5-Ethylsulfanyl-2-nitrobenzoic acid | 107143-73-7

• 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: 5-Ethylsulfanyl-2-nitrobenzoic acid
• CAS: 107143-73-7
• 化学式: C₉H₉NO₄S
• 分子量: 227.241
• InChiKey: YNSNMEYQKOPLDR-UHFFFAOYSA-N

物化性质

• 沸点：
  412.9±40.0 °C(Predicted)
• 密度：
  1.42±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  108
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-Ethylsulfanyl-2-nitrobenzoic acid 在 sodium hydroxide 、 三氯化铁 、 2,4-滴二甲胺盐 、 sodium hydride 、 肼 作用下， 生成 6-ethylsulfanyl-4-hydroxy-N,1-dimethyl-2-oxo-N-phenylquinoline-3-carboxamide
  参考文献：
  名称：

  Synthesis and antinephritic activities of quinoline-3-carboxamides and related compounds

  摘要：

  A series of linomide-related quinoline-3-carboxamides and their analogues was prepared and evaluated for antinephritic activities. The 6-MeS derivative 7a was highly effective in two nephritis models, namely chronic graft-versus-host disease and autoimmune MRL/1 mice. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00671-0
• 作为产物：
  描述：

  硫酸二乙酯 、 5-氯-2-硝基苯甲酸 在 sodium sulfide 、 sodium hydroxide 作用下， 生成 5-Ethylsulfanyl-2-nitrobenzoic acid
  参考文献：
  名称：

  Synthesis and antinephritic activities of quinoline-3-carboxamides and related compounds

  摘要：

  A series of linomide-related quinoline-3-carboxamides and their analogues was prepared and evaluated for antinephritic activities. The 6-MeS derivative 7a was highly effective in two nephritis models, namely chronic graft-versus-host disease and autoimmune MRL/1 mice. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00671-0

文献信息

• Discovery of betrixaban (PRT054021), N-(5-chloropyridin-2-yl)-2-(4-(N,N-dimethylcarbamimidoyl)benzamido)-5-methoxybenzamide, a highly potent, selective, and orally efficacious factor Xa inhibitor
  作者：Penglie Zhang、Wenrong Huang、Lingyan Wang、Liang Bao、Zhaozhong J. Jia、Shawn M. Bauer、Erick A. Goldman、Gary D. Probst、Yonghong Song、Ting Su、Jingmei Fan、Yanhong Wu、Wenhao Li、John Woolfrey、Uma Sinha、Paul W. Wong、Susan T. Edwards、Ann E. Arfsten、Lane A. Clizbe、James Kanter、Anjali Pandey、Gary Park、Athiwat Hutchaleelaha、Joseph L. Lambing、Stanley J. Hollenbach、Robert M. Scarborough、Bing-Yan Zhu

  DOI：10.1016/j.bmcl.2009.02.111

  日期：2009.4

  Systematic SAR studies of in vitro factor Xa inhibitory activity around compound 1 were performed by modifying each of the three phenyl rings. A class of highly potent, selective, efficacious and orally bioavailable direct factor Xa inhibitors was discovered. These compounds were screened in hERG binding assays to examine the effects of substitution groups on the hERG channel affinity. From the leading compounds, betrixaban (compound 11, PRT054021) has been selected as the clinical candidate for development. (C) 2009 Elsevier Ltd. All rights reserved.
• Synthesis and antinephritic activities of quinoline-3-carboxamides and related compounds
  作者：Kiyoshi Tsuji、Glen W. Spears、Katsuya Nakamura、Takashi Tojo、Nobuo Seki、Aiko Sugiyama、Masaaki Matsuo

  DOI：10.1016/s0960-894x(01)00671-0

  日期：2002.1

  A series of linomide-related quinoline-3-carboxamides and their analogues was prepared and evaluated for antinephritic activities. The 6-MeS derivative 7a was highly effective in two nephritis models, namely chronic graft-versus-host disease and autoimmune MRL/1 mice. (C) 2001 Elsevier Science Ltd. All rights reserved.