(S)-2-(4,5-Dihydroxy-pentanoylamino)-pentanedioic acid dibenzyl ester | 915193-98-5

• 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: (S)-2-(4,5-Dihydroxy-pentanoylamino)-pentanedioic acid dibenzyl ester
• 英文别名: Dibenzyl N-(4,5-dihydroxypentanoyl)-L-glutamate；dibenzyl (2S)-2-(4,5-dihydroxypentanoylamino)pentanedioate
• CAS: 915193-98-5
• 化学式: C₂₄H₂₉NO₇
• 分子量: 443.497
• InChiKey: DIHUOGBYYSLVDX-LBAQZLPGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  32
• 可旋转键数：
  15
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  122
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (S)-2-(4,5-Dihydroxy-pentanoylamino)-pentanedioic acid dibenzyl ester 在 sodium periodate 、 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 3.0h， 生成 1-O-benzyl 5-O-(2,4-dimethylpentan-3-yl) (2S)-2-[[4-[[(2S)-1,5-dioxo-1,5-bis(phenylmethoxy)pentan-2-yl]amino]-4-oxobutyl]amino]pentanedioate
  参考文献：
  名称：

  Inhibition of P-glycoprotein-mediated multidrug efflux by aminomethylene and ketomethylene analogs of reversins

  摘要：

  Several aminomethylene analogs and a ketomethylene analog of reversins were synthesized in order to evaluate their ability to inhibit P-glycoprotein-mediated drug efflux in K562/R7 human leukemic cells overexpressing P-glycoprotein. These analogs retained good activity compared to cyclosporin A and the original reversins. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.07.059
• 作为产物：
  描述：

  N-succinimidyl 4-pentenoic acid ester 在 四氧化锇 、 N-甲基吗啉氧化物 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 、 叔丁醇 为溶剂， 反应 48.0h， 生成 (S)-2-(4,5-Dihydroxy-pentanoylamino)-pentanedioic acid dibenzyl ester
  参考文献：
  名称：

  Inhibition of P-glycoprotein-mediated multidrug efflux by aminomethylene and ketomethylene analogs of reversins

  摘要：

  Several aminomethylene analogs and a ketomethylene analog of reversins were synthesized in order to evaluate their ability to inhibit P-glycoprotein-mediated drug efflux in K562/R7 human leukemic cells overexpressing P-glycoprotein. These analogs retained good activity compared to cyclosporin A and the original reversins. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.07.059

文献信息

• Inhibition of P-glycoprotein-mediated multidrug efflux by aminomethylene and ketomethylene analogs of reversins
  作者：Ali Koubeissi、Imad Raad、Laurent Ettouati、David Guilet、Charles Dumontet、Joelle Paris

  DOI：10.1016/j.bmcl.2006.07.059

  日期：2006.11

  Several aminomethylene analogs and a ketomethylene analog of reversins were synthesized in order to evaluate their ability to inhibit P-glycoprotein-mediated drug efflux in K562/R7 human leukemic cells overexpressing P-glycoprotein. These analogs retained good activity compared to cyclosporin A and the original reversins. (c) 2006 Elsevier Ltd. All rights reserved.