N-(2-(trifluoromethyl)phenyl)propionamide | 2924-94-9

• 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-(2-(trifluoromethyl)phenyl)propionamide
• 英文别名: N-[2-(trifluoromethyl)phenyl]propanamide；N-propanoyl-2-(trifluoromethyl)aniline；propionic acid-(2-trifluoromethyl-anilide)；Propionsaeure-(2-trifluormethyl-anilid)；N-(2-trifluoromethylphenyl)-propanamide
• CAS: 2924-94-9
• 化学式: C₁₀H₁₀F₃NO
• mdl: MFCD00791253
• 分子量: 217.191
• InChiKey: JZRAJSHDIIOPEY-UHFFFAOYSA-N

物化性质

• 沸点：
  310.5±42.0 °C(Predicted)
• 密度：
  1.258±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(2-(trifluoromethyl)phenyl)propionamide 在 五氯化磷 作用下， 以 苯 为溶剂， 反应 0.25h， 生成 N-(2-trifluoromethylphenyl)-propanimidoyl chloride
  参考文献：
  名称：

  Further studies on the cyclization of aromatic azomethines ortho-substituted with a trifluoromethyl group: synthesis of 2,4-di- or 2,3,4-trisubstituted quinolines

  摘要：

  The scope and limitations of the novel synthetic route to quinolines (Strekowski et al. J. Org. Chem. 1990, 55, 4777) have been studied. A direct condensation of 2-(trifluoromethyl)aniline (1) with methyl aryl ketones, methyl heteroaryl ketones, ethyl aryl ketones, methyl vinyl ketones, 1-indanone, 1-tetralone, camphor, and cyclohexanone provides an easy access to the corresponding ketimines. An indirect one-pot preparation of dialkyl ketimines and C-alkyl-substituted amidines derived from 1, but inaccessible by the direct condensation method, is also presented. All these ketimines and amidines are cyclized in the presence of alkylamide, dialkylamide, or alkoxide bases to give a quinoline containing the base function at C-4. Analysis of byproducts of the base-mediated reactions provides strong support for the originally proposed mechanism of the quinoline formation.

  DOI：

  10.1021/jo00027a037
• 作为产物：
  描述：

  N-苯基丙酰胺 、 Langlois reagent 在 palladium diacetate 作用下， 以 二甲基亚砜 为溶剂， 反应 20.0h， 以67%的产率得到N-(2-(trifluoromethyl)phenyl)propionamide
  参考文献：
  名称：

  Visible-light-induced Pd-catalyzed ortho-trifluoromethylation of acetanilides with CF₃SO₂Na under ambient conditions in the absence of an external photocatalyst

  摘要：

  使用可见光诱导的Pd催化剂对乙酰苯胺进行CF₃SO₂Na的ortho-三氟甲基化反应，无需任何外部光催化剂或添加剂。

  DOI：

  10.1039/c9cc01014a

文献信息

• [EN] 2-ARYLIMIDAZO[1,2-B]PYRIDAZINE, 2-PHENYLIMIDAZO[1,2-A]PYRIDINE, AND 2-PHENYLIMIDAZO[1,2-A]PYRAZINE DERIVATIVES<br/>[FR] DÉRIVÉS DE 2-ARYLIMIDAZO[1,2-B]PYRIDAZINE, 2-PHÉNYLIMIDAZO[1,2-A]PYRIDINE, ET 2-PHÉNYLIMIDAZO[1,2-A]PYRAZINE
  申请人：PAMLICO PHARMACEUTICAL INC

  公开号：WO2012088411A1

  公开（公告）日：2012-06-28

  Disclosed are compounds of formula (I): (Formula (I) where X, Y, X, A, R1; R2, and R3 are defined herein. Also disclosed are pharmaceutically acceptable salts of the compounds, compositions containing the compounds, and methods of using the compounds to treat, e.g., cancer.

  公开的是式(I)的化合物：（式(I)中X、Y、X、A、R1、R2和R3的定义如本文所述。还公开了这些化合物的药用盐、含有这些化合物的组合物，以及使用这些化合物治疗癌症等疾病的方法。
• [EN] HETEROCYCLIC KINASE INHIBITORS<br/>[FR] INHIBITEURS DE KINASE HETEROCYCLIQUE
  申请人：ABBOTT LAB

  公开号：WO2004076424A1

  公开（公告）日：2004-09-10

  Compounds having the formula (I) are useful for inhibiting protein kinases. Also disclosed are methods of making the compounds, compositions containing the compounds, and methods of treatment using the compounds.

  具有公式(I)的化合物对于抑制蛋白激酶是有用的。还公开了制造这些化合物的方法、包含这些化合物的组合物以及使用这些化合物的治疗方法。
• [EN] AGGRECANASE INHIBITORS<br/>[FR] INHIBITEURS D'AGGRÉCANASE
  申请人：LILLY CO ELI

  公开号：WO2014066151A1

  公开（公告）日：2014-05-01

  The present invention provides compounds having the formula: wherein R1 is selected from methyl, ethyl, propyl, cyclopropyl, and dimethyl, or a pharmaceutically acceptable salt thereof, along with methods and intermediates for their preparation, and uses thereof.

  本发明提供具有以下结构的化合物：其中R1从甲基、乙基、丙基、环丙基和二甲基中选择，或其药学上可接受的盐，以及它们的制备方法和中间体，以及它们的用途。
• Fungicidal Properties of Some Novel Trifluoromethylphenyl Amides
  作者：Maia Tsikolia、Ulrich R. Bernier、David E. Wedge、Nurhayat Tabanca、Khalil A. Abboud、Kenneth J. Linthicum

  DOI：10.1002/cbdv.201800618

  日期：2019.5

  Active compounds were subsequently tested against C. fragariae, C. gloeosporioides, C. acutatum, Phomopsis obscurans, P. viticola, Botrytis cinerea and Fusarium oxysporum. The study identified 2‐chloro‐N‐[2,6‐dichloro‐4‐(trifluoromethyl)phenyl]acetamide (7a) as showing the strongest antifungal activity, and the broadest activity spectrum in this set against Colletotrichum acutatum (at 48 and 72 h) and

  三氟甲基苯基酰胺 (TFMPA) 被设计和合成为潜在的杀虫剂。使用直接生物自显影分析评估了 33 个结构对三种炭疽菌的杀真菌活性。随后针对草莓角斑病菌、胶球孢子菌、尖头角孢菌、暗色拟拟芽孢菌、葡萄球菌、灰葡萄孢和尖孢镰刀菌测试了活性化合物。该研究确定 2-氯-N-[2,6-二氯-4-(三氟甲基)苯基]乙酰胺 (7a) 显示出最强的抗真菌活性，并且在该组中对尖刺炭疽菌（48 和 72 h) 和 Phomopsis viticola（在 144 小时）。三乙胺与 N-[2,6-dichloro-4-(trifluoromethyl)phenyl]-2,2,3,3,3-pentafluoropropanamide (7b') 的络合物的存在在生物活性中起重要作用，并且取决于浓度或真菌种类，它显示出比母体酰胺更高或更低的活性。X 射线晶体学表明，配合物 (7b') 是一个离子对 (C10H2Cl2F8NO)−
• Quinoline-3-carboxamides
  申请人：Roussel Uclaf

  公开号：US04107310A1

  公开（公告）日：1978-08-15

  Novel quinoline-3-carboxamides of the formula ##STR1## wherein R.sub.1 is in the 5,6,7 or 8-position and is selected from the group consisting of hydrogen, halogen, --CF.sub.3, --OCF.sub.3, --SCF.sub.3, straight chain alkyl of 1 to 4 carbon atoms, branched alkyl of 3 to 5 carbon atoms and alkoxy of 1 to 4 carbon atoms, R.sub.2 is selected from the group consisting of hydrogen and methyl, R.sub.3 is selected from the group consisting of thiazolyl, 4,5-dihydrothiazolyl, pyridinyl, oxazolyl and imidazolyl and R.sub.4 is selected from the group consisting of hydrogen, hydroxyl, alkyl of 1 to 4 carbon atoms, phenyl and benzyl with the proviso that when R.sub.1 is in the 7 or 8-position and is halogen, --CH.sub.3, --OCF.sub.3 or --SCF.sub.3 and R.sub.4 is hydrogen, R.sub.3 is not thiazolyl, pyridinyl or oxazolyl and the non-toxic, pharmaceutically acceptable acid addition salts when R.sub.3 is imidazolyl or 4,5-dihydrothiazolyl having analgesic activity and their preparation and novel intermediates therefore.

  新型喹啉-3-羧酰胺的化学式为##STR1##其中R.sub.1位于5,6,7或8位，选择自氢、卤素、--CF.sub.3、--OCF.sub.3、--SCF.sub.3、1至4个碳原子的直链烷基、3至5个碳原子的支链烷基和1至4个碳原子的烷氧基组成的群，R.sub.2选择自氢和甲基，R.sub.3选择自噻唑基、4,5-二氢噻唑基、吡啶基、噁唑基和咪唑基，R.sub.4选择自氢、羟基、1至4个碳原子的烷基、苯基和苄基，但是当R.sub.1位于7或8位且为卤素、--CH.sub.3、--OCF.sub.3或--SCF.sub.3时，且R.sub.4为氢时，R.sub.3不是噻唑基、吡啶基或噁唑基，当R.sub.3为咪唑基或4,5-二氢噻唑基时，其非毒性、药理学上可接受的酸盐具有镇痛活性，以及它们的制备和新型中间体。