2-[1-(naphthalene-2-sulfonyl)morpholin-2-ylmethylamino]pyrimidine-5-carboxylic acid (tetrahydropyran-2-yloxy)amide | 860023-85-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-[1-(naphthalene-2-sulfonyl)morpholin-2-ylmethylamino]pyrimidine-5-carboxylic acid (tetrahydropyran-2-yloxy)amide
• 英文别名: 2-[(4-naphthalen-2-ylsulfonylmorpholin-2-yl)methylamino]-N-(oxan-2-yloxy)pyrimidine-5-carboxamide
• CAS: 860023-85-4
• 化学式: C₂₅H₂₉N₅O₆S
• 分子量: 527.601
• InChiKey: MXMFFZXUWRXGFU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  37
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  140
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  2-[1-(naphthalene-2-sulfonyl)morpholin-2-ylmethylamino]pyrimidine-5-carboxylic acid (tetrahydropyran-2-yloxy)amide 在 三氟乙酸 作用下， 以 甲醇 为溶剂， 反应 192.0h， 以73%的产率得到N-hydroxy-2-[(4-naphthalen-2-ylsulfonylmorpholin-2-yl)methylamino]pyrimidine-5-carboxamide
  参考文献：
  名称：

  Discovery of pyrimidyl-5-hydroxamic acids as new potent histone deacetylase inhibitors

  摘要：

  A series of pyrimidyl-5-hydroxamic acids was prepared for evaluation as inhibitors of histone deacetylase (HDAC). Amino-2-pyrimidinyl can be used as a linker to provide HDAC inhibitors of good enzymatic potency. (c) 2005 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2005.01.008
• 作为产物：
  描述：

  2-甲砜基-5-嘧啶甲酸乙酯 在 sodium hydroxide 、 potassium carbonate 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 15.0h， 生成 2-[1-(naphthalene-2-sulfonyl)morpholin-2-ylmethylamino]pyrimidine-5-carboxylic acid (tetrahydropyran-2-yloxy)amide
  参考文献：
  名称：

  Discovery of pyrimidyl-5-hydroxamic acids as new potent histone deacetylase inhibitors

  摘要：

  A series of pyrimidyl-5-hydroxamic acids was prepared for evaluation as inhibitors of histone deacetylase (HDAC). Amino-2-pyrimidinyl can be used as a linker to provide HDAC inhibitors of good enzymatic potency. (c) 2005 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2005.01.008

文献信息

• Discovery of pyrimidyl-5-hydroxamic acids as new potent histone deacetylase inhibitors
  作者：Patrick Angibaud、Janine Arts、Kristof Van Emelen、Virginie Poncelet、Isabelle Pilatte、Bruno Roux、Sven Van Brandt、Marc Verdonck、Hans De Winter、Peter Ten Holte、Ann Marien、Wim Floren、Boudewijn Janssens、Jacky Van Dun、An Aerts、Jacky Van Gompel、Sandrine Gaurrand、Laurence Queguiner、Jean-Michel Argoullon、Luc Van Hijfte、Eddy Freyne、Michel Janicot

  DOI：10.1016/j.ejmech.2005.01.008

  日期：2005.6

  A series of pyrimidyl-5-hydroxamic acids was prepared for evaluation as inhibitors of histone deacetylase (HDAC). Amino-2-pyrimidinyl can be used as a linker to provide HDAC inhibitors of good enzymatic potency. (c) 2005 Elsevier SAS. All rights reserved.