2-Amino-1-[4-(6-fluoro-1,2-benzoxazol-3-yl)piperidin-1-yl]ethanone;2,2,2-trifluoroacetic acid | 1426224-74-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-Amino-1-[4-(6-fluoro-1,2-benzoxazol-3-yl)piperidin-1-yl]ethanone;2,2,2-trifluoroacetic acid
• 英文别名: 2-amino-1-[4-(6-fluoro-1,2-benzoxazol-3-yl)piperidin-1-yl]ethanone;2,2,2-trifluoroacetic acid
• CAS: 1426224-74-9
• 化学式: C₂HF₃O₂*C₁₄H₁₆FN₃O₂
• 分子量: 391.322
• InChiKey: BHBKOMNEFHDONB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.26
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  110
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  2-Amino-1-[4-(6-fluoro-1,2-benzoxazol-3-yl)piperidin-1-yl]ethanone;2,2,2-trifluoroacetic acid 、 异氰酸2-甲氧苯酯 在 N-甲基吗啉 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 以89%的产率得到1-[2-[4-(6-Fluoro-1,2-benzoxazol-3-yl)piperidin-1-yl]-2-oxoethyl]-3-(2-methoxyphenyl)thiourea
  参考文献：
  名称：

  Inhibition of protein glycation by urea and thiourea derivatives of glycine/proline conjugated benzisoxazole analogue – Synthesis and structure–activity studies

  摘要：

  Synthesis of a new series of urea/thiourea derivatives of Gly/Pro conjugated benzisoxazole has been reported. Structure of the compounds was characterized by physical and spectroscopical data and has been screened for their in vitro antiglycation activity. Several compounds showed promising activity with IC50 <5 mu M compared to standard rutin (IC50 = 41.9 mu M). Further, it was found that compounds containing methoxy and bromine substituents have exerted highly potent activity. Thus, the title compounds represent novel class of potent antiglycating agents. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.12.029
• 作为产物：
  描述：

  6-氟-3-哌啶-4-基-1,2-苯并异唑盐酸盐 在 N-甲基吗啉 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 2-Amino-1-[4-(6-fluoro-1,2-benzoxazol-3-yl)piperidin-1-yl]ethanone;2,2,2-trifluoroacetic acid
  参考文献：
  名称：

  Inhibition of protein glycation by urea and thiourea derivatives of glycine/proline conjugated benzisoxazole analogue – Synthesis and structure–activity studies

  摘要：

  Synthesis of a new series of urea/thiourea derivatives of Gly/Pro conjugated benzisoxazole has been reported. Structure of the compounds was characterized by physical and spectroscopical data and has been screened for their in vitro antiglycation activity. Several compounds showed promising activity with IC50 <5 mu M compared to standard rutin (IC50 = 41.9 mu M). Further, it was found that compounds containing methoxy and bromine substituents have exerted highly potent activity. Thus, the title compounds represent novel class of potent antiglycating agents. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.12.029

文献信息

• Inhibition of protein glycation by urea and thiourea derivatives of glycine/proline conjugated benzisoxazole analogue – Synthesis and structure–activity studies
  作者：C.S. Shantharam、D.M. Suyoga Vardhan、R. Suhas、M.B. Sridhara、D. Channe Gowda

  DOI：10.1016/j.ejmech.2012.12.029

  日期：2013.2

  Synthesis of a new series of urea/thiourea derivatives of Gly/Pro conjugated benzisoxazole has been reported. Structure of the compounds was characterized by physical and spectroscopical data and has been screened for their in vitro antiglycation activity. Several compounds showed promising activity with IC50 <5 mu M compared to standard rutin (IC50 = 41.9 mu M). Further, it was found that compounds containing methoxy and bromine substituents have exerted highly potent activity. Thus, the title compounds represent novel class of potent antiglycating agents. (C) 2012 Elsevier Masson SAS. All rights reserved.