L-Prolinato-diphenyl-bor | 64000-77-7

• 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: L-Prolinato-diphenyl-bor
• 英文别名: diphenylboranyl (2S)-pyrrolidine-2-carboxylate
• CAS: 64000-77-7
• 化学式: C₁₇H₁₈BNO₂
• 分子量: 279.146
• InChiKey: GTIDWNAGWOPNOL-INIZCTEOSA-N

物化性质

• 沸点：
  405.1±55.0 °C(Predicted)
• 密度：
  1.13±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.09
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  二苯基酸 在 盐酸 作用下， 以 乙醚 、 乙醇 、 水 为溶剂， 反应 4.0h， 生成 L-Prolinato-diphenyl-bor
  参考文献：
  名称：

  In vitro apoptotic activity of 2,2-diphenyl-1,3,2-oxazaborolidin-5-ones in L5178Y cells

  摘要：

  Compounds containing B-N bonds have shown interesting biological activity. One class of such molecules is the 2,2-diphenyl-1,3,2oxazaborolidin-5-ones (3a-j), which contain a B-N bond, have an alpha-amino acid moiety in the heterocycle, and have an exocyclic moiety related to an amino acid. The purpose of this work was to determine the inhibitory effects of 3a-j on the proliferation of murine L5178Y lymphoma cells. A new five-membered heterocyclic nucleus with apoptotic activity was found. The target products showed potent cytotoxicity in the L5178Y cell line. Among them, 3a exhibited the highest antineoplastic activity in L5178Y cells with an IC50 value of 22.5 +/- 0.2 mu M. (c) 2006 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.lfs.2006.11.034

文献信息

• Preparation of Apoptotic Inducers, 2,2-Diphenyl-1,3,2-oxazaborolidin-5-ones, Under Alkaline Conditions
  作者：Benjamín Velasco-Bejarano、José Trujillo-Ferrara、René Miranda

  DOI：10.1055/s-2007-973886

  日期：2007.4

  An efficient and high-yielding procedure has been developed for the synthesis of a set of fifteen 2,2-diphenyl-1,3,2-oxazaborolidin-5-ones, through the reaction of the corresponding α-amino acid with diphenyl borinic acid under alkaline conditions (pH 7.5-8). It is of note that these compounds showed potent cytotoxic activity on K-562 and HCT-15 cell lines.

  一种高效且高产的合成方法已被开发出来，用于合成一组十五种2,2-二苯基-1,3,2-氧杂硼烷-5-酮，通过在碱性条件下（pH 7.5-8）将相应的α-氨基酸与二苯基硼酸反应。值得注意的是，这些化合物对K-562和HCT-15细胞系表现出强效的细胞毒活性。
• In vitro apoptotic activity of 2,2-diphenyl-1,3,2-oxazaborolidin-5-ones in L5178Y cells
  作者：Benjamín Velasco、José G. Trujillo-Ferrara、Luis H. Fabila Castillo、René Miranda、Luvia E. Sánchez-Torres

  DOI：10.1016/j.lfs.2006.11.034

  日期：2007.2

  Compounds containing B-N bonds have shown interesting biological activity. One class of such molecules is the 2,2-diphenyl-1,3,2oxazaborolidin-5-ones (3a-j), which contain a B-N bond, have an alpha-amino acid moiety in the heterocycle, and have an exocyclic moiety related to an amino acid. The purpose of this work was to determine the inhibitory effects of 3a-j on the proliferation of murine L5178Y lymphoma cells. A new five-membered heterocyclic nucleus with apoptotic activity was found. The target products showed potent cytotoxicity in the L5178Y cell line. Among them, 3a exhibited the highest antineoplastic activity in L5178Y cells with an IC50 value of 22.5 +/- 0.2 mu M. (c) 2006 Elsevier Inc. All rights reserved.