3-{2-[2-(5-bromo-2-methoxy-phenyl)-ethyl]-3-chloro-phenyl}-5,6,7,7a-tetrahydro-1H-pyrrolo[1,2-c]imidazole | 685126-24-3

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 3-{2-[2-(5-bromo-2-methoxy-phenyl)-ethyl]-3-chloro-phenyl}-5,6,7,7a-tetrahydro-1H-pyrrolo[1,2-c]imidazole
• 英文别名: 3-[2-[2-(5-bromo-2-methoxyphenyl)ethyl]-3-chlorophenyl]-5,6,7,7a-tetrahydro-1H-pyrrolo[1,2-c]imidazole
• CAS: 685126-24-3
• 化学式: C₂₁H₂₂BrClN₂O
• 分子量: 433.775
• InChiKey: ZKHYTXKXLRHDTD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  24.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-{2-[2-(5-bromo-2-methoxy-phenyl)-ethyl]-3-chloro-phenyl}-5,6,7,7a-tetrahydro-1H-pyrrolo[1,2-c]imidazole 在 barium permanganate 作用下， 以 二氯甲烷 为溶剂， 生成 3-{2-[2-(5-Bromo-2-methoxy-phenyl)-ethyl]-3-chloro-phenyl}-6,7-dihydro-5H-pyrrolo[1,2-c]imidazole
  参考文献：
  名称：

  Synthesis and biological evaluation of imidazole-based small molecule antagonists of the melanocortin 4 receptor (MC4-R)

  摘要：

  A novel series of imidazole-based small molecule antagonists of the melanocortin 4 receptor (MC4-R) is reported. Members of this series have been identified, which exhibit sub-micromolar binding affinity for the MC4-R, functional potency <100nM, and good oral exposure in rat. Antagonists of the MC4-R are potentially useful in the therapeutic treatment of involuntary weight loss due to advanced age or disease (e.g. cancer or AIDS), an area of large, unmet medical need. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.05.003
• 作为产物：
  描述：

  吡咯烷-2-甲胺 、 2-[2-(5-Bromo-2-methoxy-phenyl)-ethyl]-3-chloro-benzonitrile 在 硫化氢 作用下， 生成 3-{2-[2-(5-bromo-2-methoxy-phenyl)-ethyl]-3-chloro-phenyl}-5,6,7,7a-tetrahydro-1H-pyrrolo[1,2-c]imidazole
  参考文献：
  名称：

  Synthesis and biological evaluation of imidazole-based small molecule antagonists of the melanocortin 4 receptor (MC4-R)

  摘要：

  A novel series of imidazole-based small molecule antagonists of the melanocortin 4 receptor (MC4-R) is reported. Members of this series have been identified, which exhibit sub-micromolar binding affinity for the MC4-R, functional potency <100nM, and good oral exposure in rat. Antagonists of the MC4-R are potentially useful in the therapeutic treatment of involuntary weight loss due to advanced age or disease (e.g. cancer or AIDS), an area of large, unmet medical need. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.05.003

文献信息

• Melanocortin-4 receptor binding compounds and methods of use thereof
  申请人：Millennium Pharmaceuticals, Inc.

  公开号：US20040082779A1

  公开（公告）日：2004-04-29

  Provided are MC4-R binding compounds of the formula XVII: 1 wherein L 2 is a linker group, and P 1 , P 2 , P 3 , P 4 , Z 1 , Z 2 , Z 3 , Z 4 , Z 5 , t, s, and R are as described in the specification. Methods of using the compounds to treat MC4-R associated disorders, such as disorders associated with weight loss, are also provided.

  提供了具有以下化学式XVII的MC4-R结合化合物： 其中L2是连接基团，P1、P2、P3、P4、Z1、Z2、Z3、Z4、Z5、t、s和R如规范中所述。还提供了使用这些化合物治疗与MC4-R相关疾病的方法，例如与体重减轻相关的疾病。
• MELANOCORTIN-4 RECEPTOR BINDING COMPOUNDS AND METHODS OF USE THEREOF
  申请人：Gene Logic, Inc.

  公开号：EP1644337A1

  公开（公告）日：2006-04-12
• US7375125B2
  申请人：——

  公开号：US7375125B2

  公开（公告）日：2008-05-20
• [EN] MELANOCORTIN-4 RECEPTOR BINDING COMPOUNDS AND METHODS OF USE THEREOF<br/>[FR] COMPOSES DE LIAISON DU RECEPTEUR DE LA MELANOCORTINE-4 ET LEURS PROCEDES D'UTILISATION
  申请人：GENE LOGIC INC

  公开号：WO2005121100A1

  公开（公告）日：2005-12-22

  Provided are MC4-R binding compounds of the formula XVII: (XVII), wherein L2 is a linker group, and P1, P2, P3, P4, Z1, Z2, Z3, Z4, Z5, t, s, and R are as described in the specification. Methods of using the compounds to treat MC4-R associated disorders, such as disorders associated with weight loss, are also provided.