N-(4-fluoro-2-methylphenyl)benzamide | 401-25-2

• 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-(4-fluoro-2-methylphenyl)benzamide
• CAS: 401-25-2
• 化学式: C₁₄H₁₂FNO
• mdl: MFCD00445328
• 分子量: 229.254
• InChiKey: WLIIHTAATITOQE-UHFFFAOYSA-N

物化性质

• 熔点：
  173-176 °C
• 沸点：
  261.3±33.0 °C(Predicted)
• 密度：
  1.214±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.071
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(4-fluoro-2-methylphenyl)benzamide 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 生成 5-氟-2-苯基-1H-吲哚
  参考文献：
  名称：

  Iron-catalysed radical cyclization to synthesize germanium-substituted indolo[2,1-a]isoquinolin-6(5H)-ones and indolin-2-ones

  摘要：

  已经开发出一种简单高效的铁催化的自由基环化方法，用于合成取代的锗吲哚[2,1-a]异喹啉-6(5H)-酮和吲哚啉-2-酮。

  DOI：

  10.1039/d1cc03907e
• 作为产物：
  描述：

  4-氟-2-甲基苯胺 、 苯甲酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 生成 N-(4-fluoro-2-methylphenyl)benzamide
  参考文献：
  名称：

  Iron-catalysed radical cyclization to synthesize germanium-substituted indolo[2,1-a]isoquinolin-6(5H)-ones and indolin-2-ones

  摘要：

  已经开发出一种简单高效的铁催化的自由基环化方法，用于合成取代的锗吲哚[2,1-a]异喹啉-6(5H)-酮和吲哚啉-2-酮。

  DOI：

  10.1039/d1cc03907e

文献信息

• Palladium-Catalyzed Amide Synthesis via Aminocarbonylation of Arylboronic Acids with Nitroarenes
  作者：Jin-Bao Peng、Da Li、Hui-Qing Geng、Xiao-Feng Wu

  DOI：10.1021/acs.orglett.9b01772

  日期：2019.6.21

  A palladium-catalyzed aminocarbonylation of aryl boronic acids with nitroarenes for the synthesis of amides has been developed. A wide range of substrates were well-tolerated and gave the corresponding amides in moderate to good yields. No external oxidant or reductant was needed in this procedure. This procedure provides a redox-economical process for the synthesis of amides.

  已经开发了用硝基芳烃进行钯催化的芳基硼酸的氨基羰基化以合成酰胺。多种底物具有良好的耐受性，并以中等至良好的收率得到了相应的酰胺。在该程序中不需要外部氧化剂或还原剂。该程序为酰胺的合成提供了一种氧化还原经济的方法。
• Amide derivatives and drugs
  申请人：Maruyama Yasufumi

  公开号：US20050014942A1

  公开（公告）日：2005-01-20

  The present invention provides an amide derivative represented by the following formula [1]: wherein n represents 0 or 1; X represents CR 4 or N; Y represents CR 6 or N; Z represents CR 7 or N; R 1 and R 2 may be the same or different and each represents hydrogen, optionally substituted alkyl, acyl, optionally substituted aryl, or an optionally substituted aromatic heterocyclic group; R 4 , R 5 , R 6 and R 7 may be the same or different and each represents hydrogen, halogen, hydroxy, amino, alkyl, haloalkyl, alkoxy, monoalkylamino, dialkylamino, arylalkyl, cyano, or nitro; and R 3 represents optionally substituted alkylamino, optionally substituted arylamino, or optionally substituted cyclic amino, or a pharmaceutically acceptable salt thereof, and a pharmaceutical composition comprising them as an active ingredient. The compound of the present invention is useful as a TGF-β inhibitor.

  本发明提供了一种由以下式[1]表示的酰胺衍生物：其中n代表0或1；X代表CR4或N；Y代表CR6或N；Z代表CR7或N；R1和R2可以相同或不同，并且每个代表氢，可选择取代的烷基，酰基，可选择取代的芳基或可选择取代的芳香族杂环基；R4，R5，R6和R7可以相同或不同，并且每个代表氢，卤素，羟基，氨基，烷基，卤代烷基，烷氧基，单烷基氨基，双烷基氨基，芳基烷基，氰基或硝基；R3代表可选择取代的烷基氨基，可选择取代的芳基氨基或可选择取代的环状氨基，或其药学上可接受的盐，并且其中包括以其为活性成分的制药组合物。本发明的化合物可用作TGF-β抑制剂。
• AMIDE DERIVATIVES AND DRUGS
  申请人：Nippon Shinyaku Co., Ltd.

  公开号：EP1452525A1

  公开（公告）日：2004-09-01

  The present invention provides an amide derivative represented by the following formula [1]: wherein n represents 0 or 1; X represents CR4 or N; Y represents CR6 or N; Z represents CR7 or N; R1 and R2 may be the same or different and each represents hydrogen, optionally substituted alkyl, acyl, optionally substituted aryl, or an optionally substituted aromatic heterocyclic group; R4, R5, R6 and R7 may be the same or different and each represents hydrogen, halogen, hydroxy, amino, alkyl, haloalkyl, alkoxy, monoalkylamino, dialkylamino, arylalkyl, cyano, or nitro; and R3 represents optionally substituted alkylamino, optionally substituted arylamino, or optionally substituted cyclic amino, or a pharmaceutically acceptable salt thereof, and a pharmaceutical composition comprising them as an active ingredient. The compound of the present invention is useful as a TGF-β inhibitor.

  本发明提供了由下式[1]表示的酰胺衍生物： 其中n代表0或1；X代表CR4或N；Y代表CR6或N；Z代表CR7或N；R1和R2可以相同或不同，各自代表氢、任选取代的烷基、酰基、任选取代的芳基或任选取代的芳杂环基团；R4、R5、R6 和 R7 可以相同或不同，各自代表氢、卤素、羟基、氨基、烷基、卤代烷基、烷氧基、单烷基氨基、二烷基氨基、芳基烷基、氰基或硝基；以及 R3 代表任选取代的烷基氨基、任选取代的芳基氨基或任选取代的环氨基，或其药学上可接受的盐，以及包含它们作为活性成分的药物组合物。 本发明的化合物可用作 TGF-β 抑制剂。
• Anxiolytic-like Effects of <i>N</i>,<i>N</i>-Dialkyl-2-phenylindol-3-ylglyoxylamides by Modulation of Translocator Protein Promoting Neurosteroid Biosynthesis
  作者：Federico Da Settimo、Francesca Simorini、Sabrina Taliani、Concettina La Motta、Anna Maria Marini、Silvia Salerno、Marusca Bellandi、Ettore Novellino、Giovanni Greco、Barbara Cosimelli、Eleonora Da Pozzo、Barbara Costa、Nicola Simola、Micaela Morelli、Claudia Martini

  DOI：10.1021/jm8003224

  日期：2008.9.25

  Novel N,N-disubstituted indol-3-ylglyoxylamides (1-56), bearing different combinations of substituents R-1-R-5, were synthesized and evaluated as ligands of the translocator protein (TSPO), the 18 kDa protein representing the minimal functional unit of the "peripheral-type benzodiazepine receptor" (PBR). Most of the new compounds showed a nanomolar/subnanomolar affinity for TSPO and stimulated steroid biosynthesis in rat C6 glioma cells with a potency similar to or higher than that of classic TSPO ligands such as PK 11195. Moreover, when evaluated in vivo by means of the elevated-plus-maze (EPM) paradigm in the rat, compound 32. the best-performing derivative in terms of TSPO affinity and pregnenolone production, showed clear anxiolytic effects. The results of this study suggested that the novel N, N-di substituted indol-3y1glyoxylani ides may represent a promising class of compounds potentially suited for the treatment of anxiety disorders.
• EP1452525
  申请人：——

  公开号：——

  公开（公告）日：——