4-(3-cyclohexylthioureido)benzenesulfonamide

• 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-(3-cyclohexylthioureido)benzenesulfonamide
• 英文别名: 1-cyclohexyl-3-(4-sulfamoylphenyl)thiourea
• 化学式: C₁₃H₁₉N₃O₂S₂
• 分子量: 313.445
• InChiKey: VDHAPQOXKYQZDW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  125
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(3-cyclohexylthioureido)benzenesulfonamide 、 2,4'-二溴苯乙酮 以 异丙醇 为溶剂， 以71%的产率得到4-{[(2Z)-4-(4-bromophenyl)-3-cyclohexyl-2,3-dihydro-1,3-thiazol-2-ylidene]amino}benzene-1-sulfonamide hydrobromide
  参考文献：
  名称：

  New 4-[(3-cyclohexyl-4-aryl-2,3-dihydro-1,3-thiazol-2-ylidene)amino]benzene-1-sulfonamides, synthesis and inhibitory activity toward carbonic anhydrase I, II, IX, XII

  摘要：

  A series of 4-[(3-cyclohexyl-4-aryl-2,3-dihydro-1,3-thiazol-2-ylidene)amino]benzene-1-sulfonamides was synthesised and the activity of the new compounds as inhibitors of hCA I, II, IX, and XII was evaluated. These new derivatives exhibited some peculiarities with respect to previously reported sulfonamide based inhibitors of CA. We observed that the nature of the substituents in the position 3 and 4 of the dihydro- thiazole ring was relevant in determining both activity and selectivity profiles. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.05.076
• 作为产物：
  描述：

  磺胺 、 环己基异硫氰酸脂 以 乙醇 为溶剂， 以78%的产率得到4-(3-cyclohexylthioureido)benzenesulfonamide
  参考文献：
  名称：

  New 4-[(3-cyclohexyl-4-aryl-2,3-dihydro-1,3-thiazol-2-ylidene)amino]benzene-1-sulfonamides, synthesis and inhibitory activity toward carbonic anhydrase I, II, IX, XII

  摘要：

  A series of 4-[(3-cyclohexyl-4-aryl-2,3-dihydro-1,3-thiazol-2-ylidene)amino]benzene-1-sulfonamides was synthesised and the activity of the new compounds as inhibitors of hCA I, II, IX, and XII was evaluated. These new derivatives exhibited some peculiarities with respect to previously reported sulfonamide based inhibitors of CA. We observed that the nature of the substituents in the position 3 and 4 of the dihydro- thiazole ring was relevant in determining both activity and selectivity profiles. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.05.076

文献信息

• New 4-[(3-cyclohexyl-4-aryl-2,3-dihydro-1,3-thiazol-2-ylidene)amino]benzene-1-sulfonamides, synthesis and inhibitory activity toward carbonic anhydrase I, II, IX, XII
  作者：Rita Meleddu、Elias Maccioni、Simona Distinto、Giulia Bianco、Claudia Melis、Stefano Alcaro、Filippo Cottiglia、Mariangela Ceruso、Claudiu T. Supuran

  DOI：10.1016/j.bmcl.2015.05.076

  日期：2015.8

  A series of 4-[(3-cyclohexyl-4-aryl-2,3-dihydro-1,3-thiazol-2-ylidene)amino]benzene-1-sulfonamides was synthesised and the activity of the new compounds as inhibitors of hCA I, II, IX, and XII was evaluated. These new derivatives exhibited some peculiarities with respect to previously reported sulfonamide based inhibitors of CA. We observed that the nature of the substituents in the position 3 and 4 of the dihydro- thiazole ring was relevant in determining both activity and selectivity profiles. (C) 2015 Elsevier Ltd. All rights reserved.