2,1,3-苯并恶二唑-5-甲酰氯3-氧化物 | 74221-41-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶二唑类
• 中文名称: 2,1,3-苯并恶二唑-5-甲酰氯3-氧化物
• 英文名称: N-5(6)-benzofuroxanoyl chloride
• 英文别名: 3-Oxo-2,1lambda~5~,3-benzoxadiazole-5-carbonyl chloride；3-oxido-2,1,3-benzoxadiazol-3-ium-5-carbonyl chloride
• CAS: 74221-41-3
• 化学式: C₇H₃ClN₂O₃
• 分子量: 198.565
• InChiKey: LLWJWZNWYKPMNI-UHFFFAOYSA-N

物化性质

• 沸点：
  335.2±34.0 °C(Predicted)
• 密度：
  1.74±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  68.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,1,3-苯并恶二唑-5-甲酰氯3-氧化物 在 sodium hydroxide 作用下， 以 乙醚 、 水 为溶剂， 生成 methyl 4-methyl-2-[(3-oxido-2,1,3-benzoxadiazol-3-ium-5-carbonyl)amino]pentanoate
  参考文献：
  名称：

  El-Abadelah, Mustafa M.; Anani, Ali A.; Khan, Zahida H., Journal of Heterocyclic Chemistry, 1980, vol. 17, p. 213 - 217

  摘要：

  DOI：
• 作为产物：
  描述：

  6-carboxybenzo[c][1,2,5]oxadiazole 1-oxide 在 氯化亚砜 、 N,N-二甲基甲酰胺 作用下， 反应 3.0h， 生成 2,1,3-苯并恶二唑-5-甲酰氯3-氧化物
  参考文献：
  名称：

  1,2,5-Oxadiazole N-Oxide Derivatives and Related Compounds as Potential Antitrypanosomal Drugs:  Structure−Activity Relationships

  摘要：

  The syntheses of a new series of derivatives of 1,2,5-oxadiazole N-oxide, benzo[1,2-c]1,2,5-oxadiazole N-oxide, and quinoxaline di-hr-oxide are described. In vitro antitrypanosomal activity of these compounds was tested against epimastigote forms of Trypanosoma cruzi. For the most effective drugs, derivatives IIIe and IIIf, the 50% inhibitory dose (ID50) was determined as well as their cytotoxicity against mammalian fibroblasts. Electrochemical studies and ESR spectroscopy show that the highest activities observed are associated with the facile mono-electronation of the N-oxide moiety. Lipophilic-hydrophilic balance of the compounds could also play an important role in their effectiveness as antichagasic drugs.

  DOI：

  10.1021/jm9805790

文献信息

• Amino acid conjugates as κ opioid receptor agonists
  作者：Virendra Kumar、Deqi Guo、Jeffrey D. Daubert、Joel A. Cassel、Robert N. DeHaven、Erik Mansson、Diane L. DeHaven-Hudkins、Alan L. Maycock

  DOI：10.1016/j.bmcl.2005.01.038

  日期：2005.3

  A novel series of kappa (kappa) opioid receptor agonists were synthesized by incorporating the key structural features of known kappa opioid agonists while replacing the aryl acetamide portion with substituted amino acid conjugates. Compounds 3j (K-i = 6.7 nM), 3k (K-i = 3.6 nM), 31 (K-i = 4.6 nM), 3m (K-i = 0.83 nM) and 3o (K-i = 2 nM) possessed potent affinities for the kappa opioid receptor in vitro with reasonable selectivity over other opioid receptors. (c) 2005 Elsevier Ltd. All rights reserved.