4-ethyl-1-phenyl-1H-1,2,3-triazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-ethyl-1-phenyl-1H-1,2,3-triazole
• 英文别名: 4-ethyl-1-phenyl-1H-1,2,3-triazol；4-Aethyl-1-phenyl-1H-[1,2,3]triazol；4-ethyl-1-phenyltriazole
• 化学式: C₁₀H₁₁N₃
• 分子量: 173.217
• InChiKey: JIHFLRWZBPPLLH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  sodium butanolate 、 叠氮苯 生成 4-ethyl-1-phenyl-1H-1,2,3-triazole
  参考文献：
  名称：

  Bertho, Chemische Berichte, 1925, vol. 58, p. 861,862

  摘要：

  DOI：

文献信息

• [EN] (R)-4-(HETEROARYL) PHENYLETHYL DERIVATIVES AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM<br/>[FR] DÉRIVÉS DE (R)-4-(HÉTÉROARYL)PHÉNYLÉTHYLE ET COMPOSITIONS PHARMACEUTIQUES LES CONTENANT
  申请人：DOMPE SPA

  公开号：WO2009050258A1

  公开（公告）日：2009-04-23

  The present invention relates to a novel class of (R)-4-(heteroaryl)phenylpropionic derivatives of formula (I), useful in the inhibition of the chemotactic activation induced by the fraction C5a of complement. Said compounds are useful in the treatment of pathologies depending on the chemotactic activation of neutrophils and monocytes induced by the fraction C5a of the complement. In particular, the compounds of the invention are useful in the treatment of autoimmune hemolytic anemia (AIHA), psoriasis, bullous pemphigoid, rheumatoid arthritis, ulcerative colitis, acute respiratory distress syndrome, idiopathic fibrosis, glomerulonephritis and in the prevention and treatment of injury caused by ischemia and reperfusion.

  本发明涉及一类新型的(R)-4-(杂环)苯丙酸衍生物，其化学式为(I)，用于抑制由补体C5a分子引起的趋化活化。所述化合物在治疗依赖于补体C5a分子引起的中性粒细胞和单核细胞趋化活化的病理方面具有用处。具体而言，本发明的化合物在治疗自身免疫性溶血性贫血（AIHA）、银屑病、大疱性类天疱疮、类风湿性关节炎、溃疡性结肠炎、急性呼吸窘迫综合征、特发性纤维化、肾小球肾炎以及缺血再灌注所致损伤的预防和治疗方面具有用处。
• A Facile One-Pot Metal-Free Synthesis of 1,4-Disubstituted 1,2,3-Triazoles
  作者：Qianfa Jia、Gongming Yang、Lei Chen、Zhiyun Du、Jia Wei、Yanqiong Zhong、Jian Wang

  DOI：10.1002/ejoc.201500360

  日期：2015.6

  A 1,3-dipolar cycloaddition reaction of commercially available aldehydes with azides and secondary amines through a one-pot strategy has been developed. This method furnishes 1,4-disubstituted 1,2,3-triazoles in good to excellent yields and high levels of regioselectivity.

  已开发出市售醛与叠氮化物和仲胺通过一锅法进行的 1,3-偶极环加成反应。该方法以良好到极好的收率和高水平的区域选择性提供 1,4-二取代的 1,2,3-三唑。
• ACYLAMINO-SUBSTITUTED FUSED CYCLOPENTANECARBOXYLIC ACID DERIVATIVES AND THEIR USE AS PHARMACEUTICALS
  申请人：SANOFI

  公开号：US20140309264A1

  公开（公告）日：2014-10-16

  The present invention relates to compounds of the formula I, wherein A, Y, Z, R 3 to R 6 , R 20 to R 22 and R 50 have the meanings indicated in the claims, which are valuable pharmaceutical active compounds. Specifically, they are inhibitors of the endothelial differentiation gene receptor 2 (Edg-2, EDG2), which is activated by lysophosphatidic acid (LPA) and is also termed as LPA 1 receptor, and are useful for the treatment of diseases such as atherosclerosis, myocardial infarction and heart failure, for example. The invention furthermore relates to processes for the preparation of the compounds of the formula I, their use and pharmaceutical compositions comprising them.

  本发明涉及公式I的化合物，其中A、Y、Z、R3至R6、R20至R22和R50具有所述权利要求中指示的含义，它们是有价值的药物活性化合物。具体而言，它们是内皮分化基因受体2（Edg-2，EDG2）的抑制剂，该受体被溶血磷脂酸（LPA）激活，也称为LPA1受体，并且对于例如动脉粥样硬化、心肌梗死和心力衰竭等疾病的治疗是有用的。此外，本发明还涉及公式I化合物的制备方法、它们的使用以及包含它们的药物组合物。
• Mechanistic investigation of enolate/stabilized vinylogous carbanion-mediated organocatalytic azide (3 + 2) cycloaddition reactions for the synthesis of 1,2,3-triazoles
  作者：Attilio Chiavegatti Neto、Kelly Cintra Soares、Maiara da Silva Santos、Túlio Jardini Aímola、Antonio Gilberto Ferreira、Guilherme A. M. Jardim、Cláudio Francisco Tormena、Márcio Weber Paixão、Marco Antonio Barbosa Ferreira

  DOI：10.1039/d2ob00391k

  日期：——

  Herein, we report a fully detailed mechanistic study involving an organocatalyzed 1,3-dipolar cycloaddition via enolate or stabilized vinylogous carbanion intermediates and azide for the synthesis of 1,2,3-triazoles. A detailed investigation of the elementary steps, intermediates, and transition states of the two organocatalyzed metal-free click reactions is supported by DFT calculations and 1H NMR

  在此，我们报告了一项全面详细的机理研究，涉及通过烯醇化物或稳定的乙烯基碳负离子中间体和叠氮化物进行有机催化的 1,3-偶极环加成反应来合成 1,2,3-三唑。DFT 计算和1 H NMR 监测实验支持对两种有机催化的无金属点击反应的基本步骤、中间体和过渡态的详细研究，提供了两种反应机制的详细概况。失真-相互作用活化应变 (DIAS) 分析也用于进一步阐明两个反应中的区域选择性。
• Tandem Catalysis: From Alkynoic Acids and Aryl Iodides to 1,2,3-Triazoles in One Pot
  作者：Andrej Kolarovič、Michael Schnürch、Marko D. Mihovilovic

  DOI：10.1021/jo1024927

  日期：2011.4.15

  A tandem catalysis protocol based on decarboxylative coupling of alkynoic acids and 1,3-dipolar cycloaddition of azides enables a highly efficient synthesis of a variety of functionalized 1,2,3-triazoles. The three-step, one-pot method avoids usage of gaseous or highly volatile terminal alkynes, reduces handling of potentially unstable and explosive azides to a minimum, and furnishes target structures in excellent yields and a very good purity without the need for additional purification.