N-[3-(5-Amino-pentyloxy)-5-methyl-phenyl]-benzenesulfonamide | 212067-25-9

• 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: N-[3-(5-Amino-pentyloxy)-5-methyl-phenyl]-benzenesulfonamide
• 英文别名: N-[3-(5-aminopentoxy)-5-methylphenyl]benzenesulfonamide
• CAS: 212067-25-9
• 化学式: C₁₈H₂₄N₂O₃S
• 分子量: 348.466
• InChiKey: KGKWPFQCTDXEMN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  89.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  S-甲基异硫脲硫酸盐 、 N-[3-(5-Amino-pentyloxy)-5-methyl-phenyl]-benzenesulfonamide 以 乙醇 为溶剂， 反应 16.0h， 生成 N-[3-(5-Guanidino-pentyloxy)-5-methyl-phenyl]-benzenesulfonamide
  参考文献：
  名称：

  Diarylsulfonamides as selective, non-peptidic thrombin inhibitors

  摘要：

  Based on the structures of aminopyridine thrombin inhibitors (1), a series of aminoalkyl- and guanidinoalkyl-substituted diarylsulfonamides were prepared. The most potent derivative, N-[3-(4-guanidinobutoxy)-5-methyl-phenyl]-benzenesulfonamide (6c) had Ki = 0.18 mu M for thrombin and did not inhibit trypsin, plasmin, or factor Xa. Comparison of the X-ray structures of the thrombin / 1b and the thrombin / 6c complexes revealed important aspects which govern the binding of such diarylsulfonamides to thrombin. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00269-8
• 作为产物：
  描述：

  2-(3-Hydroxy-5-methyl-phenyl)-isoindole-1,3-dione 在 N-甲基吗啉 、 氢氧化钾 、 lithium aluminium tetrahydride 、 二氮烯 、 氨 、 potassium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 16.25h， 生成 N-[3-(5-Amino-pentyloxy)-5-methyl-phenyl]-benzenesulfonamide
  参考文献：
  名称：

  Diarylsulfonamides as selective, non-peptidic thrombin inhibitors

  摘要：

  Based on the structures of aminopyridine thrombin inhibitors (1), a series of aminoalkyl- and guanidinoalkyl-substituted diarylsulfonamides were prepared. The most potent derivative, N-[3-(4-guanidinobutoxy)-5-methyl-phenyl]-benzenesulfonamide (6c) had Ki = 0.18 mu M for thrombin and did not inhibit trypsin, plasmin, or factor Xa. Comparison of the X-ray structures of the thrombin / 1b and the thrombin / 6c complexes revealed important aspects which govern the binding of such diarylsulfonamides to thrombin. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00269-8