N-4-phenyl-2-methyl-1,3-thiazole-4-carboxamide

• 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-phenyl-2-methyl-1,3-thiazole-4-carboxamide
• 英文别名: 2-methyl-N-phenylthiazole-4-carboxamide；2-methyl-N-phenyl-1,3-thiazole-4-carboxamide
• 化学式: C₁₁H₁₀N₂OS
• 分子量: 218.279
• InChiKey: CZAKGBSQPNRKCK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  70.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-甲基噻唑-4-甲酰胺 、 苯基三甲氧基硅烷 在 四丁基氟化铵 、 氧气 、 copper diacetate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以64%的产率得到N-4-phenyl-2-methyl-1,3-thiazole-4-carboxamide
  参考文献：
  名称：

  α-Nitrogen activating effect in the room temperature copper-promoted N-arylation of heteroarylcarboxamides with phenyl siloxane or p-toluylboronic acid

  摘要：

  Heteroarylcarboxamides containing a-nitrogens undergo copper-promoted N-phenylation with hypervalent phenyl trimethylsiloxane at room temperature, in the absence of base and in air. Arylboronic acid can substitute for phenyl trimethylsiloxane as the organometalloid. The ol-heteroatom chelating effect is in the decreasing order of N>O, S. This discovery opens up the possibility of using other alpha -nitrogen functional groups to direct the N-arylation of peptides and simple amides under conditions as mild as that of amide bond formation. (C) 2001 Dupont Pharmaceutical Company. Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00203-9

文献信息

• Manganese Catalyzed Direct Amidation of Esters with Amines
  作者：Zhengqiang Fu、Xinghua Wang、Sheng Tao、Qingqing Bu、Donghui Wei、Ning Liu

  DOI：10.1021/acs.joc.0c02478

  日期：2021.2.5

  metal catalyzed amidations remains a challenge. Here, a manganese(I)-catalyzed method for the direct synthesis of amides from a various number of esters and amines is reported with unprecedented substrate scope using a low catalyst loading. A wide range of aromatic, aliphatic, and heterocyclic esters, even in fatty acid esters, reacted with a diverse range of primary aryl amines, primary alkyl amines

  酯与胺的过渡金属催化的酰胺键形成反应已被开发为克服传统方法的缺点的先进方法。在过渡金属催化的酰胺化反应中底物的广泛应用仍然是一个挑战。在此，报道了锰（I）催化的方法，其由多种酯和胺直接合成酰胺，具有低催化剂载量，具有无与伦比的底物范围。甚至在脂肪酸酯中，各种各样的芳族，脂族和杂环酯也与各种各样的伯芳基胺，伯烷基胺和仲烷基胺反应形成酰胺。值得注意的是，该方法提供了由脂肪酸酯和胺形成过渡金属催化的酰胺键形成反应的第一个例子。
• [EN] HEPATITIS B ANTIVIRAL AGENTS<br/>[FR] AGENTS ANTIVIRAUX DE L'HÉPATITE B
  申请人：ENANTA PHARM INC

  公开号：WO2017015451A1

  公开（公告）日：2017-01-26

  The present invention discloses compounds of Formula (I), or pharmaceutically acceptable salts, esters, or prodrugs thereof: X-A1-Y-A2-Z-L-R (I) which inhibit the protein(s) encoded by hepatitis B virus (HBV) or interfere with the function of the HBV life cycle of the hepatitis B virus and are also useful as antiviral agents. The present invention further relates to pharmaceutical compositions comprising the aforementioned compounds for administration to a subject suffering from HBV infection. The invention also relates to methods of treating an HBV infection in a subject by administering a pharmaceutical composition comprising the compounds of the present invention.

  本发明揭示了化合物的结构式（I），或其药用可接受的盐、酯或前药：X-A1-Y-A2-Z-L-R（I），这些化合物能够抑制由乙型肝炎病毒（HBV）编码的蛋白质，或干扰乙型肝炎病毒的生命周期功能，同时也可作为抗病毒药物使用。本发明还涉及包含上述化合物的药物组合物，用于治疗患有HBV感染的受试者。该发明还涉及通过给受试者投予包含本发明化合物的药物组合物来治疗HBV感染的方法。
• 4-AMINO-2,3-DISUBSTITUTED THIENO [2,3,D]PYRIMIDINES AND PHARMACEUTICAL COMPOSITIONS THEREOF
  申请人：Adams Jerry Leroy

  公开号：US20080287466A1

  公开（公告）日：2008-11-20

  Furo- and thienopyrimidine derivatives, which are useful as TIE-2 and/or VEGFR-2 inhibitors are described herein. The described invention also includes methods of making such furo- and thienopyrimidine derivatives as well as methods of using the same in the treatment of hyperproliferative diseases.

  本文描述了作为TIE-2和/或VEGFR-2抑制剂有用的呋喃和噻唑嘧啶衍生物。所述发明还包括制备这种呋喃和噻唑嘧啶衍生物的方法以及使用它们治疗增生性疾病的方法。
• US7427623B2
  申请人：——

  公开号：US7427623B2

  公开（公告）日：2008-09-23
• α-Nitrogen activating effect in the room temperature copper-promoted N-arylation of heteroarylcarboxamides with phenyl siloxane or p-toluylboronic acid
  作者：Patrick Y.S Lam、Sophie Deudon、Elisabeth Hauptman、Charles G Clark

  DOI：10.1016/s0040-4039(01)00203-9

  日期：2001.3

  Heteroarylcarboxamides containing a-nitrogens undergo copper-promoted N-phenylation with hypervalent phenyl trimethylsiloxane at room temperature, in the absence of base and in air. Arylboronic acid can substitute for phenyl trimethylsiloxane as the organometalloid. The ol-heteroatom chelating effect is in the decreasing order of N>O, S. This discovery opens up the possibility of using other alpha -nitrogen functional groups to direct the N-arylation of peptides and simple amides under conditions as mild as that of amide bond formation. (C) 2001 Dupont Pharmaceutical Company. Published by Elsevier Science Ltd. All rights reserved.