2-amino-4-chloro-N-(4-methoxyphenyl)benzamide | 42322-00-9

• 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-4-chloro-N-(4-methoxyphenyl)benzamide
• CAS: 42322-00-9
• 化学式: C₁₄H₁₃ClN₂O₂
• 分子量: 276.722
• InChiKey: ISCPIBDKJZMRFB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  64.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-amino-4-chloro-N-(4-methoxyphenyl)benzamide 在 4-二甲氨基吡啶 、 N,O-双三甲硅基乙酰胺 、 N,N-二异丙基乙胺 、 三氟乙酸 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 16.0h， 生成 (S)-N-(1-(7-chloro-3-(4-methoxyphenyl)-4-oxo-3,4-dihydroquinazolin-2-yl)-2-phenylethyl)-2-(4-((4-nitrophenyl)sulfonyl)-2-oxopiperazin-1-yl)acetamide
  参考文献：
  名称：

  Discovery, Crystallographic Studies, and Mechanistic Investigations of Novel Phenylalanine Derivatives Bearing a Quinazolin-4-one Scaffold as Potent HIV Capsid Modulators

  摘要：

  DOI：

  10.1021/acs.jmedchem.3c01647
• 作为产物：
  描述：

  4-Chloro-N-(4-methoxy-phenyl)-2-nitro-benzamide 在 palladium on activated charcoal 三氯化铁 、 甲烷 、 一水合肼 作用下， 以 甲醇 为溶剂， 生成 2-amino-4-chloro-N-(4-methoxyphenyl)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

• Visible-light induced copper(<scp>i</scp>)-catalyzed oxidative cyclization of <i>o</i>-aminobenzamides with methanol and ethanol <i>via</i> HAT
  作者：Mandapati Bhargava Reddy、Kesavan Prasanth、Ramasamy Anandhan

  DOI：10.1039/d0ob02234a

  日期：——

  The activation of the C(sp³)–H of MeOH via HAT for the synthesis of quinazolinones has been achieved using an in situ generated ligand–copper-superoxo complex under visible light.

  通过HAT直接激活甲醇的C(sp³)–H键，利用现场生成的配体–铜超氧化物复合物在可见光下成功合成喹唑啉酮。