<1>benzothieno<2,3-c><1,6>naphthyridine-6(5H)-one | 65469-50-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: <1>benzothieno<2,3-c><1,6>naphthyridine-6(5H)-one
• 英文别名: 5H-benzo[4,5]thieno[2,3-c][1,6]naphthyridin-6-one；5H-[1]benzothiolo[2,3-c][1,6]naphthyridin-6-one
• CAS: 65469-50-3
• 化学式: C₁₄H₈N₂OS
• 分子量: 252.296
• InChiKey: NXYMHENXTAKZEP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  70.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  <1>benzothieno<2,3-c><1,6>naphthyridine-6(5H)-one 在 palladium on activated charcoal 氢氧化钾 、 氢气 、 三乙胺 、 三氯氧磷 作用下， 以 苯 为溶剂， 生成 6-methoxy<1>benzothieno<2,3-c><1,6>naphthyridine
  参考文献：
  名称：

  Kudo, Hirotaka; Takahashi, Kazufumi; Castle, Raymond N., Journal of Heterocyclic Chemistry, 1987, vol. 24, p. 1009 - 1011

  摘要：

  DOI：
• 作为产物：
  描述：

  3-氯苯并ób]噻酚-2-羰酰氯 在 吡啶 、 三乙胺 作用下， 以 甲醇 、 苯 为溶剂， 生成 <1>benzothieno<2,3-c><1,6>naphthyridine-6(5H)-one
  参考文献：
  名称：

  Kudo, Hirotaka; Takahashi, Kazufumi; Castle, Raymond N., Journal of Heterocyclic Chemistry, 1987, vol. 24, p. 1009 - 1011

  摘要：

  DOI：

文献信息

• Novel Derivatives of Pyridylbenzo[<i>b</i>]thiophene-2-carboxamides and Benzo[<i>b</i>]thieno[2,3-<i>c</i>]naphthyridin-2-ones: Minor Structural Variations Provoke Major Differences of Antitumor Action Mechanisms
  作者：Katja Ester、Marijana Hranjec、Ivo Piantanida、Irena Ćaleta、Ivana Jarak、Krešimir Pavelić、Marijeta Kralj、Grace Karminski-Zamola

  DOI：10.1021/jm801573v

  日期：2009.4.23

  Novel cyano- and 2-imidazolinyl-substituted derivatives of pyridylbenzo[b]thiophene-2-carboxamides 4, 5, 10-13 and benzo[b]thieno[2,3-c]naphthyridin-2-ones 6, 7, 14-17 were prepared. All derivatives showed a prominent antiproliferative effect. Extensive DNA binding studies and additional biological evaluations point to various modes/targets of action. The results strongly support intercalation into DNA as a dominant binding mode of fused analogues, which was substantiated using topoisomerase I inhibition assay. Most intriguingly, only minor structural difference between "nonfused" compounds 12 and 13 has strong impact on the interactions with DNA; while 13 binds within the DNA minor groove in the form of dimer, 12 does not form significant interactions with DNA. The assumption that severe mitotic impairment (G2/M phase arrest) induced by 12 could point to tubulin, another important target, was confirmed by its obvious anti-tubulin activity observed in immunofluorescence assay, whereby treated cells showed disruption of microtubule formation comparable to the effect obtained by paclitaxel. a well-known tubulin antagonist chemotherapeutic.
• Terashima,M. et al., Heterocycles, 1977, vol. 8, p. 421 - 426
  作者：Terashima,M. et al.

  DOI：——

  日期：——
• KUDO, HIROTAKA;TAKAHASHI, KAZUFUMI;CASTLE, RAYMOND N.;LEE, MILTON L., J. HETEROCYCL. CHEM., 24,(1987) N 4, 1009-1011
  作者：KUDO, HIROTAKA、TAKAHASHI, KAZUFUMI、CASTLE, RAYMOND N.、LEE, MILTON L.

  DOI：——

  日期：——
• TERASHIMA M.; SEKI K., HETEROCYCLES, 1977, 8, SPEC. ISSUE, 421-426
  作者：TERASHIMA M.、 SEKI K.

  DOI：——

  日期：——
• COMPOUND, ORGANIC ELECTROLUMINESCENT DEVICE, AND DISPLAY DEVICE
  申请人：SK Materials CO., LTD.

  公开号：US20210143337A1

  公开（公告）日：2021-05-13

  Disclosed is a compound applicable to an electron transport layer, an electron transport assisting layer, a light emitting layer (n-type) of an organic electroluminescent device, an organic electroluminescent device in which said compound is used, and an organic EL display device including the organic electroluminescent device. The organic electroluminescent device includes: a first electrode; a second electrode facing the first electrode; and an organic material layer interposed between the first electrode and the second electrode and includes the compound.