(S)-trans-{2-[4-(3-benzoylamino-3-benzylcarbamoylpropoxy)phenyl]}cyclopropyl tert-butyl carbamate | 1196053-09-4

• 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: (S)-trans-{2-[4-(3-benzoylamino-3-benzylcarbamoylpropoxy)phenyl]}cyclopropyl tert-butyl carbamate
• 英文别名: tert-butyl N-[2-[4-[(3S)-3-benzamido-4-(benzylamino)-4-oxobutoxy]phenyl]cyclopropyl]carbamate
• CAS: 1196053-09-4
• 化学式: C₃₂H₃₇N₃O₅
• 分子量: 543.663
• InChiKey: FIGHYEABBUVFDT-XLQDAESGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  40
• 可旋转键数：
  13
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  106
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (S)-trans-{2-[4-(3-benzoylamino-3-benzylcarbamoylpropoxy)phenyl]}cyclopropyl tert-butyl carbamate 在 盐酸 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 4.0h， 以25%的产率得到(S)-trans-N-3-{4-(2-aminocyclopropyl)phenoxy}-1-benzylcarbamoyl propylbenzamide hydrochloride
  参考文献：
  名称：

  Identification of Cell-Active Lysine Specific Demethylase 1-Selective Inhibitors

  摘要：

  Lysine specific demethylase 1 (LSD1) plays a key role in the regulation of gene expression by removing the methyl groups from methylated Lys4 of histone H3 (H3K4). Here we report the identification of the first small-molecule LSD1-selective inhibitors. These inhibitors show in vivo H3K4-methylating activity and antiproliferative activity and should be useful as lead structures for anticancer drugs and as tools for studying the biological roles of LSD1.

  DOI：

  10.1021/ja907055q
• 作为产物：
  描述：

  tert-butyl ((trans)-2-(4-hydroxyphenyl)cyclopropyl)carbamate 、 (S)-N-(1-benzylcarbamoyl-3-hydroxypropyl)benzamide 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以25%的产率得到(S)-trans-{2-[4-(3-benzoylamino-3-benzylcarbamoylpropoxy)phenyl]}cyclopropyl tert-butyl carbamate
  参考文献：
  名称：

  Identification of Cell-Active Lysine Specific Demethylase 1-Selective Inhibitors

  摘要：

  Lysine specific demethylase 1 (LSD1) plays a key role in the regulation of gene expression by removing the methyl groups from methylated Lys4 of histone H3 (H3K4). Here we report the identification of the first small-molecule LSD1-selective inhibitors. These inhibitors show in vivo H3K4-methylating activity and antiproliferative activity and should be useful as lead structures for anticancer drugs and as tools for studying the biological roles of LSD1.

  DOI：

  10.1021/ja907055q