Dimethyl thiocarbamic acid S-(4-bromo-6-methyl-8-oxo-5,6,7,8-tetrahydronaphthalen-1-yl)ester | 256222-40-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: Dimethyl thiocarbamic acid S-(4-bromo-6-methyl-8-oxo-5,6,7,8-tetrahydronaphthalen-1-yl)ester
• 英文别名: S-[(4-bromo-6-methyl-8-oxo-6,7-dihydro-5H-naphthalen-1-yl)] N,N-dimethylcarbamothioate
• CAS: 256222-40-9
• 化学式: C₁₄H₁₆BrNO₂S
• 分子量: 342.257
• InChiKey: JGQPRGXJQSLSMW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  62.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Dimethyl thiocarbamic acid S-(4-bromo-6-methyl-8-oxo-5,6,7,8-tetrahydronaphthalen-1-yl)ester 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 生成 5-Bromo-8-ethylthio-3-methyl-1,2,3,4-tetrahydronaphthalen-1-one
  参考文献：
  名称：

  3,4-Dihydronaphthalen-1(2H)-ones: novel ligands for the benzodiazepine site of α5-containing GABAA receptors

  摘要：

  A series of substituted 3,4-dihydronaphthalen-1(2H)-ones with high binding affinity for the benzodiazepine site of GABA(A) receptors containing the alpha5-subunit has been identified. These compounds have consistently higher binding affinity for the GABA(A) alpha5 receptor subtype over the other benzodiazepine-sensitive GABA(A) receptor subtypes (alpha1, alpha2 and alpha3). Compounds with a range of efficacies for the benzodiazepine site of alpha5-containing GABA(A) receptors were identified, including the alpha5 inverse agonist 3,3-dimethyl-8-methylthio-5-(pyridin-2-yl)-3,4-dihydronaphthalen-1(2H)-one 22 and the alpha5 agonist 8-ethylthio-3-methyl-5-(1-oxidopyridin-2-yl)-3,4-dihydronaphthalen-1(2H)-one 19. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.03.054
• 作为产物：
  描述：

  5-Brom-8-hydroxy-1-oxo-3-methyl-1.2.3.4-tetrahydro-naphthalin 在 三乙烯二胺 、 N,N-二甲基苯胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 Dimethyl thiocarbamic acid S-(4-bromo-6-methyl-8-oxo-5,6,7,8-tetrahydronaphthalen-1-yl)ester
  参考文献：
  名称：

  3,4-Dihydronaphthalen-1(2H)-ones: novel ligands for the benzodiazepine site of α5-containing GABAA receptors

  摘要：

  A series of substituted 3,4-dihydronaphthalen-1(2H)-ones with high binding affinity for the benzodiazepine site of GABA(A) receptors containing the alpha5-subunit has been identified. These compounds have consistently higher binding affinity for the GABA(A) alpha5 receptor subtype over the other benzodiazepine-sensitive GABA(A) receptor subtypes (alpha1, alpha2 and alpha3). Compounds with a range of efficacies for the benzodiazepine site of alpha5-containing GABA(A) receptors were identified, including the alpha5 inverse agonist 3,3-dimethyl-8-methylthio-5-(pyridin-2-yl)-3,4-dihydronaphthalen-1(2H)-one 22 and the alpha5 agonist 8-ethylthio-3-methyl-5-(1-oxidopyridin-2-yl)-3,4-dihydronaphthalen-1(2H)-one 19. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.03.054

文献信息

• 3,4-Dihydronaphthalen-1(2H)-ones: novel ligands for the benzodiazepine site of α5-containing GABAA receptors
  作者：Helen J. Szekeres、John R. Atack、Mark S. Chambers、Susan M. Cook、Alison J. Macaulay、Gopalan V. Pillai、Angus M. MacLeod

  DOI：10.1016/j.bmcl.2004.03.054

  日期：2004.6

  A series of substituted 3,4-dihydronaphthalen-1(2H)-ones with high binding affinity for the benzodiazepine site of GABA(A) receptors containing the alpha5-subunit has been identified. These compounds have consistently higher binding affinity for the GABA(A) alpha5 receptor subtype over the other benzodiazepine-sensitive GABA(A) receptor subtypes (alpha1, alpha2 and alpha3). Compounds with a range of efficacies for the benzodiazepine site of alpha5-containing GABA(A) receptors were identified, including the alpha5 inverse agonist 3,3-dimethyl-8-methylthio-5-(pyridin-2-yl)-3,4-dihydronaphthalen-1(2H)-one 22 and the alpha5 agonist 8-ethylthio-3-methyl-5-(1-oxidopyridin-2-yl)-3,4-dihydronaphthalen-1(2H)-one 19. (C) 2004 Elsevier Ltd. All rights reserved.