2-(4-chlorophenyl)-1-(4-methoxyphenyl)ethanone | 52578-11-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 2-(4-chlorophenyl)-1-(4-methoxyphenyl)ethanone
• 英文别名: 2-(4-chlorophenyl)-1-(4-methoxyphenyl)ethan-1-one
• CAS: 52578-11-7
• 化学式: C₁₅H₁₃ClO₂
• mdl: MFCD09744106
• 分子量: 260.72
• InChiKey: GSYCXDGNSNVUTA-UHFFFAOYSA-N

物化性质

• 熔点：
  137.5 °C
• 沸点：
  407.4±25.0 °C(Predicted)
• 密度：
  1.198±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.133
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(4-chlorophenyl)-1-(4-methoxyphenyl)ethanone 在 sodium 、 亚硝酸丁酯 作用下， 以 甲醇 为溶剂， 反应 0.58h， 生成 2-(4-chlorophenyl)-2-(hydroxyimino)-1-(4-methoxyphenyl)ethanone
  参考文献：
  名称：

  Synthesis and neuroprotective activity of novel 1,2,4-triazine derivatives with ethyl acetate moiety against H 2 O2 and Aβ-induced neurotoxicity

  摘要：

  A series of 5,6-diaryl-1,2,4-triazine-3-thioacetate derivatives 3a-f, 8a-d and their regioisomer 8e were synthesized. Neuroprotective activity of compounds was assessed against H2O2 and beta-amyloid-induced toxicity in PC12 and SH-SY5Y cells respectively. Surprisingly, ethyl 2-(5-(4-chlorophenyl)-6-(4-methoxyphenyl)-3-thioxo-1,2,4-triazin-2(3H)-yl)acetate (8e) was the most potent compound in both tests with EC50 of 14 mu M in H2O2 induced apoptosis and also could increase 40% of cell viability revealed by cytometric analysis with Annexin V/PI staining. It was also shown that regioisomer 8e has more neuroprotective activity than Quercetin in beta-amyloid induced toxicity. Morphologic evaluation of cells by DAPI staining and TUNEL assay showed the effectiveness of this compound to improve neurite outgrowth in neuronal cells.

  DOI：

  10.1007/s00044-017-2003-x
• 作为产物：
  描述：

  对氯苯乙酸 以 (2S)-N-methyl-1-phenylpropan-2-amine hydrate 、 苯甲醚 、 三氟乙酸酐 为溶剂， 生成 2-(4-chlorophenyl)-1-(4-methoxyphenyl)ethanone
  参考文献：
  名称：

  Triphenylalkene derivatives and their use as selective estrogen receptor modulators

  摘要：

  该发明提供了一种通式如下的新型选择性雌激素受体调节剂化合物：其中R1和R2，可以相同也可以不同，分别为H、卤素、OCH3、OH；或X为O、NH或S；n为1至4的整数；R4和R5，可以相同也可以不同，为1至4碳原子的烷基、H、-CH2C≡CH或-CH2CH2OH；或R4和R5形成含氮的五元或六元环或杂环；或- Y-（CH2）nCH2-O-R6，其中Y为O、NH或S，n为1至4的整数，R6为H、-CH2CH2OH或-CH2CH2Cl；或2,3-二羟基丙氧基、2-甲基磺酰乙氧基、2-氯乙氧基、1-乙基-2-羟基乙氧基、2,2-二乙基-2-羟基乙氧基或羧甲氧基；R3为H、卤素、OH或-OCH3；其立体异构体以及它们的无毒药用可接受盐和酯以及它们的混合物，这些化合物具有有价值的药理学性质。

  公开号：

  US06576645B1

文献信息

• Copper-Catalyzed Oxidation of Deoxybenzoins to Benzils under Aerobic Conditions
  作者：Antonella Goggiamani、Sandro Cacchi、Giancarlo Fabrizi、Antonia Iazzetti、Rosanna Verdiglione

  DOI：10.1055/s-0033-1338451

  日期：——

  Abstract A novel copper-catalyzed approach to benzils from readily available deoxybenzoins under neutral conditions using air as the oxidant has been developed. The reaction tolerates a variety of useful substituents including chloro, bromo, iodo, keto, ester, and cyano groups. A novel copper-catalyzed approach to benzils from readily available deoxybenzoins under neutral conditions using air as the

  摘要 已经开发出一种新颖的铜催化方法，该方法是在中性条件下使用空气作为氧化剂，从容易获得的脱氧安息香素制取苯甲醚。该反应可耐受多种有用的取代基，包括氯，溴，碘，酮，酯和氰基。 已经开发出一种新颖的铜催化方法，该方法是在中性条件下使用空气作为氧化剂，从容易获得的脱氧安息香素制取苯甲醚。该反应可耐受多种有用的取代基，包括氯，溴，碘，酮，酯和氰基。
• MeZnOMe-mediated reaction of aldehydes with Grignard reagents: A glance into nucleophilic addition/Oppenauer oxidation pathway
  作者：Ying Fu、Xian-Zhen Ma、Chun-Zhao Shi、Tong Shen、Zhengyin Du

  DOI：10.1002/aoc.4462

  日期：2018.9

  A novel organozincate of RMgX ⋅MeZnOMe ⋅LiCl type, formed in situ via transmetalation of Grignard reagent RMgBr ⋅LiCl with MeZnOMe, is shown to be an excellent organometallic species in the nucleophilic addition/Oppenauer oxidation of aldehydes to generate aromatic ketones in high yield. This transformation allows quick access to structurally diverse aryl, heteroaryl, benzyl and alkyl ketones with

  通过格氏试剂RMgBr·LiCl与MeZnOMe的金属转移就地形成的新型RMgX·MeZnOMe·LiCl型有机锌盐，是醛类亲核加成/ Oppenauer氧化以高产率生成芳族酮的绝佳有机金属物种。这种转变可以快速获得结构多样的芳基，杂芳基，苄基和烷基酮，具有广泛的底物范围和出色的官能团耐受性。
• [EN] CHEMICAL COMPOUNDS<br/>[FR] COMPOSES CHIMIQUES
  申请人：ASTRAZENECA AB

  公开号：WO2004011410A1

  公开（公告）日：2004-02-05

  Compounds of formula (I):wherein variable groups are as defined within; for use in the inhibition of 11βHSD1 are described.

  式(I)的化合物：其中变量基团如定义内；用于抑制11βHSD1。
• Further studies on the application of vinylogous amides and β-halovinylaldehydes to the regiospecific synthesis of unsymmetrical, polyfunctionalized 2,3,4- and 1,2,3,4- substituted pyrroles
  作者：John T. Gupton、Alex Shimozono、Evan Crawford、Joe Ortolani、Evan Clark、Matt Mahoney、Campbell Heese、Jeffrey Noble、Carlos Perez Mandry、Rene Kanters、Raymond N. Dominey、Emma W. Goldman、James A. Sikorski、Daniel C. Fisher

  DOI：10.1016/j.tet.2018.04.017

  日期：2018.5

  Highly functionalized pyrroles with appropriate regiochemical functionality represent an important class of marine natural products and potential drug candidates. We describe herein a detailed study of the reaction of α-aminoacid esters with vinylogous amides and also β-halovinylaldehydes for the regiospecific synthesis of 2,3,4-trisubstituted and 1,2,3,4-tetrasubstituted pyrroles. Since the vinylogous

  具有适当区域化学功能的高度官能化的吡咯代表了海洋天然产物和潜在候选药物的重要类别。我们在此描述了α-氨基酸酯与乙烯基酰胺和β-卤代甲醛醛的反应的详细研究，用于2,3,4-三取代和1,2,3,4-四取代的吡咯的区域特异性合成。由于乙烯基酰胺和β-卤代乙醛是易于获得的前体，因此通过这种方法可以快速获得各种不对称取代的吡咯。
• [EN] COMPOUND FOR INHIBITING TYROSINE KINASE ACTIVITY OF DDR2 PROTEIN<br/>[FR] COMPOSE POUR INHIBER L'ACTIVITE TYROSINE KINASE DE LA PROTEINE DDR2
  申请人：KOREA INST SCI & TECH

  公开号：WO2005092896A1

  公开（公告）日：2005-10-06

  A new furopyrimidine compound, their pharmaceutically acceptable salt, and a tyrosine kinase activity inhibitor. The furopyrimidine compound is a compound defined by chemical formula 1, 2, 3 or 4, on their precursor, and can exist as a form of free base or in an acid-addition salt. Since the furopyrimidine compound has an effect of inhibiting activity of DDR2 tyrosine kinase, it can be used in treating illnesses caused by the DDR2 tyrosine kinase activity such as hepatocirrhosis, rheumatoid arthritis or cancer.

  一种新的呋喃嘧啶化合物，其药用可接受的盐，以及一种酪氨酸激酶活性抑制剂。该呋喃嘧啶化合物是由化学式1、2、3或4定义的化合物，在其前体上，可以存在为自由碱或酸加成盐的形式。由于呋喃嘧啶化合物具有抑制DDR2酪氨酸激酶活性的作用，因此可用于治疗由DDR2酪氨酸激酶活性引起的疾病，如肝硬化、类风湿性关节炎或癌症。