[2-(3,4-dichlorophenyl)-4-methyl-pentanoyl]urea | 1227003-15-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [2-(3,4-dichlorophenyl)-4-methyl-pentanoyl]urea
• 英文别名: N-carbamoyl-2-(3,4-dichlorophenyl)-4-methylpentanamide
• CAS: 1227003-15-7
• 化学式: C₁₃H₁₆Cl₂N₂O₂
• 分子量: 303.188
• InChiKey: RXUBUMUJUSDVOE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  72.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-(3,4-dichlorophenyl)-4-methyl-pentanoic acid ethyl ester 、 尿素 在 magnesium methanolate 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以58%的产率得到[2-(3,4-dichlorophenyl)-4-methyl-pentanoyl]urea
  参考文献：
  名称：

  Discovery, Structure−Activity Relationships, Pharmacokinetics, and Efficacy of Glucokinase Activator (2R)-3-Cyclopentyl-2-(4-methanesulfonylphenyl)-N-thiazol-2-yl-propionamide (RO0281675)

  摘要：

  Glucokinase (GK) is a glucose sensor that couples glucose metabolism to insulin release. The important role of GK in maintaining glucose homeostasis is illustrated in patients with GK mutations. In this publication, identification of the hit molecule 1 and its SA R development, which led to the discovery of potent allosteric GK activators 9a and 21a, is described. Compound 21a (RO0281675) was used to validate the clinical relevance of targeting GK to treat type 2 diabetes.

  DOI：

  10.1021/jm100039a

文献信息

• Discovery, Structure−Activity Relationships, Pharmacokinetics, and Efficacy of Glucokinase Activator (2<i>R</i>)-3-Cyclopentyl-2-(4-methanesulfonylphenyl)-<i>N</i>-thiazol-2-yl-propionamide (RO0281675)
  作者：Nancy-Ellen Haynes、Wendy L. Corbett、Fred T. Bizzarro、Kevin R. Guertin、Darryl W. Hilliard、George W. Holland、Robert F. Kester、Paige E. Mahaney、Lida Qi、Cheryl L. Spence、John Tengi、Mark T. Dvorozniak、Aruna Railkar、Franz M. Matschinsky、Joseph F. Grippo、Joseph Grimsby、Ramakanth Sarabu

  DOI：10.1021/jm100039a

  日期：2010.5.13

  Glucokinase (GK) is a glucose sensor that couples glucose metabolism to insulin release. The important role of GK in maintaining glucose homeostasis is illustrated in patients with GK mutations. In this publication, identification of the hit molecule 1 and its SA R development, which led to the discovery of potent allosteric GK activators 9a and 21a, is described. Compound 21a (RO0281675) was used to validate the clinical relevance of targeting GK to treat type 2 diabetes.