N-[[4-(methanesulfonamidomethyl)phenyl]methyl]methanesulfonamide | 548454-89-3

• 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: N-[[4-(methanesulfonamidomethyl)phenyl]methyl]methanesulfonamide
• CAS: 548454-89-3
• 化学式: C₁₀H₁₆N₂O₄S₂
• 分子量: 292.38
• InChiKey: WFEUENQHKPRQFQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  109
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-[[4-(methanesulfonamidomethyl)phenyl]methyl]methanesulfonamide 、 碘甲烷 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 N-methyl-N-[[4-[[methyl(methylsulfonyl)amino]methyl]phenyl]methyl]methanesulfonamide
  参考文献：
  名称：

  Lead optimization of HMBA to develop potent HEXIM1 inducers

  摘要：

  The potency of a series of Hexamethylene bis-acetamide (HMBA) derivatives inducing Hexamethylene bis-acetamide inducible protein 1 (HEXIM1) was determined in LNCaP prostate cancer cells. Several compounds with unsymmetrical structures showed significantly improved activity. Distinct from HMBA, these analogs have increased hydrophobicity and can improve the short half-life of HMBA, which is one of the factors that have limited the application of HMBA in clinics. The unsymmetrical scaffolds of the new analogs provide the basis for further lead optimization of the compounds using combinatorial chemistry strategy. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2014.01.025
• 作为产物：
  描述：

  1,4-苯二甲胺 、 甲基磺酰氯 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 N-[[4-(methanesulfonamidomethyl)phenyl]methyl]methanesulfonamide
  参考文献：
  名称：

  Lead optimization of HMBA to develop potent HEXIM1 inducers

  摘要：

  The potency of a series of Hexamethylene bis-acetamide (HMBA) derivatives inducing Hexamethylene bis-acetamide inducible protein 1 (HEXIM1) was determined in LNCaP prostate cancer cells. Several compounds with unsymmetrical structures showed significantly improved activity. Distinct from HMBA, these analogs have increased hydrophobicity and can improve the short half-life of HMBA, which is one of the factors that have limited the application of HMBA in clinics. The unsymmetrical scaffolds of the new analogs provide the basis for further lead optimization of the compounds using combinatorial chemistry strategy. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2014.01.025

文献信息

• Lead optimization of HMBA to develop potent HEXIM1 inducers
  作者：Bo Zhong、Rati Lama、Wannarasmi Ketchart、Monica M. Montano、Bin Su

  DOI：10.1016/j.bmcl.2014.01.025

  日期：2014.3

  The potency of a series of Hexamethylene bis-acetamide (HMBA) derivatives inducing Hexamethylene bis-acetamide inducible protein 1 (HEXIM1) was determined in LNCaP prostate cancer cells. Several compounds with unsymmetrical structures showed significantly improved activity. Distinct from HMBA, these analogs have increased hydrophobicity and can improve the short half-life of HMBA, which is one of the factors that have limited the application of HMBA in clinics. The unsymmetrical scaffolds of the new analogs provide the basis for further lead optimization of the compounds using combinatorial chemistry strategy. Published by Elsevier Ltd.