3-Phenyl-2-carbamoyl-indon | 94064-79-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 3-Phenyl-2-carbamoyl-indon
• 英文别名: 1-Oxo-3-phenyl-1H-indene-2-carboxylic acid amide；1-oxo-3-phenylindene-2-carboxamide
• CAS: 94064-79-6
• 化学式: C₁₆H₁₁NO₂
• 分子量: 249.269
• InChiKey: NFMADGYJLRYPSL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  60.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-Phenyl-2-carbamoyl-indon 在 甲醇 、 氯化亚砜 、 sodium cyanoborohydride 作用下， 生成 ethyl 1-hydroxy-3-phenyl-1H-indene-2-carboxylate
  参考文献：
  名称：

  氨基脱芳构化引发萘酚骨架的多样化

  摘要：

  银催化的萘酚氨基脱芳构化反应已被开发出来，并整合到逐步的方法中，用于随后的骨架多样化，包括扩环、开环、收缩和芳基支架的原子嬗变。这种方法能够从萘酚底物合成多种氮杂酮、不饱和酰胺、异喹啉和茚酮。其在生物活性和功能分子的合成以及复杂分子骨架的转化中的应用强调了其广泛的潜在适用性。机理研究表明脱芳构化中间体的中间作用。

  DOI：

  10.1021/acs.orglett.4c01416
• 作为产物：
  描述：

  3-(2-Benzoylphenyl)prop-2-enamide 在 iron(III) chloride 作用下， 以 甲苯 为溶剂， 反应 1.0h， 以76%的产率得到3-Phenyl-2-carbamoyl-indon
  参考文献：
  名称：

  FeCl₃ mediated synthesis of substituted indenones by a formal [2+2] cycloaddition/ring opening cascade of o-keto-cinnamates

  摘要：

  一种新颖的FeCl₃介导的形式[2+2]环加成/环开环串联反应被开发用于合成茚酮。该反应能容忍广泛的官能团，包括溴化物、氯化物、酰胺、酸和酯基团。

  DOI：

  10.1039/c5cc03040d

文献信息

• 1-Oxo-3-aryl-1H-indene-2-carboxylic acid derivatives as selective inhibitors of fibroblast growth factor receptor-1 tyrosine kinase
  作者：M.R. Barvian、R.L. Panek、G.H. Lu、A.J. Kraker、A. Amar、B. Hartl、J.M. Hamby、H.D.H. Showalter

  DOI：10.1016/s0960-894x(97)10110-x

  日期：1997.11

  Fibroblast growth factor receptor (FGFr) mediated signal transduction is implicated in vascular proliferative diseases and some cancers. We have identified methyl 1-oxo-3-phenyl-1H-indene-2-carboxylic ester as a small molecule inhibitor of the tyrosine kinase activity of FGFr-1, (IC50 = 5.1 mu M). We report here the synthesis and structure-activity studies about this template core. Additionally, screening of this series against a panel of tyrosine kinases shows selective inhibition of FGFr. (C) 1997 Elsevier Science Ltd.
• Differentiation modulating agents and uses therefor
  申请人：Prins Bernhard Johannes

  公开号：US20050282733A1

  公开（公告）日：2005-12-22

  The present invention is directed to methods and agents for modulating the differentiation potential and/or proliferation of preadipocytes. More particularly, the present invention discloses methods and agents for modulating a fibroblast growth factor (FGF) signaling pathway, especially the FGF-1 or FGF-2 signaling pathway, for treating or preventing adiposity-related conditions including, but not limited to, obesity, lipoma, lipomatosis, cachexia or lipodystrophy or the loss of adipose tissue in trauma or atrophic conditions.
• DIFFERENTIATION MODULATING AGENTS AND USES THEREFOR
  申请人：Prins Johannes Bernhard

  公开号：US20120059047A1

  公开（公告）日：2012-03-08

  The present invention is directed to methods and agents for modulating the differentiation potential and/or proliferation of preadipocytes. More particularly, the present invention discloses methods and agents for modulating a fibroblast growth factor (FGF) signaling pathway, especially the FGF-1 or FGF-2 signaling pathway, for treating or preventing adiposity-related conditions including, but not limited to, obesity, lipoma, lipomatosis, cachexia or lipodystrophy or the loss of adipose tissue in trauma or atrophic conditions.
• FeCl₃ mediated synthesis of substituted indenones by a formal [2+2] cycloaddition/ring opening cascade of o-keto-cinnamates
  作者：Dattatraya H. Dethe、Ganesh M. Murhade

  DOI：10.1039/c5cc03040d

  日期：——

  A novel FeCl₃ mediated formal [2+2] cycloaddition/ring opening cascade of o-keto-cinnamates was developed for the synthesis of indenones. The reaction tolerates a broad range of functional groups, including bromide, chloride, amide, acid and ester groups.

  一种新颖的FeCl₃介导的形式[2+2]环加成/环开环串联反应被开发用于合成茚酮。该反应能容忍广泛的官能团，包括溴化物、氯化物、酰胺、酸和酯基团。
• 10.1021/acs.orglett.4c01416
  作者：Li, Linqiang、Wang, Dong、Zhang, Yue、Liu, Jingjing、Wang, Han、Luan, Xinjun

  DOI：10.1021/acs.orglett.4c01416

  日期：——

  including ring expansion, ring opening, ring contraction, and atom transmutation of aryl scaffolds. This approach enables the synthesis of a diverse array of azepinones, unsaturated amides, isoquinolines, and indenones from naphthol substrates. Its application in the synthesis of bioactive and functional molecules as well as the conversion of complex molecular skeletons underscores its broad potential applicability

  银催化的萘酚氨基脱芳构化反应已被开发出来，并整合到逐步的方法中，用于随后的骨架多样化，包括扩环、开环、收缩和芳基支架的原子嬗变。这种方法能够从萘酚底物合成多种氮杂酮、不饱和酰胺、异喹啉和茚酮。其在生物活性和功能分子的合成以及复杂分子骨架的转化中的应用强调了其广泛的潜在适用性。机理研究表明脱芳构化中间体的中间作用。