N-hydroxy-8-oxo-8-(5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-1-yl)octanamide | 1449305-56-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 英文名称: N-hydroxy-8-oxo-8-(5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-1-yl)octanamide
• 英文别名: N-hydroxy-8-(5-phenyl-2,3-dihydro-benzo[e][1,4]diazepin-1-yl)-8-oxo-octanamide；N-hydroxy-8-oxo-8-(5-phenyl-2,3-dihydro-1,4-benzodiazepin-1-yl)octanamide
• CAS: 1449305-56-9
• 化学式: C₂₃H₂₇N₃O₃
• 分子量: 393.486
• InChiKey: NHGNWJXVKSKUTQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  82
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  8-oxo-8-(5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-1-yl)octanoic acid 在 氯甲酸乙酯 、 三乙胺 、 盐酸羟胺 、 potassium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 0.75h， 以75%的产率得到N-hydroxy-8-oxo-8-(5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-1-yl)octanamide
  参考文献：
  名称：

  Design, synthesis and preliminary evaluation of a series of histone deacetylase inhibitors carrying a benzodiazepine ring

  摘要：

  A series of new histone deacetylase inhibitors were designed and synthesized based on hybridization between SAHA or oxamflatin and 5-phenyl-1,4-benzodiazepines. The compounds were tested for their enzyme inhibitory activity on HeLa nuclear extracts, and on human recombinant HDAC1 and HDAC6. Antiproliferative activity was tested on different cancer cells types, while proapoptotic activity was primarily tested on NB4 cells. The compounds showed IC50 values similar to those of SAHA. Compound (S)-8 displayed interesting activity against hematological and solid malignancies. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.05.017

文献信息

• [EN] 5-PHENYL-LH-BENZ0 [E] [1, 4] DIAZEPINE COMPOUNDS SUBSTITUTED WITH AN HYDROXAMIC ACID GROUP AS HISTONE DEACETYLASE INHIBITORS<br/>[FR] COMPOSÉS DE 5-PHÉNYL-LH-BENZO [E] [1, 4] DIAZÉPINE SUBSTITUÉS AVEC UN GROUPE D'ACIDE HYDROXAMIQUE EN TANT QU'INHIBITEURS D'HISTONE DÉACÉTYLASE
  申请人：UNIV FIRENZE

  公开号：WO2009081349A1

  公开（公告）日：2009-07-02

  Novel hydroxamate histone deacetylase inhibitors of formula (I) wherein X is C=O or CH2 used as antineoplastic agent.

  新型羟肟酸组蛋白去乙酰化酶抑制剂的化学式(I)，其中X为C=O或CH2，用作抗肿瘤药物。
• [EN] ENANTIOSELECTIVE PROCESS FOR PREPARING A SUBSTITUTED ALKANOIC ACID<br/>[FR] PROCÉDÉ ÉNANTIOSÉLECTIF POUR PRÉPARER UN ACIDE ALCANOÏQUE SUBSTITUÉ
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2009058314A1

  公开（公告）日：2009-05-07

  The present invention is directed to a process for enantioselectively preparing substituted piperidine alkanoic acid integrin antagonist compounds.

  本发明涉及一种手性选择性制备取代哌啶烷基酸整合素拮抗剂化合物的方法。
• 5-PHENYL-LH-BENZ0 [E] [1,4] DIAZEPINE COMPOUNDS SUBSTITUTED WITH AN HYDROXAMIC ACID GROUP AS HISTONE DEACETYLASE INHIBITORS
  申请人：Paoletti Francesco

  公开号：US20100331316A1

  公开（公告）日：2010-12-30

  Novel hydroxamate histone deacetylase inhibitors of formula (I) wherein X is C═O or CH 2 used as antineoplastic agent.

  化合物(I)是一种新型的羟酰胺组蛋白去乙酰化酶抑制剂，其中X为C═O或CH2，可作为抗肿瘤药物。
• ENANTIOSELECTIVE PROCESS FOR PREPARING A SUBSTITUTED ALKANOIC ACID
  申请人：Janssen Pharmaceutica N.V.

  公开号：EP2217569A1

  公开（公告）日：2010-08-18
• 5-PHENYL-LH-BENZ0 [E] [1, 4] DIAZEPINE COMPOUNDS SUBSTITUTED WITH AN HYDROXAMIC ACID GROUP AS HISTONE DEACETYLASE INHIBITORS
  申请人：Universita' Degli Studi di Firenze

  公开号：EP2231623A1

  公开（公告）日：2010-09-29