4-(ethyl)phenyl chloroformate | 68622-08-2

• 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: 4-(ethyl)phenyl chloroformate
• 英文别名: p-Ethylphenyl-chlorformat；4-Ethylphenyl chloroformate；(4-ethylphenyl) carbonochloridate
• CAS: 68622-08-2
• 化学式: C₉H₉ClO₂
• 分子量: 184.622
• InChiKey: DBCVMTMQKDXRTK-UHFFFAOYSA-N

物化性质

• 沸点：
  229.5±19.0 °C(Predicted)
• 密度：
  1.192±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  12
• 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：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(ethyl)phenyl chloroformate 、 N-phenyl-4-methoxyphenylsulfonhydrazide 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 以44%的产率得到N-phenyl-N'-(4-ethylphenoxycarbonyl)-4-methoxyphenylsulfonhydrazide
  参考文献：
  名称：

  Hit-to-lead optimization of phenylsulfonyl hydrazides for a potent suppressor of PGE2 production: Synthesis, biological activity, and molecular docking study

  摘要：

  Preliminary hit-to-lead optimization of a novel series of phenylsulfonyl hydrazide derivatives, which were derived from the high throughput screening hit compound 1 (IC50 = 5700 nM against PGE(2) production), for a potent suppressor of PGE(2) production is described. Subsequent optimization led to the identification of the potent lead compound 8n with IC50 values of 4.5 and 6.9 nM, respectively, against LPS-induced PGE(2) production and NO production in RAW 264.7 macrophage cells. In addition, 8n was about 30- and > 150-fold more potent against mPGES-1 enzyme in a cell-free assay (IC50 = 70 nM) than MK-886 and hit compound 1, respectively. Molecular docking suggests that compound 8n could inhibit PGE2 production by blocking the PGH(2) binding site of human mPGES-1 enzyme. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.11.024
• 作为产物：
  描述：

  4-乙基苯酚 、 三光气 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以98%的产率得到4-(ethyl)phenyl chloroformate
  参考文献：
  名称：

  Hit-to-lead optimization of phenylsulfonyl hydrazides for a potent suppressor of PGE2 production: Synthesis, biological activity, and molecular docking study

  摘要：

  Preliminary hit-to-lead optimization of a novel series of phenylsulfonyl hydrazide derivatives, which were derived from the high throughput screening hit compound 1 (IC50 = 5700 nM against PGE(2) production), for a potent suppressor of PGE(2) production is described. Subsequent optimization led to the identification of the potent lead compound 8n with IC50 values of 4.5 and 6.9 nM, respectively, against LPS-induced PGE(2) production and NO production in RAW 264.7 macrophage cells. In addition, 8n was about 30- and > 150-fold more potent against mPGES-1 enzyme in a cell-free assay (IC50 = 70 nM) than MK-886 and hit compound 1, respectively. Molecular docking suggests that compound 8n could inhibit PGE2 production by blocking the PGH(2) binding site of human mPGES-1 enzyme. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.11.024

文献信息

• [EN] RHO KINASE INHIBITORS<br/>[FR] INHIBITEURS DE LA RHO KINASE
  申请人：SURFACE LOGIX INC

  公开号：WO2010104851A1

  公开（公告）日：2010-09-16

  The present invention relates to inhibitors of ROCK1 and ROCK2, which may be selective for ROCK2, and methods of modulating the pharmacokinetic and/or pharmacodynamic properties of such compounds. Also provided are methods of inhibiting ROCK1 and/or ROCK2. Also provided are treatments combining inhibitors of ROCK1 and/or ROCK2 with statins.

  本发明涉及ROCK1和ROCK2的抑制剂，可能对ROCK2具有选择性，并且调节这些化合物的药代动力学和/或药效学特性的方法。还提供了抑制ROCK1和/或ROCK2的方法。还提供了将ROCK1和/或ROCK2的抑制剂与他汀类药物结合治疗的方法。
• Hit-to-lead optimization of phenylsulfonyl hydrazides for a potent suppressor of PGE2 production: Synthesis, biological activity, and molecular docking study
  作者：Minju Kim、Sunhoe Lee、Eun Beul Park、Kwang Jong Kim、Hwi Ho Lee、Ji-Sun Shin、Katrin Fischer、Andreas Koeberle、Oliver Werz、Kyung-Tae Lee、Jae Yeol Lee

  DOI：10.1016/j.bmcl.2015.11.024

  日期：2016.1

  Preliminary hit-to-lead optimization of a novel series of phenylsulfonyl hydrazide derivatives, which were derived from the high throughput screening hit compound 1 (IC50 = 5700 nM against PGE(2) production), for a potent suppressor of PGE(2) production is described. Subsequent optimization led to the identification of the potent lead compound 8n with IC50 values of 4.5 and 6.9 nM, respectively, against LPS-induced PGE(2) production and NO production in RAW 264.7 macrophage cells. In addition, 8n was about 30- and > 150-fold more potent against mPGES-1 enzyme in a cell-free assay (IC50 = 70 nM) than MK-886 and hit compound 1, respectively. Molecular docking suggests that compound 8n could inhibit PGE2 production by blocking the PGH(2) binding site of human mPGES-1 enzyme. (C) 2015 Elsevier Ltd. All rights reserved.