4-Amino-5,6-dimethyl-thieno<2,3-d>pyrimidin-2(1H)-thion | 121746-09-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并嘧啶酮衍生物
• 英文名称: 4-Amino-5,6-dimethyl-thieno<2,3-d>pyrimidin-2(1H)-thion
• 英文别名: 4-amino-5,6-dimethylthieno[2,3-d]pyrimidine-2(1H)-thione；4-Amino-5,6-dimethyl-thieno[2,3-d]pyrimidin-2(1H)-thion；4-amino-5,6-dimethylthieno[2,3-d]pyrimidine-2-thiol
• CAS: 121746-09-6
• 化学式: C₈H₉N₃S₂
• mdl: MFCD20543114
• 分子量: 211.312
• InChiKey: KCZSGPQKADVYRE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  108
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-Amino-5,6-dimethyl-thieno<2,3-d>pyrimidin-2(1H)-thion 、 氯乙酸乙酯 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以42%的产率得到(4-Amino-5,6-dimethyl-thieno<2,3-d>pyrimid-2-yl-thio)-essigsaeureethylester
  参考文献：
  名称：

  Neue Synthese von substituierten 4-Amino-chinazolinen und deren Heteroanalogen

  摘要：

  N-Chloracetyl-anthranilonitriles react with potassium thiocyanate in the presence of alcohol to the (4-amino-quinazolin-2-yl-thio)-acetic acid ester (5). In the presence of water or primary amine the acetic acid derivative (6) or the acetic acid amide derivatives (7) are obtained. 2,4-Diamino-quinazolines (8) arise if vigorous reaction conditions are employed. With 2-chloracetylamino-cyclopent-1-en-carbonitrile as starting material the pyrimidines (11) are formed from the reaction with potassium thiocyanate. Analogously, (4-pyrimidyl-2-yl-seleno)-acetic acid ester (12) and (thiazolo[4,5d]pyrimid-2-yl-seleno)-acetic acid derivatives (16)can be prepared with potassium selenocyanate. N-Chloracetyl derivatives of 5-membered heterocycles with enamino-nitrile structure (13, 15, 18, 20) react with potassium thiocyanate to yield thieno[2,3-d]-, thiazolo[4,5-d]-, pyrrolo[2,3-d]-, furo[2,3-d]and pyrazolo[4,3-d]pyrimidines (14, 16, 19a, 19b, 21).

  DOI：

  10.1002/prac.19963380144
• 作为产物：
  描述：

  2-氨基-3-腈基-4,5-二甲基噻吩 在 sodium hydroxide 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 9.5h， 生成 4-Amino-5,6-dimethyl-thieno<2,3-d>pyrimidin-2(1H)-thion
  参考文献：
  名称：

  Mehrcyclische Azine mit Heteroatomen in 1- und 3-Stellung, 22. Mitt。Eine einfache Synthese von 2-Alkylthio-4-amino-thieno[2,3-d]pyrimidinen

  摘要：

  Die Reaktion von 2-Benzoylthioureido-thiophen-3-carbonitrilen D/8,9 it verd. NaOHliefert die 4-Amino-thieno[2,3-d]pyrimidin-2 (1H)-thione E/10, 11. Die Verbindungen D reagieren inalkalischer Lösung mit verschiedenen Alkylhalogeniden in einer Synthesestufe zu den-4-Alkylthione氨基-噻吩并[2, 3-d]嘧啶 F/12-18 在guten Ausbeuten中。Die Hydrolyse von Führt zu den 4-Amino-thieno[2, 3-d]pyrimidin-2 (1H)-onen G/19, 20

  DOI：

  10.1002/ardp.19893220407
• 作为试剂：
  描述：

  2-(3-Benzoyl-thioureido)-4,5-dimethyl-thiophen-3-carbonitril 、 sodium hydroxide 在 氮气 、 resultant precipitate 、 水 、 乙醇 、 4-Amino-5,6-dimethyl-thieno<2,3-d>pyrimidin-2(1H)-thion 作用下， 以 乙醇 为溶剂， 反应 0.5h， 以20% EtOH in water to give the final product 4-amino-5,6-dimethylthieno[2,3-d]pyrimidine-2(1H)-thione (1.11 g, 87%) as an off-white solid的产率得到4-Amino-5,6-dimethyl-thieno<2,3-d>pyrimidin-2(1H)-thion
  参考文献：
  名称：

  MODULATION OF CHEMOSENSORY RECEPTORS AND LIGANDS ASSOCIATED THEREWITH

  摘要：

  本发明包括识别化学感受受体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受体的捕蝇草结构域中的一个或多个相互作用位点发生相互作用，并且能够调节化学感受受体及其配体的修饰剂。本发明还包括化学感受受体及其配体的修饰剂，其具有式（I）、其亚属和具体化合物。此外，本发明还包括包含化学感受受体及其配体的修饰剂的可食用组合物以及使用化学感受受体及其配体的修饰剂增强可食用组合物的甜味或治疗与化学感受受体相关的疾病的方法。此外，本发明还包括制备化学感受受体及其配体的修饰剂的过程。

  公开号：

  US20110224155A1

文献信息

• SWEETENER COMPOSITIONS AND METHODS OF MAKING THEM
  申请人：Shigemura Rhondi

  公开号：US20090292010A1

  公开（公告）日：2009-11-26

  The present invention provides compositions comprising sucralose and 4-amino-5,6-dimethylthieno[2,3-d]pyrimidine-2(1H)-one or salts, solvates, and/or esters thereof and methods of making the compositions by spray drying. The present invention also provides ingestible compositions comprising compositions of the present invention and methods of making such foods. The present invention also includes a process of preparing 2-amino-thiophene derivatives, which are key intermediates for preparing 4-amino-5,6-dimethylthieno[2,3-d]pyrimidine-2(1H)-one.

  本发明提供了包含蔗糖酯和4-氨基-5,6-二甲基噻唑[2,3-d]嘧啶-2(1H)-酮或其盐、溶剂化物和/或酯的组合物，并通过喷雾干燥制备这些组合物的方法。本发明还提供了包含本发明组合物的可食用组合物及其制备方法。本发明还包括一种制备2-氨基噻吩衍生物的方法，这是制备4-氨基-5,6-二甲基噻唑[2,3-d]嘧啶-2(1H)-酮的关键中间体。
• 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。