1-(3,4-二氢-2H-1,4-噻嗪-5-基)乙酮 | 164524-93-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻嗪类
• 中文名称: 1-(3,4-二氢-2H-1,4-噻嗪-5-基)乙酮
• 英文名称: 5-acetyl-2,3-dihydro-4H-1,4-thiazine
• 英文别名: 5-acetyl-3,4-dihydro-2H-1,4-thiazine；5-Acetyl-2,3-dihydro-1,4-thiazine；1-(3,4-dihydro-2H-1,4-thiazin-5-yl)ethanone
• CAS: 164524-93-0
• 化学式: C₆H₉NOS
• mdl: MFCD18829394
• 分子量: 143.21
• InChiKey: YJSKAAVPUSXIPL-UHFFFAOYSA-N

物化性质

• 沸点：
  289℃
• 密度：
  1.150
• 闪点：
  129℃
• LogP：
  0.20
• 物理描述：
  Solid
• 熔点：
  171-172°C
• 溶解度：
  Insoluble in water; soluble in methylene chloride
• 保留指数：
  1372;1372;1374;1374;1374;1374

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2934999090

反应信息

• 作为产物：
  描述：

  tert-butyl N-[2-(3,3-dimethoxy-2-oxobutyl)sulfanylethyl]carbamate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以88%的产率得到1-(3,4-二氢-2H-1,4-噻嗪-5-基)乙酮
  参考文献：
  名称：

  Novel Syntheses of 5-Acetyl-2,3-dihydro-1,4-thiazine, a Very Intense Roasty, Popcornlike Odorant

  摘要：

  Two new synthetic pathways toward the new Maillard flavor compound 5-acetyl-2,3-dihydro-1,4-thiazine are disclosed. 1-Bromo-3,3-dimethoxy-2-butanone and N-protected 2 -mercaptoethylamine are the key components in both synthetic routes. The first approach involves a one-step synthesis via nucleophilic substitution, followed by cyclization and hydrolysis. The second route entails a nucleophilic substitution, followed by TFA-deprotection of the primary amino function, which led to a spontaneous intramolecular transimination and hydrolysis of the acetal moiety to afford the desired flavor compound in very good yield.

  DOI：

  10.1021/jf971004z

文献信息

• BITTER TASTE MODIFIERS INCLUDING SUBSTITUTED 1-BENZYL-3-(1-(ISOXAZOL-4-YLMETHYL)-1H-PYRAZOL-4-YL)IMIDAZOLIDINE-2,4-DIONES AND COMPOSITIONS THEREOF
  申请人：SENOMYX, INC.

  公开号：US20160376263A1

  公开（公告）日：2016-12-29

  The present invention includes compounds and compositions known to modify the perception of bitter taste, and combinations of said compositions and compounds with additional compositions, compounds, and products. Exemplary compositions comprise one or more of the following: cooling agents; inactive drug ingredients; active pharmaceutical ingredients; food additives or foodstuffs; flavorants, or flavor enhancers; food or beverage products; bitter compounds; sweeteners; bitterants; sour flavorants; salty flavorants; umami flavorants; plant or animal products; compounds known to be used in pet care products; compounds known to be used in personal care products; compounds known to be used in home products; pharmaceutical preparations; topical preparations; cannabis-derived or cannabis-related products; compounds known to be used in oral care products; beverages; scents, perfumes, or odorants; compounds known to be used in consumer products; silicone compounds; abrasives; surfactants; warming agents; smoking articles; fats, oils, or emulsions; and/or probiotic bacteria or supplements.

  本发明涵盖已知用于改变苦味感知的化合物和组合物，以及所述组合物和化合物与额外的组合物、化合物和产品的组合。示例组合物包括以下一种或多种：冷却剂；无活性药物成分；活性药用成分；食品添加剂或食品；调味剂或调味增强剂；食品或饮料产品；苦味化合物；甜味剂；苦味剂；酸味调味剂；咸味调味剂；鲜味调味剂；植物或动物产品；已知用于宠物护理产品中的化合物；已知用于个人护理产品中的化合物；已知用于家用产品中的化合物；制药制剂；局部制剂；大麻衍生或与大麻相关的产品；已知用于口腔护理产品中的化合物；饮料；香味、香水或除臭剂；已知用于消费品中的化合物；硅化合物；磨料；表面活性剂；发热剂；吸烟物品；脂肪、油脂或乳化剂；和/或益生菌或补充剂。
• COMPOUNDS USEFUL AS MODULATORS OF TRPM8
  申请人：Senomyx, Inc.

  公开号：US20170096418A1

  公开（公告）日：2017-04-06

  The present disclosure relates to compounds which are useful as cooling sensation compounds.

  本公开涉及作为冷感化合物有用的化合物。
• Mechanistic Studies on the Formation of Thiazolidine and Structurally Related Thiazines in a Cysteamine/2,3-Butanedione Model System
  作者：Tzou-Chi Huang、Yu-Ming Su、Chi-Tang Ho

  DOI：10.1021/jf970602a

  日期：1998.2.1

  Phosphate was found to dramatically enhance the formation of 2-methyl-2-acetylthiazolidine from a cysteamine/2,3-butanedione model system. In addition to the major component, 2-methyl-2-acetylthiazolidine, significant amounts of two structurally closely related compounds, 2-acetyl-2,3,5,6-tetrahydro-1,4-thiazine and 5-acetyl-2,3-dihydro-1,4-thiazine, were characterized by using GC/MS (CI and EI). There

  发现磷酸从半胱胺/ 2,3-丁二酮模型系统显着增强了2-甲基-2-乙酰基噻唑烷的形成。除了主要成分2-甲基-2-乙酰基噻唑烷之外，还有大量两种结构上密切相关的化合物，即2-乙酰基-2,3,5,6-四氢-1,4-噻嗪和5-乙酰基-2，通过使用GC / MS（CI和EI）对3-二氢-1,4-噻嗪进行了表征。在偶氮二甲酰胺存在下，2-乙酰基-2,3,5,6-四氢-1,4-噻嗪氧化转化为5-乙酰基-2,3-二氢-1,4-噻嗪。2-甲基-2-乙酰基噻唑烷与结构相关的2-乙酰基-2,3,5,6-四氢-1,4-噻嗪和5-乙酰基-2,3-二氢-1,4-噻嗪的形成机理为建议。
• New short and general synthesis of three key Maillard flavour compounds: 2-Acetyl-1-pyrroline, 6-acetyl-1,2,3,4-tetrahydropyridine and 5-acetyl-2,3-dihydro-4H-1,4-thiazine
  作者：Jurgen Deblander、Sam Van Aeken、An Adams、Norbert De Kimpe、Kourosch Abbaspour Tehrani

  DOI：10.1016/j.foodchem.2014.07.088

  日期：2015.2

  A new general synthetic route towards three key Maillard flavour compounds, namely 2-acetyl-1-pyrroline, 6-acetyl-1,2,3,4-tetrahydropyridine and 5-acetyl-2,3-dihydro-4H-1,4-thiazine, was developed. The key step in the process is the methylenation reaction of azaheterocyclic carboxylic esters by means of dimethyltitanocene, giving rise to intermediate vinyl ethers which can be considered as excellent

  一种新的合成路线，主要用于开发三个关键的美拉德风味化合物，即2-乙酰基-1-吡咯啉，6-乙酰基-1,2,3,4-四氢吡啶和5-乙酰基-2,3-二氢-4 H -1，开发了4-噻嗪。该方法的关键步骤是氮杂杂环羧酸酯通过二甲基噻吨并进行甲基化反应，生成中间体乙烯基醚，该中间体被认为是标题化合物的优异且稳定的前体，因为对这些前体进行简单的酸性处理就足以使其释放。独特的美拉德风味。
• SCREW TYPE PROCESSING DEVICE AND PRODUCT USING THE DEVICE
  申请人：Uchiyama, Kosuke

  公开号：EP1674502A1

  公开（公告）日：2006-06-28

  The present invention can execute efficiently the provision of a film-formable thermoplastic composition containing polysaccharides and proteins as the main ingredients or the preparation of polyester foamed products of practical utility by compressing a substance together with carbon dioxide and processing it as a fluid of critical state. An equipment useful for it is a screw type processing equipment for compressing a substance together with carbon dioxide continuously to give a fluid of critical state and the equipment is one in which the extruding screw having next to the raw material supplying part X, a vacuum part E in which the shaft of said screw is made thin and the gap volume between the screw blades is increased is provided and carbon dioxide is introduced to the vacuum part E and furthermore after the vacuum part E a compressing part F in which the shaft is again thickened and consisted of a screw having narrowed blade intervals is placed and then the thickness of the shaft is made to be substantially same as the periphery of the barrel and an orifice part L is provided in which an orifice 17 is provided on the surface or on the surroundings of said shaft. The maximum flow rate of the substance passing through the orifice is preferably designed to be 10 to 1500 cm/second.

  本发明通过将一种物质与二氧化碳一起压缩并加工成临界状态的流体，可以有效地提供以多糖和蛋白质为主要成分的可成膜热塑性组合物或制备实用的聚酯发泡产品。对其有用的设备是一种螺杆式加工设备，用于将一种物质与二氧化碳一起连续压缩，以得到临界状态的流体，该设备的挤出螺杆在原料供应部件 X 的旁边有一个真空部件 E、在真空部分 E 之后是压缩部分 F，在压缩部分 F 中，螺杆轴再次变粗，并由一个螺杆组成，螺杆的叶片间距变窄，然后使螺杆的厚度与机筒的外围基本相同，并设有一个孔口部分 L，在孔口部分 L 中，在所述螺杆的表面或周围设有孔口 17。通过孔口的物质的最大流速最好设计为 10 至 1500 厘米/秒。