1-[2,4-二(丙-2-基)苯基]乙酮 | 77344-61-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-[2,4-二(丙-2-基)苯基]乙酮
• 英文名称: 1-(2,4-diisopropylphenyl)ethan-1-one
• 英文别名: 1-(2,4-diisopropyl-phenyl)-ethanone；1-(2,4-Diisopropyl-phenyl)-aethanon；1-(2,4-bis(1-methylethyl)phenyl)ethan-1-one；1-[2,4-di(propan-2-yl)phenyl]ethanone
• CAS: 77344-61-7
• 化学式: C₁₄H₂₀O
• 分子量: 204.312
• InChiKey: XOPUXCIYHBVIAW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2914399090

反应信息

• 作为反应物：
  描述：

  1-[2,4-二(丙-2-基)苯基]乙酮 在 pyridinium hydrobromide perbromide 、 sodium hydroxide 作用下， 以 N-甲基吡咯烷酮 、 水 、 乙酸乙酯 、 正丁醇 为溶剂， 反应 6.5h， 生成 N-[5-[[5-amino-4-(1,3-benzothiazol-2-yl)-3-[2,4-di(propan-2-yl)phenyl]-1H-pyrrol-2-yl]imino]-3-(1,3-benzothiazol-2-yl)-4-[2,4-di(propan-2-yl)phenyl]pyrrol-2-yl]-2,2-dimethylbutanamide
  参考文献：
  名称：

  JP5827901

  摘要：

  公开号：
• 作为产物：
  描述：

  4'-异丙基苯乙酮 在 甲醇 、 甲基碘化镁 、 三氯化铝 、 乙醚 、 硫酸 、 镍 、 1,2-二氯乙烷 作用下， 生成 1-[2,4-二(丙-2-基)苯基]乙酮
  参考文献：
  名称：

  Baddeley et al., Journal of the Chemical Society, 1952, p. 4162,4165

  摘要：

  DOI：

文献信息

• Hydrogen borrowing catalysis using 1° and 2° alcohols: Investigation and scope leading to α and β branched products
  作者：James R. Frost、Choon Boon Cheong、Wasim M. Akhtar、Dimitri F.J. Caputo、Kirsten E. Christensen、Neil G. Stevenson、Timothy J. Donohoe

  DOI：10.1016/j.tet.2021.132051

  日期：2021.4

  variety of ketones using 1° or 2° alcohols under hydrogen borrowing catalysis is described. Initial research focused on the α-alkylation of cyclopropyl ketones with higher 1° alcohols (i.e. larger than MeOH), leading to the formation of α-branched products. Our search for additional substrates with which to explore this chemistry led us to discover that di-ortho-substituted aryl ketones were also privileged

  描述了在氢借位催化下使用1°或2°醇对各种酮进行的烷基化。最初的研究集中在环丙酮与更高的1°醇（即大于MeOH）的α-烷基化反应上，导致形成α-支化产物。我们通过寻找其他底物来探索这种化学反应，使我们发现，二邻位取代的芳基酮也是特有的支架，其中Ph ∗（C 6 Me 5）酮是最佳选择。进一步的研究表明，该基序对于与2°醇形成β支链产物的烷基化至关重要，这也为研究非对映选择性和分子内氢借入过程提供了机会。
• Design, synthesis and biological evaluation of novel aryldiketo acids with enhanced antibacterial activity against multidrug resistant bacterial strains
  作者：Ilija N. Cvijetić、Tatjana Ž. Verbić、Pedro Ernesto de Resende、Paul Stapleton、Simon Gibbons、Ivan O. Juranić、Branko J. Drakulić、Mire Zloh

  DOI：10.1016/j.ejmech.2017.10.045

  日期：2018.1

  evade known therapeutic agents used in treatment of infections. Aryldiketo acids (ADK) have shown antimicrobial activity against several resistant strains including Gram-positive Staphylococcus aureus bacteria. Our previous studies revealed that ADK analogues having bulky alkyl group in ortho position on a phenyl ring have up to ten times better activity than norfloxacin against the same strains. Rational

  由于细菌，真菌和病毒逃避用于治疗感染的已知治疗剂的能力，因此抗菌素耐药性（AMR）是全球范围内的主要健康问题。芳基二酮酸（ADK）对几种耐药菌株（包括革兰氏阳性金黄色葡萄球菌）表现出抗菌活性。我们先前的研究表明，在相同环上，苯环上邻位具有大体积烷基的ADK类似物的活性比诺氟沙星高出十倍。通过在芳香环上引入疏水性取代基对类似物进行合理的修饰，已使针对多药耐药革兰氏阳性菌株的抗菌活性提高了十倍以上。 为了阐明这种潜在的新型抗菌剂的潜在作用机理，根据文献数据和药效学相似性搜索，对有效的ADK类似物鉴定了几种细菌酶作为推定的靶标。在选择的七个细菌靶标中，最活跃的类似物与金黄色葡萄球菌之间观察到最强的有利结合相互作用脱氢角鲨烯合酶和DNA旋转酶。此外，对接结果与文献数据相结合表明，这些新型分子还可以靶向其他几种细菌酶，包括异戊二烯基转移酶和甲硫氨酸氨基肽酶。这些结果和我们具有统计意义的3D QSAR
• ANTIMALARIALS. α-PHENYL-β-DIALKYLAMINO ALCOHOLS¹
  作者：ROBERT E. LUTZ、RUFUS K. ALLISON、GILBERT ASHBURN、PHILIP S. BAILEY、MARION T. CLARK、JOHN F. CODINGTON、ADOLF J. DEINET、JAMES A. FREEK、ROBERT H. JORDAN、NORMAN H. LEAKE、TELLIS A. MARTIN、KENT C. NICODEMUS、RUSSELL J. ROWLETT、NEWTON H. SHEARER、J. DOYLE SMITH、JAMES W. WILSON

  DOI：10.1021/jo01169a001

  日期：1947.9
• Trapping the Single Electron Transfer Intermediate in an SN2 Reaction
  作者：Paul Haberfield

  DOI：10.1021/ja00116a053

  日期：1995.3
• 5-Aryl-1H-pyrazole-3-carboxylic acids as selective inhibitors of human carbonic anhydrases IX and XII
  作者：Ilija N. Cvijetić、Muhammet Tanç、Ivan O. Juranić、Tatjana Ž. Verbić、Claudiu T. Supuran、Branko J. Drakulić

  DOI：10.1016/j.bmc.2015.05.052

  日期：2015.8

  Inhibitory activity of a congeneric set of 23 phenyl-substituted 5-phenyl-pyrazole-3-carboxylic acids toward human carbonic anhydrase (hCA, EC 4.2.1.1) isoforms I, II, IX and XII was evaluated by a stopped-flow CO2 hydrase assay. These compounds exerted a clear, selective inhibition of hCA IX and XII over hCAI and II, with Ki in two to one digit micromolar concentrations (4-50 mu M). Derivatives bearing bulkier substituents in para-position of the phenyl ring inhibited hCA XII at one-digit micromolar concentrations, while derivatives having alkyl substituents in both ortho-and meta-positions inhibited hCA IX with Kis ranging between 5 and 25 mu M. Results of docking experiments offered a rational explanation on the selectivity of these compounds toward CA IX and XII, as well as on the substitution patterns leading to best CA IX or CA XII inhibitors. By examining the active sites of these four isoforms with GRID generated molecular-interaction fields, striking differences between hCA XII and the other three isoforms were observed. The field of hydrophobic probe (DRY) appeared significantly different in CA XII active site, comparing to other three isoforms studied. To the best of our knowledge such an observation was not reported in literature so far. Considering the selectivity of these carboxylates towards membrane-associated over cytosolic CA isoforms, the title compounds could be useful for the development of isoform-specific non-sulfonamide CA inhibitors. (C) 2015 Elsevier Ltd. All rights reserved.