methyl N-[1-[4-[(2-amino-5-thiophen-2-ylphenyl)carbamoyl]phenyl]-2-(methylamino)-2-oxoethyl]carbamate | 1025461-35-1

• 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: methyl N-[1-[4-[(2-amino-5-thiophen-2-ylphenyl)carbamoyl]phenyl]-2-(methylamino)-2-oxoethyl]carbamate
• CAS: 1025461-35-1
• 化学式: C₂₂H₂₂N₄O₄S
• 分子量: 438.507
• InChiKey: MPYSWQNVJQKEJI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  151
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-[1-amino-2-(methylamino)-2-oxoethyl]-N-[2-amino-5-(2-thienyl)phenyl]benzamide 、 氯甲酸甲酯 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 methyl N-[1-[4-[(2-amino-5-thiophen-2-ylphenyl)carbamoyl]phenyl]-2-(methylamino)-2-oxoethyl]carbamate
  参考文献：
  名称：

  Phenylglycine and phenylalanine derivatives as potent and selective HDAC1 inhibitors (SHI-1)

  摘要：

  An HTS screening campaign identified a series of low molecular weight phenols that showed excellent selectivity (> 100-fold) for HDAC1/HDAC2 over other Class I and Class II HDACs. Evolution and optimization of this HTS hit series provided HDAC1-selective (SHI-1) compounds with excellent anti-proliferative activity and improved physical properties. Dose-dependent efficacy in a mouse HCT116 xenograft model was demonstrated with a phenylglycine SHI-1 analog. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.02.012

文献信息

• Phenylglycine and phenylalanine derivatives as potent and selective HDAC1 inhibitors (SHI-1)
  作者：Kevin J. Wilson、David J. Witter、Jonathan B. Grimm、Phieng Siliphaivanh、Karin M. Otte、Astrid M. Kral、Judith C. Fleming、Andreas Harsch、Julie E. Hamill、Jonathan C. Cruz、Melissa Chenard、Alexander A. Szewczak、Richard E. Middleton、Bethany L. Hughes、William K. Dahlberg、J. Paul Secrist、Thomas A. Miller

  DOI：10.1016/j.bmcl.2008.02.012

  日期：2008.3

  An HTS screening campaign identified a series of low molecular weight phenols that showed excellent selectivity (> 100-fold) for HDAC1/HDAC2 over other Class I and Class II HDACs. Evolution and optimization of this HTS hit series provided HDAC1-selective (SHI-1) compounds with excellent anti-proliferative activity and improved physical properties. Dose-dependent efficacy in a mouse HCT116 xenograft model was demonstrated with a phenylglycine SHI-1 analog. (C) 2008 Elsevier Ltd. All rights reserved.