2-(2,6-二甲基苯基)-3H-苯并咪唑-5-羧酸(3,4-二甲基苯基)酰胺 | 1021162-23-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 中文名称: 2-(2,6-二甲基苯基)-3H-苯并咪唑-5-羧酸(3,4-二甲基苯基)酰胺
• 英文名称: 2-(2,6-dimethylphenyl)-3H-benzoimidazole-5-carboxylic acid (3,4-dimethylphenyl)amide
• 英文别名: 2-(2,6-dimethyl-phenyl)-3H-benzoimidazole-5-carboxylic acid (3,4-dimethyl-phenyl)-amide；2-(2,6-dimethylphenyl)-N-(3,4-dimethylphenyl)-3H-benzimidazole-5-carboxamide
• CAS: 1021162-23-1
• 化学式: C₂₄H₂₃N₃O
• 分子量: 369.466
• InChiKey: JIODJQVJUKVVKX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  57.8
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-氨基-3-硝基苯甲酸 在 platinum(IV) oxide 、 iron(III) chloride 、 氢气 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 四氢呋喃 、 乙醇 、 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 54.17h， 生成 2-(2,6-二甲基苯基)-3H-苯并咪唑-5-羧酸(3,4-二甲基苯基)酰胺
  参考文献：
  名称：

  Intestinally Targeted Diacylglycerol Acyltransferase 1 (DGAT1) Inhibitors Robustly Suppress Postprandial Triglycerides

  摘要：

  High DGAT1 expression levels in the small intestine highlight the critical role this enzyme plays in nutrient absorption. Identification of inhibitors which predominantly inhibit DGAT1 in the gut is an attractive drug discovery strategy with anticipated benefits of reduced systemic toxicity. In this report we describe our discovery and optimization of DGAT1 inhibitors whose plasma exposure is minimized by the action of transporters, including the P-glycoprotein transporter. The impact of this unique absorption profile on efficacy in rat and dog efficacy models is presented.

  DOI：

  10.1021/ml3000512

文献信息

• ORGANIC COMPOUNDS
  申请人：Sung Moo Je

  公开号：US20110046133A1

  公开（公告）日：2011-02-24

  The present invention provides compounds of the following structure; A-L1-B-C-D that are useful for treating or preventing conditions or disorders associated with DGAT1 activity in animals, particularly humans.

  本发明提供了以下结构的化合物；A-L1-B-C-D，这些化合物对于治疗或预防与动物（尤其是人类）中DGAT1活性相关的疾病或疾病非常有用。
• US8222248B2
  申请人：——

  公开号：US8222248B2

  公开（公告）日：2012-07-17
• Intestinally Targeted Diacylglycerol Acyltransferase 1 (DGAT1) Inhibitors Robustly Suppress Postprandial Triglycerides
  作者：Michael H. Serrano-Wu、Gary M. Coppola、Yongjin Gong、Alan D. Neubert、Ricardo Chatelain、Kevin B. Clairmont、Renee Commerford、Theresa Cosker、Thomas Daniels、Ying Hou、Monish Jain、Marlene Juedes、Lisha Li、Tara Mullarkey、Erik Rocheford、Moo Je Sung、Andrew Tyler、Qing Yang、Taeyoung Yoon、Brian K. Hubbard

  DOI：10.1021/ml3000512

  日期：2012.5.10

  High DGAT1 expression levels in the small intestine highlight the critical role this enzyme plays in nutrient absorption. Identification of inhibitors which predominantly inhibit DGAT1 in the gut is an attractive drug discovery strategy with anticipated benefits of reduced systemic toxicity. In this report we describe our discovery and optimization of DGAT1 inhibitors whose plasma exposure is minimized by the action of transporters, including the P-glycoprotein transporter. The impact of this unique absorption profile on efficacy in rat and dog efficacy models is presented.