N-[3-(4-Amino-butoxy)-5-methyl-phenyl]-benzenesulfonamide | 212067-24-8

• 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-(4-Amino-butoxy)-5-methyl-phenyl]-benzenesulfonamide
• 英文别名: N-[3-(4-aminobutoxy)-5-methylphenyl]benzenesulfonamide
• CAS: 212067-24-8
• 化学式: C₁₇H₂₂N₂O₃S
• 分子量: 334.439
• InChiKey: JAYCTIMFJZKGNB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 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-(4-Amino-butoxy)-5-methyl-phenyl]-benzenesulfonamide 以 乙醇 为溶剂， 反应 16.0h， 生成 N-[3-(4-Guanidino-butoxy)-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：

  3-氨基-5-甲基苯酚 在 N-甲基吗啉 、 氢氧化钾 、 lithium aluminium tetrahydride 、 二氮烯 、 氨 、 potassium carbonate 、 溶剂黄146 、 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 20.25h， 生成 N-[3-(4-Amino-butoxy)-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

文献信息

• Diarylsulfonamides as selective, non-peptidic thrombin inhibitors
  作者：Ingo R. Weber、Richard Neidlein、Wolfgang von der Saal、Frank Grams、Herbert Leinert、Klaus Strein、Richard A. Engh、Ralf Kucznierz

  DOI：10.1016/s0960-894x(98)00269-8

  日期：1998.7

  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.