5-(p-tolyl)-1,3,4-oxathiazol-2-one | 17452-78-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-(p-tolyl)-1,3,4-oxathiazol-2-one
• 英文别名: 5-(p-Tolyl)-1,3,4-oxathiazol-2-on；HT1117；(4-Methylphenyl)-1,3,4-oxathiazol-2-one；5-(4-methylphenyl)-1,3,4-oxathiazol-2-one
• CAS: 17452-78-7
• 化学式: C₉H₇NO₂S
• 分子量: 193.226
• InChiKey: WOZGLOBHSTVGAC-UHFFFAOYSA-N

物化性质

• 熔点：
  89 °C(Solv: cyclohexane (110-82-7))
• 沸点：
  283.1±33.0 °C(Predicted)
• 密度：
  1.35±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  64
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-(p-tolyl)-1,3,4-oxathiazol-2-one 在 哌啶 作用下， 以 氯仿 、 xylene 为溶剂， 反应 19.0h， 生成 3-(4-tolyl)-1,2,4-thiadiazole-5-(2H)-thione
  参考文献：
  名称：

  Greig, Derek J.; Hamilton, Douglas G.; McPherson, Michael, Journal of the Chemical Society. Perkin transactions I, 1987, p. 607 - 612

  摘要：

  DOI：
• 作为产物：
  描述：

  N-p-toluoyl-trichloromethanesulfenamide 在 三乙胺 作用下， 以 苯 为溶剂， 反应 0.25h， 生成 5-(p-tolyl)-1,3,4-oxathiazol-2-one
  参考文献：
  名称：

  Koval', I. V.; Oleinik, T. G.; Tarasenko, A. I., Journal of Organic Chemistry USSR (English Translation), 1985, vol. 21, # 12, p. 2358 - 2365

  摘要：

  DOI：

文献信息

• AMIDINE COMPOUND OR SALT THEREOF
  申请人：Tanikawa Tetsuya

  公开号：US20140155597A1

  公开（公告）日：2014-06-05

  The purpose of the present invention is to provide a novel compound which has an anti-fungal activity on pathogenic fungi including fungi belonging to the genus Candida , the genus Aspergillus and the genus Trichophyton and is useful as a medicinal agent. A compound represented by formula (I) (wherein A 1 represents a nitrogen atom or a group represented by formula CR 6 ; A 2 and A 3 are the same as or different from each other and independently represent a nitrogen atom or a group represented by formula CH; R 1 represents an aryl group which may be substituted by 1 to 5 substituents independently selected from a substituent group (2) or the like; R 2 and R 3 are the same as or different from each other and independently represent a hydrogen atom, a halogen atom, a C 1-6 alkyl group, a C 1-6 haloalkyl group or a C 1-6 alkoxy group; and R 4 and R 5 are the same as or different from each other and independently represent a hydrogen atom, a C 1-6 haloalkyl group, a C 1-6 alkyl group or the like) or a salt thereof is useful as an anti-fungal agent.

  本发明的目的是提供一种新颖的化合物，该化合物对包括属于念珠菌属、曲霉属和毛癣菌属的病原真菌具有抗真菌活性，并可用作药物。由公式(I) (其中A 1代表氮原子或由公式CR 6表示的基团；A 2和A 3相同或不同，独立地表示氮原子或由公式CH表示的基团；R 1表示可能由1至5个独立选自取代基组(2)的取代基取代的芳基；R 2和R 3相同或不同，独立地表示氢原子、卤素原子、C 1-6烷基、C 1-6卤代烷基或C 1-6烷氧基；R 4和R 5相同或不同，独立地表示氢原子、C 1-6卤代烷基、C 1-6烷基等)或其盐用作抗真菌剂。
• Dithiazoles and related compounds. Part 3. Preparation of 5H-1,4,2-dithiazoles via 1,3-dipolar cycloadditions between nitrile sulphides and thiocarbonyl compounds, and some conversions into 3,5-diaryl-1,4,2-dithiazolium salts
  作者：Kwok-Fai Wai、Michael P. Sammes

  DOI：10.1039/p19910000183

  日期：——

  Thermolysis of 1,3,4 -oxathiazol-2-ones 3 in the presence of thiocarbonyl compounds gives modest to good yields of the little-known 5H-1,4,2-dithiazoles 1, the reaction being successful with diaryl, aryl alkyl and dialkyl ketones, and thiono esters, but failing with dithio esters and tertiary thioamides. The influence of substituents is discussed. Solvolysis of 5-ethoxy-5H-1,4,2-dithiazoles, derived

  在硫代羰基化合物的存在下，对1,3,4-氧杂噻唑-2-酮3的热解反应可得到中等程度的中等收率的鲜为人知的5 H -1,4,2-二噻唑1，该反应可成功地与二芳基，芳基烷基和二烷基酮，以及硫代酸酯，但不能与二硫代酯和叔硫代酰胺结合使用。讨论了取代基的影响。5-乙氧基-5 H -1,4,2-二噻唑类化合物，由硫代酸酯衍生，与高氯酸在乙酸酐中溶剂化，可高产率生成3,5-二芳基-1,4,2-二噻唑鎓盐9。
• Preparation of 5H-1,4,2-dithiazoles via 1,3-dipolar cycloadditions of nitrile sulphides to thiocarbonyl compounds; the first synthesis of a 3,5-diaryl-1,4,2-dithiazolium salt
  作者：Kwok-Fai Wai、Michael P. Sammes

  DOI：10.1039/c39880000852

  日期：——

  Nitrile sulphides from the thermal decomposition of 1,3,4-oxathiazol-2-ones add to thiocarbonyl compounds giving moderate to high yields of 5H-1,4,2-dithiazoles; an adduct from O-ethyl thiobenzoate has been converted into 3-(4-nitrophenyl)-5-phenyl-1,4,2-dithiazolium tetrafluoroborate.

  来自1,3,4-恶噻唑-2-酮的热分解的腈腈加到硫代羰基化合物中，产生中等至高产率的5 H -1,4,2-二噻唑；来自硫代苯甲酸O-乙酯的加合物已转化为四氟硼酸3-（4-硝基苯基）-5-苯基-1,4,2-二噻唑鎓。
• 4-((Phenoxyalkyl)thio)-phenoxyacetic acids and analogs
  申请人：Kuo Gee-Hong

  公开号：US20050096362A1

  公开（公告）日：2005-05-05

  The invention features 4-((phenoxyalkyl)thio)-phenoxyacetic acids and analogs, compositions containing them, and methods of using them as PPAR modulators to treat or inhibit the progression of, for example, dyslipidemia.

  这项发明涉及4-((苯氧烷基)硫基)-苯氧基乙酸及其类似物，含有它们的组合物，以及将它们用作PPAR调节剂来治疗或抑制例如血脂异常等疾病进展的方法。
• Substituent effects on15N and13C NMR chemical shifts of 5-phenyl-1,3,4-oxathiazol-2-ones: a theoretical and spectroscopic study
  作者：J. Hodge Markgraf、Lu Hong、David P. Richardson、Mark H. Schofield

  DOI：10.1002/mrc.2082

  日期：2007.11

  The synthesis and assignment of 15N and 13C NMR signals of the 1,3,4‐oxathiazol‐2‐one ring in a series of para‐substituted 5‐phenyl derivatives are reported. DFT calculations of 15N and 13C chemical shifts correspond closely to observed values. Substituent effects are interpreted in terms of the Hammett correlation and calculated bond orders. Copyright © 2007 John Wiley & Sons, Ltd.

  报道了一系列对位取代的 5-苯基衍生物中 1,3,4-恶噻唑-2-one 环的 15N 和 13C NMR 信号的合成和分配。15N 和 13C 化学位移的 DFT 计算与观察值密切对应。替代效应根据哈米特相关性和计算的债券阶数来解释。版权所有 © 2007 John Wiley & Sons, Ltd.