N-phenethyl-3-phenylpropiolamide | 208335-77-7

• 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-phenethyl-3-phenylpropiolamide
• 英文别名: 3-phenyl-N-(2-phenylethyl)prop-2-ynamide
• CAS: 208335-77-7
• 化学式: C₁₇H₁₅NO
• 分子量: 249.312
• InChiKey: DVYMATRHBJHEBM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-phenethyl-3-phenylpropiolamide 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成
  参考文献：
  名称：

  2,5-Diarylisothiazolone: novel inhibitors of cytokine-induced cartilage destruction

  摘要：

  A series of 2,5-diarylisothiazolones is reported that inhibit the IL-lp-induced breakdown of bovine nasal septum cartilage in an organ culture assay. The synthesis and preliminary SAR of these compounds are described. These compounds represent a novel, nonpeptide lead series approach to the mediation of the chronic cartilage breakdown associated with arthritic disease. These compounds are relatively resistant to reductive metabolism by liver microsomal preparations and appear to inhibit cartilage breakdown by interfering with the proteolytic activation of matrix metalloproteinases. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0968-0896(96)00053-3
• 作为产物：
  描述：

  苯丙炔酸 在 氯化亚砜 作用下， 以 苯 为溶剂， 反应 4.0h， 生成 N-phenethyl-3-phenylpropiolamide
  参考文献：
  名称：

  2,5-Diarylisothiazolone: novel inhibitors of cytokine-induced cartilage destruction

  摘要：

  A series of 2,5-diarylisothiazolones is reported that inhibit the IL-lp-induced breakdown of bovine nasal septum cartilage in an organ culture assay. The synthesis and preliminary SAR of these compounds are described. These compounds represent a novel, nonpeptide lead series approach to the mediation of the chronic cartilage breakdown associated with arthritic disease. These compounds are relatively resistant to reductive metabolism by liver microsomal preparations and appear to inhibit cartilage breakdown by interfering with the proteolytic activation of matrix metalloproteinases. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0968-0896(96)00053-3

文献信息

• Water-removable ynamide coupling reagent for racemization-free syntheses of peptides, amides, and esters
  作者：Tao Liu、Xue Zhang、Zejun Peng、Junfeng Zhao

  DOI：10.1039/d1gc03498g

  日期：——

  A novel ynamide coupling reagent, the by-product of which can be removed by water, was reported. It promotes the direct coupling between carboxylic acids and amines, alcohols or thiols to provide amides, peptides, esters and thioesters, respectively. No detectable racemization was observed for all the coupling reactions of carboxylic acids containing an α-chiral center. Importantly, a simple acidic

  报道了一种新型 ynamide 偶联剂，其副产物可以通过水去除。它促进羧酸与胺、醇或硫醇之间的直接偶联，分别提供酰胺、肽、酯和硫酯。对于含有α-手性中心的羧酸的所有偶联反应，均未观察到可检测的外消旋化。重要的是，简单的酸性水溶液后处理很容易去除副产物，无需使用柱色谱即可获得产率良好至极好的纯偶联产物，从而使该方法更加环保、用户友好且更具成本效益。卡非佐米的外消旋化/无差向异构化合成进一步证明了可去除水的 ynamide 偶联试剂的稳健性，
• SUBSTITUTED BIS(HETERO)AROMATIC N--ETHYLPROPIOLAMIDES AND USE THEREOF FOR PRODUCTION OF MEDICAMENTS
  申请人：Haurand Michael

  公开号：US20090182020A1

  公开（公告）日：2009-07-16

  The present invention relates to substituted bis(hetero)aromatic N-ethylpropiolamides, methods for the production thereof, medicaments containing these compounds and the use thereof for the production of medicaments.

  本发明涉及替代的双(杂)芳基N-乙基丙炔酰胺，其生产方法，含有这些化合物的药物以及用于生产药物的应用。
• Electrochemically Mediated Fixation of CO₂: Synthesis of Functionalized Oxazolidine‐2,4‐Diones by Three‐Component Reactions
  作者：Ting‐Kai Xiong、Qiang Xia、Xue‐Qi Zhou、Shu‐Hui Li、Fei‐Hu Cui、Hai‐Tao Tang、Ying‐Ming Pan、Ying Liang

  DOI：10.1002/adsc.202300396

  日期：2023.7.4

  Carbon dioxide is a harmful greenhouse gas, as well as a valuable resource. Here, a three-component cyclization reaction was developed for the synthesis of oxazolidine-2,4-diones by immobilizing CO2 under the electrochemistry and copper catalyst. Propargyl amide was used as the reaction substrate to capture carbon dioxide to produce carboxyl anion, while selenide produced electrophilic receptor to

  二氧化碳是一种有害的温室气体，也是一种宝贵的资源。在此，开发了一种三组分环化反应，通过在电化学和铜催化剂下固定CO 2来合成恶唑烷-2,4-二酮。以丙炔酰胺为反应底物捕获二氧化碳产生羧基阴离子，而硒化物在电化学条件下产生亲电受体激活三键。然后进行分子内环化反应，得到目标产物。通过这种环境友好的策略，合成了一系列重要的恶唑烷-2,4-二酮。
• Electrocatalytic three-component reactions: synthesis of tellurium-containing oxazolidinone for anticancer agents
  作者：Xue-Qi Zhou、Hai-Tao Tang、Fei-Hu Cui、Ying Liang、Shu-Hui Li、Ying-Ming Pan

  DOI：10.1039/d3gc01288c

  日期：——

  assay against various types of human cancer cells. Compound 5e showed better antitumor activity than did the other oxazolidinone and selenium-containing oxazolidinone compounds. These findings have provided new synthetic strategies for organotellurium compounds and have shown a new perspective for the study of the biological activity of chalcogen-containing organic compounds.

  有机碲化合物的合成在药物科学中至关重要。在此，我们开发了一种新型高效的电化学催化炔丙酰胺或炔丙胺与CO 2 和二碲的多组分反应，并据我们所知首次在温和条件下合成了多种含碲2-恶唑烷酮，且收率令人满意。状况。此外，通过使用针对各种类型的人类癌细胞的MTT测定法，测试了所得的含碲2-恶唑烷酮的体外抗癌活性。化合物5e与其他恶唑烷酮和含硒恶唑烷酮化合物相比，显示出更好的抗肿瘤活性。这些发现为有机碲化合物的合成提供了新的策略，也为含硫有机化合物的生物活性研究提供了新的视角。
• PROCESS OF PREPARING SUBSTITUTED ACRYLAMIDES
  申请人：ELI LILLY AND COMPANY

  公开号：EP0944581A1

  公开（公告）日：1999-09-29