7-{2-tert-Butyl-6-[1-(1-imino-ethyl)-piperidin-4-yloxy]-benzoimidazol-1-ylmethyl}-naphthalene-2-carboxamidine

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 7-{2-tert-Butyl-6-[1-(1-imino-ethyl)-piperidin-4-yloxy]-benzoimidazol-1-ylmethyl}-naphthalene-2-carboxamidine
• 英文别名: 7-[[2-tert-butyl-6-(1-ethanimidoylpiperidin-4-yl)oxybenzimidazol-1-yl]methyl]naphthalene-2-carboximidamide
• 化学式: C₃₀H₃₆N₆O
• 分子量: 496.655
• InChiKey: BPAQJTYBGWPSRM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  37
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  104
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3,4-二氨基苯酚 在 盐酸 、 TEA 、 氨 、 sodium hydride 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 7-{2-tert-Butyl-6-[1-(1-imino-ethyl)-piperidin-4-yloxy]-benzoimidazol-1-ylmethyl}-naphthalene-2-carboxamidine
  参考文献：
  名称：

  Design, synthesis, and in vitro biological activity of benzimidazole based factor Xa inhibitors

  摘要：

  Inhibitors based on the benzimidazole scaffold showed subnanomolar potency against Factor Xa with 500-1000-fold selectivity against thrombin and 50-100-fold selectivity against trypsin. The 2-substituent on the benzimidazole ring had a strong impact on the FXa inhibitory activity. Crystallography studies suggest that the 2-substituent may have a conformational effect favoring the extended binding conformation. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00139-6

文献信息

• Design, synthesis, and in vitro biological activity of benzimidazole based factor Xa inhibitors
  作者：Zuchun (Spring) Zhao、Damian O Arnaiz、Brian Griedel、Steven Sakata、Jerry L Dallas、Marc Whitlow、Lan Trinh、Joseph Post、Amy Liang、Michael M Morrissey、Kenneth J Shaw

  DOI：10.1016/s0960-894x(00)00139-6

  日期：2000.5

  Inhibitors based on the benzimidazole scaffold showed subnanomolar potency against Factor Xa with 500-1000-fold selectivity against thrombin and 50-100-fold selectivity against trypsin. The 2-substituent on the benzimidazole ring had a strong impact on the FXa inhibitory activity. Crystallography studies suggest that the 2-substituent may have a conformational effect favoring the extended binding conformation. (C) 2000 Elsevier Science Ltd. All rights reserved.