4-[N-(6-chloro-5-cyano-2-methylthiopyrimidin-4-yl)amino]benzenesulfonamide | 1254784-06-9

• 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: 4-[N-(6-chloro-5-cyano-2-methylthiopyrimidin-4-yl)amino]benzenesulfonamide
• 英文别名: 4-[(6-chloro-5-cyano-2-methylsulfanylpyrimidin-4-yl)amino]benzenesulfonamide
• CAS: 1254784-06-9
• 化学式: C₁₂H₁₀ClN₅O₂S₂
• 分子量: 355.829
• InChiKey: NLZOFAOZKQDCKF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  155
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  4-[N-(6-chloro-5-cyano-2-methylthiopyrimidin-4-yl)amino]benzenesulfonamide 、 苄胺 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以54%的产率得到4-[N-(6-benzylamino-5-cyano-2-methylthiopyrimidin-4-yl)amino]benzenesulfonamide
  参考文献：
  名称：

  4-[N-(Substituted 4-pyrimidinyl)amino]benzenesulfonamides as inhibitors of carbonic anhydrase isozymes I, II, VII, and XIII

  摘要：

  A series of 4-[N-(substituted 4-pyrimidinyl)amino] benzenesulfonamides were designed and synthesised. Their binding potencies as inhibitors of selected recombinant human carbonic anhydrase (hCA) isozymes I, II, VII, and XIII were measured using isothermal titration calorimetry and the thermal shift assay. To determine the structural features of inhibitor binding, the crystal structures of several compounds in complex with hCA II were determined. Several compounds exhibited selectivity towards isozymes I, II, and XIII, and some were potent inhibitors of hCA VII. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.09.011
• 作为产物：
  描述：

  磺胺 、 4,6-二氯-5-氰基-2-甲硫基嘧啶 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以84%的产率得到4-[N-(6-chloro-5-cyano-2-methylthiopyrimidin-4-yl)amino]benzenesulfonamide
  参考文献：
  名称：

  4-[N-(Substituted 4-pyrimidinyl)amino]benzenesulfonamides as inhibitors of carbonic anhydrase isozymes I, II, VII, and XIII

  摘要：

  A series of 4-[N-(substituted 4-pyrimidinyl)amino] benzenesulfonamides were designed and synthesised. Their binding potencies as inhibitors of selected recombinant human carbonic anhydrase (hCA) isozymes I, II, VII, and XIII were measured using isothermal titration calorimetry and the thermal shift assay. To determine the structural features of inhibitor binding, the crystal structures of several compounds in complex with hCA II were determined. Several compounds exhibited selectivity towards isozymes I, II, and XIII, and some were potent inhibitors of hCA VII. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.09.011

文献信息

• 4-[N-(Substituted 4-pyrimidinyl)amino]benzenesulfonamides as inhibitors of carbonic anhydrase isozymes I, II, VII, and XIII
  作者：Jurgis Sūdžius、Lina Baranauskienė、Dmitrij Golovenko、Jurgita Matulienė、Vilma Michailovienė、Jolanta Torresan、Jelena Jachno、Rasa Sukackaitė、Elena Manakova、Saulius Gražulis、Sigitas Tumkevičius、Daumantas Matulis

  DOI：10.1016/j.bmc.2010.09.011

  日期：2010.11

  A series of 4-[N-(substituted 4-pyrimidinyl)amino] benzenesulfonamides were designed and synthesised. Their binding potencies as inhibitors of selected recombinant human carbonic anhydrase (hCA) isozymes I, II, VII, and XIII were measured using isothermal titration calorimetry and the thermal shift assay. To determine the structural features of inhibitor binding, the crystal structures of several compounds in complex with hCA II were determined. Several compounds exhibited selectivity towards isozymes I, II, and XIII, and some were potent inhibitors of hCA VII. (C) 2010 Elsevier Ltd. All rights reserved.