6-chloro-2-[4-(3-chloro-5-trifluoromethyl-pyridin-2-yl)-[1,4]diazepan-1-yl]-benzothiazole | 1148032-70-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 6-chloro-2-[4-(3-chloro-5-trifluoromethyl-pyridin-2-yl)-[1,4]diazepan-1-yl]-benzothiazole
• 英文别名: 6-Chloro-2-[4-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]-1,4-diazepan-1-yl]-1,3-benzothiazole
• CAS: 1148032-70-5
• 化学式: C₁₈H₁₅Cl₂F₃N₄S
• 分子量: 447.311
• InChiKey: CEKSSSHXNMRERX-UHFFFAOYSA-N

物化性质

• 沸点：
  541.1±60.0 °C(predicted)
• 密度：
  1.480±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  60.5
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  1-[3-氯-5-(三氟甲基)吡啶]-1,4-二氮杂庚烷 、 alkaline earth salt of/the/ methylsulfuric acid 在 sodium hexamethyldisilazane 作用下， 以 二甲基亚砜 为溶剂， 反应 18.0h， 生成 6-chloro-2-[4-(3-chloro-5-trifluoromethyl-pyridin-2-yl)-[1,4]diazepan-1-yl]-benzothiazole
  参考文献：
  名称：

  Aryl 1,4-diazepane compounds as potent and selective CB2 agonists: Optimization of drug-like properties and target independent parameters

  摘要：

  A high throughput screening campaign identified aryl 1,4-diazepane compounds as potent and selective cannabinoid receptor 2 agonists as compared to cannabinoid receptor 1. This class of compounds suffered from poor drug-like parameters as well as low microsomal stability and poor solubility. Structure-activity relationships are described with a focus on improving the drug-like parameters resulting in compounds with improved solubility and permeability. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.05.068

文献信息

• [EN] DIAZEPANE COMPOUNDS WHICH MODULATE THE CB2 RECEPTOR<br/>[FR] COMPOSÉS DE DIAZÉPANE QUI MODULENT LE RÉCEPTEUR CB2
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2009055357A1

  公开（公告）日：2009-04-30

  Compounds of formula (I) are disclosed. Compounds according to the invention bind to and are agonists, antagonists or inverse agonists of the CB2 receptor, and are useful for treating inflammation. Those compounds which are agonists are additionally useful for treating pain.

  公开了公式(I)的化合物。根据发明的化合物能够结合并成为CB2受体的激动剂、拮抗剂或反向激动剂，并且用于治疗炎症。其中作为激动剂的化合物还可额外用于治疗疼痛。
• Diazepane Compounds Which Modulate The CB2 Receptor
  申请人：Cirillo Pier Francesco

  公开号：US20100261708A1

  公开（公告）日：2010-10-14

  Compounds of formula (I) are disclosed. Compounds according to the invention bind to and are agonists, antagonists or inverse agonists of the CB2 receptor, and are useful for treating inflammation. Those compounds which are agonists are additionally useful for treating pain.

  公开了化学式（I）的化合物。发明的化合物与CB2受体结合并作为激动剂、拮抗剂或反向激动剂，对治疗炎症有用。那些作为激动剂的化合物还可用于治疗疼痛。
• DIAZEPANE COMPOUNDS WHICH MODULATE THE CB2 RECEPTOR
  申请人：Boehringer Ingelheim International GmbH

  公开号：EP2215080A1

  公开（公告）日：2010-08-11
• Aryl 1,4-diazepane compounds as potent and selective CB2 agonists: Optimization of drug-like properties and target independent parameters
  作者：Renée Zindell、Edward R. Walker、John Scott、Patricia Amouzegh、Lifen Wu、Monika Ermann、David Thomson、Micheal B. Fisher、Cody Lee Fullenwider、Heather Grbic、Paul Kaplita、Brian Linehan、Mita Patel、Monica Patel、Sabine Löbbe、Svenja Block、Claudia Albrecht、Mark J. Gemkow、Daw-Tsun Shih、Doris Riether

  DOI：10.1016/j.bmcl.2011.05.068

  日期：2011.7

  A high throughput screening campaign identified aryl 1,4-diazepane compounds as potent and selective cannabinoid receptor 2 agonists as compared to cannabinoid receptor 1. This class of compounds suffered from poor drug-like parameters as well as low microsomal stability and poor solubility. Structure-activity relationships are described with a focus on improving the drug-like parameters resulting in compounds with improved solubility and permeability. (C) 2011 Elsevier Ltd. All rights reserved.