2-(2,2,2-trifluoro-ethyl)-aniline | 57631-04-6

• 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-(2,2,2-trifluoro-ethyl)-aniline
• 英文别名: 2-(2,2,2-Trifluorethyl)-anilin；2-(2,2,2-Trifluoroethyl)aniline
• CAS: 57631-04-6
• 化学式: C₈H₈F₃N
• mdl: MFCD20441525
• 分子量: 175.153
• InChiKey: OESMBUMMTXSJRB-UHFFFAOYSA-N

物化性质

• 沸点：
  195.6±40.0 °C(Predicted)
• 密度：
  1.242±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险性防范说明：
  P261,P264,P270,P271,P280,P301+P312,P302+P352,P304+P340,P305+P351+P338,P330,P332+P313,P337+P313,P362,P403+P233,P405,P501
• 危险性描述：
  H302,H312,H315,H319,H332,H335

反应信息

• 作为反应物：
  描述：

  2-(2,2,2-trifluoro-ethyl)-aniline 在 N-溴代丁二酰亚胺(NBS) 、 溶剂黄146 、 sodium nitrite 作用下， 以 水 、 乙腈 为溶剂， 反应 120.0h， 生成 5-溴-3-(三氟甲基)-1H-吲唑
  参考文献：
  名称：

  Design and synthesis of pyridine–pyrazolopyridine-based inhibitors of protein kinase B/Akt

  摘要：

  Thr-211 is one of three different amino acid residues in the kinase domain of protein kinase B/Akt as compared to protein kinase A (PKA), a closely related analog in the same AGC family. In an attempt to improve the potency and selectivity of our indazole-pyridine series of Akt inhibitors over PKA, efforts have focused on the incorporation of a chemical functionality to interact with the hydroxy group of Thr-211. Several substituents including an oxygen anion, amino, and nitro groups have been introduced at the C-6 position of the indazole scaffold, leading to a significant drop in Akt potency. Incorporation of a nitrogen atom into the phenyl ring at the same position (i.e., 9f) maintained the Akt activity and, in some cases, improved the selectivity over PKA. The structure-activity relationships of the new pyridine-pyrazolopyridine series of Akt inhibitors and their structural features when bound to PKA are also discussed. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.01.010
• 作为产物：
  描述：

  2-硝基苯乙酸 在 palladium 10% on activated carbon 、 sulfur tetrafluoride 、 氢气 作用下， 以 甲醇 为溶剂， 反应 72.0h， 生成 2-(2,2,2-trifluoro-ethyl)-aniline
  参考文献：
  名称：

  A Facile Synthesis of Isomeric C-(2,2,2-Trifluoroethyl)anilines

  摘要：

  Three isomers of C-(2,2,2-trifluoroethyl) aniline were prepared on a multigram scale from readily available nitrophenylacetic acids in two steps. First, the carboxy groups of the latter were converted into the trifluoromethyl moieties by treatment with sulfur tetrafluoride. The obtained 2,2,2-trifluoroethyl-substituted nitrobenzenes were reduced catalytically into the corresponding anilines.

  DOI：

  10.1055/s-0031-1290295

文献信息

• Mild and Efficient Palladium-Catalyzed Direct Trifluoroethylation of Aromatic Systems by C−H Activation
  作者：Balázs L. Tóth、Szabolcs Kovács、Gergő Sályi、Zoltán Novák

  DOI：10.1002/anie.201510555

  日期：2016.2.5

  With the utilization of a highly active trifluoroethyl(mesityl)iodonium salt, the developed catalytic method enables the first highly efficient and selective trifluoroethylation of aromatic compounds. The robust catalytic procedure provides the desired products in up to 95 % yield at 25 °C in 1.5 to 3 hours and tolerates a broad range of functional groups. The utilization of hypervalent reagents opens

  将三氟烷基引入芳族分子是有机和药物化学领域中的重要转变。然而，将氟烷基直接安装在芳族分子上仍然代表着具有挑战性和高要求的合成任务。本文描述了一种简单的三氟乙基化工艺，该工艺依赖于钯催化的芳香族化合物的CH活化。利用高活性的三氟乙基（甲磺酸）碘鎓盐，开发的催化方法可以实现芳香族化合物的第一个高效且选择性的三氟乙基化。强大的催化程序可在25°C下1.5至3小时内以高达95％的收率提供所需的产物，并能耐受各种官能团。
• Fluorinated indazole derivatives and a process for their preparation
  申请人：Produits Chimiques Ugine Kuhlmann

  公开号：US04051145A1

  公开（公告）日：1977-09-27

  Compound of the formula: ##STR1## in which the nucleus A is unsubstituted or substituted by one or two nitro, amino, alkyl, alkoxy, chlorine or bromine and the alkyl and alkoxy each contain up to two carbon atoms and process for the preparation of such compounds which comprises diazotizing an aniline of the formula: ##STR2## in which the nucleus A is unsubstituted or substituted by one or two nitro, amino, alkyl, alkoxy, chlorine or bromine, the alkyl and alkoxy each containing up to two carbon atoms and cyclizing the diazo derivative obtained.

  化合物的公式为：##STR1## 其中，核A未被取代或被一或两个硝基，氨基，烷基，烷氧基，氯或溴取代，而烷基和烷氧基每个都含有最多两个碳原子，并且制备这种化合物的方法包括对公式为：##STR2## 的苯胺进行重氮化，其中核A未被取代或被一或两个硝基，氨基，烷基，烷氧基，氯或溴取代，而烷基和烷氧基每个都含有最多两个碳原子，然后使得重氮衍生物环化。
• [EN] HETEROCYCLIC COMPOUNDS AND USES THEREOF<br/>[FR] COMPOSÉS HÉTÉROCYCLIQUES ET LEURS UTILISATIONS
  申请人：KAYOTHERA INC

  公开号：WO2022226383A1

  公开（公告）日：2022-10-27

  Provided herein are novel heterocyclic compounds, for example, compounds having Formula I, I-P, II, II-P, III, or IV. Also provided herein are pharmaceutical compositions comprising the compounds and methods of using the same, for example, in inhibiting aldehyde dehydrogenases, retinoid pathway activation, and/or for treating various cancers, cancer metastasis, type 2 diabetes, pulmonary arterial hypertension (PAH) or neointimal hyperplasia (NIH) or as a male contraceptive.

  本文提供了新型杂环化合物，例如具有I、I-P、II、II-P、III或IV式的化合物。本文还提供了包含这些化合物的制药组合物以及使用它们的方法，例如在抑制醛脱氢酶、视黄醇途径激活和/或治疗各种癌症、癌症转移、2型糖尿病、肺动脉高压（PAH）或新内膜增生（NIH）或作为男性避孕药物。
• ANTHELMINTIC COMPOUNDS AND COMPOSITIONS AND METHOD OF USING THEREOF
  申请人：Merial Inc.

  公开号：EP3428162A1

  公开（公告）日：2019-01-16

  The present invention relates to novel anthelmintic compounds of formula (IA-2) below: wherein Y and Z are independently a bicyclic carbocyclic or a bicyclic heterocyclic group, or one of Y or Z is a bicyclic carbocyclic or a bicyclic heterocyclic group and the other of Y or Z is alkyl, alkenyl, alkynyl, cycloalkyl, phenyl, heterocyclyl or heteroaryl. The invention also provides for veterinary compositions comprising the anthelmintic compounds of the invention, and their uses for the treatment and prevention of parasitic infections in animals.

  本发明涉及下式(IA-2)的新型驱虫化合物：其中Y和Z独立地为双环碳环或双环杂环基团，或Y或Z之一为双环碳环或双环杂环基团，Y或Z的另一个为烷基、烯基、炔基、环烷基、苯基、杂环基或杂芳基。本发明还提供了包含本发明抗蠕虫化合物的兽用组合物，以及它们在治疗和预防动物寄生虫感染方面的用途。
• KRAS G12C inhibitors and methods of using the same
  申请人：Amgen Inc.

  公开号：US11090304B2

  公开（公告）日：2021-08-17

  Provided herein are KRAS G12C inhibitors, composition of the same, and methods of using the same. These inhibitors are useful for treating a number of disorders, including pancreatic, colorectal, and lung cancers.

  本文提供了 KRAS G12C 抑制剂、其组合物以及使用方法。这些抑制剂可用于治疗多种疾病，包括胰腺癌、结直肠癌和肺癌。