2-(4-aminophenyl)-N-(1-phenylethyl)acetamide | 31733-60-5

• 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: 2-(4-aminophenyl)-N-(1-phenylethyl)acetamide
• 英文别名: N-(1-phenylethyl)-4-aminobenzeneacetamide；(+/-)-N-(p-Aminophenylacetyl)-1-phenylaethylamin
• CAS: 31733-60-5
• 化学式: C₁₆H₁₈N₂O
• 分子量: 254.332
• InChiKey: PIOLDEYAWWHAQP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  55.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  戊二酸酐 、 2-(4-aminophenyl)-N-(1-phenylethyl)acetamide 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.5h， 以30%的产率得到5-oxo-5-<<4-<2-oxo-2-<(1-phenylethyl)amino>ethyl>phenyl>amino>pentanoic acid
  参考文献：
  名称：

  Catalytic antibodies with acyl-transfer capabilities: mechanistic and kinetic investigations

  摘要：

  Antibodies have been shown to catalyze acyl-transfer reactions. The processes by which they perform such tasks have often been postulated but largely remain unknown. An extended study is presented on three different monoclonal antibodies that catalyze the hydrolysis of an alkyl ester and an aryl amide bond. Antibodies 2H6 and 21H3 catalyze the hydrolysis of an unactivated benzyl ester and show exquisite specificity for substrates with either the R or S configuration, respectively, while 43C9 catalyzes the cleavage of a p-nitroanilide amide bond. New substrates were synthesized and buffer-assisted reactions were employed to determine antibody-substrate fidelity. Oxygen-18 incorporation experiments were performed providing evidence that these antibody-mediated reactions proceed through attack at the acyl carbonyl, and excluding the possibility of an S(N)2 displacement; mechanism for the ester hydrolysis reaction. A ph-rate profile study in protium and deuterium oxide was performed on antibody 43C9. This revealed an apparent PK(a) of approximately 9 involved in catalysis, but both the presence and absence of a solvent isotope effect in the ph-dependent and -independent regions suggested a multistep reaction pathway may be operative.

  DOI：

  10.1021/ja00001a042
• 作为产物：
  描述：

  2-(4-硝基苯基)乙酰氯 在 palladium on activated charcoal 氢气 、 potassium carbonate 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 50.0 ℃ 、344.73 kPa 条件下， 反应 12.0h， 生成 2-(4-aminophenyl)-N-(1-phenylethyl)acetamide
  参考文献：
  名称：

  一些4-氨基苯基乙酰胺的抗惊厥活性

  摘要：

  制备了一系列的4-氨基苯基乙酰胺，并评估了其抗惊厥活性。这些化合物是在旨在确定类苯甲酰胺的化合物与抗惊厥作用之间的关系的研究过程中制备的。与苯甲酰胺不同，这些苯基乙酰胺在芳环和酰胺羰基之间具有亚甲基。因此，失去了形式上的共轭，并且构象自由度的数量增加了。在小鼠中测试了该化合物的抗电击和戊四氮诱发的癫痫发作，并在转子法中对神经功能缺损进行了测试。在这项研究中制备的更具活性和选择性的抗惊厥药是那些具有额外的芳香环作为酰胺氮上取代基的一部分的抗惊厥药。化合物16，衍生自2,6-二甲基苯胺的4-氨基苯基乙酰胺，

  DOI：

  10.1002/jps.2600760106

文献信息

• Pharmaceutical composition and method of treating cancer
  申请人：King Abdulaziz University

  公开号：US10844022B1

  公开（公告）日：2020-11-24

  Cytotoxic compounds containing a phenyl core, amide link(s), an imidazolinone or a propenamide moiety. Also described are pharmaceutical compositions incorporating the cytotoxic compounds and methods for treating cancer. These compounds are cytotoxic against breast, prostate, and leukemia cancer cell lines via dual inhibition of Src kinases and tubulin.

  含有苯基核、酰胺键、咪唑啉酮或丙烯酰胺基团的细胞毒性化合物。还描述了包含这些细胞毒性化合物的药物组合物以及治疗癌症的方法。这些化合物通过对Src激酶和微管的双重抑制作用对乳腺癌、前列腺癌和白血病细胞系具有细胞毒性。
• Anti-cancer compounds having oxazolone derivation
  申请人：King Abdulaziz University

  公开号：US11174233B1

  公开（公告）日：2021-11-16

  Cytotoxic compounds containing a phenyl core, amide link(s), an imidazolinone or a propenamide moiety. Also described are pharmaceutical compositions incorporating the cytotoxic compounds and methods for treating cancer. These compounds are cytotoxic against breast, prostate, and leukemia cancer cell lines via dual inhibition of Src kinases and tubulin.

  含有苯基核心、酰胺连接、咪唑啉酮或丙烯酰胺分子的细胞毒性化合物。还描述了含有这些细胞毒性化合物的药物组合物和治疗癌症的方法。这些化合物通过对 Src 激酶和微管蛋白的双重抑制，对乳腺癌、前列腺癌和白血病细胞株具有细胞毒性。
• Anticancer compounds, pharmaceutical compositions thereof, and a method of treating cancer
  申请人：King Abdulaziz University

  公开号：US11180458B2

  公开（公告）日：2021-11-23

  Cytotoxic compounds containing a phenyl core, amide link(s), an imidazolinone or a propenamide moiety. Also described are pharmaceutical compositions incorporating the cytotoxic compounds and methods for treating cancer. These compounds are cytotoxic against breast, prostate, and leukemia cancer cell lines via dual inhibition of Src kinases and tubulin.

  含有苯基核心、酰胺连接、咪唑啉酮或丙烯酰胺分子的细胞毒性化合物。还描述了含有这些细胞毒性化合物的药物组合物和治疗癌症的方法。这些化合物通过对 Src 激酶和微管蛋白的双重抑制，对乳腺癌、前列腺癌和白血病细胞株具有细胞毒性。
• Chemotherapeutic oxazolone derivatives and pharmaceutical compositions thereof
  申请人：King Abdulaziz University

  公开号：US11220485B2

  公开（公告）日：2022-01-11

  Cytotoxic compounds containing a phenyl core, amide link(s), an imidazolinone or a propenamide moiety. Also described are pharmaceutical compositions incorporating the cytotoxic compounds and methods for treating cancer. These compounds are cytotoxic against breast, prostate, and leukemia cancer cell lines via dual inhibition of Src kinases and tubulin.

  含有苯基核心、酰胺连接、咪唑啉酮或丙烯酰胺分子的细胞毒性化合物。还描述了含有这些细胞毒性化合物的药物组合物和治疗癌症的方法。这些化合物通过对 Src 激酶和微管蛋白的双重抑制，对乳腺癌、前列腺癌和白血病细胞株具有细胞毒性。
• Approach to the use of benzylpenicillin acylase for configurational correlations of amino compounds. 2. Hydrolysis of N-(p-aminophenylacetyl) derivatives of some chiral primary amines
  作者：Domenico Rossi、Anna Calcagni、Aurelio Romeo

  DOI：10.1021/jo01327a040

  日期：1979.6