Carbamic acid,[6-[[4-(3-aminopropoxy)-2-[[[4-[4-(phenylmethoxy)phenoxy]phenyl]amino]carbonyl]phenyl]amino]-6-oxohexyl]-, phenylmethyl ester | 906811-84-5

• 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: Carbamic acid,[6-[[4-(3-aminopropoxy)-2-[[[4-[4-(phenylmethoxy)phenoxy]phenyl]amino]carbonyl]phenyl]amino]-6-oxohexyl]-, phenylmethyl ester
• 英文别名: (5-{4-(3-aminopropoxy)-[4-(4-benzyloxyphenoxy)-phenylaminocarbonyl]-phenylaminocarbonyl}-pentyl)carbamic acid benzyl ester
• CAS: 906811-84-5
• 化学式: C₄₃H₄₆N₄O₇
• 分子量: 730.861
• InChiKey: OHEQGYHVRZVHDQ-UHFFFAOYSA-N

物化性质

• 沸点：
  875.9±65.0 °C(Predicted)
• 密度：
  1.239±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.46
• 重原子数：
  54.0
• 可旋转键数：
  20.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  150.24
• 氢给体数：
  4.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  Carbamic acid,[6-[[4-(3-aminopropoxy)-2-[[[4-[4-(phenylmethoxy)phenoxy]phenyl]amino]carbonyl]phenyl]amino]-6-oxohexyl]-, phenylmethyl ester 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 3.0h， 以31%的产率得到2-(6-aminohexanoylamino)-5-(3-aminopropoxy)-N-[4-(4-hydroxyphenoxy)-phenyl]-benzamide
  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：

  (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 、 溶剂黄146 作用下， 以 二氯甲烷 、 水 、 异丙醇 为溶剂， 反应 66.0h， 以55%的产率得到Carbamic acid,[6-[[4-(3-aminopropoxy)-2-[[[4-[4-(phenylmethoxy)phenoxy]phenyl]amino]carbonyl]phenyl]amino]-6-oxohexyl]-, phenylmethyl 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