2-(乙硫基)喹唑啉-4(3H)-酮 | 16802-73-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 中文名称: 2-(乙硫基)喹唑啉-4(3H)-酮
• 中文别名: 2-(乙基硫烷基)喹唑啉-4(1H)-酮
• 英文名称: 2-Ethylthio-4(3H)-quinazolinone
• 英文别名: 4(3H)-Quinazolinone, 2-(ethylthio)-；2-ethylsulfanyl-3H-quinazolin-4-one
• CAS: 16802-73-6
• 化学式: C₁₀H₁₀N₂OS
• mdl: MFCD00806822
• 分子量: 206.268
• InChiKey: MWARAOPWFPYGLV-UHFFFAOYSA-N

物化性质

• 熔点：
  162 °C(Solv: chloroform (67-66-3))
• 沸点：
  365.4±25.0 °C(Predicted)
• 密度：
  1.31±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(乙硫基)喹唑啉-4(3H)-酮 在 sodium hydride 、 三氯氧磷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 4-(4-氯-3-甲基苯氧基)-2-(4-甲基哌嗪-1-基)喹唑啉
  参考文献：
  名称：

  Novel 4-phenoxy-2-(1-piperazinyl)quinazolines as potent anticonvulsive and antihypoxic agents.

  摘要：

  一系列4-苯氧基-2-(1-哌嗪基)喹唑啉被合成并测试了其抗惊厥和抗缺氧活性。许多化合物的抗惊厥活性与卡马西平或苯妥英相当。其中，4-苯氧基-2-(4-丙基-1-哌嗪基)喹唑啉（5w）因其较少的副作用而成为最有前景的抗癫痫药物候选。似乎强大的抗惊厥活性是获得强大抗缺氧活性的先决条件。

  DOI：

  10.1248/cpb.38.681
• 作为产物：
  描述：

  N-(苯基氨基甲酰基)氨基甲酸乙酯 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 51.0h， 生成 2-(乙硫基)喹唑啉-4(3H)-酮
  参考文献：
  名称：

  Haede, Werner, Journal of Heterocyclic Chemistry, 1981, vol. 18, p. 1417 - 1419

  摘要：

  DOI：

文献信息

• Novel 4-substituted 2-piperazinylquinazolines as potent anticonvulsive and antihypoxic agents.
  作者：Manabu HORI、Ryuichi IEMURA、Hideaki HARA、Akio OZAKI、Takayuki SUKAMOTO、Hiroshi OHTAKA

  DOI：10.1248/cpb.38.1286

  日期：——

  Several types of quinazoline derivatives were prepared and examined for anticonvulsive and antihypoxic activities. Many compounds showed potent anticonvulsive activity, and their anticonvulsive profile is similar to that of phenytoin. The analysis of quantitative structure-activity relationships indicated that the anticonvulsive activity was parabolically related to the lipophilicity of the compounds

  制备了几种类型的喹唑啉衍生物，并检查了其抗惊厥和抗缺氧活性。许多化合物表现出有效的抗惊厥活性，其抗惊厥特征与苯妥英相似。定量结构-活性关系的分析表明，抗惊厥活性与化合物的亲脂性呈抛物线相关。大多数的4-烷氧基喹唑啉显示出有效的抗惊厥和抗缺氧活性。可以肯定的是，这些活动的效力之间存在良好的相关性。
• QUINAZOLINE DERIVATIVES FOR THE TREATMENT AND PREVENTION OF DIABETES AND OBESITY
  申请人：Lee Nam Kyu

  公开号：US20080207614A1

  公开（公告）日：2008-08-28

  The present invention relates to novel quinazoline derivatives effective in lowering blood glucose level and body weight, and a medicine for treatment and/or prevention of diabetes and/or obesity, which comprises the compound as an active ingredient.

  本发明涉及一种新型喹唑啉衍生物，能够有效降低血糖水平和体重，以及一种用于治疗和/或预防糖尿病和/或肥胖的药物，其中该化合物作为活性成分。
• A Green and Facile Synthesis of 2-Alkylsulfanyl-3H-quinazolin-4-one
  作者：B. Reddy、A. Naidu、P.K. Dubey

  DOI：10.14233/ajchem.2013.13593

  日期：——

  Reaction of 2-thioquinazolinone (1) with various alkylating agents like dimethyl sulphate, diethyl sulphate and benzyl chloride in the presence of K2CO3 as a mild base, by a simple physical grinding, microwave irradiation and PEG-600 under solvent-free conditions for 10-15 min at room temperature, followed by processing, gave respectively 2-methylsulfanyl-3H-quinazolin- 4-one (2a, i.e., R = CH3), 2-ethylsulfanyl-3H-quinazolin-4-one (2b, i.e., R = C2H5) and 2-benzyl sulfanyl-3H-quinazolin-4-one (2c, i.e., R = PhCH2Cl). It appears from this study that green syntheses such as solid phase synthesis (physical grinding) and microwave irradiation gives better yields, quality and in less reaction time the products over conventional methods involving green solvents like ethanol, PEG-600 etc. The entire sequences of reactions have been carried out using eco-friendly solvents and green conditions.

  2-硫喹唑啉酮(1)与各种烷基化试剂(如硫酸二甲酯、硫酸二乙酯和苄基氯)在温和碱K2CO3存在下,通过简单的物理研磨、微波辐射和无溶剂条件下的PEG-600,在室温下反应10-15分钟,经过处理分别得到: - 2-甲硫基-3H-喹唑啉-4-酮(2a, R = CH3) - 2-乙硫基-3H-喹唑啉-4-酮(2b, R = C2H5) - 2-苄硫基-3H-喹唑啉-4-酮(2c, R = PhCH2Cl) 研究表明,绿色合成方法如固相合成(物理研磨)和微波辐射与传统使用乙醇、PEG-600等绿色溶剂的方法相比,能获得更好的产率和质量,且反应时间更短。整个反应序列都采用了环保溶剂和绿色条件。
• Phase-Transfer Catalyzed Alkylation and Cycloalkylation of 2-Mercaptoquinazolin-4(3<u>H</u>)-One
  作者：A. Kh. Khalil

  DOI：10.1080/104265090929940

  日期：2005.11.1

  Solid/liquid phase-transfer catalyzed alkylation of 2-mercaptoquinazolin-4(3H)-one at 25°C by different organohalogen compounds in the presence of tetrabutylammonium bromide as a catalyst underwent, exclusively, S-monoalkylation or S- and N-, di-, or cycloalkylation, depending on the nature of alkylating agents.

  在四丁基溴化铵作为催化剂存在下，不同有机卤素化合物在 25°C 下固/液相转移催化的 2-巯基喹唑啉-4(3H)-one 烷基化，仅经历了 S-单烷基化或 S-和 N-，二烷基化或环烷基化，取决于烷基化剂的性质。
• Quinazoline derivative, processes for its production, and cerebral
  申请人：Kanebo Limited

  公开号：US04877790A1

  公开（公告）日：1989-10-31

  A quinazoline derivative represented by the following formula (I) ##STR1## or its pharmacologically acceptable acid addition salt and processes for production thereof. The quinazoline compound is used as a cerebral dysfunction remedying agent.

  一种喹唑啉衍生物，其化学式表示为（I）##STR1##或其药理学上可接受的酸加盐，并提供其生产方法。该喹唑啉化合物用作治疗脑功能障碍的药物。