(S)-2-(5-(1H-pyrrol-2-yl)pyrimidin-4-ylamino)-3-(4-(dimethylcarbamoyloxy)phenyl)propanoic acid | 1273561-12-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (S)-2-(5-(1H-pyrrol-2-yl)pyrimidin-4-ylamino)-3-(4-(dimethylcarbamoyloxy)phenyl)propanoic acid
• 英文别名: (2S)-3-[4-(dimethylcarbamoyloxy)phenyl]-2-[[5-(1H-pyrrol-2-yl)pyrimidin-4-yl]amino]propanoic acid
• CAS: 1273561-12-8
• 化学式: C₂₀H₂₁N₅O₄
• 分子量: 395.418
• InChiKey: JUSXMMIZLOQHAZ-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  120
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  N-(5-iodopyrimidin-4-yl)-L-4-(N,N-dimethylcarbamyloxy)phenylalanine tert-butyl ester 在 四(三苯基膦)钯 、 甲酸 、 sodium carbonate 作用下， 以 乙二醇二甲醚 为溶剂， 生成 (S)-2-(5-(1H-pyrrol-2-yl)pyrimidin-4-ylamino)-3-(4-(dimethylcarbamoyloxy)phenyl)propanoic acid
  参考文献：
  名称：

  Discovery of a potent, orally bioavailable pyrimidine VLA-4 antagonist effective in a sheep asthma model

  摘要：

  A series of N-(pyrimidin-4-yl)-phenylalanine VLA-4 antagonists is described. Optimization of substituents at the 2 and 5 positions of the pyrimidine ring gave 14, a very potent VLA-4 inhibitor which is orally active in a sheep asthma model. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.075

文献信息

• Discovery of a potent, orally bioavailable pyrimidine VLA-4 antagonist effective in a sheep asthma model
  作者：Christopher M. Semko、Linda Chen、Darren B. Dressen、Mark L. Dreyer、Whitney Dunn、Francine S. Farouz、Stephen B. Freedman、Elizabeth J. Holsztynska、Michael Jefferies、Andrei W. Konradi、Anna Liao、Judevin Lugar、Linda Mutter、Michael A. Pleiss、Kevin P. Quinn、Thomas Thompson、Eugene D. Thorsett、Christopher Vandevert、Ying-Zi Xu、Ted A. Yednock

  DOI：10.1016/j.bmcl.2011.01.075

  日期：2011.3

  A series of N-(pyrimidin-4-yl)-phenylalanine VLA-4 antagonists is described. Optimization of substituents at the 2 and 5 positions of the pyrimidine ring gave 14, a very potent VLA-4 inhibitor which is orally active in a sheep asthma model. (C) 2011 Elsevier Ltd. All rights reserved.