1H-4-chloro-2-oxoquinoline-3-carboxylic acid methyl ester | 213181-22-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 1H-4-chloro-2-oxoquinoline-3-carboxylic acid methyl ester
• 英文别名: methyl 4-chloro-2-oxo-1,2-dihydroquinoline-3-carboxylate；methyl 4-chloro-2-oxo-1H-quinoline-3-carboxylate
• CAS: 213181-22-7
• 化学式: C₁₁H₈ClNO₃
• 分子量: 237.642
• InChiKey: DBWKOZHVFIDGTN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1H-4-chloro-2-oxoquinoline-3-carboxylic acid methyl ester 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以80%的产率得到4-Azido-2-oxo-1,2-dihydro-quinoline-3-carboxylic acid methyl ester
  参考文献：
  名称：

  4-azido-2-oxoquinoline-3-羧酸盐和4-azidocoumarin-3羧酸盐的闭环和重排反应† ‡

  摘要：

  通过相应的4-羟基衍生物1经由4-甲苯磺酸酯2或4-氯化合物4从相应的4-羟基衍生物1中获得4-叠氮基-2-氧代喹啉-3-羧酸盐和4-叠氮杂多古灵-3-羧酸盐6，将它们在热解后环化成3-烷氧基异恶唑[ 4,3- c ]喹啉-4（5 H）-或相应的香豆素8，而在稍高的温度下，发生3- O，4- O重排，得到4-烷氧基-异恶唑[4]。 ，3- c ]-喹啉-3-酮和相应的香豆素9.借助差示扫描量热法可以容易地获得必要的反应条件。

  DOI：

  10.1002/jhet.5570350322
• 作为产物：
  描述：

  2,4-二羟基喹啉-3-甲酸乙酯 在 硫酸 、 sodium acetate 、 三氯氧磷 作用下， 以 溶剂黄146 为溶剂， 反应 10.08h， 生成 1H-4-chloro-2-oxoquinoline-3-carboxylic acid methyl ester
  参考文献：
  名称：

  4-Hydroxyquinol-2-ones. 85. Synthesis of 2-Chloro-4-hydroxyquinoline-3-carboxylic Acid Ethyl Ester

  摘要：

  DOI：

  10.1007/s10593-005-0271-8

文献信息

• MODULATION OF CHEMOSENSORY RECEPTORS AND LIGANDS ASSOCIATED THEREWITH
  申请人：Tachdjian Catherine

  公开号：US20080306053A1

  公开（公告）日：2008-12-11

  The present invention provides screening methods for identifying modifiers of chemosensory receptors and their ligands, e.g., by determining whether a test entity is suitable to interact with one or more interacting sites within the Venus flytrap domains of the chemosensory receptors as well as modifiers capable of modulating chemosensory receptors and their ligands.

  本发明提供了用于识别化学感受受体及其配体的修饰因子的筛选方法，例如，通过确定测试实体是否适合与化学感受受体的捕蝇草结构域内的一个或多个相互作用位点发生相互作用，以及能够调节化学感受受体及其配体的修饰因子。
• Compounds including substituted thienopyrimidinone derivatives as ligands for modulating chemosensory receptors
  申请人：Senomyx, Inc.

  公开号：US07928111B2

  公开（公告）日：2011-04-19

  The present invention provides compounds including substituted thienopyrimidinone derivatives of Formula (IIc) as ligands for modulating chemosensory receptors: These compounds are useful as sweet taste enhancers in comestible or medicinal compositions. The present invention also provides screening methods for identifying modifiers of chemosensory receptors and their ligands, e.g., by determining whether a test entity is suitable to interact with one or more interacting sites within the Venus flytrap domains of the chemosensory receptors as well as modifiers capable of modulating chemosensory receptors and their ligands.

  本发明提供了化合物，包括式（IIc）的取代噻唑嘧啶酮衍生物，作为调节化学感受器的配体：这些化合物在食品或药物组合物中作为甜味增强剂是有用的。本发明还提供了筛选方法，用于识别化学感受器及其配体的修饰剂，例如，通过确定测试实体是否适合与化学感受器的捕蝇草结构域中的一个或多个相互作用位点相互作用，以及能够调节化学感受器及其配体的修饰剂。
• Modulation of chemosensory receptors and ligands associated therewith
  申请人：Tachdjian Catherine

  公开号：US08633186B2

  公开（公告）日：2014-01-21

  The present invention includes methods for identifying modifiers of chemosensory receptors and their ligands, e.g., by determining whether a test entity is suitable to interact with one or more interacting sites within the Venus flytrap domains of the chemosensory receptors, and modifiers capable of modulating chemosensory receptors and their ligands. The present invention also includes modifiers of chemosensory receptors and their ligands having Formula (I), its subgenus, and specific compounds. Furthermore, the present invention includes ingestible compositions comprising the modifiers of chemosensory receptors and their ligands and methods of using the modifiers of chemosensory receptors and their ligands to enhance the sweet taste of an ingestible composition or treat a condition associated with a chemosensory receptor. In addition, the present invention include processes for preparing the modifiers of chemosensory receptors and their ligands.

  本发明涉及识别化学感受器及其配体的修饰剂的方法，例如，通过确定测试实体是否适合与化学感受器的食虫植物结构域内的一个或多个相互作用位点相互作用来确定。本发明还包括能够调节化学感受器及其配体的修饰剂。本发明还包括具有公式（I）、其亚属和特定化合物的化学感受器及其配体的修饰剂。此外，本发明包括包含化学感受器及其配体的修饰剂的可食用组合物，并使用化学感受器及其配体的修饰剂来增强可食用组合物的甜味或治疗与化学感受器相关的疾病的方法。此外，本发明还包括制备化学感受器及其配体的修饰剂的方法。
• Methods of enhancing sweet taste of compositions using substituted thieno{2,3-D}pyrimidines
  申请人：Tachdjian Catherine

  公开号：US08541421B2

  公开（公告）日：2013-09-24

  The present invention provides, in part, substituted thieno[2,3-d]pyrimidines and methods of contacting compositions with such compounds to enhance the sweet taste of said compositions.

  本发明提供了部分替代噻吩[2,3-d]嘧啶化合物及其与组成物接触的方法，以增强所述组成物的甜味。
• Modulation of chemosensory receptors and ligands associated
  申请人：Senomyx, Inc.

  公开号：EP2568287A2

  公开（公告）日：2013-03-13

  The present invention includes methods for identifying modifiers of chemosensory receptors and their ligands, e.g., by determining whether a test entity is suitable to interact with one or more interacting sites within the Venus flytrap domains of the chemosensory receptors, and modifiers capable of modulating chemosensory receptors and their ligands. The present invention also includes modifiers of chemosensory receptors and their ligands having Formula (I), its subgenus, and specific compounds. Furthermore, the present invention includes ingestible compositions comprising the modifiers of chemosensory receptors and their ligands and methods of using the modifiers of chemosensory receptors and their ligands to enhance the sweet taste of an ingestible composition or treat a condition associated with a chemosensory receptor. In addition, the present invention includes processes for preparing the modifiers of chemosensory receptors and their ligands.

  本发明包括鉴定化感受体及其配体的修饰剂的方法，例如，通过确定试验实体是否适合与化感受体金星捕蝇草结构域内的一个或多个相互作用位点相互作用，以及能够修饰化感受体及其配体的修饰剂。本发明还包括具有式（I）、其亚属和特定化合物的化感受体及其配体的调节剂。此外，本发明还包括包含化感受体修饰剂及其配体的可食用组合物，以及使用化感受体修饰剂及其配体提高可食用组合物甜味或治疗与化感受体相关疾病的方法。此外，本发明还包括制备化感受体修饰剂及其配体的工艺。