2-{2-[2-(5-bromo-2-methoxy-phenyl)-ethyl]-phenyl}-4,5-dihydro-1H-imidazole

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 2-{2-[2-(5-bromo-2-methoxy-phenyl)-ethyl]-phenyl}-4,5-dihydro-1H-imidazole
• 英文别名: 2-[2-[2-(5-bromo-2-methoxyphenyl)ethyl]phenyl]-4,5-dihydro-1H-imidazole
• 化学式: C₁₈H₁₉BrN₂O
• 分子量: 359.266
• InChiKey: UGEWWDGQZJPIRF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  33.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  邻甲基苯腈 在 硫化氢 、 三乙胺 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 乙醇 、 正己烷 为溶剂， 反应 1.0h， 生成 2-{2-[2-(5-bromo-2-methoxy-phenyl)-ethyl]-phenyl}-4,5-dihydro-1H-imidazole
  参考文献：
  名称：

  Identification of 2-{2-[2-(5-Bromo-2- methoxyphenyl)-ethyl]-3-fluorophenyl}-4,5-dihydro-1H-imidazole (ML00253764), a Small Molecule Melanocortin 4 Receptor Antagonist That Effectively Reduces Tumor-Induced Weight Loss in a Mouse Model

  摘要：

  The melanocortin 4 receptor (MC4R) plays an important role in body weight regulation and energy homeostasis. Administration of peptidic MC4R antagonists (usually by intracerebro ventricular injection) has been shown in the literature to increase body weight and/or food intake in sever rodent models. We report here the identification of a novel nonpeptidic MC4R antagonist and its effects on tumor-induced weight loss in mice following peripheral administration.

  DOI：

  10.1021/jm034244g

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.
• Identification of 2-{2-[2-(5-Bromo-2- methoxyphenyl)-ethyl]-3-fluorophenyl}-4,5-dihydro-1<i>H</i>-imidazole (ML00253764), a Small Molecule Melanocortin 4 Receptor Antagonist That Effectively Reduces Tumor-Induced Weight Loss in a Mouse Model
  作者：Tricia J. Vos、Andrei Caracoti、Jennifer L. Che、Mingshi Dai、Cheryl A. Farrer、Nancy E. Forsyth、Stacey V. Drabic、Robert A. Horlick、Diana Lamppu、David L. Yowe、Suresh Balani、Ping Li、Hang Zeng、Ingrid B. J. K. Joseph、Luis E. Rodriguez、Martin P. Maguire、Michael A. Patane、Christopher F. Claiborne

  DOI：10.1021/jm034244g

  日期：2004.3.1

  The melanocortin 4 receptor (MC4R) plays an important role in body weight regulation and energy homeostasis. Administration of peptidic MC4R antagonists (usually by intracerebro ventricular injection) has been shown in the literature to increase body weight and/or food intake in sever rodent models. We report here the identification of a novel nonpeptidic MC4R antagonist and its effects on tumor-induced weight loss in mice following peripheral administration.