2-(2,4-二氯苯基)-1-(4-甲氧基苯基)乙酮 | 153529-19-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 中文名称: 2-(2,4-二氯苯基)-1-(4-甲氧基苯基)乙酮
• 英文名称: 2-(2,4-dichlorophenyl)-1-(4-methoxyphenyl)ethanone
• CAS: 153529-19-2
• 化学式: C₁₅H₁₂Cl₂O₂
• 分子量: 295.165
• InChiKey: HSEZPMFPNJGRPQ-UHFFFAOYSA-N

物化性质

• 熔点：
  65-67 °C (decomp)
• 沸点：
  432.7±35.0 °C(Predicted)
• 密度：
  1.285±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 储存条件：
  室温

反应信息

• 作为反应物：
  描述：

  2-(2,4-二氯苯基)-1-(4-甲氧基苯基)乙酮 在 溴 作用下， 以 乙醇 、 氯仿 为溶剂， 反应 0.5h， 生成 2-(2,4-dichlorophenyl)-3-(4-methoxyphenyl)imidazo[2,1-b][1,3]benzothiazole-7-carboxylic acid
  参考文献：
  名称：

  Synthesis and Preliminary In-Vitro Cytotoxic Activity of Novel Substituted diaryl-imidazo [2,1,b]-benzothiazole Derivatives

  摘要：

  通过2-氨基苯并噻唑衍生物（3a-g）与取代α-溴-1,2-取代二苯基-1-乙酮（7a-i）的缩合反应，合成了一系列新型取代二苯并咪唑[2,1-b]苯并噻唑衍生物（8a-y）。通过IR、1H NMR、13C NMR和质谱数据确定了合成化合物的结构。利用MTT法评估了化合物（8a-y）对小鼠（B16F10）和人（MCF-7）癌细胞的体外细胞毒活性。从体外研究中发现，化合物8p、8u和8y最为有效，对MCF-7细胞的IC50范围为0.56-27.50 μM，对B16F10细胞的IC50范围为2.57-36.54 μM。

  DOI：

  10.2174/157018011796576015
• 作为产物：
  描述：

  苯甲醚 、 2,4-二氯苯乙酰氯 在 aluminum (III) chloride 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 生成 2-(2,4-二氯苯基)-1-(4-甲氧基苯基)乙酮
  参考文献：
  名称：

  Synthesis of (2-chlorophenyl)(phenyl)methanones and 2-(2-chlorophenyl)-1-phenylethanones by Friedel–Crafts acylation of 2-chlorobenzoic acids and 2-(2-chlorophenyl)acetic acids using microwave heating

  摘要：

  Several 2-(2-chlorophenyl)-1-phenylethanones and (2-chlorophenyl)(phenyl)methanones were prepared by the Friedel-Crafts acylation reaction of 2-(2-chlorophenyl) acetic acids and 2-chlorocarboxylic acids, respectively, in the presence of cyanuric chloride, pyridine, and AlCl(3) or FeCl(3) using microwave heating. The yields of the ketones were significantly higher than those obtained using conventional heating. In addition, similar reactions carried out with the less inexpensive and less toxic FeCl(3) gave titled ketones in comparable yields. Interestingly, the FeCl(3) catalyzed reactions gave pure ketones (no chromatographic purification required), whereas the AlCl(3) catalyzed reaction gave impure product that required chromatographic purification. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.03.052

文献信息

• PYRIDINE DERIVATIVES, PREPARATION AND THERAPEUTIC APPLICATION THEREOF
  申请人：Barre Lionel

  公开号：US20080021070A1

  公开（公告）日：2008-01-24

  The invention relates to compounds of formula (I): Wherein Z, R 3 to R 9 are as described herein. The invention also relates to methods of preparation of compounds of formula (I) and intermediates thereof. The compounds of this invention are active at CB1 cannabinoid receptor site, and are therefore, useful as pharmaceutical agents in treating a variety of diseases caused by the effects of CB1 cannabinoid receptors.

  这项发明涉及式(I)的化合物： 其中Z，R3至R9如本文所述。该发明还涉及制备式(I)化合物及其中间体的方法。本发明的化合物在CB1大麻素受体位点具有活性，因此在治疗由CB1大麻素受体效应引起的各种疾病中作为药用剂是有用的。
• Malik, Jitender K.; Noolvi, Malleshappa N.; Manvi, Fakkirappa V., Letters in drug design and discovery, 2011, vol. 8, # 9, p. 717 - 724
  作者：Malik, Jitender K.、Noolvi, Malleshappa N.、Manvi, Fakkirappa V.、Nanjwade、Patel, Harun M.、Manjula、Rao, Mallikarjuna C.、Barve, Ashutosh

  DOI：——

  日期：——
• Pd-catalyzed synthesis of α-aryl ketones through couplings of α-arylacetyl chlorides with triarylbismuths as multi-coupling nucleophiles
  作者：Maddali L.N. Rao、Somnath Giri、Deepak N. Jadhav

  DOI：10.1016/j.tetlet.2009.08.074

  日期：2009.11

  The cross-coupling reaction of alpha-arylacetyl chlorides with triarylbismuths was studied under Pd-catalyzed conditions. The reaction was found to be facile under the established protocol and furnished high yields of alpha-aryl ketones in short reaction times. This work also demonstrated a facile synthesis of various regio-isomeric mono-, di- and tri-substituted alpha-aryl ketones in high yields. Triarylbisrnuths were employed as sub-stoichiometric multi-coupling organometallic nucleophiles in this coupling protocol. (C) 2009 Elsevier Ltd. All rights reserved.
• Antifungal agents. 5. Chloro and amino derivatives of 1,2-diaryl-1-(1H-imidazol-1-yl)ethane with potent antifungal activities
  作者：M Artico、S Massa、R Di Santo、R Costi、A Retico、G Apuzzo、N Simonetti

  DOI：10.1016/0223-5234(93)90031-9

  日期：1993.1

  Various derivatives of 1,2-diaryl-1-(1H-imidazol-1-yl)ethane have been synthesized and tested against Candida albicans and Candida spp. In vitro essays showed chloro and amino derivatives to be as active as miconazole and bifonazole and more potent than ketoconazole. Structure-activity relationships of the new imidazole antifungal agents are discussed.
• DERIVES DE PYRIDINE, LEUR PREPARATION, LEUR APPLICATION EN THERAPEUTIQUE
  申请人：Sanofi-Aventis

  公开号：EP1805143A1

  公开（公告）日：2007-07-11