(5-{2-[4-(4-benzyloxyphenoxy)-phenyl-aminocarbonyl]-4-[3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propoxy]-phenylaminocarbonyl}-pentyl)carbamic acid benzyl ester | 906811-83-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (5-{2-[4-(4-benzyloxyphenoxy)-phenyl-aminocarbonyl]-4-[3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propoxy]-phenylaminocarbonyl}-pentyl)carbamic acid benzyl ester
• CAS: 906811-83-4
• 化学式: C₅₁H₄₈N₄O₉
• 分子量: 860.964
• InChiKey: BLRNJUBMVWEMQA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.8
• 重原子数：
  64.0
• 可旋转键数：
  21.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  161.6
• 氢给体数：
  3.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  (5-{2-[4-(4-benzyloxyphenoxy)-phenyl-aminocarbonyl]-4-[3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propoxy]-phenylaminocarbonyl}-pentyl)carbamic acid benzyl ester 在 sodium tetrahydroborate 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 水 、 异丙醇 为溶剂， 反应 74.0h， 生成 (5-{4-(3-[N,N'-bis(benzyloxycarbonyl)-guanidinopropoxy])-[4-(4-benzyloxyphenoxy)-phenylaminocarbonyl]-phenylaminocarbonyl}-pentyl)carbamic acid benzyl ester
  参考文献：
  名称：

  Synthesis and biological evaluation of anthranilamide-based non-peptide mimetics of ω-conotoxin GVIA

  摘要：

  Non-peptide mimetics based on an anthranilamide 'scaffold' possessing fragments that mimic Lys2, Tyr13 and Arg17 in omega-conotoxin GVIA have been prepared. Compounds were assayed for binding to the voltage-gated calcium channels Ca(v)2.2 ('N-type') and Ca(v)2.1 'P/Q-type') in rat brain. The primary synthetic target, 2-(6-amino-hexanoylamino)-5-(3-guanidino-propoxy)-N-[4-(4-hydroxyphenoxy)phenyll -benzamide (2a), exhibited low mu M binding to Ca(v)2.2 and was more than 30-fold selective for Ca(v)2.2 over Cav2. 1. Crown Copyright (c) 2006 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.05.041
• 作为产物：
  描述：

  2-amino-N-[4-(4-benzyloxyphenoxy)-phenyl]-5-[3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propoxy]-benzamide 、 N-苄氧羰基--6-氨基己酸 在 1-羟基苯并三唑 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以90%的产率得到(5-{2-[4-(4-benzyloxyphenoxy)-phenyl-aminocarbonyl]-4-[3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propoxy]-phenylaminocarbonyl}-pentyl)carbamic acid benzyl ester
  参考文献：
  名称：

  Synthesis and biological evaluation of anthranilamide-based non-peptide mimetics of ω-conotoxin GVIA

  摘要：

  Non-peptide mimetics based on an anthranilamide 'scaffold' possessing fragments that mimic Lys2, Tyr13 and Arg17 in omega-conotoxin GVIA have been prepared. Compounds were assayed for binding to the voltage-gated calcium channels Ca(v)2.2 ('N-type') and Ca(v)2.1 'P/Q-type') in rat brain. The primary synthetic target, 2-(6-amino-hexanoylamino)-5-(3-guanidino-propoxy)-N-[4-(4-hydroxyphenoxy)phenyll -benzamide (2a), exhibited low mu M binding to Ca(v)2.2 and was more than 30-fold selective for Ca(v)2.2 over Cav2. 1. Crown Copyright (c) 2006 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.05.041