(6,7,8,9-tetrahydro-5H-benzo[7]annulen-2-yl)methanol | 65898-50-2

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: (6,7,8,9-tetrahydro-5H-benzo[7]annulen-2-yl)methanol
• 英文别名: 3,4-Pentamethylen-benzylalkohol, Benzosuberyl-carbinol；3,4-Pentamethylen-benzylalkohol；6,7,8,9-tetrahydro-5H-benzo[7]annulen-3-ylmethanol
• CAS: 65898-50-2
• 化学式: C₁₂H₁₆O
• 分子量: 176.258
• InChiKey: YXWYOJOGYFWXGX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (6,7,8,9-tetrahydro-5H-benzo[7]annulen-2-yl)methanol 在 哌啶 、 吡啶 、 Py*HClCrO₃ 作用下， 生成 (E)-3-(6,7,8,9-tetrahydro-5H-benzo[7]annulen-3-yl)prop-2-enoic acid
  参考文献：
  名称：

  Chloromethylation of ortho-disubstituted benzenes. A simple preparation of some useful .alpha. isomers of indan, tetralin, and benzosuberane

  摘要：

  DOI：

  10.1021/jo00405a018
• 作为产物：
  描述：

  6,7,8,9-tetrahydro-5H-benzo[7]annulene 在 N-碘代丁二酰亚胺 、 lithium aluminium tetrahydride 、 溶剂黄146 、 potassium hydroxide 作用下， 以 四氢呋喃 、 水 、 异丙醇 为溶剂， 反应 25.0h， 生成 (6,7,8,9-tetrahydro-5H-benzo[7]annulen-2-yl)methanol
  参考文献：
  名称：

  Discovery of Benzocycloalkane Derivatives Efficiently Blocking Bacterial Virulence for the Treatment of Methicillin-Resistant S. aureus (MRSA) Infections by Targeting Diapophytoene Desaturase (CrtN)

  摘要：

  Antivirulence strategies are now attracting interest for the inherent mechanism of action advantages. In our previous work, diapophytoene desaturase (CrtN) was identified to be an attractive and drugable target for fighting pigmented S. aureus infections. In this research, we developed a series of effective benzocycloalkane-derived CrtN inhibitors with submicromolar IC50. Analogue 8 blocked the pigment biosynthesis of three MRSA strains with a nanomolar IC50 value. Corresponding to its mode of action, 8 did not function as a bactericidal agent. 8 could sensitize S. aureus to immune clearance. In vivo, 8 was proven to be efficacious in an S. aureus Newman sepsis model and abscess formation model. For two typical MRSAs,. USA400 MW2 and Mu50, 8 significantly decreased the staphylococcal loads in the liver and kidneys. Moreover, 8 showed minimal antifungal activity compared to that of NTF. In summary, 8 has the potential to be developed as a therapeutic drug, especially against intractable MRSA issues.

  DOI：

  10.1021/acs.jmedchem.6b00122

文献信息

• Tetrahydrobenzazepines and their use in the modulation of the dopamine d3 receptor
  申请人：Braje Wilfried

  公开号：US20090105224A1

  公开（公告）日：2009-04-23

  The invention relates to tetrahydrobenzazepines of the general formula I in which the variables Ar, A, B, Y, R 1 and R 2 have the meanings indicated in claim 1, as well as the N-oxides of these compounds, the physiologically tolerated acid addition salts of these compounds and the physiologically tolerated acid addition salts of the N-oxides. The invention also relates to a pharmaceutical composition that comprises at least one tetrahydrobenzazepine compound of the formula I, the physically tolerated acid addition salt of I, the N-oxide of compound of the formula I and/or the physically tolerated acid addition salts of the N-oxides of I, and further to the use of a compound according to the present invention for treating disorders that respond beneficially to dopamine D 3 receptor antagonists or dopamine D 3 agonists. The compounds according to the invention are preferably useful for the treatment of disorders of the central nervous system such as schizophrenia and depression and for the treatment of renal function disorders.

  本发明涉及一般式I的四氢苯并氮平类化合物，其中变量Ar、A、B、Y、R1和R2具有权利要求书中所示的含义，以及这些化合物的N-氧化物、生理耐受酸盐和N-氧化物的生理耐受酸盐。本发明还涉及一种药物组合物，包括至少一种式I的四氢苯并氮平化合物、I的生理耐受酸盐、式I的化合物的N-氧化物和/或I的N-氧化物的生理耐受酸盐，以及根据本发明使用化合物治疗对多巴胺D3受体拮抗剂或多巴胺D3激动剂有益反应的疾病。本发明的化合物通常用于治疗中枢神经系统的疾病，如精神分裂症和抑郁症，以及肾功能障碍的治疗。
• US8207160B2
  申请人：——

  公开号：US8207160B2

  公开（公告）日：2012-06-26
• Discovery of Benzocycloalkane Derivatives Efficiently Blocking Bacterial Virulence for the Treatment of Methicillin-Resistant <i>S. aureus</i> (MRSA) Infections by Targeting Diapophytoene Desaturase (CrtN)
  作者：Youxin Wang、Hongxia Di、Feifei Chen、Yong Xu、Qiang Xiao、Xuehai Wang、Hanwen Wei、Yanli Lu、Lingling Zhang、Jin Zhu、Lefu Lan、Jian Li

  DOI：10.1021/acs.jmedchem.6b00122

  日期：2016.5.26

  Antivirulence strategies are now attracting interest for the inherent mechanism of action advantages. In our previous work, diapophytoene desaturase (CrtN) was identified to be an attractive and drugable target for fighting pigmented S. aureus infections. In this research, we developed a series of effective benzocycloalkane-derived CrtN inhibitors with submicromolar IC50. Analogue 8 blocked the pigment biosynthesis of three MRSA strains with a nanomolar IC50 value. Corresponding to its mode of action, 8 did not function as a bactericidal agent. 8 could sensitize S. aureus to immune clearance. In vivo, 8 was proven to be efficacious in an S. aureus Newman sepsis model and abscess formation model. For two typical MRSAs,. USA400 MW2 and Mu50, 8 significantly decreased the staphylococcal loads in the liver and kidneys. Moreover, 8 showed minimal antifungal activity compared to that of NTF. In summary, 8 has the potential to be developed as a therapeutic drug, especially against intractable MRSA issues.
• Chloromethylation of ortho-disubstituted benzenes. A simple preparation of some useful .alpha. isomers of indan, tetralin, and benzosuberane
  作者：Robert H. Wightman、David E. Laycock

  DOI：10.1021/jo00405a018

  日期：1978.5