3-(4-chlorophenyl)-6-methoxy-2H-chromen-2-one

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: 3-(4-chlorophenyl)-6-methoxy-2H-chromen-2-one
• 英文别名: 3-(4-Chlorophenyl)-6-methoxychromen-2-one
• 化学式: C₁₆H₁₁ClO₃
• 分子量: 286.715
• InChiKey: ZWNDSVHCSBDUFM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  对氯苯乙酸 在 1-n-butyl-3-methylimidazolium tetrafluoroborate 作用下， 反应 1.5h， 生成 3-(4-chlorophenyl)-6-methoxy-2H-chromen-2-one
  参考文献：
  名称：

  Facile one-pot synthetic access to libraries of diversely substituted 3-aryl (Alkyl)-coumarins using ionic liquid (IL) or conventional base/solvent, and an IL-mediated approach to novel coumarin-bearing diaryl-ethynes

  摘要：

  The in-situ formed carbonylimidazole derivatives of Ar(alkyl)-CH2COOH react at r.t. with substituted salicylaldehydes in [BMIM][PF6] or [BMIM] [BEd as solvent, and [PAIM][NTf (2)] as basic-IL to produce libraries of 3-aryl(alkyl)coumarins. Whereas these reactions can also be performed with similar efficiency in THF by employing DBU, the IL approach offers easier work-up and recycling of the IL solvent. An IL-mediated approach to the synthesis of novel coumarin-bearing diaryl-ethynes by the Sonogshira reaction is also reported, and the potential for recycling/reuse of the IL solvent is shown. (C) 2020 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2020.151854

文献信息

• 感染症の治療を目的としたフラボン類、クマリン類および関連化合物の使用
  申请人：プレンダーガスト、パトリック、ティ.

  公开号：JP2003504327A

  公开（公告）日：2003-02-04

  \n (57)【要約】\n本発明は感染症、特にウイルス（例えばHCV、HIV、ピコルナウイルスあるいは呼吸器ウイルス）あるいは寄生虫（例えばトキソプラズマ症）感染症の治療におけるシルシリオール、3'4'-ジアセトキシ-5,6,7-トリメトキシフラボンあるいはナリンギンなどのフラビン類の使用を提供する。また前記方法で使用するための組成物群も提供する。\n

  \(57) [Abstract] The invention provides for the use of silsiliol, 3'4'-diacetoxy-5,6,7-trimethoxyflavone or柚皮苷等黄素的用途。还提供了一组用于上述方法的组合物。\n
• USE OF FLAVONES, COUMARINS AND RELATED COMPOUNDS TO TREAT INFECTIONS
  申请人：Prendergast, Patrick Thomas

  公开号：EP1223928A2

  公开（公告）日：2002-07-24
• US6555523B1
  申请人：——

  公开号：US6555523B1

  公开（公告）日：2003-04-29
• [EN] USE OF FLAVONES, COUMARINS AND RELATED COMPOUNDS TO TREAT INFECTIONS<br/>[FR] UTILISATION DE FLAVONES, DE COUMARINES ET DE COMPOSES ASSOCIES DANS LE TRAITEMENT D'INFECTIONS
  申请人：PRENDERGAST PATRICK T

  公开号：WO2001003681A2

  公开（公告）日：2001-01-18

  The invention provides the use of flavin compounds or coumarins, as well as 2-(3',4'-dibenzyloxy)-4,5,6-trimethoxy acetophenone or 3',4'-dibenzyloxy-2-hydroxy-4,5,6-trimethoxy dibenzoylmethane or derivatives thereof, more particularly cirsiliol, 3'4'-diacetoxy-5,6,7-trimethoxyflavone, naringin, naringenin, tangeretin or gossypetin, in the treatment of viral (e.g. RSV, HIV, SIV, picornavirus, rhinovirus, 'para!myxoviridae or orthomyxoviridae, (para)influenza, retrovirus, hepatitis virus, pneumovirus, herpes (HSV), entero- or coronavirus) or parasitic (e.g., malaria, toxoplasmosis, trypanosoma) infections.
• Facile one-pot synthetic access to libraries of diversely substituted 3-aryl (Alkyl)-coumarins using ionic liquid (IL) or conventional base/solvent, and an IL-mediated approach to novel coumarin-bearing diaryl-ethynes
  作者：Pavankumar Prabhala、Hemantkumar M. Savanur、Suraj M. Sutar、Shruti S. Malunavar、Rajesh G. Kalkhambkar、Kenneth K. Laali

  DOI：10.1016/j.tetlet.2020.151854

  日期：2020.5

  The in-situ formed carbonylimidazole derivatives of Ar(alkyl)-CH2COOH react at r.t. with substituted salicylaldehydes in [BMIM][PF6] or [BMIM] [BEd as solvent, and [PAIM][NTf (2)] as basic-IL to produce libraries of 3-aryl(alkyl)coumarins. Whereas these reactions can also be performed with similar efficiency in THF by employing DBU, the IL approach offers easier work-up and recycling of the IL solvent. An IL-mediated approach to the synthesis of novel coumarin-bearing diaryl-ethynes by the Sonogshira reaction is also reported, and the potential for recycling/reuse of the IL solvent is shown. (C) 2020 Elsevier Ltd. All rights reserved.