2-chloro-N-(9-hydroxy-5,6,8,9,10,11-hexahydro-7H-5,9:7,11-dimethanobenzo[9]annulen-7-yl)acetamide | 1607472-72-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 2-chloro-N-(9-hydroxy-5,6,8,9,10,11-hexahydro-7H-5,9:7,11-dimethanobenzo[9]annulen-7-yl)acetamide
• 英文别名: 2-chloro-N-(12-hydroxy-10-tetracyclo[8.3.1.18,12.02,7]pentadeca-2,4,6-trienyl)acetamide
• CAS: 1607472-72-9
• 化学式: C₁₇H₂₀ClNO₂
• 分子量: 305.804
• InChiKey: OZCDDYBOFABVLJ-UHFFFAOYSA-N

物化性质

• 熔点：
  184-185 °C
• 沸点：
  524.2±50.0 °C(predicted)
• 密度：
  1.33±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-chloro-N-(9-hydroxy-5,6,8,9,10,11-hexahydro-7H-5,9:7,11-dimethanobenzo[9]annulen-7-yl)acetamide 在 二乙胺基三氟化硫 、 hydrochloric acid diethyl ether 、 溶剂黄146 、 硫脲 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 9-fluoro-5,6,8,9,10,11-hexahydro-7H-5,9:7,11-dimethanobenzo[9]annulen-7-amine hydrochloride
  参考文献：
  名称：

  Antibacterial activity of novel benzopolycyclic amines

  摘要：

  Staphylococcus aureus, especially strains resistant to multiple antibiotics, is a major pathogen for humans and animals. In this paper we have synthesized and evaluated the antibacterial activity of a new series of benzopolycyclic amines. Some of them exhibited mu M MIC values against Staphylococcus aureus and other bacteria, including methicillin-resistant S. aureus MRSA. Compound 8 that displayed a good selectivity index, showed to be active in eliminating bacterial cells forming a preexisting biofilm. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.11.041
• 作为产物：
  描述：

  氯乙腈 、 11-methylene-5,6,8,9-tetrahydro-5,9-propano-7H-benzocyclohepten-7-one 在 硫酸 作用下， 生成 2-chloro-N-(9-hydroxy-5,6,8,9,10,11-hexahydro-7H-5,9:7,11-dimethanobenzo[9]annulen-7-yl)acetamide
  参考文献：
  名称：

  Antibacterial activity of novel benzopolycyclic amines

  摘要：

  Staphylococcus aureus, especially strains resistant to multiple antibiotics, is a major pathogen for humans and animals. In this paper we have synthesized and evaluated the antibacterial activity of a new series of benzopolycyclic amines. Some of them exhibited mu M MIC values against Staphylococcus aureus and other bacteria, including methicillin-resistant S. aureus MRSA. Compound 8 that displayed a good selectivity index, showed to be active in eliminating bacterial cells forming a preexisting biofilm. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.11.041

文献信息

• Novel benzopolycyclic amines with NMDA receptor antagonist activity
  作者：Elena Valverde、Francesc X. Sureda、Santiago Vázquez

  DOI：10.1016/j.bmc.2014.03.025

  日期：2014.5

  A new series of benzopolycyclic amines active as NMDA receptor antagonists were synthesized. Most of them exhibited increased activity compared with related analogues previously published. All the tested compounds were more potent than clinically approved amantadine and one of them displayed a lower IC50 value than memantine, an anti-Alzheimer's approved drug. (C) 2014 Elsevier Ltd. All rights reserved.