1-tert-butoxycarbonyl-6-hydroxy-2-isopropylbenzimidazole | 192696-38-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 1-tert-butoxycarbonyl-6-hydroxy-2-isopropylbenzimidazole
• 英文别名: tert-butyl 6-hydroxy-2-propan-2-ylbenzimidazole-1-carboxylate
• CAS: 192696-38-1
• 化学式: C₁₅H₂₀N₂O₃
• 分子量: 276.335
• InChiKey: PSHQTAVDHLTVJX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  64.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-tert-butoxycarbonyl-6-hydroxy-2-isopropylbenzimidazole 在 盐酸 、 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
  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
• 作为产物：
  描述：

  3,4-二氨基苯酚 生成 1-tert-butoxycarbonyl-6-hydroxy-2-isopropylbenzimidazole
  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

• Naphthyl-substituted benzimidazole derivatives as anti-coagulants
  申请人：Berlex Laboratories, Inc.

  公开号：US05849759A1

  公开（公告）日：1998-12-15

  Compounds of formula (I): ##STR1## wherein: n, A, R.sup.1, R.sup.2, R.sup.3, and R.sup.4 have meanings as defined herein, or a pharmaceutically acceptable salt thereof, are useful as anti-coagulants.

  公式(I)的化合物：##STR1## 其中：n、A、R.sup.1、R.sup.2、R.sup.3和R.sup.4的含义如本文所述，或其药用可接受盐，可用作抗凝剂。
• NAPHTHYL-SUBSTITUTED BENZIMIDAZOLE DERIVATIVES AS ANTICOAGULANTS
  申请人：BERLEX LABORATORIES, INC.

  公开号：EP0865281B1

  公开（公告）日：2002-04-03
• US5849759A
  申请人：——

  公开号：US5849759A

  公开（公告）日：1998-12-15
• 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.