2-[3-(trifluoromethyl)-1H-pyrazol-5-yl]phenol | 312315-85-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-[3-(trifluoromethyl)-1H-pyrazol-5-yl]phenol
• 英文别名: NUCC-0200574；2-[5-(trifluoromethyl)-1H-pyrazol-3-yl]phenol
• CAS: 312315-85-8
• 化学式: C₁₀H₇F₃N₂O
• mdl: MFCD01419245
• 分子量: 228.174
• InChiKey: OTVRWKSAXMIQRR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  48.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-溴-2-氯-3-硝基吡啶 、 2-[3-(trifluoromethyl)-1H-pyrazol-5-yl]phenol 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以53%的产率得到10-bromo-2-(trifluoromethyl)benzo[f]pyrazolo[1,5-d]pyrido[3,2-b][1,4]oxazepine
  参考文献：
  名称：

  New tetracyclic 1,4-oxazepines constructed via practically simple tandem condensation strategy from readily available synthons

  摘要：

  A streamlined synthetic methodology towards novel tetracyclic 1,4-oxazepines from readily available precursors is described. The compounds, designed as more soluble version of the earlier described, poorly soluble dibenzo[bf][1,4]oxazepines, were obtained in high yields and as a single regioisomer as a result of three tandem chemical events-nucleophilic aromatic substitution, Smiles rearrangement and denitrocyclization. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.12.026
• 作为产物：
  描述：

  2-三氟甲基-4H-色烯-4-酮 在 一水合肼 作用下， 以 乙醇 、 水 为溶剂， 反应 2.0h， 生成 2-[3-(trifluoromethyl)-1H-pyrazol-5-yl]phenol
  参考文献：
  名称：

  New tetracyclic 1,4-oxazepines constructed via practically simple tandem condensation strategy from readily available synthons

  摘要：

  A streamlined synthetic methodology towards novel tetracyclic 1,4-oxazepines from readily available precursors is described. The compounds, designed as more soluble version of the earlier described, poorly soluble dibenzo[bf][1,4]oxazepines, were obtained in high yields and as a single regioisomer as a result of three tandem chemical events-nucleophilic aromatic substitution, Smiles rearrangement and denitrocyclization. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.12.026

文献信息

• Novel Bicyclic Pyridinones
  申请人：Pettersson Martin Youngjin

  公开号：US20120252758A1

  公开（公告）日：2012-10-04

  Compounds and pharmaceutically acceptable salts of the compounds are disclosed, wherein the compounds have the structure of Formula I as defined herein. Corresponding pharmaceutical compositions, methods of treatment, methods of synthesis, and intermediates are also disclosed.

  所述化合物及其药用可接受的盐被披露，其中所述化合物具有如本文所定义的Formula I的结构。相应的药物组合物、治疗方法、合成方法和中间体也被披露。
• SUBSTITUTED HETEROCYCLES AS c-MYC TARGETING AGENTS
  申请人：NORTHWESTERN UNIVERSITY

  公开号：US20200392116A1

  公开（公告）日：2020-12-17

  Disclosed are substituted heterocycle compounds including substituted pyrazoles, substituted pyrimidines, and substitute triazoles. The substituted heterocycles disclosed herein are shown to be useful in inhibiting c-MYC and may be utilized as therapeutics for treating cancer and cell proliferative disorders.

  本文披露了包括取代吡唑、取代嘧啶和取代三唑在内的取代杂环化合物。本文披露的取代杂环化合物被证明在抑制c-MYC方面具有用途，并可用作治疗癌症和细胞增殖性疾病的治疗药物。
• [EN] SUBSTITUTED HETEROCYCLES AS C-MYC TARGETING AGENTS<br/>[FR] HÉTÉROCYCLES SUBSTITUÉS SERVANT D'AGENTS DE CIBLAGE DE C-MYC
  申请人：UNIV NORTHWESTERN

  公开号：WO2020046382A1

  公开（公告）日：2020-03-05

  Disclosed are substituted heterocycle compounds including substituted pyrazoles, substituted pyrimidines, and substitute triazoles. The substituted heterocycles disclosed herein are shown to be useful in inhibiting c-MYC and may be utilized as therapeutics for treating cancer and cell proliferative disorders.

  本文披露了包括取代吡唑、取代嘧啶和取代三唑在内的取代杂环化合物。本文披露的取代杂环化合物已被证明在抑制c-MYC方面具有用途，并可用作治疗癌症和细胞增殖性疾病的治疗药物。
• Synthesis and SAR of phenylazoles, active against Staphylococcus aureus Newman
  作者：Vitalii V. Solomin、Blanca Fernandez Ciruelos、Nadya Velikova、Jerry Wells、Marco Albanese、Anmol Adhav、Aigars Jirgensons

  DOI：10.1007/s10593-023-03151-9

  日期：2022.12

  Series of new potent inhibitors of growth of Staphylococcus aureus Newman, based on 3,4-diphenylpyrazole and 4,5-diphenylisoxazole derivatives were discovered. Structures of interest were selectively modified to check their structure–activity relationship. Studies revealed the most essential groups in the molecule for the antimicrobial activity retention. Active compounds with good MIC range should contain both nonpolar aromatic residues and hydrogen bond donating groups. The best MIC results in selected cases were lower than 1 μg/ml.

  基于3,4-二苯基吡唑和4,5-二苯基异噁唑衍生物，发现了金黄色葡萄球菌生长的一系列新的强效抑制剂。对相关结构进行了选择性修饰，以检查其结构-活性关系。研究揭示了分子中保留抗菌活性的最重要基团。具有良好MIC范围的活性化合物应同时包含非极性芳香族残基和氢键供体基团。在选定的案例中，最佳MIC结果低于1微克/毫升。
• Substituted heterocycles as c-MYC targeting agents
  申请人：Northwestern University

  公开号：US11142504B2

  公开（公告）日：2021-10-12

  Disclosed are substituted heterocycle compounds including substituted pyrazoles, substituted pyrimidines, and substitute triazoles. The substituted heterocycles disclosed herein are shown to be useful in inhibiting c-MYC and may be utilized as therapeutics for treating cancer and cell proliferative disorders.

  公开的取代杂环化合物包括取代吡唑、取代嘧啶和取代三唑。本文所公开的取代杂环化合物具有抑制 c-MYC 的作用，可用作治疗癌症和细胞增殖性疾病的药物。