4-chloro-5-methyl-2-hydroxyacetophenone | 57051-51-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-chloro-5-methyl-2-hydroxyacetophenone
• 英文别名: 1-(4-chloro-2-hydroxy-5-methyl-phenyl)-ethanone；1-(4-Chloro-2-hydroxy-5-methylphenyl)ethanone
• CAS: 57051-51-1
• 化学式: C₉H₉ClO₂
• 分子量: 184.622
• InChiKey: GNXYSNCDSGDLCN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-chloro-5-methyl-2-hydroxyacetophenone 在 polyethylene glycol-400 、 氢氧化钾 、 potassium carbonate 、 一水合肼 作用下， 以 丙酮 、 二乙二醇 为溶剂， 反应 24.0h， 生成 (5-Chloro-2-ethyl-4-methyl-phenoxy)-acetic acid ethyl ester
  参考文献：
  名称：

  Shetgiri; Nayak, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2005, vol. 44, # 6, p. 1267 - 1272

  摘要：

  DOI：
• 作为产物：
  描述：

  3-氯-4-甲基苯酚 在 aluminum (III) chloride 作用下， 反应 3.0h， 生成 4-chloro-5-methyl-2-hydroxyacetophenone
  参考文献：
  名称：

  WO2008/65508

  摘要：

  公开号：

文献信息

• Synthesis of Multisubstituted 2-Aminopyrroles/pyridines via Chemoselective Michael Addition/Intramolecular Cyclization Reaction
  作者：Xueyu Qi、Haoyue Xiang、Qian He、Chunhao Yang

  DOI：10.1021/ol5018855

  日期：2014.8.15

  A facile and efficient synthetic strategy to construct polysubstituted 2-aminopyrroles/pyridines was developed via chemoselective Michael addition/intramolecular cyclization reaction under very mild conditions. It suggested that the chemoselectivity of the process could be controlled by the leaving ability of the halides.

  通过在非常温和的条件下通过化学选择性迈克尔加成/分子内环化反应，开发了一种构建多取代的2-氨基吡咯/吡啶的简便有效的合成策略。这表明该过程的化学选择性可以通过卤化物的离去能力来控制。
• Synthesis and Antimicrobial Screening of Some Novel Chromones and Pyrazoles with Incorporated Isoxazole Moieties
  作者：P. V. Badadhe、L. R. Patil、S. S. Bhagat、A. V. Chate、D. W. Shinde、M. D. Nikam、C. H. Gill

  DOI：10.1002/jhet.1545

  日期：2013.6

  2‐(5‐5(5‐methyl‐3‐phenylisoxazole‐4‐yl)‐1H‐pyrazole‐3‐yl)phenol 6a, 6b, 6c, 6d, 6e, 6f, 6g, 6h. The structures of all newly synthesized compounds have been confirmed by IR, 1H NMR, mass spectral data, as well as elemental analysis. The synthesized compounds have been screened for their antimicrobial activity. Some of the compounds show better antimicrobial activity as compared with the reference drugs

  标题化合物5a，5b，5c，5d，5e，5f，5g，5h和6a，6b，6c，6d，6e，6f，6g，6h分别由具有5-甲基的β-二酮和色酮合成-3-苯基异恶唑部分 取代2-乙酰苯基5-甲基3-苯基异恶唑4-羧酸酯3a，3b，3c，3d，3e，3f，3g，3h转化为1-（2-羟基苯基）-3-（5-甲基-3-苯基异恶唑-4-基）丙烷-1,3-二酮4a，4b，4c，4d，4e，4f，4g，由Baker-Venketaraman变换进行4h处理。此外，用冰醋酸将二酮4a，4b，4c，4d，4e，4f，4g，4h进行环脱水。回流的HCl给出了相应的取代的2-（5-甲基-3-苯基异恶唑-4-基）-4H-chromen-4-one 5a，5b，5c，5d，5e，5f，5g，5h。相应的5a，5b，5c，5d，5e，5f，5g，5h在乙醇中存在冰醋酸的情况下与水合肼在回流下反应，得到2‐（5‐5（5‐5‐甲基‐3‐苯基异恶唑‐4‐
• A Novel Method for Synthesis and their Antimicrobial Activity of 1H-Tetrazole Based Flavones and Flavanone Derivatives under Ultrasonic and Microwave Irradiation Methods
  作者：D. Ashok、N. Nagaraju、Ravinder Dharavath、M. Ram Reddy、K. Ramakrishna、M. Sarasija

  DOI：10.14233/ajchem.2019.21925

  日期：2019.6.10

  A series of novel tetrazole scaffolds containing flavones and flavanones have been synthesized under conventional, ultrasonic and microwave irradiation methods. All the newly synthesized compounds were characterized by IR, NMR and Mass spectral analysis. Furthermore, the title compounds were screened in vitro antimicrobial activity against bacteria such as Staphylococus aureus, Bacillus subtilis, Klebsiella pneumoniae and Escherichia coli as well as fungi such as Aspergillus niger, Aspergillus flavus and Fusarium oxysporum. Some of the compounds showed good activity compared to standard drugs against all pathogenic bacteria and fungi.

  通过传统、超声和微波辐照方法合成了一系列含有黄酮和黄烷酮的新型四氮唑支架。所有新合成的化合物都通过红外光谱、核磁共振和质谱分析进行了表征。此外，还对标题化合物对金黄色葡萄球菌、枯草芽孢杆菌、肺炎克雷伯氏菌和大肠杆菌等细菌以及黑曲霉、黄曲霉和氧孢镰刀菌等真菌的体外抗菌活性进行了筛选。与标准药物相比，其中一些化合物对所有致病细菌和真菌都显示出良好的活性。
• Compound having tgfß inhibitory activity and medicinal composition containing the same
  申请人：Shimizu Kiyoshi

  公开号：US20060111375A1

  公开（公告）日：2006-05-25

  The present invention provides compounds represented by formula (I) and pharmaceutically acceptable salts and solvates thereof: wherein X represents CH or N; Z represents —O—, —NH— or —C(═O)—; R and R′ represent a hydrogen atom, hydroxyl, a halogen atom, optionally substituted alkyl, optionally substituted alkenyl optionally substituted alkoxy, amino, aminocarbonyl, or an optionally substituted heterocyclic group; and A represents an optionally substituted specific carbocyclic or heterocyclic group. The compounds according to the present invention have excellent TGFβ inhibitory activity.

  本发明提供了以下公式（I）所表示的化合物及其药学上可接受的盐和溶剂： 其中，X代表CH或N；Z代表-O-，-NH-或-C（=O）-；R和R'代表氢原子，羟基，卤原子，可选择取代的烷基，可选择取代的烯基，可选择取代的烷氧基，氨基，氨基甲酰基或可选择取代的杂环基；A代表可选择取代的特定环烷基或杂环基。本发明的化合物具有出色的TGFβ抑制活性。
• Spiroketone Acetyl-CoA Carboxylase Inhibitors
  申请人：Corbett Jeffrey Wayne

  公开号：US20090270435A1

  公开（公告）日：2009-10-29

  The invention provides compounds of Formula (1) or a pharmaceutically acceptable salt of said compound, wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 and R 9 are as described herein; pharmaceutical compositions thereof; and the use thereof in treating mammals suffering from the condition of being overweight.

  本发明提供了式（1）的化合物或其药学上可接受的盐，其中R1、R2、R3、R4、R5、R6、R7、R8和R9如本文所述；其药物组成物；以及将其用于治疗患有超重症的哺乳动物。