[6-(4-Hydroxycarbamoyl-benzylcarbamoyl)-naphthalen-2-yl]-carbamic acid tert-butyl ester | 591217-73-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: [6-(4-Hydroxycarbamoyl-benzylcarbamoyl)-naphthalen-2-yl]-carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-[6-[[4-(hydroxycarbamoyl)phenyl]methylcarbamoyl]naphthalen-2-yl]carbamate
• CAS: 591217-73-1
• 化学式: C₂₄H₂₅N₃O₅
• 分子量: 435.48
• InChiKey: KLQRMKJSNPZGCW-UHFFFAOYSA-N

物化性质

• 密度：
  1.300±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  32
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  117
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [6-(4-Hydroxycarbamoyl-benzylcarbamoyl)-naphthalen-2-yl]-carbamic acid tert-butyl ester 在 盐酸 作用下， 生成 6-Amino-naphthalene-2-carboxylic acid 4-hydroxycarbamoyl-benzylamide
  参考文献：
  名称：

  Novel histone deacetylase inhibitors: N-hydroxycarboxamides possessing a terminal bicyclic aryl group

  摘要：

  Utilizing tranexamic acid as a starting material, a series of N-hydroxycarboxamides were synthesized in order to seek new histone deacetylase (HDAC) inhibitors. Further structure optimization involving the replacement of the 1,4-cyclohexylene group with the 1,4-phenylene group yielded the promising HDAC inhibitors which possess a terminal bicyclic aryl amide. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00175-0
• 作为产物：
  描述：

  6-[(tert-butoxycarbonyl)-amino]-2-naphthoic acid 在 palladium on activated charcoal lithium hydroxide 、 TEA 、 氢气 、 双(2-氧代-3-恶唑烷基)次磷酰氯 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 生成 [6-(4-Hydroxycarbamoyl-benzylcarbamoyl)-naphthalen-2-yl]-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Novel histone deacetylase inhibitors: N-hydroxycarboxamides possessing a terminal bicyclic aryl group

  摘要：

  Utilizing tranexamic acid as a starting material, a series of N-hydroxycarboxamides were synthesized in order to seek new histone deacetylase (HDAC) inhibitors. Further structure optimization involving the replacement of the 1,4-cyclohexylene group with the 1,4-phenylene group yielded the promising HDAC inhibitors which possess a terminal bicyclic aryl amide. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00175-0