N-hexyl-2-sulfanyl-pyridine-3-carboxamide | 260541-42-2

• 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-hexyl-2-sulfanyl-pyridine-3-carboxamide
• 英文别名: N-hexyl-2-sulfanylidene-1H-pyridine-3-carboxamide
• CAS: 260541-42-2
• 化学式: C₁₂H₁₈N₂OS
• 分子量: 238.354
• InChiKey: NEBVIBFRMVJOHT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  73.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-hexyl-2-sulfanyl-pyridine-3-carboxamide 在 碘 、 碳酸氢钠 作用下， 以 乙醇 为溶剂， 以36%的产率得到2-hexylisothiazolo<5,4-b>pyridin-3(2H)-one
  参考文献：
  名称：

  Synthesis and in Vitro Anti-Mycobacterium Activity of N-Alkyl-1,2-dihydro-2-thioxo-3-pyridinecarbothioamides. Preliminary Toxicity and Pharmacokinetic Evaluation

  摘要：

  Disseminated infections with Mycobacterium tuberculosis (MT) and Mycobacterium avium complex (MAC) are increasingly opportunistic diseases in patients with advanced acquired human immunodeficiency syndrome (AIDS). A series of N-alkyl-1,2-dihydro-2-thioxo-3-pyridinecarbothioamides has been synthesized, and MICs for MT and MAC strains, either standard or isolated from infected patients, have been determined. Preliminary tests show a good activity and a very low toxicity for some derivatives. Pharmacokinetic studies in the rat show a very rapid elimination from the body after intravenous administration and a poor absorption after oral administration.

  DOI：

  10.1021/jm991044p
• 作为产物：
  描述：

  2-巯基烟酸 在 劳森试剂 、 mercury(II) diacetate 、 sulfur 、 溶剂黄146 作用下， 以 乙醇 、 氯仿 、 甲苯 为溶剂， 反应 5.5h， 生成 N-hexyl-2-sulfanyl-pyridine-3-carboxamide
  参考文献：
  名称：

  3H-[1,2]Dithiolo[3,4-b]pyridine-3-thione and its derivatives Synthesis and antimicrobial activity

  摘要：

  A series of 2-substituted isothiazolo[5,4-b]pyridine-3(2H)-thiones isothiazolo[5,4-b]pyridin-3(2H)-ones, N-substituted 2-sulfanylnicotinamides and the corresponding carbothioamide derivatives were synthesized and evaluated for their antimicrobial activity against several strains of Gram + and Gram - bacteria and fungi. Chemical syntheses were resumed into a comprehensive cyclic route that enables the reversible conversion for each derivative of the series considered. Among the tested compounds the N-(aralkyl)-2-sulfanylnicotinamides show the highest fungitoxicity (MIC = 1.25-5 mug/ml). The best activity towards Gram-positive bacteria was in the range of 2.5-5 mug/ml. Activity against Gram-negative bacteria was generally very poor for all compounds. (C) 2000 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(00)00084-7