3-(3,5-difluoro-4-{[1-(4-fluorophenyl)-3-(trifluoromethyl)-1H-pyrrol-2-yl]methoxy}phenyl)propanoic acid

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 3-(3,5-difluoro-4-{[1-(4-fluorophenyl)-3-(trifluoromethyl)-1H-pyrrol-2-yl]methoxy}phenyl)propanoic acid
• 英文别名: 3-[3,5-Difluoro-4-[[1-(4-fluorophenyl)-3-(trifluoromethyl)pyrrol-2-yl]methoxy]phenyl]propanoic acid；3-[3,5-difluoro-4-[[1-(4-fluorophenyl)-3-(trifluoromethyl)pyrrol-2-yl]methoxy]phenyl]propanoic acid
• 化学式: C₂₁H₁₅F₆NO₃
• 分子量: 443.345
• InChiKey: BPAWJLHOPBKQCC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  51.5
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  methyl 1-(phenylsulfonyl)-3-(trifluoromethyl)-1H-pyrrole-2-carboxylate 在 吡啶 、 lithium aluminium tetrahydride 、 三丁基膦 、 水 、 sodium methylate 、 copper diacetate 、 lithium hydroxide 、 1,1'-azodicarbonyl-dipiperidine 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 1.0h， 生成 3-(3,5-difluoro-4-{[1-(4-fluorophenyl)-3-(trifluoromethyl)-1H-pyrrol-2-yl]methoxy}phenyl)propanoic acid
  参考文献：
  名称：

  Discovery of N -arylpyrroles as agonists of GPR120 for the treatment of type II diabetes

  摘要：

  The discovery of a novel series of N-arylpyrroles as agonists of GPR120 (FFAR4) is discussed. One lead compound is a potent GPR120 agonist, has good selectivity for related receptor GPR40 (FFAR1), has acceptable PK properties, and is active in 2 models of Type 2 Diabetes in mice.

  DOI：

  10.1016/j.bmcl.2018.02.013

文献信息

• [EN] BICYCLIC PYRROLE DERIVATIVES USEFUL AS AGONISTS OF GPR120<br/>[FR] DÉRIVÉS BICYCLIQUES DE PYRROLE, UTILES COMME AGONISTES DE GPR120
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2015134038A1

  公开（公告）日：2015-09-11

  The present invention is directed to bicyclic pyrrole derivatives of formula (I), pharmaceutical compositions containing them and their use in the treatment of disorders and conditions modulated by GPR120. More particularly, the compounds of the present invention are agonists of GPR120, useful in the treatment of, such as for example. Type II diabetes mellitus.

  本发明涉及式(I)的双环吡咯衍生物、含有它们的药物组合物及其在治疗由GPR120调节的疾病和状况中的用途。更具体地说，本发明的化合物是GPR120的激动剂，可用于治疗诸如2型糖尿病等疾病。
• BICYCLIC PYRROLE DERIVATIVES USEFUL AS AGONISTS OF GPR120
  申请人：Janssen Pharmaceutica NV

  公开号：EP3114111A1

  公开（公告）日：2017-01-11
• US8912227B1
  申请人：——

  公开号：US8912227B1

  公开（公告）日：2014-12-16
• Discovery of N -arylpyrroles as agonists of GPR120 for the treatment of type II diabetes
  作者：Michael P. Winters、Zhihua Sui、Mark Wall、Yuanping Wang、Joseph Gunnet、James Leonard、Hong Hua、Wen Yan、Arthur Suckow、Austin Bell、Wilmelenne Clapper、Celia Jenkinson、Peter Haug、Tatiana Koudriakova、Norman Huebert、William V. Murray

  DOI：10.1016/j.bmcl.2018.02.013

  日期：2018.3

  The discovery of a novel series of N-arylpyrroles as agonists of GPR120 (FFAR4) is discussed. One lead compound is a potent GPR120 agonist, has good selectivity for related receptor GPR40 (FFAR1), has acceptable PK properties, and is active in 2 models of Type 2 Diabetes in mice.