2-methyl-N-(3-nitrophenyl)benzamide | 22978-51-4

• 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-methyl-N-(3-nitrophenyl)benzamide
• 英文别名: 3'-Nitro-2-methylbenzanilid
• CAS: 22978-51-4
• 化学式: C₁₄H₁₂N₂O₃
• 分子量: 256.261
• InChiKey: NPTGEEBUWFEACF-UHFFFAOYSA-N

物化性质

• 熔点：
  144 °C
• 沸点：
  336.0±35.0 °C(Predicted)
• 密度：
  1.304±0.06 g/cm3(Predicted)
• 保留指数：
  2424

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  74.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-methyl-N-(3-nitrophenyl)benzamide 在 铁粉 、 溶剂黄146 、 calcium chloride 作用下， 以 乙醇 、 水 为溶剂， 生成 2-methyl-N-(3-(2-methyl-4-oxoquinazolin-3(4H)-yl)phenyl)benzamide
  参考文献：
  名称：

  喹唑啉酮类似物作为抗MRSA的潜在抗菌剂的设计，合成，计算机模拟研究和生物学筛选。

  摘要：

  类型或耐药性的出现在细菌感染的治疗中已发展成复杂的局面。将抗菌素耐药性现象视为寻找更好的抗菌剂的药物化学家的最大挑战之一，这些抗菌剂具有潜在的窄谱活性，耐药性发展低，对宿主毒性低的特点。肽聚糖的交联是青霉素结合蛋白（PBP）催化以维持细菌细胞中细胞壁完整性的关键步骤。但是，由于获得了额外的PBP2a，这些青霉素结合蛋白（PBP）对耐甲氧西林的金黄色葡萄球菌（MRSA）产生了耐药性。文献中报道了各种喹唑啉酮类似物作为针对MRSA的潜在抗菌剂。在当前的研究中，已经设计了新的喹唑啉酮类似物，并通过分子对接，计算机内和MM-GBSA研究指导。通过药物化学途径合成了新设计的分子，并使用IR，NMR和HR-MS技术对其进行了表征。分别使用链霉素，卡那霉素和利奈唑胺作为标准药物，对野生型革兰氏阴性菌（大肠杆菌），革兰氏阳性菌（金黄色葡萄球菌）和耐药MRSA细菌菌株进行了合成化合物的生物学评估。体外评估结

  DOI：

  10.1016/j.bmc.2019.05.012
• 作为产物：
  描述：

  邻甲基苯甲酰氯 、 间硝基苯胺 在 三乙胺 作用下， 以 乙腈 为溶剂， 反应 3.0h， 生成 2-methyl-N-(3-nitrophenyl)benzamide
  参考文献：
  名称：

  Potent and selective inhibitors of the TASK-1 potassium channel through chemical optimization of a bis-amide scaffold

  摘要：

  TASK-1 is a two-pore domain potassium channel that is important to modulating cell excitability, most notably in the context of neuronal pathways. In order to leverage TASK-1 for therapeutic benefit, its physiological role needs better characterization; however, designing selective inhibitors that avoid the closely related TASK-3 channel has been challenging. In this study, a series of bis-amide derived compounds were found to demonstrate improved TASK-1 selectivity over TASK-3 compared to reported inhibitors. Optimization of a marginally selective hit led to analog 35 which displays a TASK-1 IC50=16 nM with 62-fold selectivity over TASK-3 in an orthogonal electrophysiology assay.

  DOI：

  10.1016/j.bmcl.2014.06.032

文献信息

• AMINOPYRROLIDINE COMPOUND
  申请人：Okubo Taketoshi

  公开号：US20090291940A1

  公开（公告）日：2009-11-26

  Disclosed is an aminopyrrolidine compound represented by the formula [I] or a pharmaceutically acceptable salt thereof. The compound or the salt is useful as a prophylactic/therapeutic agent for mode disorder such as depression, anxiety disorder, anorexia, cachexia, pain and drug dependence, whose action relies on the MC 4 receptor antagonistic effect.

  本发明公开了一种氨基吡咯烷化合物，其化学式为[I]，或其药学上可接受的盐。该化合物或其盐可用作预防/治疗药物，针对情绪障碍，如抑郁症、焦虑症、厌食症、消瘦症、疼痛和药物依赖等，其作用依赖于MC4受体拮抗作用。
• US8044068B2
  申请人：——

  公开号：US8044068B2

  公开（公告）日：2011-10-25
• Design, synthesis, in-silico studies and biological screening of quinazolinone analogues as potential antibacterial agents against MRSA
  作者：Shahnawaz I. Qureshi、Hemchandra K. Chaudhari

  DOI：10.1016/j.bmc.2019.05.012

  日期：2019.6

  Various Quinazolinone analogues are reported in literature as potential anti-bacterial agents against MRSA. In present study new quinazolinone analogues has been designed, guided by molecular docking, In-silico and MM-GBSA study. Newly designed molecules have been synthesized by medicinal chemistry route and their characterization was done by using IR, NMR, & HR-MS techniques. Biological evaluation of synthesized

  类型或耐药性的出现在细菌感染的治疗中已发展成复杂的局面。将抗菌素耐药性现象视为寻找更好的抗菌剂的药物化学家的最大挑战之一，这些抗菌剂具有潜在的窄谱活性，耐药性发展低，对宿主毒性低的特点。肽聚糖的交联是青霉素结合蛋白（PBP）催化以维持细菌细胞中细胞壁完整性的关键步骤。但是，由于获得了额外的PBP2a，这些青霉素结合蛋白（PBP）对耐甲氧西林的金黄色葡萄球菌（MRSA）产生了耐药性。文献中报道了各种喹唑啉酮类似物作为针对MRSA的潜在抗菌剂。在当前的研究中，已经设计了新的喹唑啉酮类似物，并通过分子对接，计算机内和MM-GBSA研究指导。通过药物化学途径合成了新设计的分子，并使用IR，NMR和HR-MS技术对其进行了表征。分别使用链霉素，卡那霉素和利奈唑胺作为标准药物，对野生型革兰氏阴性菌（大肠杆菌），革兰氏阳性菌（金黄色葡萄球菌）和耐药MRSA细菌菌株进行了合成化合物的生物学评估。体外评估结
• Potent and selective inhibitors of the TASK-1 potassium channel through chemical optimization of a bis-amide scaffold
  作者：Daniel P. Flaherty、Denise S. Simpson、Melissa Miller、Brooks E. Maki、Beiyan Zou、Jie Shi、Meng Wu、Owen B. McManus、Jeffrey Aubé、Min Li、Jennifer E. Golden

  DOI：10.1016/j.bmcl.2014.06.032

  日期：2014.8

  TASK-1 is a two-pore domain potassium channel that is important to modulating cell excitability, most notably in the context of neuronal pathways. In order to leverage TASK-1 for therapeutic benefit, its physiological role needs better characterization; however, designing selective inhibitors that avoid the closely related TASK-3 channel has been challenging. In this study, a series of bis-amide derived compounds were found to demonstrate improved TASK-1 selectivity over TASK-3 compared to reported inhibitors. Optimization of a marginally selective hit led to analog 35 which displays a TASK-1 IC50=16 nM with 62-fold selectivity over TASK-3 in an orthogonal electrophysiology assay.