quinoxaline-2-carboxylic acid phenylhydrazide | 109179-47-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: quinoxaline-2-carboxylic acid phenylhydrazide
• 英文别名: N-anilinoquinoxaline-2-carboxamide；quinoxaline-2-carboxylic acid-(N'-phenyl-hydrazide)；Chinoxalin-2-carbonsaeure-(N'-phenyl-hydrazid)；N'-phenylquinoxaline-2-carbohydrazide
• CAS: 109179-47-7
• 化学式: C₁₅H₁₂N₄O
• 分子量: 264.286
• InChiKey: OJWWDCJPWGQICF-UHFFFAOYSA-N

物化性质

• 熔点：
  186 °C
• 沸点：
  422.1±25.0 °C(Predicted)
• 密度：
  1.336±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  66.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  quinoxaline-2,3-dicarboxylic acid anhydride 生成 quinoxaline-2-carboxylic acid phenylhydrazide
  参考文献：
  名称：

  Ability-Biased Technological Transition, Wage Inequality, and Economic Growth

  摘要：

  本文提出了一种以能力偏向的技术转型为特征的增长模型，其中技术、教育程度和工资不平等的演变与过去几十年在美国和其他发达国家观察到的模式一致。它认为，技术进步速度的提高提高了能力的回报，同时导致技术工人和非技术工人群体之间和内部的工资不平等加剧，技术工人的平均工资增加，技术工人的平均工资暂时下降。非技术工人、教育程度的提高以及生产力的暂时放缓。

  DOI：

  10.1162/003355300554827

文献信息

• Design, synthesis and structure–activity relationship of novel quinoxalin-2-carboxamides as 5-HT3 receptor antagonists for the management of depression
  作者：Radhakrishnan Mahesh、Thangaraj Devadoss、Dilip Kumar Pandey、Shvetank Bhatt、Shushil Kumar Yadav

  DOI：10.1016/j.bmcl.2010.08.128

  日期：2010.11

  A novel series of quinoxalin-2-carboxamides were designed based on the ligand-based approach, employing a three-point pharmacophore model; it consists of an aromatic residue and a linking carbonyl group and a basic nitrogen. The target new chemical entities were synthesized from the key intermediate, quinoxalin-2-carboxylic acid, by coupling it with various amines in the presence of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC center dot HCl) and 1-hydroxybenzotriazole (HOBt). The obtained compounds' structures were confirmed by spectral data. The target new chemical entities were evaluated for their 5-HT3 receptor antagonisms in longitudinal muscle myenteric plexus preparation from guinea pig ileum against 5-HT3 agonist, 2-methyl-5-HT, which was expressed in the form of pA(2) value. All the synthesized compounds showed antagonism towards 5-HT3 receptor; based on this result, a structure-activity relationship was derived, which reveals that the aromatic residue in 5-HT3 receptor antagonists may have hydrophobic interaction with 5-HT3 receptor. Regardless of their antagonistic potentials, all the synthesized molecules were screened for their anti-depressant potentials by using forced swim test in mice model; interestingly none of the tested compounds affect the locomotion of mice in the tested dose levels. Compounds with significant pA(2) values exhibited good anti-depressant-like activity as compared to the vehicle-treated group. (C) 2010 Elsevier Ltd. All rights reserved.
• Pillai, P. Madhavan; Ramabhadran, P., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1986, vol. 25, p. 960 - 963
  作者：Pillai, P. Madhavan、Ramabhadran, P.

  DOI：——

  日期：——
• PILLAI P. MADHAVAN; RAMABHADRAN P., INDIAN J. CHEM., 25,(1986) N 9, 960-963
  作者：PILLAI P. MADHAVAN、 RAMABHADRAN P.

  DOI：——

  日期：——