1-[4-(2,4-二氟苯氧基)苯基]乙酮 | 845823-27-0

• 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-(2,4-二氟苯氧基)苯基]乙酮
• 英文名称: p-2,4-difluorophenoxyacetophenone
• 英文别名: 4'-(2,4-Difluorophenoxy)acetophenone；1-[4-(2,4-difluorophenoxy)phenyl]ethanone
• CAS: 845823-27-0
• 化学式: C₁₄H₁₀F₂O₂
• mdl: MFCD06411650
• 分子量: 248.229
• InChiKey: RGXSGIKEBHONGU-UHFFFAOYSA-N

物化性质

• 熔点：
  58-62°C

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  18
• 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：
  4

反应信息

• 作为反应物：
  描述：

  1-[4-(2,4-二氟苯氧基)苯基]乙酮 在 一水合肼 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 17.5h， 生成 3-[4-(2,4-Difluorophenoxy)phenyl]-1H-pyrazole
  参考文献：
  名称：

  3-(4-Phenoxyphenyl)pyrazoles:  A Novel Class of Sodium Channel Blockers

  摘要：

  A series of 3-(4-phenoxyphenyl)-1H-pyrazoles were synthesized and characterized as potent state-dependent sodium channel blockers. A limited SAR study was carried out to delineate the chemical requirements for potency. The results indicate that the distal phenyl group is critical for activity but will tolerate lipophilic (+ pi) electronegative (+ sigma) substituents at the ortho and/or para position. Substitution at the pyrazole nitrogen with a H-bond donor improves potency. Compound 18 showed robust activity in the rat Chung neuropathy paradigm.

  DOI：

  10.1021/jm030498q
• 作为产物：
  描述：

  2,4-二氟苯酚 、 4-氟苯乙酮 在 potassium carbonate 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 16.0h， 生成 1-[4-(2,4-二氟苯氧基)苯基]乙酮
  参考文献：
  名称：

  3-(4-Phenoxyphenyl)pyrazoles:  A Novel Class of Sodium Channel Blockers

  摘要：

  A series of 3-(4-phenoxyphenyl)-1H-pyrazoles were synthesized and characterized as potent state-dependent sodium channel blockers. A limited SAR study was carried out to delineate the chemical requirements for potency. The results indicate that the distal phenyl group is critical for activity but will tolerate lipophilic (+ pi) electronegative (+ sigma) substituents at the ortho and/or para position. Substitution at the pyrazole nitrogen with a H-bond donor improves potency. Compound 18 showed robust activity in the rat Chung neuropathy paradigm.

  DOI：

  10.1021/jm030498q

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。
• Araliphatic dihalogen compounds and process for their preparation
  申请人：Merck Patent Gesellschaft mit beschrankter Haftung

  公开号：US04057647A1

  公开（公告）日：1977-11-08

  Compounds of the formula ##STR1## wherein R.sup.1 and R.sup.2 are the same or different and are F, Cl or Br; Q is --CH(CH.sub.3)-CH.sub.2 --, --C(OH) (CH.sub.3)-CH.sub.2 -- or --C(CH.sub.3) .dbd.CH--; Y is COOH, COOR.sup.3, CH.sub.2 OH or CH.sub.2 OAc; n is 0 or 1; R.sup.3 is alkyl or aryl of up to 8 carbon atoms or C.sub.6 H.sub.4 NHCOCH.sub.3 ; and Ac is acyl of 1-8 carbon atoms; And physiologically acceptable salts thereof, are anti-inflammatory agents, which can be made from compounds of the formula Z -- X, wherein Z is ##STR2## AND X can be converted to --Q-Y.

  该公式化合物的化合物为##STR1##其中R.sup.1和R.sup.2相同或不同，可以是F、Cl或Br；Q为--CH(CH.sub.3)-CH.sub.2 --，--C(OH) (CH.sub.3)-CH.sub.2 --或--C(CH.sub.3) .dbd.CH--；Y为COOH，COOR.sup.3，CH.sub.2 OH或CH.sub.2 OAc；n为0或1；R.sup.3为最多8个碳原子的烷基或芳基或C.sub.6 H.sub.4 NHCOCH.sub.3；Ac为1-8个碳原子的酰基；以及其生理学上可接受的盐，是抗炎药物，可以由公式Z -- X的化合物制备，其中Z为##STR2##而X可以转化为--Q-Y。
• [EN] SUBSTITUTED 1H-IMIDAZO [1, 2-B] PYRAZOLE-3-CARBOXAMIDE AS BRUTON'S TYROSINE KINASE INHIBITORS<br/>[FR] 1H-IMIDAZO[1, 2-B]PYRAZOLE-3-CARBOXAMIDE SUBSTITUÉS UTILISÉS EN TANT QU'INHIBITEURS DE LA TYROSINE KINASE DE BRUTON
  申请人：UNIV HENAN NORMAL

  公开号：WO2022012550A1

  公开（公告）日：2022-01-20

  This application discloses a series of substituted 1H-imidazo [1, 2-b] pyrazole-3-carboxamide compounds represented by formula I as kinase inhibitors, in particular BTK (Bruton's Tyrosine Kinase) inhibitors, and the methods of making and using the same for the treatment of autoimmune disease, inflammatory disease, cancer and potentially allergies.

  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。
• MEASUREMENT OF NEURAL ACTIVITY
  申请人：Arstad Erik

  公开号：US20100247435A1

  公开（公告）日：2010-09-30

  The present invention provides a method for determination of neural activity in a sample. The method of the invention is useful for the determination of neural activity in both in vivo and in vitro samples and is particularly useful in providing diagnostic information in subjects suspected to have a neurological condition that leads to disturbed neurological signalling. Also provided by the invention are compounds suitable for use in the method of the invention, and a pharmaceutical composition useful for carrying out the method of the invention.
• US4057647A
  申请人：——

  公开号：US4057647A

  公开（公告）日：1977-11-08