摩熵化学
数据库官网
小程序
打开微信扫一扫
首页 分子通 化学资讯 化学百科 反应查询 关于我们
请输入关键词

3-{4-[(7-chloro-2-quinoxalinyl)oxy]phenoxy}butyrolactone | 857903-50-5

中文名称
——
中文别名
——
英文名称
3-{4-[(7-chloro-2-quinoxalinyl)oxy]phenoxy}butyrolactone
英文别名
——
3-{4-[(7-chloro-2-quinoxalinyl)oxy]phenoxy}butyrolactone化学式
CAS
857903-50-5
化学式
C18H13ClN2O4
mdl
——
分子量
356.765
InChiKey
KHPRMZOSJSVHAJ-UHFFFAOYSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

计算性质

  • 辛醇/水分配系数(LogP):
    3.77
  • 重原子数:
    25.0
  • 可旋转键数:
    4.0
  • 环数:
    4.0
  • sp3杂化的碳原子比例:
    0.17
  • 拓扑面积:
    70.54
  • 氢给体数:
    0.0
  • 氢受体数:
    6.0

反应信息

  • 作为反应物:
    描述:
    3-{4-[(7-chloro-2-quinoxalinyl)oxy]phenoxy}butyrolactonesodium hydroxide 作用下, 以 四氢呋喃 为溶剂, 以91%的产率得到2-[4-(7-Chloro-quinoxalin-2-yloxy)-phenoxy]-4-hydroxy-butyric acid
    参考文献:
    名称:
    Synthetic modification of the 2-oxypropionic acid moiety in 2-{4-[(7-chloro-2-quinoxalinyl)oxy]phenoxy}propionic acid (XK469), and consequent antitumor effects. Part 4
    摘要:
    The criteria for the activity of 2-{4-[(7-chloro-2 -quinoxalinyl)oxy]phenoxy}propionic acid (XK469) and 2-{4-[(7-bromo-2-quinolinyl)oxy]phenoxy} propionic acid (SH80) against transplanted tumors in mice established in previous studies, require a (7-halo-2-quinoxalinoxy)- or a (7-halo-2-quinolinoxyl)-residue, respectively, bridged via a 1,4-OC6H4O-linker to C-2 of propionic acid. The present work demonstrates that substitution of fluorine at the 3-position of the 1,4-OC6H4O-linker of XK469 leads to a 10-fold reduction in activity, whereas the corresponding 2-fluoro analog proved to be 100-fold less active than XK469. Moreover, the latter tolerated substitution of but a single, additional methyl group to the 2-position of the propionic acid moiety, that is, the isobutyric acid analog, without loss of significant in vivo activity. Indeed, an intact 2-oxypropionic acid moiety is a prerequisite for maximum antitumor activity of 1a. (c) 2005 Elsevier Ltd. All rights reserved.
    DOI:
    10.1016/j.bmc.2005.04.011
  • 作为产物:
    描述:
    3-(4-benzyloxyphenoxy)dihydrofuran-2-one 在 palladium on activated charcoal 盐酸氢气potassium carbonate 作用下, 以 乙酸乙酯乙腈 为溶剂, 反应 10.0h, 生成 3-{4-[(7-chloro-2-quinoxalinyl)oxy]phenoxy}butyrolactone
    参考文献:
    名称:
    Synthetic modification of the 2-oxypropionic acid moiety in 2-{4-[(7-chloro-2-quinoxalinyl)oxy]phenoxy}propionic acid (XK469), and consequent antitumor effects. Part 4
    摘要:
    The criteria for the activity of 2-{4-[(7-chloro-2 -quinoxalinyl)oxy]phenoxy}propionic acid (XK469) and 2-{4-[(7-bromo-2-quinolinyl)oxy]phenoxy} propionic acid (SH80) against transplanted tumors in mice established in previous studies, require a (7-halo-2-quinoxalinoxy)- or a (7-halo-2-quinolinoxyl)-residue, respectively, bridged via a 1,4-OC6H4O-linker to C-2 of propionic acid. The present work demonstrates that substitution of fluorine at the 3-position of the 1,4-OC6H4O-linker of XK469 leads to a 10-fold reduction in activity, whereas the corresponding 2-fluoro analog proved to be 100-fold less active than XK469. Moreover, the latter tolerated substitution of but a single, additional methyl group to the 2-position of the propionic acid moiety, that is, the isobutyric acid analog, without loss of significant in vivo activity. Indeed, an intact 2-oxypropionic acid moiety is a prerequisite for maximum antitumor activity of 1a. (c) 2005 Elsevier Ltd. All rights reserved.
    DOI:
    10.1016/j.bmc.2005.04.011
点击查看最新优质反应信息