitro and in vivo of novel Schiff bases of isoniazid

  摘要：

  Structural modification of the frontline antitubercular isonicotinic acid hydrazide (INH) provides lipophilic adaptations (3-46) of the drug in which the hydrazine moiety of the parent compound has been chemically blocked from the deactivating process of N-2-acetylation by N-arylaminoacetyl transferases. As a class, these compounds show high levels of activity against Mycobacterium tuberculosis in vitro and in tuberculosis-infected macrophages. They provide strong protection in tuberculosis-infected mice and have low toxicity. With some representatives of this class achieving early peak plasma concentrations approximately three orders of magnitude above minimum inhibitory concentration, they may serve as tools for improving our understanding of INH-based treatment modalities, particularly for those patients chronically underdosed in conventional INH therapy. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.05.009