2-methyl-3-(4-hydroxyphenylthio)-1,4-naphthalenedione

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-methyl-3-(4-hydroxyphenylthio)-1,4-naphthalenedione
• 英文别名: 3-Methyl-2-(4-hydroxy-phenylmercapto)-α-naphthochinon；2-(4-Hydroxyphenyl)sulfanyl-3-methylnaphthalene-1,4-dione；2-(4-hydroxyphenyl)sulfanyl-3-methylnaphthalene-1,4-dione
• 化学式: C₁₇H₁₂O₃S
• 分子量: 296.346
• InChiKey: SWNSBBHPONYDER-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  79.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,3-环氧-2,3-二氢-2-甲基-1,4-萘醌 、 4-羟基苯硫酚 在 potassium hydroxide 作用下， 以 异丙醇 为溶剂， 反应 3.0h， 以80%的产率得到2-methyl-3-(4-hydroxyphenylthio)-1,4-naphthalenedione
  参考文献：
  名称：

  Multiple optical properties of a naphthoquinone pigment: 2-methyl-3-(hydroxyphenylthio)-1,4-naphthalenedione

  摘要：

  那酮类色素2-甲基-3-(4-或2-羟基苯硫基)-1,4-萘醌在溶液和固态中表现出特征性的多重光学性质。

  DOI：

  10.1039/c4ob01058b

文献信息

• OERIU, Pharmazie, 1961, vol. 16, p. 320 - 327
  作者：OERIU

  DOI：——

  日期：——
• Synthesis and anticancer evaluation of vitamin K3 analogues
  作者：Chinpiao Chen、Yi-Zhong Liu、Kak-Shan Shia、Huan-Yi Tseng

  DOI：10.1016/s0960-894x(02)00532-2

  日期：2002.10

  Novel vitamin K-3 analogues were synthesized and evaluated for their anticancer activity. Compound 6, 9, 10, 11, 14, and (+/-)15 demonstrated a strong inhibitory activity against the tumor cells of A-549, Hep G2, MCF7, MES-SA, MES-SA/Dx5, MKN45, SW-480, and TW-039. Compound (+/-)15 displayed potent tumor cell cytotoxicity, and compound 14 selectively affected MCF7, even though it did not influence normal cells Detroit551 and WI-38. Compound (+/-)15 inhibited MES-SA and MES-SA/Dx5, and this specific result shows that compound (+/-)15 may become a good anticancer drug candidate. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Multiple optical properties of a naphthoquinone pigment: 2-methyl-3-(hydroxyphenylthio)-1,4-naphthalenedione
  作者：Hirotaka Akiyama、Takafumi Inoue、Nobuo Tajima、Reiko Kuroda、Yoshitane Imai

  DOI：10.1039/c4ob01058b

  日期：——

  Naphthoquinone pigments 2-methyl-3-(4- or 2-hydroxyphenylthio)-1,4-naphthalenedione show characteristic multiple optical properties in solution and in the solid state.

  那酮类色素2-甲基-3-(4-或2-羟基苯硫基)-1,4-萘醌在溶液和固态中表现出特征性的多重光学性质。