(3',5'-dichloro-2,6-dimethoxybiphenyl-4-yl)(phenyl)methanone | 1054451-02-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (3',5'-dichloro-2,6-dimethoxybiphenyl-4-yl)(phenyl)methanone
• 英文别名: [4-(3,5-Dichlorophenyl)-3,5-dimethoxyphenyl]-phenylmethanone
• CAS: 1054451-02-3
• 化学式: C₂₁H₁₆Cl₂O₃
• 分子量: 387.262
• InChiKey: IGHHHCKBGABZIT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (3',5'-dichloro-2,6-dimethoxybiphenyl-4-yl)(phenyl)methanone 、 Dimethylzinc 在 四氯化钛 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 生成 3',5'-dichloro-2,6-dimethoxy-4-(2-phenylpropan-2-yl)biphenyl
  参考文献：
  名称：

  Design and synthesis of novel tri-aryl CB2 selective cannabinoid ligands

  摘要：

  A novel series of cannabinoid ligands with a structurally unique tri-aryl core has been designed, synthesized and assayed. Receptor binding assays show that these compounds possess CB2 receptor sub-type selectivity with binding affinities ranging from 1.07 (+/-0.05) for 7 to 4.77 (+/-0.57) nM for 6. The selectivity of the compounds was enhanced 9-600-fold for the CB2 receptor over the CB1 receptor. The results of our present study identify a novel, highly selective cannabinoid scaffold with a non-classical core. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.01.100
• 作为产物：
  描述：

  C₂₁H₁₈Cl₂O₃ 在 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 生成 (3',5'-dichloro-2,6-dimethoxybiphenyl-4-yl)(phenyl)methanone
  参考文献：
  名称：

  Design and synthesis of novel tri-aryl CB2 selective cannabinoid ligands

  摘要：

  A novel series of cannabinoid ligands with a structurally unique tri-aryl core has been designed, synthesized and assayed. Receptor binding assays show that these compounds possess CB2 receptor sub-type selectivity with binding affinities ranging from 1.07 (+/-0.05) for 7 to 4.77 (+/-0.57) nM for 6. The selectivity of the compounds was enhanced 9-600-fold for the CB2 receptor over the CB1 receptor. The results of our present study identify a novel, highly selective cannabinoid scaffold with a non-classical core. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.01.100

文献信息

• Tri-aryl/heteroaromatic cannabinoids and use thereof
  申请人：Moore Bob M.

  公开号：US20080234293A1

  公开（公告）日：2008-09-25

  Cannabinoid derivatives according to formula (I) are disclosed wherein, X, Y, R 1 , R 2 , and W can have the definitions provided herein. Without limitation, use of such compounds, their salts or pro-drug, or compositions containing the compounds, salts, or pro-drug, to modify the activity of CB1 and CB2 receptors and treat conditions mediated by these receptors.

  根据公式（I）披露了大麻素衍生物，其中，X、Y、R1、R2和W可以具有此处提供的定义。无限制地使用这些化合物、它们的盐或前药，或含有这些化合物、盐或前药的组合物，以修改CB1和CB2受体的活性，并治疗由这些受体介导的疾病。
• Tri-Aryl/Heteroaromatic Cannabinoids and Use Thereof
  申请人：Moore, II Bob M.

  公开号：US20110207748A1

  公开（公告）日：2011-08-25

  Cannabinoid derivatives according to formula (I) are disclosed wherein, X, Y, R 1 , R 2 , and W can have the definitions provided herein. Without limitation, use of such compounds, their salts or pro-drug, or compositions containing the compounds, salts, or pro-drug, to modify the activity of CB1 and CB2 receptors and treat conditions mediated by these receptors.

  公开了公式（I）所示的大麻素衍生物，其中X，Y，R1，R2和W可以具有此处提供的定义。无限制地使用这些化合物，它们的盐或前药，或含有这些化合物，盐或前药的组合物，以修改CB1和CB2受体的活性并治疗由这些受体介导的疾病。
• EP2131655B1
  申请人：——

  公开号：EP2131655B1

  公开（公告）日：2014-05-07
• TRI-ARYL/HETEROAROMATIC CANNABINOIDS AND USE THEREOF
  申请人：The University of Tennessee Research Foundation

  公开号：EP2131655A2

  公开（公告）日：2009-12-16
• US7888365B2
  申请人：——

  公开号：US7888365B2

  公开（公告）日：2011-02-15