5-溴-3,4-二氢-8-羟基-1(2H)-萘酮 | 101819-51-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 中文名称: 5-溴-3,4-二氢-8-羟基-1(2H)-萘酮
• 英文名称: 5-bromo-8-hydroxy-1,2,3,4-tetrahydro-1-naphthalenone
• 英文别名: 5-Brom-8-hydroxy-1,2,3,4-tetrahydro-1-naphthalinon；5-Bromo-8-hydroxy-3,4-dihydronaphthalen-1(2H)-one；5-bromo-8-hydroxy-3,4-dihydro-2H-naphthalen-1-one
• CAS: 101819-51-6
• 化学式: C₁₀H₉BrO₂
• 分子量: 241.084
• InChiKey: QALFVVUGULYHSN-UHFFFAOYSA-N

物化性质

• 沸点：
  385.8±42.0 °C(Predicted)
• 密度：
  1.635±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 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：

  5-溴-3,4-二氢-8-羟基-1(2H)-萘酮 在 溴 作用下， 以 溶剂黄146 为溶剂， 反应 1.0h， 以72%的产率得到5,7-Dibrom-8-hydroxy-1,2,3,4-tetrahydro-1-naphthalinon
  参考文献：
  名称：

  Pudleiner, Heinz; Laatsch, Hartmut, Liebigs Annalen der Chemie, 1990, # 5, p. 423 - 432

  摘要：

  DOI：
• 作为产物：
  描述：

  5-溴-3,4-二氢-8-甲氧基-1(2H)-萘酮 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 生成 5-溴-3,4-二氢-8-羟基-1(2H)-萘酮
  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

• [EN] 1,2,4-TRIAZINE-3,5(2H,4H)-DIKETONE COMPOUND AND APPLICATION THEREOF<br/>[FR] COMPOSÉ DE 1,2,4-TRIAZINE-3,5-(2H,4H)-DICÉTONE ET SON UTILISATION<br/>[ZH] 1,2,4-三嗪-3,5(2H,4H)-二酮类化合物及其应用
  申请人：MEDSHINE DISCOVERY INC

  公开号：WO2022053028A1

  公开（公告）日：2022-03-17

  公开了一系列1,2,4-三嗪-3,5(2H,4H)-二酮类化合物及其应用，具体公开了式(III)所示化合物及其药学上可接受的盐
• Horaguchi, Takaaki; Yagoh, Hiroaki; Tanemura, Kiyoshi, Journal of Heterocyclic Chemistry, 1986, vol. 23, p. 657 - 663
  作者：Horaguchi, Takaaki、Yagoh, Hiroaki、Tanemura, Kiyoshi、Suzuki, Tsuneo

  DOI：——

  日期：——
• PUDLEINER, HEINZ;LAATSCH, HARTMUT, LIEBIGS ANN. CHEM.,(1990) N, C. 423-432
  作者：PUDLEINER, HEINZ、LAATSCH, HARTMUT

  DOI：——

  日期：——
• 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.
• Pudleiner, Heinz; Laatsch, Hartmut, Liebigs Annalen der Chemie, 1990, # 5, p. 423 - 432
  作者：Pudleiner, Heinz、Laatsch, Hartmut

  DOI：——

  日期：——