4-((2-((5-(2-(3,4-dimethoxyphenyl)propan-2-yl)-1-(4-fluorophenyl)-1H-imidazol-2-yl)thio)ethoxy)methyl)benzonitrile | 1430210-38-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-((2-((5-(2-(3,4-dimethoxyphenyl)propan-2-yl)-1-(4-fluorophenyl)-1H-imidazol-2-yl)thio)ethoxy)methyl)benzonitrile
• 英文别名: 4-[2-[5-[2-(3,4-Dimethoxyphenyl)propan-2-yl]-1-(4-fluorophenyl)imidazol-2-yl]sulfanylethoxymethyl]benzonitrile；4-[2-[5-[2-(3,4-dimethoxyphenyl)propan-2-yl]-1-(4-fluorophenyl)imidazol-2-yl]sulfanylethoxymethyl]benzonitrile
• CAS: 1430210-38-0
• 化学式: C₃₀H₃₀FN₃O₃S
• 分子量: 531.651
• InChiKey: LLBRZFXGFGQSFK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  38
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  94.6
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  5-(2-(3,4-dimethoxyphenyl)propan-2-yl)-1-(4-fluorophenyl)-1H-imidazole-2-thiol 、 对氰基溴化苄 、 2-溴乙醇 在 potassium carbonate 作用下， 以 丙酮 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以55%的产率得到4-((2-((5-(2-(3,4-dimethoxyphenyl)propan-2-yl)-1-(4-fluorophenyl)-1H-imidazol-2-yl)thio)ethoxy)methyl)benzonitrile
  参考文献：
  名称：

  Evaluation of novel TGR5 agonist in combination with Sitagliptin for possible treatment of type 2 diabetes

  摘要：

  TGR5 is a member of G protein-coupled receptor (GPCR) superfamily, a promising molecular target for metabolic diseases. Activation of TGR5 promotes secretion of glucagon-like peptide-1 (GLP-1), which activates insulin secretion. A series of 2-thio-imidazole derivatives have been identified as novel, potent and orally efficacious TGR5 agonists. Compound 4d, a novel TGR5 agonist, in combination with Sitagliptin, a DPP-4 inhibitor, has demonstrated an adequate GLP-1 secretion and glucose lowering effect in animal models, suggesting a potential clinical option in treatment of type-2 diabetes. (C)2018C)2018 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2018.04.011

文献信息

• Evaluation of novel TGR5 agonist in combination with Sitagliptin for possible treatment of type 2 diabetes
  作者：Sameer Agarwal、Santosh Sasane、Jeevan Kumar、Prashant Deshmukh、Hitesh Bhayani、Poonam Giri、Suresh Giri、Shubhangi Soman、Neelima Kulkarni、Mukul Jain

  DOI：10.1016/j.bmcl.2018.04.011

  日期：2018.6

  TGR5 is a member of G protein-coupled receptor (GPCR) superfamily, a promising molecular target for metabolic diseases. Activation of TGR5 promotes secretion of glucagon-like peptide-1 (GLP-1), which activates insulin secretion. A series of 2-thio-imidazole derivatives have been identified as novel, potent and orally efficacious TGR5 agonists. Compound 4d, a novel TGR5 agonist, in combination with Sitagliptin, a DPP-4 inhibitor, has demonstrated an adequate GLP-1 secretion and glucose lowering effect in animal models, suggesting a potential clinical option in treatment of type-2 diabetes. (C)2018C)2018 Elsevier Ltd. All rights reserved.