3-phenyl-1H-quinoline-2,4-dione | 76281-01-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 3-phenyl-1H-quinoline-2,4-dione
• 英文别名: 3-Phenyl-1,3-dihydroquinoline-2,4-dione
• CAS: 76281-01-1
• 化学式: C₁₅H₁₁NO₂
• 分子量: 237.258
• InChiKey: IPYIJVQAAGLSKC-UHFFFAOYSA-N

物化性质

• 熔点：
  318 °C
• 沸点：
  476.0±45.0 °C(Predicted)
• 密度：
  1.252±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-phenyl-1H-quinoline-2,4-dione 在 三氯氧磷 作用下， 反应 2.5h， 以59%的产率得到2,4-二氯-3-苯基-喹啉
  参考文献：
  名称：

  Syntheses and binding affinities of 6-nitroquipazine analogues for serotonin transporter. Part 4: 3-Alkyl-4-halo-6-nitroquipazines

  摘要：

  On the basis of the structure activity relationship (SAR) of 4-chloro-6-nitroquipazine (K-i = 0.03 nM) and 3-fluoropropyl-6-nitroquipazine (K-i = 0.32 nM), 3-alkyl-4-halo-6-nitroquipazines were synthesized and tested for their potential abilities in vitro to displace [H-3]citalopram binding to the rat cortical membranes. Binding affinities of 3h and 4d were K-i = 2.70 +/- 0.32 and 2.23 +/- 0.46 nM. respectively. The syntheses of 3-alkyl-4-halo-6-nitroquipazine. their in vitro binding affinitics. and the SAR of C3, C4 position in 6-nitroquipazine are described. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.05.031
• 作为产物：
  描述：

  ethyl 2-(phenylcarbamoyl)-2-phenylacetate 在 三氯化铝 作用下， 以 氯苯 为溶剂， 反应 2.0h， 以97%的产率得到3-phenyl-1H-quinoline-2,4-dione
  参考文献：
  名称：

  Syntheses and binding affinities of 6-nitroquipazine analogues for serotonin transporter. Part 4: 3-Alkyl-4-halo-6-nitroquipazines

  摘要：

  On the basis of the structure activity relationship (SAR) of 4-chloro-6-nitroquipazine (K-i = 0.03 nM) and 3-fluoropropyl-6-nitroquipazine (K-i = 0.32 nM), 3-alkyl-4-halo-6-nitroquipazines were synthesized and tested for their potential abilities in vitro to displace [H-3]citalopram binding to the rat cortical membranes. Binding affinities of 3h and 4d were K-i = 2.70 +/- 0.32 and 2.23 +/- 0.46 nM. respectively. The syntheses of 3-alkyl-4-halo-6-nitroquipazine. their in vitro binding affinitics. and the SAR of C3, C4 position in 6-nitroquipazine are described. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.05.031

文献信息

• Synthesis of [60]Fullerene-Fused Spiroindanes by Palladium-Catalyzed Oxidative Annulation of [60]Fullerene with 2-Aryl Cyclic 1,3-Dicarbonyl Compounds
  作者：Dian-Bing Zhou、Guan-Wu Wang

  DOI：10.1021/acs.orglett.6b01043

  日期：2016.6.3

  A convenient and facile palladium-catalyzed reaction of [60]fullerene (C60) with 2-aryl cyclic 1,3-dicarbonyl compounds via the enolate-directed sp2 C–H activation and sp3 C–H functionalization has been exploited to synthesize the novel and rare C60-fused spiroindanes for the first time. This reaction is easy to perform with broad substrate scope and provides diversified products in 20–50% yields.

  已经开发了一种方便且简便的钯催化的[60]富勒烯（C 60）与2-芳基环状1,3-二羰基化合物通过烯醇化物定向的sp 2 C–H活化和sp 3 C–H官能化反应的方法。首次合成了新颖且稀有的C 60稠合的螺二氢茚。该反应易于在较宽的底物范围内进行，并以20％至50％的产率提供了多种产品。有人提出了一种可行的反应机理，涉及钯催化的烯醇化物定向的CH活化和随后的环化反应，并且还研究了C 60稠合的螺二氢化茚的电化学反应。
• KOST A. N.; KOZHEVNIKOV YU. V.; KONSHIN M. E., XIMIYA GETEROTSIKL. SOEDIN., 1980, HO 9, 1286
  作者：KOST A. N.、 KOZHEVNIKOV YU. V.、 KONSHIN M. E.

  DOI：——

  日期：——
• PYRIDO [2, 3-B]PYRAZINE DERIVATIVES USEFUL AS HERBICIDAL COMPOUNDS
  申请人：Syngenta Limited

  公开号：EP2057154B1

  公开（公告）日：2012-11-14
• Syntheses and binding affinities of 6-nitroquipazine analogues for serotonin transporter. Part 4: 3-Alkyl-4-halo-6-nitroquipazines
  作者：Byung Seok Moon、Byoung Se Lee、Dae Yoon Chi

  DOI：10.1016/j.bmc.2005.05.031

  日期：2005.8

  On the basis of the structure activity relationship (SAR) of 4-chloro-6-nitroquipazine (K-i = 0.03 nM) and 3-fluoropropyl-6-nitroquipazine (K-i = 0.32 nM), 3-alkyl-4-halo-6-nitroquipazines were synthesized and tested for their potential abilities in vitro to displace [H-3]citalopram binding to the rat cortical membranes. Binding affinities of 3h and 4d were K-i = 2.70 +/- 0.32 and 2.23 +/- 0.46 nM. respectively. The syntheses of 3-alkyl-4-halo-6-nitroquipazine. their in vitro binding affinitics. and the SAR of C3, C4 position in 6-nitroquipazine are described. (c) 2005 Elsevier Ltd. All rights reserved.