1-[4-(2-氟苯氧基)苯基]乙酮 | 58775-91-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-[4-(2-氟苯氧基)苯基]乙酮
• 中文别名: 4′-（2-氟苯氧基）苯乙酮
• 英文名称: 1-(4-(2-fluorophenoxy)phenyl)ethanone
• 英文别名: 4'-(2-Fluorophenoxy)acetophenone；1-[4-(2-fluorophenoxy)phenyl]ethanone
• CAS: 58775-91-0
• 化学式: C₁₄H₁₁FO₂
• mdl: MFCD06411644
• 分子量: 230.239
• InChiKey: PMTIXDASSQPMGP-UHFFFAOYSA-N

物化性质

• 熔点：
  55-58°C

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.071
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 储存条件：
  室温

反应信息

• 作为反应物：
  描述：

  1-[4-(2-氟苯氧基)苯基]乙酮 在 氨 、 sodium hydride 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 14.5h， 生成 3-(4-(2-fluorophenoxy)phenyl)-3-oxopropanamide
  参考文献：
  名称：

  [EN] SUBSTITUTED 1H-IMIDAZO [1, 2-B] PYRAZOLE-3-CARBOXAMIDE AS BRUTON'S TYROSINE KINASE INHIBITORS
  [FR] 1H-IMIDAZO[1, 2-B]PYRAZOLE-3-CARBOXAMIDE SUBSTITUÉS UTILISÉS EN TANT QU'INHIBITEURS DE LA TYROSINE KINASE DE BRUTON

  摘要：

  该应用程序披露了一系列以式I表示的取代的1H-咪唑[1,2-b]吡唑-3-羧酰胺化合物，作为激酶抑制剂，特别是BTK（布鲁顿氏酪氨酸激酶）抑制剂，并且揭示了制备和使用这些化合物用于治疗自身免疫疾病、炎症性疾病、癌症和潜在过敏症的方法。

  公开号：

  WO2022012550A1
• 作为产物：
  描述：

  4-碘代苯乙酮 、 2-氟苯酚 在 2-吡啶甲酸 、 potassium phosphate 、 copper(l) iodide 作用下， 以 二甲基亚砜 为溶剂， 反应 24.0h， 以38%的产率得到1-[4-(2-氟苯氧基)苯基]乙酮
  参考文献：
  名称：

  SAR-Based Optimization of a 4-Quinoline Carboxylic Acid Analogue with Potent Antiviral Activity

  摘要：

  It is established that drugs targeting viral proteins are at risk of generating resistant strains. However, drugs targeting host factors can potentially avoid this problem. Herein, we report structure-ctivity relationship studies leading to the discovery of a very potent lead compound 6-fluoro-2-(5-isopropyl-2-methyl-4-phenoxyphenyl) quinoline -4-carboxylic acid (C44) that inhibits human dihydroorotate dehydrogenase (DHODH) with an IC50 of 1 nM and viral replication of VSV and WSN-Influenza with an EC50 of 2 nM and 41 nM. We also solved the X-ray structure of human DHODH bound to C44, providing structural insight into the potent inhibition of biaryl ether analogues of brequinar.

  DOI：

  10.1021/ml300464h

文献信息

• Structure-activity relationship investigation for imidazopyrazole-3-carboxamide derivatives as novel selective inhibitors of Bruton's tyrosine kinase
  作者：Dandan Zhang、Guiqing Xu、Jie Zhao、Yue Wang、Xiaofang Wu、Xing He、Wei Li、Shuting Zhang、Shouning Yang、Chunhua Ma、Yuqin Jiang、Qingjie Ding

  DOI：10.1016/j.ejmech.2021.113724

  日期：2021.12

  tyrosine kinase) inhibitors are the most promising drugs for the treatment of hematological tumors. A high selectivity of BTK inhibitors ensures reduced side effects from off-targeting. Accordingly, here, based on Zanubrutinib, we designed and synthesized a new range of imidazopyrazole-3-carboxamide derivatives as novel BTK inhibitors that retained the amide group for improved selectivity. These compounds

  BTK（布鲁顿酪氨酸激酶）抑制剂是治疗血液肿瘤最有希望的药物。BTK 抑制剂的高选择性确保减少脱靶的副作用。因此，在此，基于 Zanubrutinib，我们设计并合成了一系列新的咪唑吡唑-3-甲酰胺衍生物作为新型 BTK 抑制剂，保留了酰胺基团以提高选择性。这些化合物在体外显示出对 BTK 的有效抑制活性。值得注意的是，化合物12a (IC 50 5.2 nM) 和18a (IC 504.9 nM) 具有最高的激酶选择性。两者均有效抑制BTK自磷酸化，阻断细胞周期G0/G1期，诱导TMD8细胞凋亡。在TMD8细胞异种移植模型中， 25mg/kg的化合物12a每日两次和15mg/kg的化合物18a每日三次的剂量显着抑制肿瘤生长而没有明显毒性。总的来说，12a和18a是可以进一步开发的潜在选择性 BTK 抑制剂。
• Phenoxyphenoxypropionates, intermediates thereof and methods of
  申请人：DowElanco

  公开号：US05012017A1

  公开（公告）日：1991-04-30

  A method for preparing substituted phenoxyphenols which are useful in the preparation of herbicidal (phenoxyphenoxy)propionates is disclosed. The process involves the oxidation of substituted phenoxyphenones to the corresponding phenoxyphenyl esters and their conversion to the desired phenoxyphenol. Novel intermediates for the process are similarly disclosed.

  本发明揭示了一种制备取代苯氧基苯酚的方法，该方法在制备除草剂（苯氧基苯氧基）丙酸酯中非常有用。该过程涉及将取代苯氧基酮氧化为相应的苯氧基酯，然后将其转化为所需的苯氧基苯酚。同时还披露了该过程的新型中间体。
• Phenoxyphenyl-acetylenes and thio analogues thereof as antithrombotic
  申请人：Eli Lilly and Company

  公开号：US03939278A1

  公开（公告）日：1976-02-17

  A method of treating vascular thrombosis in warm-blooded animals, employing a phenoxyphenylacetylene or thio analogue thereof as the active antithrombotic agent.

  一种治疗温血动物血管血栓的方法，采用苯氧基苯乙炔或其硫代衍生物作为活性抗血栓剂。
• Pyrazole-5-carboxamides, novel inhibitors of receptor for advanced glycation end products (RAGE)
  作者：Young Taek Han、Kyeojin Kim、Gyeong-In Choi、Hongchan An、Dohyun Son、Hee Kim、Hee-Jin Ha、Jun-Hyeng Son、Suk-Jae Chung、Hyun-Ju Park、Jeewoo Lee、Young-Ger Suh

  DOI：10.1016/j.ejmech.2014.03.072

  日期：2014.5

  In an effort to develop novel inhibitors of receptor for advanced glycation end products (RAGE) for the treatment of Alzheimer's disease, a series of pyrazole-5-carboxamides were designed, synthesized and biologically evaluated. Analyses of the extensive structure activity relationship (SAR) led us to identify a 4-fluorophenoxy analog (40) that exhibited improved in vitro RAGE inhibitory activity and more favorable aqueous solubility than the parent 2-aminopyrimidine, 1. Surface plasmon resonance (SPR) and molecular docking study strongly supported the RAGE inhibitory activity of pyrazole-5-carboxamides. The brain A beta-lowering effect of 40 is also described. (C) 2014 Elsevier Masson SAS. All rights reserved.
• US3939278A
  申请人：——

  公开号：US3939278A

  公开（公告）日：1976-02-17