2-溴-1-(3-氟-4-甲氧基苯基)乙酮 | 350-27-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-溴-1-(3-氟-4-甲氧基苯基)乙酮
• 中文别名: 2-溴-1-(3-氟-4-甲氧基-苯基)乙酮
• 英文名称: 2-bromo-1-(3-fluoro-4-methoxyphenyl)ethanone
• 英文别名: 2-bromo-1-(3-fluoro-4-methoxyphenyl)ethan-1-one；3-Fluoro-4-methoxyphenacyl bromide
• CAS: 350-27-6
• 化学式: C₉H₈BrFO₂
• mdl: MFCD00466240
• 分子量: 247.064
• InChiKey: GUEJEXCTWVCAGC-UHFFFAOYSA-N

物化性质

• 熔点：
  71-74

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-溴-1-(3-氟-4-甲氧基苯基)乙酮 在 Almag CRED A₁₆₁ 、 NADP 、 glucose dehydrogenase 作用下， 以 水 、 二甲基亚砜 、 异丙醇 为溶剂， 以24%的产率得到(S)-2-bromo-1-(3-fluoro-4-methoxyphenyl)ethanol
  参考文献：
  名称：

  Preparative access to medicinal chemistry related chiral alcohols using carbonyl reductase technology

  摘要：

  Libraries of highly enantioenriched secondary alcohols in both enantiomeric forms were synthesised by enzymatic reduction of their parent ketones using selectAZyme (TM) carbonyl reductase (CRED) technology. Commercially available CREDs were able to reduce a range of substrate classes efficiently and with very high enantioselectivity. Matching substrate classes to small subsets of CREDs enabled the fast development of preparative bioreductions and the rapid generation of 100-1500 mg samples of chiral alcohols in typically >95% ee and the majority in >= 99.0% ee. The conditions for small scale synthesis were then scaled up to 0.5 kg to deliver one of the chiral alcohols, (S)-1-(4-bromophenyl)-2-chloroethanol, in 99.8% ee and 91% isolated yield. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2013.09.015
• 作为产物：
  描述：

  2-氟苯甲醚 在 二硫化碳 、 三氯化铝 、 氯仿 、 溴 作用下， 生成 2-溴-1-(3-氟-4-甲氧基苯基)乙酮
  参考文献：
  名称：

  Fluorine-containing analogs of 4-hydroxypropiophenone

  摘要：

  DOI：

  10.1021/jo50014a002

文献信息

• [EN] SUBSTITUTED DIHYDROPYRAZOLO PYRAZINE CARBOXAMIDE DERIVATIVES<br/>[FR] DÉRIVÉS DE DIHYDROPYRAZOLO PYRAZINE CARBOXAMIDE SUBSTITUÉS
  申请人：BAYER AG

  公开号：WO2019219517A1

  公开（公告）日：2019-11-21

  The invention relates to substituted dihydropyrazolo pyrazine carboxamide derivatives and to processes for their preparation, and also to their use for preparing medicaments for the treatment and/or prophylaxis of diseases, in particular cardiovascular disorders, preferably thrombotic or thromboembolic disorders, and diabetes, and also urogenital and ophthalmic disorders.

  这项发明涉及替代二氢吡唑吡嗪羧酰胺衍生物，以及它们的制备方法，还涉及它们用于制备治疗和/或预防疾病的药物，特别是心血管疾病，优选为血栓性或血栓栓塞性疾病，糖尿病，以及泌尿生殖和眼科疾病。
• Synthesis of 9-bromocotarnine and its recyclization into 4-acyl-9-bromo-7,8-methylenedioxy-1,2-dihydro-3-benzazepines with anti-infective activity
  作者：A. A. Zubenko、L. N. Divaeva、A. S. Morkovnik、V. G. Kartsev、Y. D. Drobin、N. M. Serbinovskaya、L. N. Fetisov、A. N. Bodryakov、M. A. Bodryakova、L. A. Lyashenko

  DOI：10.1134/s1068162017030189

  日期：2017.5

  form has been obtained by the interaction of cotarnine with bromine. The reaction of 9-bromocotarnine with α-haloketones is accompanied by the extension of the six-membered hetero-ring to seven-membered ring and led to previously unknown 4-acyl-9-bromo-3-methyl-6-methoxy-7,8-methylendioxy-1,2-dihydro-3-benzazepines. Some of these compounds have been shown to have only moderate antibacterial (against

  摘要9-溴可豆碱稳定的高氯酸盐形式已通过可豆碱与溴的相互作用获得。9-bromocotarnine 与 α-haloketones 的反应伴随着六元杂环延伸到七元环，并导致了以前未知的 4-acyl-9-bromo-3-methyl-6-methoxy-7 ,8-methylendioxy-1,2-dihydro-3-benzazepines。这些化合物中的一些已被证明仅具有中等的抗菌（针对金黄色葡萄球菌、大肠杆菌）和抑菌（意大利青霉）活性，但它们都没有显示出对 Colpoda steinii 的显着杀原生生物活性。
• Nanocrystalline 5 % Fe/ZnO as an efficient catalyst for quinoxaline synthesis
  作者：Ashok V. Borhade、Dipak R. Tope、Dattaprasad R. Patil

  DOI：10.1007/s11164-012-0693-8

  日期：2013.3

  Various 2-aryl quanoxalines were synthesized with good yields from o-phenylene diamines and phenacyl bromides in one pot using novel nanocrystalline 5 % Fe/ZnO catalyst, at room temperature. The salient feature of this method includes mild reaction conditions, short reaction time, good yield, high purity of product, and recyclable catalyst without noticeable decrease in catalytic activity, which can be used for large-scale synthesis. The synthesized 5 % Fe/ZnO nanoparticles were characterized by using XRD, SEM, and TEM techniques.

  多种2-芳基喹喔啉在室温下通过新型纳米晶5% Fe/ZnO催化剂，由邻苯二胺和苯乙酰溴一锅法合成，产率良好。该方法的特点包括温和的反应条件、短反应时间、良好产率、高纯度的产物以及可回收的催化剂，其催化活性没有明显下降，可用于大规模合成。合成的5% Fe/ZnO纳米粒子通过XRD、SEM和TEM技术进行表征。
• [EN] COMPOUNDS AND COMPOSITIONS AS PPAR MODULATORS<br/>[FR] COMPOSES ET COMPOSITIONS SERVANT DE MODULATEURS PPAR
  申请人：IRM LLC

  公开号：WO2005116000A1

  公开（公告）日：2005-12-08

  The invention provides compounds, pharmaceutical compositions comprising such compounds and methods of using such compounds to treat or prevent diseases or disorders associated with the activity of the Peroxisome Proliferator-Activated Receptor (PPAR) families, particularly the activity of PPAR.

  这项发明提供了化合物，包括这些化合物的药物组合物，以及使用这些化合物来治疗或预防与过氧化物酶体增殖物激活受体（PPAR）家族的活性相关的疾病或紊乱的方法，特别是PPAR的活性。
• Synthesis and bioevaluation of N,4-diaryl-1,3-thiazole-2-amines as tubulin inhibitors with potent antiproliferative activity
  作者：Maolin Sun、Qile Xu、Jingwen Xu、Yue Wu、Yueting Wang、Daiying Zuo、Qi Guan、Kai Bao、Jian Wang、Yingliang Wu、Weige Zhang

  DOI：10.1371/journal.pone.0174006

  日期：——

  inhibitors and evaluated for their antiproliferative activity in three human cancer cell lines. Most of the target compounds displayed moderate antiproliferative activity, and N-(2,4-dimethoxyphenyl)-4-(4-methoxyphenyl)-1,3-thiazol-2-amine (10s) was determined to be the most potent compound. Tubulin polymerization and immunostaining experiments revealed that 10s potently inhibited tubulin polymerization

  设计并合成了一系列含有三个带有氨基接头的芳香环的N，4-二芳基-1,3-噻唑-2-胺，作为微管蛋白抑制剂，并评估了它们在三种人类癌细胞系中的抗增殖活性。大多数目标化合物均显示出适度的抗增殖活性，N-（2,4-二甲氧基苯基）-4-（4-甲氧基苯基）-1,3-噻唑-2-胺（10s）被确定为最有效的化合物。微管蛋白聚合和免疫染色实验表明，10s以类似于CA-4的方式有效抑制微管蛋白聚合并破坏微管蛋白微管动力学。此外，10s以浓度和时间依赖性方式有效地诱导了SGC-7901细胞周期阻滞在G2 / M期。分子对接结果表明10s可以结合微管蛋白的秋水仙碱结合位点。