2-amino-5-chloro-N-(3-chlorophenyl)benzamide | 299903-32-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-amino-5-chloro-N-(3-chlorophenyl)benzamide
• CAS: 299903-32-5
• 化学式: C₁₃H₁₀Cl₂N₂O
• mdl: MFCD02120104
• 分子量: 281.141
• InChiKey: QTPKSKMQWHTPTN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  55.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-amino-5-chloro-N-(3-chlorophenyl)benzamide 在 吡啶 、 diphosphorus pentasulfide 、 盐酸 作用下， 以 甲苯 为溶剂， 生成 2-Amino-5-chloro-N-(3-chloro-phenyl)-thiobenzamide
  参考文献：
  名称：

  Synthesis and Biological Evaluation of Quinazoline-4-thiones

  摘要：

  合成了几种2,2-二甲基-3-苯基-1,2-二氢喹啉-4(3H)-硫酮和2-甲基-3-苯基喹啉-4(3H)-硫酮，并测试了它们的抗分枝杆菌、抑制光合作用和抗藻活性。在6-氯取代的化合物中发现了具有抗分枝杆菌活性的化合物。6-氯-3-(4-异丙基苯基)-2-甲基喹啉-4(3H)-硫酮对分枝杆菌avium和M. kansasii的活性高于异烟肼标准。大多数化合物具有抑制光合作用的活性。6-氯-2,2-二甲基-3-苯基-1,2-二氢喹啉-4(3H)-硫酮及其3'-氯和3',4'-二氯类似物在抑制菠菜叶绿体氧气释放速率方面最为有效。在选择的毒理筛选化合物中，6-氯-3-(4-异丙基苯基)-2-甲基喹啉-4(3H)-硫酮是唯一在咸水虾生物测定中活性的化合物。

  DOI：

  10.3390/81100756
• 作为产物：
  描述：

  5-chloro-N-(3-chlorophenyl)-2-nitrobenzamide 在 palladium on activated charcoal sodium hypophosphite 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 0.33h， 生成 2-amino-5-chloro-N-(3-chlorophenyl)benzamide
  参考文献：
  名称：

  Inhibitors of type III secretion in Yersinia: Design, synthesis and multivariate QSAR of 2-arylsulfonylamino-benzanilides

  摘要：

  Compound 1, 2-(benzo[1,2,5]thiadiazole-4-sulfonylamino)-5-chloro-N-(3,4-dichloro-phenyl)-benzamide. was identified as a putative type III secretion inhibitor in Yersinia. and the compound thus has a potential to be used to prevent or treat bacterial infections. A set of seven analogues was svnthesized and evaluated in a type III secretion dependent reporter-gene assay with viable bacterial to give basic SAR. A second set of 19 compounds was obtained by statistical molecular design in the building block and product space and by subsequent synthesis. Evaluation in the reporter-gene assay showed that the compounds ranged from nonactive to compounds more potent than 1. Based on the data multivariate QSAR models were established and the final Hi-PLS model showed good correlation between experimentally determined % inhibition and the calculated % inhibition of the reporter-gene signal. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.07.047

文献信息

• Design, synthesis, and in vivo activity of novel inhibitors of delta-5 desaturase for the treatment of metabolic syndrome
  作者：Simon D.P. Baugh、Praveen K. Pabba、Joseph Barbosa、Eric Coulter、Urvi Desai、Jason P. Gay、Suma Gopinathan、Qiang Han、Rajee Hari、S. David Kimball、Huy V. Nguyen、Chi-You Ni、David R. Powell、Arian Smith、Kristen M. Terranova、Alan Wilson、Xuan-Chuan Yu、Victoria K. Lombardo

  DOI：10.1016/j.bmcl.2015.07.066

  日期：2015.9

  The synthesis, SAR, and in vivo activity of inhibitors of delta-5 desaturase are described. Ring-constraint of the initial series provided access to a variety of in vitro active chemotypes, from which the indazole was selected. Examples from the indazole series displayed in vivo activity in reducing the enzymatic activity of liver delta-5 desaturase. (C) 2015 Elsevier Ltd. All rights reserved.