N-(4-acetylphenyl)pentanamide

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-(4-acetylphenyl)pentanamide
• 化学式: C₁₃H₁₇NO₂
• mdl: MFCD00448086
• 分子量: 219.283
• InChiKey: XQGITCBACADSMD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.384
• 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：

  N-(4-acetylphenyl)pentanamide 在 劳森试剂 、 4-dimethylaminopyridine borane 、 di-tert-butoxydiazene 、 苯硫酚 作用下， 以 甲苯 为溶剂， 生成 1-(4-(pentylamino)phenyl)ethan-1-one
  参考文献：
  名称：

  Lewis Base–Boryl Radicals Enabled the Desulfurizative Reduction and Annulation of Thioamides

  摘要：

  A new protocol for radical transformations of thioamides promoted by Lewis base-boryl radicals is reported. The desulfurizative reduction to access organic amines was enabled utilizing 4-dimethylaminopyridine-BH3 as the boryl radical precursor and PhSH as the polarity reversal catalyst. Alternatively, the chain process for unsaturated thioamides was switched to an annulation reaction using N-heterocyclic carbene BH3 as the boryl radical precursor and sterically bulky Ph3CSH as the catalyst, allowing for the construction of N-heterocyclic and carbocyclic skeletons.

  DOI：

  10.1021/acs.orglett.7b03201
• 作为产物：
  描述：

  4-氨基苯乙酮 、 戊酰氯 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 N-(4-acetylphenyl)pentanamide
  参考文献：
  名称：

  Structure-based modification of 3-/4-aminoacetophenones giving a profound change of activity on tyrosinase: From potent activators to highly efficient inhibitors

  摘要：

  In this study, we developed 3-/4-aminoacetophenones and their structure-based 3-/4-aminophenylethylidenethiosemicarbazide derivatives, respectively, as novel tyrosinase activators and inhibitors. Notably, all the obtained thiosemicarbazones displayed more potent tyrosinase inhibitory activities than kojic acid. Especially, compound 7k was found to be the most active tyrosinase inhibitor with IC50 value of 0.291 mu M. The structure-activity relationships (SARs) analysis showed that: (1) the amine group was absolutely necessarily for determining the tyrosinase activation activity; (2) the introduction of thiosemicarbazide group played a very vital role in transforming tyrosinase activators into tyrosinase inhibitors; (3) the phenylethylenethiosemicarbazide moiety was crucial for determining the tyrosinase inhibitory activity; (4) the type of acyl group had no obvious effect on the inhibitory activity; (5) the position of amide substituent on the phenyl ring influenced the tyrosinase inhibitory potency. Moreover, the inhibition mechanism and inhibition kinetics study revealed that compound 7k was reversible and non-competitive inhibitor, and compound 8h was reversible and competitive-uncompetitive mixed-II type inhibitor. (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2015.02.013

文献信息

• SET or TET? Iron-catalyzed aminocarbonylation of unactivated alkyl halides with amines, amides, and indoles via a substrate dependent mechanism
  作者：Han-Jun Ai、Fengqian Zhao、Xiao-Feng Wu

  DOI：10.1016/s1872-2067(22)64208-6

  日期：2023.4

  abundance, and potential for distinct and complementary reactivity patterns. Meanwhile, alkyl bromides as well as low nucleophilic amides and indoles are considered to be particularly challenge substrates for carbonylation reactions. Herein, we report an iron-catalyzed carbonylative coupling of unactivated alkyl halides with amines, amides, and indoles to assemble amide structural units, affording various

  铁催化的羰基化反应在我们倡导可持续发展的化学界非常受欢迎，因为它成本低、资源丰富，并且具有独特和互补反应模式的潜力。同时，烷基溴以及低亲核性酰胺和吲哚被认为是羰基化反应特别具有挑战性的底物。在此，我们报告了未活化的烷基卤化物与胺、酰胺和吲哚的铁催化羰基化偶联以组装酰胺结构单元，提供各种酰胺、酰亚胺和N- 具有优异产率和前所未有的官能团相容性的酰基吲哚。值得注意的是，我们的方法也代表了 Fe 催化的卤代烷氨基羰基化的例子。我们的初步机理研究表明反应途径是底物依赖性的：当使用烷基碘时，羰基化通过自由基途径进行；而当烷基溴化物作为亲电子试剂时，会发生双电子转移 (TET) 过程。
• Synthesis via microwave irradiation, structural characterization, and antibacterial activities of new complexes of bismuth(III) with thiosemicarbazones
  作者：Melissa Beltrán-Torres、Hisila Santacruz-Ortega、Karla A. López-Gastelum、Mónica Acosta-Elías、Enrique F. Velázquez-Contreras、Gerardo Aguirre-Hernández、Javier Hernández-Paredes、Refugio Pérez-González、Fernando Rocha-Alonzo、Alfonso García-Galaz、Rocío Sugich-Miranda

  DOI：10.1016/j.poly.2024.116883

  日期：2024.4

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• US7576117B1
  申请人：——

  公开号：US7576117B1

  公开（公告）日：2009-08-18
• [EN] COVALENT APTAMERS<br/>[FR] APTAMÈRES COVALENTS
  申请人：[en]UNIVERSITY OF PITTSBURGH-OF THE COMMONWEALTH SYSTEM OF HIGHER EDUCATION

  公开号：WO2022232195A2

  公开（公告）日：2022-11-03

  Disclosed are chemically modified aptamers comprising an electrophilic group and a handle and methods for using said aptamers to deliver the handle to a target protein, crosslink the aptamer to the target protein, as well as methods of using said aptamers to detect proteins and to treat viral infections or cancer.