3-[[[4-(2-氯苯氧基)-1-哌啶基]羰基]氨基]苯甲酸 | 1058702-87-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 3-[[[4-(2-氯苯氧基)-1-哌啶基]羰基]氨基]苯甲酸
• 中文别名: 3-(4-(2-氯苯氧基)哌啶-1-甲酰氨基)苯甲酸
• 英文名称: 3-(4-(2-Chlorophenoxy)piperidine-1-carboxamido)benzoic acid
• 英文别名: 3-[[4-(2-chlorophenoxy)piperidine-1-carbonyl]amino]benzoic acid
• CAS: 1058702-87-6
• 化学式: C₁₉H₁₉ClN₂O₄
• 分子量: 374.824
• InChiKey: KTLSGYCNUNMYAW-UHFFFAOYSA-N

物化性质

• 沸点：
  624.5±55.0 °C(Predicted)
• 密度：
  1.387±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  78.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-[[[4-(2-氯苯氧基)-1-哌啶基]羰基]氨基]苯甲酸 在 氨 、 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 N-[3-(aminocarbonyl)phenyl]-4-(2-chlorophenoxy)piperidine-1-carboxamide
  参考文献：
  名称：

  Discovery of piperidine-aryl urea-based stearoyl-CoA desaturase 1 inhibitors

  摘要：

  A series of structurally novel stearoyl-CoA desaturase1 (SCD1) inhibitors has been identified via molecular scaffold manipulation. Preliminary structure-activity relationship (SAR) studies led to the discovery of potent, and orally bioavailable piperidine-aryl urea-based SCD1 inhibitors. 4-(2-Chlorophenoxy)-N-[3-(methyl carbamoyl)phenyl]piperidine-1-carboxamide 4c exhibited robust in vivo activity with dose-dependent desaturation index lowering effects. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.06.088
• 作为产物：
  描述：

  3-[[4-(2-氯苯氧基)哌啶-1-羰基]氨基]苯甲酸乙酯 在 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 16.0h， 以87%的产率得到3-[[[4-(2-氯苯氧基)-1-哌啶基]羰基]氨基]苯甲酸
  参考文献：
  名称：

  Discovery of piperidine-aryl urea-based stearoyl-CoA desaturase 1 inhibitors

  摘要：

  A series of structurally novel stearoyl-CoA desaturase1 (SCD1) inhibitors has been identified via molecular scaffold manipulation. Preliminary structure-activity relationship (SAR) studies led to the discovery of potent, and orally bioavailable piperidine-aryl urea-based SCD1 inhibitors. 4-(2-Chlorophenoxy)-N-[3-(methyl carbamoyl)phenyl]piperidine-1-carboxamide 4c exhibited robust in vivo activity with dose-dependent desaturation index lowering effects. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.06.088

文献信息

• Discovery of piperidine-aryl urea-based stearoyl-CoA desaturase 1 inhibitors
  作者：Zhili Xin、Hongyu Zhao、Michael D. Serby、Bo Liu、Mei Liu、Bruce G. Szczepankiewicz、Lissa T.J. Nelson、Harriet T. Smith、Tom S. Suhar、Rich S. Janis、Ning Cao、Heidi S. Camp、Christine A. Collins、Hing L. Sham、Teresa K. Surowy、Gang Liu

  DOI：10.1016/j.bmcl.2008.06.088

  日期：2008.8

  A series of structurally novel stearoyl-CoA desaturase1 (SCD1) inhibitors has been identified via molecular scaffold manipulation. Preliminary structure-activity relationship (SAR) studies led to the discovery of potent, and orally bioavailable piperidine-aryl urea-based SCD1 inhibitors. 4-(2-Chlorophenoxy)-N-[3-(methyl carbamoyl)phenyl]piperidine-1-carboxamide 4c exhibited robust in vivo activity with dose-dependent desaturation index lowering effects. (c) 2008 Elsevier Ltd. All rights reserved.