4-methyl-2-thiazolone-5-carboxylic acid ethyl ester | 40235-78-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-methyl-2-thiazolone-5-carboxylic acid ethyl ester
• 英文别名: 5-ethoxycarbonyl-4-methyl-4-thiazolin-2-one；ethyl 4-methyl-2-thiazolinone-5-carboxylate；ethyl 4-methylthiazolin-2-one-5-carboxylate；4-methyl-5-ethoxycarbonyl-2-thiazolone；4-methyl-2-oxo-2,3-dihydro-thiazole-5-carboxylic acid ethyl ester；4-Methyl-2-oxo-2,3-dihydro-thiazol-5-carbonsaeure-aethylester；Ethyl 2-hydroxy-4-methyl-1,3-thiazole-5-carboxylate；ethyl 4-methyl-2-oxo-3H-1,3-thiazole-5-carboxylate
• CAS: 40235-78-7
• 化学式: C₇H₉NO₃S
• mdl: MFCD18917296
• 分子量: 187.219
• InChiKey: UFBOGAZZRCCCND-UHFFFAOYSA-N

物化性质

• 熔点：
  175 °C(Solv: ethanol (64-17-5))
• 密度：
  1.299±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.428
• 拓扑面积：
  80.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-methyl-2-thiazolone-5-carboxylic acid ethyl ester 在 三氯氧磷 作用下， 以 (2S)-N-methyl-1-phenylpropan-2-amine hydrate 为溶剂， 生成 2-氯-4-甲基-1,3-噻唑-5-甲酸乙酯
  参考文献：
  名称：

  Pyrazolecarboxylic acid derivatives and plant disease control agent

  摘要：

  本发明提供一种植物病害控制剂，其活性成分包含一个或多个化合物，其化学式为\x9b1! A--COOR.sup.1 \x9b1!，其中R.sup.1代表氢原子或C.sub.1-C.sub.4烷基，A代表化学式(A-1)或(A-2)的基团 ##STR1##，R.sup.2代表C.sub.1-C.sub.4烷基，R.sup.3代表C.sub.1-C.sub.4烷基，R.sup.4代表卤素原子或C.sub.1-C.sub.4烷基，R.sup.5代表C.sub.1-C.sub.4烷基。此外，在化学式\x9b1!中R.sup.3为卤素原子的化合物A-1也包含在本发明中。

  公开号：

  US05817829A1
• 作为产物：
  描述：

  2-氯-4-甲基-1,3-噻唑-5-甲酸乙酯 在 盐酸 作用下， 生成 4-methyl-2-thiazolone-5-carboxylic acid ethyl ester
  参考文献：
  名称：

  Sawa; Maeda, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1956, vol. 76, p. 301,303

  摘要：

  DOI：

文献信息

• [EN] AMINOPHENYLCYCLOPROPYL CARBOXYLIC ACIDS AND DERIVATIVES AS AGONISTS TO GPR40<br/>[FR] ACIDES AMINOPHENYLCYCLOPROPYLCARBOXYLIQUES ET LEURS DERIVES SERVANT D'AGONISTES DE GPR40
  申请人：SMITHKLINE BEECHAM CORP

  公开号：WO2005051890A1

  公开（公告）日：2005-06-09

  The present invention relates generally to novel therapeutic compounds and more particularly to novel compounds, their use as GPR40 agonists, processes for their manufacture, and intermediates useful in their preparation.

  本发明一般涉及新型治疗化合物，更具体地涉及新型化合物，它们作为GPR40激动剂的用途，它们的制造工艺以及在它们的制备中有用的中间体。
• THIAZOLE AND THIOPHENE COMPOUNDS
  申请人：Gillespie Paul

  公开号：US20120238569A1

  公开（公告）日：2012-09-20

  Provided herein are compounds of the formula (I): as well as pharmaceutically acceptable salts thereof, wherein the substituents are as those disclosed in the specification. These compounds, and the pharmaceutical compositions containing them, are useful for the treatment of inflammatory diseases and disorders such as, for example, asthma and COPD.

  本文提供的是式(I)的化合物及其药学上可接受的盐，其中取代基如规范中所披露的那样。这些化合物及含有它们的药物组合物对于治疗炎症性疾病和紊乱，例如哮喘和慢性阻塞性肺病，是有用的。
• Novel thiazole derivatives
  申请人：Roussel-UCLAF

  公开号：US03948925A1

  公开（公告）日：1976-04-06

  Novel compounds of the formula ##EQU1## wherein X is selected from the group consisting of oxygen and sulfur, X.sub.1 is selected from the group consisting of alkyl of 1 to 6 carbon atoms, cyano and ##EQU2## Y.sub.1 is selected from the group consisting of alkyl of 1 to 6 carbon atoms, alkoxy of 1 to 6 carbon atoms and amino, n is 0, 1 or 2, X.sub.2 is selected from the group consisting of hydrogen, chlorine, bromine, alkyl of 1 to 6 carbon atoms, cyano and ##EQU3## R is alkyl of 1 to 6 carbon atoms, R.sub.1 is selected from the group consisting of alkyl of 1 to 6 carbon atoms, alkoxy of 1 to 6 carbon atoms and ##EQU4## and R.sub.2 and R.sub.3 are selected from the group consisting of hydrogen and alkyl of 1 to 6 carbon atoms with the proviso that X.sub.1 is other than alkyl when X.sub.2 is alkyl or hydrogen, having insecticidal, nematocidal and acaricidal properties.

  式##EQU1##的新化合物，其中X选自氧和硫，X.sub.1选自1至6个碳原子的烷基、氰基和##EQU2##，Y.sub.1选自1至6个碳原子的烷基、1至6个碳原子的烷氧基和氨基，n为0、1或2，X.sub.2选自氢、氯、溴、1至6个碳原子的烷基、氰基和##EQU3##，R为1至6个碳原子的烷基，R.sub.1选自1至6个碳原子的烷基、1至6个碳原子的烷氧基和##EQU4##，R.sub.2和R.sub.3选自氢和1至6个碳原子的烷基，但条件是当X.sub.2为烷基或氢时，X.sub.1不是烷基，具有杀虫、杀线虫和杀螨的特性。
• 4-Chloro-5H-1,2,3-dithiazol-5-one: a good α-thiocyanating agent for α,β-unsaturated β-amino esters
  作者：Young Seok Park、Kyongtae Kim

  DOI：10.1016/s0040-4039(99)01235-6

  日期：1999.8

  Treatment of 4-chloro-5H-1,2,3-dithiazol-5-one with 3-alkyl (or aryl)-3-amino-2-propenoate esters in DMSO at 120°C gave the corresponding 2-thiocyanated esters 4 (major) and 5-alkoxycarbonyl-4-alkyl (or aryl)-4-thiazolin-2-ones 5 (minor), whereas the esters bearing a strong electron-withdrawing group at C-3 under the same conditions afforded 5 and/or 4-substituted 5-alkoxycarbonyl-2-aminothiazoles

  在120°C下于DMSO中用3-烷基（或芳基）-3-氨基-2-丙烯酸酯处理4-氯-5 H -1,2,3-二噻唑-5-酮，得到相应的2-硫氰酸酯4（主要）和5-烷氧基羰基-4-烷基（或芳基）-4-噻唑啉-2-酮5（次要），而在相同条件下在C-3带有强吸电子基团的酯得到5和/或4-取代的5-烷氧基羰基-2-氨基噻唑6，取决于吸电子基团。
• Pseudohalogen chemistry. XI. Some aspects of the chemistry of α-thiocyanato-β-dicarbonyl compounds
  作者：Elaine F. Atkins、Steven Dabbs、Robert G. Guy、Akbar A. Mahomed、Philip Mountford

  DOI：10.1016/s0040-4020(01)85248-0

  日期：1994.1

  Enolised α-thiocyanato-β-dicarbonyl compounds dimerise in ethanol at room temperature to give tautomeric 4,5-disubstituted 2-amino- and 2-acetamido-thiazoles by a C-S-C + C-N cyclisation. Tautomerism is due to the unusual 4-(β-dicarbonyl-α-thio) substituent. Competing intramolecular cyclisations lead to minor amounts of heterocycles containing the thiazole and/or oxathiole ring systems

  烯化的α-硫氰酸根合-β-二羰基化合物在室温下在乙醇中二聚，通过CSC + CN环化反应生成互变异构体4,5-二取代的2-氨基-和2-乙酰氨基-噻唑。互变异构是由于不寻常的4-（β-二羰基-α-硫代）取代基。竞争性的分子内环化反应会导致少量的含有噻唑和/或草硫醇环系统的杂环