1-Naphthalen-1-yl-cyclohexanecarboxylic acid | 59725-65-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-Naphthalen-1-yl-cyclohexanecarboxylic acid
• 英文别名: 1-Naphthalen-1-ylcyclohexane-1-carboxylic acid
• CAS: 59725-65-4
• 化学式: C₁₇H₁₈O₂
• 分子量: 254.329
• InChiKey: VHTBJHGOAIPRFP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-Naphthalen-1-yl-cyclohexanecarboxylic acid 在 N-甲基吗啉 、 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 氨 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 1-Naphthalen-1-ylcyclohexane-1-carboxamide
  参考文献：
  名称：

  Discovery of N-methyl-1-(1-phenylcyclohexyl)methanamine, a novel triple serotonin, norepinephrine, and dopamine reuptake inhibitor

  摘要：

  The current work discloses a novel cyclohexylarylamine chemotype with potent inhibition of the serotonin, norepinephrine, and dopamine transporters and potential for treatment of major depressive disorder. Optimized compounds 1 (SERT, NET, DAT, IC50 = 169, 85, 21 nM) and 42 (SERT, NET, DAT IC50 = 34, 295, 90 nM) were highly brain penetrant, active in vivo in the mouse tail suspension test at 30 mpk po and were not general motor stimulants. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.016
• 作为产物：
  描述：

  1-萘乙腈 在 sodium hydride 、 sodium hydroxide 作用下， 以 二甲基亚砜 、 1,3-丙二醇 为溶剂， 生成 1-Naphthalen-1-yl-cyclohexanecarboxylic acid
  参考文献：
  名称：

  Discovery of N-methyl-1-(1-phenylcyclohexyl)methanamine, a novel triple serotonin, norepinephrine, and dopamine reuptake inhibitor

  摘要：

  The current work discloses a novel cyclohexylarylamine chemotype with potent inhibition of the serotonin, norepinephrine, and dopamine transporters and potential for treatment of major depressive disorder. Optimized compounds 1 (SERT, NET, DAT, IC50 = 169, 85, 21 nM) and 42 (SERT, NET, DAT IC50 = 34, 295, 90 nM) were highly brain penetrant, active in vivo in the mouse tail suspension test at 30 mpk po and were not general motor stimulants. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.016

文献信息

• MNDZHOYAN A. L.; BADALYAN V. E.; SAMODUROVA A. G., AJKAKAN KIMIAKAN AMSAGIR, ARM. XIM. ZH. <AUKZ-AN>, 1976, 29, HO 2, 194-19+
  作者：MNDZHOYAN A. L.、 BADALYAN V. E.、 SAMODUROVA A. G.

  DOI：——

  日期：——
• Discovery of N-methyl-1-(1-phenylcyclohexyl)methanamine, a novel triple serotonin, norepinephrine, and dopamine reuptake inhibitor
  作者：Liming Shao、Michael C. Hewitt、Fengjiang Wang、Scott C. Malcolm、Jianguo Ma、John E. Campbell、Una C. Campbell、Sharon R. Engel、Nancy A. Spicer、Larry W. Hardy、Rudy Schreiber、Kerry L. Spear、Mark A. Varney

  DOI：10.1016/j.bmcl.2011.01.016

  日期：2011.3

  The current work discloses a novel cyclohexylarylamine chemotype with potent inhibition of the serotonin, norepinephrine, and dopamine transporters and potential for treatment of major depressive disorder. Optimized compounds 1 (SERT, NET, DAT, IC50 = 169, 85, 21 nM) and 42 (SERT, NET, DAT IC50 = 34, 295, 90 nM) were highly brain penetrant, active in vivo in the mouse tail suspension test at 30 mpk po and were not general motor stimulants. (C) 2011 Elsevier Ltd. All rights reserved.