N,N-Diethyl-2-fluoro-6-formylbenzamide | 113232-65-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N,N-Diethyl-2-fluoro-6-formylbenzamide
• CAS: 113232-65-8
• 化学式: C₁₂H₁₄FNO₂
• 分子量: 223.247
• InChiKey: XOYAUFAIZQRJDB-UHFFFAOYSA-N

物化性质

• 沸点：
  372.5±32.0 °C(Predicted)
• 密度：
  1.153±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N,N-Diethyl-2-fluoro-6-formylbenzamide 在 盐酸 、 溶剂黄146 作用下， 反应 18.17h， 生成 2-[Cyano(hydroxy)methyl]-6-fluorobenzoic acid
  参考文献：
  名称：

  Synthesis of functionalized hydroxyphthalides and their conversion to 3-cyano-1(3H)-isobenzofuranones. The Diels-Alder reaction of methyl 4,4-diethoxybutynoate and cyclohexadienes

  摘要：

  DOI：

  10.1021/jo00206a016
• 作为产物：
  描述：

  邻氟苯甲酸 在 氯化亚砜 、 四甲基乙二胺 、 仲丁基锂 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 10.5h， 生成 N,N-Diethyl-2-fluoro-6-formylbenzamide
  参考文献：
  名称：

  [EN] PHTHALAZINONE COMPOUNDS AS PARP7 INHIBITORS
  [FR] COMPOSÉS DE PHTALAZINONE UTILISÉS EN TANT QU'INHIBITEURS DE PARP7

  摘要：

  The present disclosure relates to phthalazinone compounds and related compounds and their use in treating a disease or condition responsive to inhibition of PARP7.

  公开号：

  WO2023192989A2

文献信息

• Okazaki, Kousuke; Nomura, Keiichi; Yoshii, Eiichi, Synthetic Communications, 1987, vol. 17, # 9, p. 1021 - 1028
  作者：Okazaki, Kousuke、Nomura, Keiichi、Yoshii, Eiichi

  DOI：——

  日期：——
• OKAZAKI, KOUSUKE;NOMURA, KEIICHI;YOSHII, EIICHI, SYNTH. COMMUN., 17,(1987) N 9, 1021-1027
  作者：OKAZAKI, KOUSUKE、NOMURA, KEIICHI、YOSHII, EIICHI

  DOI：——

  日期：——
• Synthesis of functionalized hydroxyphthalides and their conversion to 3-cyano-1(3H)-isobenzofuranones. The Diels-Alder reaction of methyl 4,4-diethoxybutynoate and cyclohexadienes
  作者：John N. Freskos、Gary W. Morrow、John S. Swenton

  DOI：10.1021/jo00206a016

  日期：1985.3
• Discovery of (<i>R</i>)-9-Ethyl-1,3,4,10b-tetrahydro-7-trifluoromethylpyrazino[2,1-<i>a</i>]isoindol- 6(2<i>H</i>)-one, a Selective, Orally Active Agonist of the 5-HT_2C Receptor
  作者：Dean A. Wacker、Jeffrey G. Varnes、Sarah E. Malmstrom、Xueying Cao、Chen-Pin Hung、Thao Ung、Ginger Wu、Ge Zhang、Eva Zuvich、Michael A. Thomas、William J. Keim、Mary Jane Cullen、Kenneth W. Rohrbach、Qinling Qu、Rangaraj Narayanan、Karen Rossi、Evan Janovitz、Lois Lehman-McKeeman、Mary F. Malley、James Devenny、Mary Ann Pelleymounter、Keith J. Miller、Jeffrey A. Robl

  DOI：10.1021/jm0612968

  日期：2007.3.1

  Robust pharmaceutical treatment of obesity has been limited by the undesirable side-effect profile of currently marketed therapies. This paper describes the synthesis and optimization of a new class of pyrazinoisoindolone-containing, selective 5-HT2C agonists as antiobesity agents. Key to optimization of the pyrazinoisoindolone core was the identification of the appropriate substitution pattern and functional groups which led to the discovery of (R)-9-ethyl-1,3,4,10b-tetrahydro-7-trifluoromethylpyrazino[2,1-a]isoindol-6(2H)-one (58), a 5-HT2C agonist with > 300-fold functional selectivity over 5-HT2B and > 70-fold functional selectivity over 5-HT2A. Oral dosing of 58 reduced food intake in an acute rat feeding model, which could be completely reversed by a selective 5-HT2C antagonist and caused a reduction in body weight gain in a 4-day rat model.