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2,3-di(5-hydroxypent-1-yn-1-yl)-1,4-naphthoquinone | 1495773-43-7

中文名称
——
中文别名
——
英文名称
2,3-di(5-hydroxypent-1-yn-1-yl)-1,4-naphthoquinone
英文别名
2,3-Bis(5-hydroxypent-1-ynyl)naphthalene-1,4-dione;2,3-bis(5-hydroxypent-1-ynyl)naphthalene-1,4-dione
2,3-di(5-hydroxypent-1-yn-1-yl)-1,4-naphthoquinone化学式
CAS
1495773-43-7
化学式
C20H18O4
mdl
——
分子量
322.361
InChiKey
MJUZCHRGAMPNBK-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):
    2.1
  • 重原子数:
    24
  • 可旋转键数:
    6
  • 环数:
    2.0
  • sp3杂化的碳原子比例:
    0.3
  • 拓扑面积:
    74.6
  • 氢给体数:
    2
  • 氢受体数:
    4

反应信息

  • 作为反应物:
    描述:
    2,3-di(5-hydroxypent-1-yn-1-yl)-1,4-naphthoquinone乙酸酐 在 montmorillonite K-10 作用下, 反应 1.0h, 以71%的产率得到5-[3-(5-Acetyloxypent-1-ynyl)-1,4-dioxonaphthalen-2-yl]pent-4-ynyl acetate
    参考文献:
    名称:
    Synthesis of 2,3-Diyne-1,4-naphthoquinone Derivatives and Evaluation of Cytotoxic Activity against Tumor Cell Lines
    摘要:
    A series of 2,3-diyne-1,4-naphthoquinone derivatives was synthesized from 2,3-dibromo1,4-naphthoquinone and various functionalized terminal alkynes using palladium-catalyzed Sonogashira cross-coupling reaction. The diynes were evaluated as potential cytotoxic agents against three tumor cell lines: human ovarian adenocarcinoma (OVCAR-8), human metastatic prostate cancer (PC-3M) and human bronchoalveolar lung carcinoma (NCI-H358M), presenting, in general, satisfactory results for inhibition of cell growth.
    DOI:
    10.5935/0103-5053.20130180
  • 作为产物:
    描述:
    4-戊炔-1-醇2,3-二溴-1,4-萘醌copper(l) iodide三乙胺 、 bis-triphenylphosphine-palladium(II) chloride 作用下, 以 二氯甲烷二甲基亚砜 为溶剂, 反应 12.03h, 以25%的产率得到2,3-di(5-hydroxypent-1-yn-1-yl)-1,4-naphthoquinone
    参考文献:
    名称:
    Synthesis of 2,3-Diyne-1,4-naphthoquinone Derivatives and Evaluation of Cytotoxic Activity against Tumor Cell Lines
    摘要:
    A series of 2,3-diyne-1,4-naphthoquinone derivatives was synthesized from 2,3-dibromo1,4-naphthoquinone and various functionalized terminal alkynes using palladium-catalyzed Sonogashira cross-coupling reaction. The diynes were evaluated as potential cytotoxic agents against three tumor cell lines: human ovarian adenocarcinoma (OVCAR-8), human metastatic prostate cancer (PC-3M) and human bronchoalveolar lung carcinoma (NCI-H358M), presenting, in general, satisfactory results for inhibition of cell growth.
    DOI:
    10.5935/0103-5053.20130180
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文献信息

  • Synthesis of 2,3-Diyne-1,4-naphthoquinone Derivatives and Evaluation of Cytotoxic Activity against Tumor Cell Lines
    作者:Mauro G. Silva、Celso A. Camara、Tania M. S. Silva、Anderson C. S. Feitosa、Assuero S. Meira、Cláudia Pessoa
    DOI:10.5935/0103-5053.20130180
    日期:——
    A series of 2,3-diyne-1,4-naphthoquinone derivatives was synthesized from 2,3-dibromo1,4-naphthoquinone and various functionalized terminal alkynes using palladium-catalyzed Sonogashira cross-coupling reaction. The diynes were evaluated as potential cytotoxic agents against three tumor cell lines: human ovarian adenocarcinoma (OVCAR-8), human metastatic prostate cancer (PC-3M) and human bronchoalveolar lung carcinoma (NCI-H358M), presenting, in general, satisfactory results for inhibition of cell growth.
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