7-fluoro-4-methyl-6-nitro-2-oxo-2H-1-benzopyran-3-carboxylic acid | 643017-36-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 7-fluoro-4-methyl-6-nitro-2-oxo-2H-1-benzopyran-3-carboxylic acid
• 英文别名: 2H-1-Benzopyran-3-carboxylic acid, 7-fluoro-4-methyl-6-nitro-2-oxo-；7-fluoro-4-methyl-6-nitro-2-oxochromene-3-carboxylic acid
• CAS: 643017-36-1
• 化学式: C₁₁H₆FNO₆
• 分子量: 267.17
• InChiKey: HOAFLKFICIUONC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  109
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  7-fluoro-4-methyl-6-nitro-2-oxo-2H-1-benzopyran-3-carboxylic acid 、 异氰酸丙酯 、 异丁胺 以37%的产率得到8-methyl-3-(2-methylpropyl)-6-oxo-2-(propylamino)-6H-pyrano[2,3-f]benzimidazole-7-carboxamide
  参考文献：
  名称：

  Parallel solid-phase synthesis of 2-arylamino-6H-pyrano[2,3-f]benzimidazole-6-ones

  摘要：

  The parallel solid-phase synthesis of a hydrophilic psoralen analogue, 2-arylamino-6H-pyrano[2,3-f]benzimidazole-6-ones (2-arylaminoimidazocoumarins), has been developed. The resin-bound 7-fluoro-4-methyl-6-nitro-2-oxo-2H-1-benzopyran-3-carboxylic acid underwent aromatic substitution with primary amines, followed by reduction of the nitro group with tin(II) chloride. The cyclization of the o-dianilino intermediates was accomplished with aryl isothiocyanates in the presence of 1,3-diisopropylcarbodiimide (DIC). The final products were released from the resin with trifluoroacetic acid (TFA) and obtained in high purity and good isolated yield. The 2-arylaminoimidazocoumarins exhibit interesting spectral properties. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.05.102

文献信息

• [EN] NITROXIDE CONTAINING AMYLOID BINDING AGENTS FOR IMAGING AND THERAPEUTIC USES<br/>[FR] AGENTS DE LIAISON À L'AMYLOÏDE CONTENANT DU NITROXYDE UTILISÉS EN IMAGERIE ET À DES FINS THÉRAPEUTIQUES
  申请人：UNIV CALIFORNIA

  公开号：WO2017031239A1

  公开（公告）日：2017-02-23

  The present invention provides methods of using nitroxide spin-labeled amyloid beta-binding compounds to image amyloid. The present invention also provides nitroxide spin-labeled amyloid beta-binding compounds

  本发明提供了使用亚硝基自旋标记的淀粉样β结合化合物来成像淀粉样物质的方法。本发明还提供了亚硝基自旋标记的淀粉样β结合化合物。
• Facile solid-phase synthesis of 2,3-disubstituted 6H-pyrano[2,3-f]benzimidazole-6-ones
  作者：Aimin Song、Lucy Wu、Laura Ho、Kit S. Lam

  DOI：10.1016/j.tet.2006.02.064

  日期：2006.5

  We report herein the facile solid-phase synthesis of 2,3-disubstituted 6H-pyrano[2,3-f]benzimidazole-6-ones using 7-fluoro-4-methyl-6-nitro-2-oxo-2H-1-benzopyran-3-carboxylic acid as the scaffold. The fluorine of the resin-bound scaffold was first replaced by a primary amine. Reduction of the nitro group with tin(II) chloride afforded an o-dianilino intermediate that was treated with an aldehyde followed

  我们在此报告了使用7-氟-4-甲基-6-硝基-2-氧代-2 H的2,3-二取代6 H-吡喃并[2,3- f ]苯并咪唑-6-的轻松固相合成-1-苯并吡喃-3-羧酸为支架。首先用伯胺代替与树脂结合的支架的氟。用氯化锡（II）还原硝基，得到邻二苯胺基中间体，将其用醛处理，然后加入2，3-二氯-5，6-二氰基醌（DDQ）。裂解后，以高纯度和高收率获得了2,3-二取代的6 H-吡喃并[2,3 - f ]苯并咪唑-6-。
• Nitroxide containing amyloid binding agents for imaging and therapeutic uses
  申请人：THE REGENTS OF THE UNIVERSITY OF CALIFORNIA

  公开号：US10478513B2

  公开（公告）日：2019-11-19

  The present invention provides methods of using nitroxide spin-labeled amyloid beta-binding compounds to image amyloid. The present invention also provides nitroxide spin-labeled amyloid beta-binding compounds.

  本发明提供了使用亚硝基自旋标记的淀粉样蛋白 beta 结合化合物对淀粉样蛋白成像的方法。本发明还提供了亚硝基自旋标记的淀粉样 beta 结合化合物。
• Parallel solid-phase synthesis of 2-arylamino-6H-pyrano[2,3-f]benzimidazole-6-ones
  作者：Aimin Song、Kit S. Lam

  DOI：10.1016/j.tet.2004.05.102

  日期：2004.9

  The parallel solid-phase synthesis of a hydrophilic psoralen analogue, 2-arylamino-6H-pyrano[2,3-f]benzimidazole-6-ones (2-arylaminoimidazocoumarins), has been developed. The resin-bound 7-fluoro-4-methyl-6-nitro-2-oxo-2H-1-benzopyran-3-carboxylic acid underwent aromatic substitution with primary amines, followed by reduction of the nitro group with tin(II) chloride. The cyclization of the o-dianilino intermediates was accomplished with aryl isothiocyanates in the presence of 1,3-diisopropylcarbodiimide (DIC). The final products were released from the resin with trifluoroacetic acid (TFA) and obtained in high purity and good isolated yield. The 2-arylaminoimidazocoumarins exhibit interesting spectral properties. (C) 2004 Elsevier Ltd. All rights reserved.
• NITROXIDE CONTAINING AMYLOID BINDING AGENTS FOR IMAGING AND THERAPEUTIC USES
  申请人：The Regents of the University of California

  公开号：EP3337475A1

  公开（公告）日：2018-06-27