2,4-dihydroxy-3-methylphenylbenzylketone | 39581-98-1

• 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-dihydroxy-3-methylphenylbenzylketone
• 英文别名: 1-(2,4-dihydroxy-3-methylphenyl)-2-phenylethan-1-one；2,4-dihydroxy-3-methyl-deoxybenzoin；2,4-Dihydroxy-3-methyl-desoxybenzoin；1-(2,4-dihydroxy-3-methyl-phenyl)-2-phenyl-ethanone；1-(2,4-Dihydroxy-3-methylphenyl)-2-phenylethanone
• CAS: 39581-98-1
• 化学式: C₁₅H₁₄O₃
• 分子量: 242.274
• InChiKey: QADPNRDWZDWADJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,4-dihydroxy-3-methylphenylbenzylketone 在 palladium on activated charcoal 硫酸 、 sodium 、 potassium carbonate 作用下， 以 二苯醚 、 丙酮 为溶剂， 反应 22.17h， 生成 2,9-dimethyl-5-hydroxy-6-phenyl-7-oxo-7H-furo(3, 2-g)benzopyran
  参考文献：
  名称：

  Shah, R. R.; Trivedi, K. N., Journal of the Indian Chemical Society, 1981, vol. 58, p. 302 - 305

  摘要：

  DOI：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 氢碘酸 、 乙酸酐 作用下， 生成 2,4-dihydroxy-3-methylphenylbenzylketone
  参考文献：
  名称：

  Shah; Shah, Journal of the Indian Chemical Society, 1940, vol. 17, p. 32,34

  摘要：

  DOI：

文献信息

• Development of 3-alkyl-6-methoxy-7-hydroxy-chromones (AMHCs) from natural isoflavones, a new class of fluorescent scaffolds for biological imaging
  作者：Jianzhuang Miao、Huaqing Cui、Jing Jin、Fangfang Lai、Hui Wen、Xiang Zhang、Gian Filippo Ruda、Xiaoguang Chen、Dali Yin

  DOI：10.1039/c4cc06762b

  日期：——

  A new class of fluorophores 3-alkyl-6-methoxy-7-hydroxy-chromones (AMHCs) is developed and is suitable as reagents for biological imaging.

  一种新型荧光物质3-烷基-6-甲氧基-7-羟基-香豆素（AMHCs）已开发，并适用于生物成像试剂。
• Acetophenone potentiators of metabotropic glutamate receptors
  申请人：Cube V. Rowena

  公开号：US20050288346A1

  公开（公告）日：2005-12-29

  The present invention is directed to compounds which are potentiators of metabotropic glutamate receptors, including the mGluR2 receptor, and which are useful in the treatment or prevention of neurological and psychiatric disorders associated with glutamate dysfunction and diseases in which metabotropic glutamate receptors are involved. The invention is also directed to pharmaceutical compositions comprising these compounds and the use of these compounds and compositions in the prevention or treatment of such diseases in which metabotropic glutamate receptors are involved.

  本发明涉及激活型代谢型谷氨酸受体的化合物，包括mGluR2受体，适用于治疗或预防与谷氨酸功能障碍相关的神经和精神障碍以及涉及代谢型谷氨酸受体的疾病。本发明还涉及包含这些化合物的制药组合物以及使用这些化合物和组合物预防或治疗涉及代谢型谷氨酸受体的疾病。
• [EN] ACETOPHENONE POTENTIATORS OF METABOTROPIC GLUTAMATE RECEPTORS<br/>[FR] POTENTIALISATEURS ACETOPHENONES DES RECEPTEURS METABOTROPIQUES DU GLUTAMATE
  申请人：MERCK & CO INC

  公开号：WO2004018386A3

  公开（公告）日：2004-11-25
• Synthesis, selective cytotoxicities and probable mechanism of action of 7-methoxy-3-arylflavone-8-acetic acids
  作者：Zhong-Zhen Zhou、Chun-Ping Gu、Yan-Hong Deng、Guang-Hua Yan、Xiao-Fang Li、Le Yu、Wen-Hua Chen、Shu-Wen Liu

  DOI：10.1016/j.bmc.2014.01.042

  日期：2014.3

  Thirteen new analogues of flavone-8-acetic acid, that is, compounds 10a-m bearing a methoxy group at the 7-position and diverse subsitiuents on the benzene ring at the 2- and 3-positions of flavone nucleus, were synthesized and evaluated for their direct antiproliferative effects on two human tumor cell lines and for their indirect antiproliferative activities in the transwell co-culture system. The results indicated that most of compounds 10a-m showed moderate direct cytotoxicities. Among them, compound 10i exhibited higher direct cytotoxicity and selectivity for both cell lines over BJ human foreskin fibroblast cells than 5,6-dimethylxanthenone-4-acetic acid (DMXAA). Interestingly, compared with DMXAA, compound 10e showed comparable indirect cytotoxicity and higher selectivity. In addition, compound 10e was found to be able to induce tumor necrosis factor alpha (TNF-alpha) production in human peripheral blood mononuclear cells. (C) 2014 Elsevier Ltd. All rights reserved.
• 50. γ-Substitution in the resorcinol nucleus. Part V. The Gattermann reaction with 4-acylresorcinols
  作者：H. A. Shah、R. C. Shah

  DOI：10.1039/jr9400000245

  日期：——