7-methoxy-2-(p-tolyl)-2,3-dihydrochromen-4-one | 137109-40-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 7-methoxy-2-(p-tolyl)-2,3-dihydrochromen-4-one
• 英文别名: (+/-)-7-Methoxy-2-p-tolylchroman-4-one；7-methoxy-2-(4-methylphenyl)-2,3-dihydrochromen-4-one
• CAS: 137109-40-1
• 化学式: C₁₇H₁₆O₃
• 分子量: 268.312
• InChiKey: JVZDRFASOQJJTF-UHFFFAOYSA-N

物化性质

• 熔点：
  117-118 °C
• 沸点：
  449.0±45.0 °C(Predicted)
• 密度：
  1.175±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  7-methoxy-2-(p-tolyl)-2,3-dihydrochromen-4-one 在 盐酸羟胺 、 sodium acetate 作用下， 以 乙醇 为溶剂， 生成 7-Methoxy-2-p-tolyl-chroman-4-one oxime
  参考文献：
  名称：

  Joshi; Patil, Journal of the Indian Chemical Society, 1991, vol. 68, # 5, p. 295 - 296

  摘要：

  DOI：
• 作为产物：
  描述：

  丹皮酚 在 chloro(1,5-cyclooctadiene)rhodium(I) dimer 、 sodium hydride 、 potassium hydroxide 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 水 、 mineral oil 为溶剂， 反应 20.0h， 生成 7-methoxy-2-(p-tolyl)-2,3-dihydrochromen-4-one
  参考文献：
  名称：

  铑/手性二烯催化不对称1,4-芳基硼酸加成至苯醌：获取手性黄酮的高对映选择性途径

  摘要：

  在不对称的α，β-不饱和羰基化合物的1,4加成反应中，苯醌是最具挑战性的底物之一。通过使用与手性二烯配体（R，R）-Ph-bod *缔合的铑配合物，实现了各种芳基硼酸的1,4加成，从而获得了高产率的相应黄烷酮，具有出色的对映选择性（≥ ee为97％ee，大多数基材为99％ee）。在规定的反应条件下，未观察到会导致产物对映选择性下降的开环副产物。

  DOI：

  10.1002/asia.201403290

文献信息

• CHEMOTHERAPEUTIC FLAVONOIDS, AND SYNTHESES THEREOF
  申请人：Cushman Mark S.

  公开号：US20100099755A1

  公开（公告）日：2010-04-22

  Substituted flavonoid compounds, and pharmaceutical formulations of flavonoid compounds are described. Also described are processes for preparing flavonid compounds, as are methods for treating cancer in mammals using the described flavonoid compounds or pharmaceutical formulations thereof.

  本文描述了替代黄酮类化合物和黄酮类化合物的药物配方。还描述了制备黄酮类化合物的过程，以及使用所述黄酮类化合物或其药物配方治疗哺乳动物癌症的方法。
• Silica supported-double metal cyanides (DMCs): A green and highly efficient catalytic protocol for isomerisation of 2′-hydroxychalcones to flavanones
  作者：Naseem Ahmed、Naveen Kumar Konduru、Praveen、Anand Kumar、Kamaluddin

  DOI：10.1016/j.molcata.2013.03.009

  日期：2013.7

  Four different double metal cyanides (NiHCFe, CrHCFe, MnHCFe and ZnHCFe) were synthesized, followed by adsorbed on silica gel and used as Lewis acid catalyst in the isomerisation of substituted 2'-hydroxychalcones to flavanones under solvent-free (dry) condition. Optimization of the reaction condition, temperature effects, DMC catalysts loading and re-useable catalytic activity were further studied during the reaction. Among these catalysts, NiHCFe at 35 mol% loading gave excellent yield (90%) at 100 degrees C temperature in 1.15 h. Catalyst (NiHCFe) easily recovered and re-used six times without much loss of its catalytic activity which gave 80-85% product yields each time. However, these DMCs were failed to give product in the solution phase even prolonging the reaction time at reflux temperature. Similarly, isomerization of substituted 2'-aminochalcones gave 2-5% yields either in solution phase or under solvent-free condition. (C) 2013 Elsevier B.V. All rights reserved.
• A new series of flavones, thioflavones, and flavanones as selective monoamine oxidase-B inhibitors
  作者：Franco Chimenti、Rossella Fioravanti、Adriana Bolasco、Paola Chimenti、Daniela Secci、Francesca Rossi、Matilde Yáñez、Francisco Orallo、Francesco Ortuso、Stefano Alcaro、Roberto Cirilli、Rosella Ferretti、M. Luisa Sanna

  DOI：10.1016/j.bmc.2009.12.029

  日期：2010.2

  A new series of synthetic flavones, thioflavones, and flavanones has been synthesized and evaluated as potential inhibitors of monoamine oxidase isoforms (MAO-A and -B). The most active series is the flavanone one with higher selective inhibitory activity against MAO-B. Some of these flavanones (mainly the most effective) have been separated and tested as single enantiomers. In order to investigate the MAOs recognition of the most active and selective compounds, a molecular modeling study has been performed using available Protein Data Bank (PDB) structures as receptor models for docking experiments. (C) 2009 Elsevier Ltd. All rights reserved.
• Bhat, V S; Joshi, V S, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1991, vol. 30, # 10, p. 976 - 977
  作者：Bhat, V S、Joshi, V S

  DOI：——

  日期：——
• US8946287B2
  申请人：——

  公开号：US8946287B2

  公开（公告）日：2015-02-03