3-(Hydroxymethyl)-6,7-dimethoxy-3,4-dihydronaphthalen-1(2H)-one | 676139-07-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 3-(Hydroxymethyl)-6,7-dimethoxy-3,4-dihydronaphthalen-1(2H)-one
• 英文别名: 3-(hydroxymethyl)-6,7-dimethoxy-3,4-dihydro-2H-naphthalen-1-one
• CAS: 676139-07-4
• 化学式: C₁₃H₁₆O₄
• 分子量: 236.268
• InChiKey: SDICJRVBVQKPMT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(Hydroxymethyl)-6,7-dimethoxy-3,4-dihydronaphthalen-1(2H)-one 在 lithium hydroxide 、 Pseudomonas fluorescens lipase on Celite(R) 作用下， 反应 0.6h， 生成 (S)-3-(hydroxymethyl)-6,7-dimethoxy-1,2,3,4-tetrahydronaphthalen-1-one
  参考文献：
  名称：

  Chemoenzymatic synthesis and binding affinity of novel (R)- and (S)-3-aminomethyl-1-tetralones, potential atypical antipsychotics

  摘要：

  A series of (R)- and (S)-3-aminomethyl-1-tetralones, conformationally constrained analogues of haloperidol, have been obtained by enzymatic resolution of the corresponding racemic 3-hydroxymethyl-1-tetralones using Pseudomonasfluorescens lipase. Their binding affinities at dopamine D-2 and serotonin 5-HT2A and 5-HT2C receptors were determined showing in some cases an atypical antipsychotic profile with Meltzer's ratio higher than 1.30. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.11.064

文献信息

• Chemoenzymatic synthesis and binding affinity of novel (R)- and (S)-3-aminomethyl-1-tetralones, potential atypical antipsychotics
  作者：Yolanda Caro、Marı́a Torrado、Christian F. Masaguer、Enrique Raviña、Fernando Padı́n、José Brea、Marı́a I. Loza

  DOI：10.1016/j.bmcl.2003.11.064

  日期：2004.2

  A series of (R)- and (S)-3-aminomethyl-1-tetralones, conformationally constrained analogues of haloperidol, have been obtained by enzymatic resolution of the corresponding racemic 3-hydroxymethyl-1-tetralones using Pseudomonasfluorescens lipase. Their binding affinities at dopamine D-2 and serotonin 5-HT2A and 5-HT2C receptors were determined showing in some cases an atypical antipsychotic profile with Meltzer's ratio higher than 1.30. (C) 2003 Elsevier Ltd. All rights reserved.