isonicotinic acid N2-(3,7-dimethyl-2,6-octadienylidene)hydrazide | 13059-78-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: isonicotinic acid N2-(3,7-dimethyl-2,6-octadienylidene)hydrazide
• 英文别名: isonicotinic acid-(3,7-dimethyl-octa-2t,6-dienylidenehydrazide)；Isonicotinsaeure-(3,7-dimethyl-octa-2t,6-dienylidenhydrazid)；N'-(3,7-Dimethylocta-2,6-dien-1-ylidene)pyridine-4-carbohydrazide；N-(3,7-dimethylocta-2,6-dienylideneamino)pyridine-4-carboxamide
• CAS: 13059-78-4
• 化学式: C₁₆H₂₁N₃O
• 分子量: 271.362
• InChiKey: VUWWQNVEGHTKMH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2933399090

反应信息

• 作为产物：
  描述：

  异烟肼 、 (E)-3,7-二甲基-2,6-辛二烯醛 在 异丙醇 作用下， 生成 isonicotinic acid N2-(3,7-dimethyl-2,6-octadienylidene)hydrazide
  参考文献：
  名称：

  Synthetic Tuberculostats. XI. Trialkyl and Other Derivatives of Isonicotinylhydrazine

  摘要：

  DOI：

  10.1021/jo01109a024

文献信息

• Sah; Peoples, Journal of the American Pharmaceutical Association (1912), 1954, vol. 43, p. 513,514
  作者：Sah、Peoples

  DOI：——

  日期：——
• Carrara et al., Gazzetta Chimica Italiana, 1953, vol. 83, p. 459,470
  作者：Carrara et al.

  DOI：——

  日期：——
• Preparation and antitubercular activities in vitro and in vivo of novel Schiff bases of isoniazid
  作者：Michael J. Hearn、Michael H. Cynamon、Michaeline F. Chen、Rebecca Coppins、Jessica Davis、Helen Joo-On Kang、Abigail Noble、Becky Tu-Sekine、Marianne S. Terrot、Daniella Trombino

  DOI：10.1016/j.ejmech.2009.05.009

  日期：2009.10

  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.
• Libermann et al., Bulletin de la Societe Chimique de France, 1954, p. 1430,1434
  作者：Libermann et al.

  DOI：——

  日期：——
• Efimovsky; Rumpf, Bulletin de la Societe Chimique de France, 1954, p. 1401,1403
  作者：Efimovsky、Rumpf

  DOI：——

  日期：——