N-(4-(aminosulfonyl)phenyl)-4-dimethylaminobenzamide | 145864-87-5

• 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-(aminosulfonyl)phenyl)-4-dimethylaminobenzamide
• 英文别名: 4-(dimethylamino)-N-(4-sulfamoylphenyl)benzamide
• CAS: 145864-87-5
• 化学式: C₁₅H₁₇N₃O₃S
• 分子量: 319.384
• InChiKey: HTJUHEZHYLHTAK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(4-(aminosulfonyl)phenyl)-4-dimethylaminobenzamide 在 sodium azide 、 四氯化硅 作用下， 以 乙腈 为溶剂， 反应 240.0h， 以80%的产率得到1-(4-(aminosulfonyl)phenyl)-5-(4-dimethylaminophenyl)-1H-tetrazole
  参考文献：
  名称：

  Novel 5-substituted 1H-tetrazoles as cyclooxygenase-2 (COX-2) inhibitors

  摘要：

  A series of novel 5-substituted 1H-tetrazoles as cyclooxygenase-2 (COX-2) inhibitors was prepared via treatment of various diaryl amides with tetrachlorosilane/sodium azide. All compounds were tested in cyclooxygenase (COX) assays in vitro to determine COX-1 and COX-2 inhibitory potency and selectivity. Tetrazoles contained a methylsulfonyl or sulfonamide group as COX-2 pharmacophore displayed only low inhibitory potency towards COX-2. Most potent compounds showed IC50 values of 6 and 7 mu M for COX-2. All compounds showed IC50 values greater 100 mu M for COX-1 inhibition. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.01.093
• 作为产物：
  描述：

  4-二甲氨基苯甲酸 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 N-(4-(aminosulfonyl)phenyl)-4-dimethylaminobenzamide
  参考文献：
  名称：

  Novel 5-substituted 1H-tetrazoles as cyclooxygenase-2 (COX-2) inhibitors

  摘要：

  A series of novel 5-substituted 1H-tetrazoles as cyclooxygenase-2 (COX-2) inhibitors was prepared via treatment of various diaryl amides with tetrachlorosilane/sodium azide. All compounds were tested in cyclooxygenase (COX) assays in vitro to determine COX-1 and COX-2 inhibitory potency and selectivity. Tetrazoles contained a methylsulfonyl or sulfonamide group as COX-2 pharmacophore displayed only low inhibitory potency towards COX-2. Most potent compounds showed IC50 values of 6 and 7 mu M for COX-2. All compounds showed IC50 values greater 100 mu M for COX-1 inhibition. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.01.093

文献信息

• LES N-PHENYL-BENZAMIDES PROTECTEURS CONTRE LES EFFETS NOCIFS DE LA LUMIERE ULTRA-VIOLETTE
  申请人：BAUDET, Pierre

  公开号：EP0542941A1

  公开（公告）日：1993-05-26
• [EN] N-PHENYL-BENZAMIDES PROVIDING PROTECTION FROM THE HARMFUL EFFECTS OF ULTRAVIOLET LIGHT
  申请人：——

  公开号：WO1992019208A1

  公开（公告）日：1992-11-12

  [EN] N-phenyl-benzamides may be used as sun filters or sun screens for UV-A, UV-B and UV-AB in cosmetic and medical compositions, or as agents for protecting foodstuffs and materials from deterioration by ultraviolet light.
  [FR] Les N-phényl-benzamides peuvent être utilisés comme filtres solaires, écrans solaires UV-A, UV-B et UV-AB dans les préparations cosmétiques et médicales. Les N-phényl-benzamides peuvent être des agents de protection des denrées alimentaires et des matériaux contre les dégradations provoquées par la lumière ultra-violette.
• Novel 5-substituted 1H-tetrazoles as cyclooxygenase-2 (COX-2) inhibitors
  作者：Baker Jawabrah Al-Hourani、Sai Kiran Sharma、Mavanur Suresh、Frank Wuest

  DOI：10.1016/j.bmcl.2012.01.093

  日期：2012.3

  A series of novel 5-substituted 1H-tetrazoles as cyclooxygenase-2 (COX-2) inhibitors was prepared via treatment of various diaryl amides with tetrachlorosilane/sodium azide. All compounds were tested in cyclooxygenase (COX) assays in vitro to determine COX-1 and COX-2 inhibitory potency and selectivity. Tetrazoles contained a methylsulfonyl or sulfonamide group as COX-2 pharmacophore displayed only low inhibitory potency towards COX-2. Most potent compounds showed IC50 values of 6 and 7 mu M for COX-2. All compounds showed IC50 values greater 100 mu M for COX-1 inhibition. (C) 2012 Elsevier Ltd. All rights reserved.