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有机硫化合物

有机硫化合物是指含有硫原子的有机化合物。这些化合物在自然界中广泛存在,在医药、农药和材料科学等领域有着重要的应用。有机硫化合物因其化学性质独特,在药物设计、合成化学以及材料制备方面扮演着重要角色。

1. 结构与分类

有机硫化合物可以按硫的连接方式分为饱和和不饱和类,如二硫化物、噻吩衍生物、砜等。常见的结构类型有:

  • 二硫化物:含-S-S-键的化合物。
  • 硫醚(Thiols):含有-R-S-H或-R-S-R 基团的化合物。
  • 磺酸酯(Sulfonates)与磺酸盐(Sulfonates):带有-SO3H基团的化合物,广泛应用于合成和制药领域。
  • 噻吩及其衍生物:具有环状结构的有机硫化物。
2. 生物学活性

许多有机硫化合物在生物学上有重要功能或应用潜力。例如:

  • 某些硫醚类药物被用于抗真菌、抗菌以及抗癌治疗。
  • 硫代葡萄糖苷(Glycosinolate)是十字花科植物中的一种天然存在物质,具有生物活性。
3. 合成方法

有机硫化合物可通过多种途径合成:

  • 亲核取代反应:使用含硫试剂与卤化物进行反应。
  • 自由基加成法:采用氧化剂引发自由基形成,通过烯烃与H2S、R-S-H等反应制备。
  • 金属催化转化:利用钯、铜等催化剂促进特定硫化过程。
4. 应用领域

有机硫化合物的应用广泛:

  • 医药领域:用于开发抗菌剂、抗病毒药物及抗癌药物等。
  • 农学研究:某些有机硫化合物作为生物农药的有效成分,能够抑制病害的发生。
  • 材料科学与技术:在导电聚合物和塑料添加剂中有重要应用。
5. 环境与安全性

尽管有机硫化合物具有许多潜在益处,但其生产和使用也可能对环境造成影响。因此,在设计和合成这些化合物时需要考虑可持续性和环保性因素。

以上是对有机硫化合物的简单介绍,包括它们的结构、生物学活性、合成方法及其应用领域等基本信息。

中文名称 英文名称 CAS号 化学式 结构式图片
—— (1R)-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-1-phenylethanol —— C12H14N2OS3
(1R)-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-1-phenylethanol
—— (1S)-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-1-phenylethanol —— C12H14N2OS3
(1S)-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-1-phenylethanol
—— 1-ethyl-3-[4-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]phenyl]-1-[[(3S)-oxolan-3-yl]methyl]urea —— C18H23N3O2S2
1-ethyl-3-[4-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]phenyl]-1-[[(3S)-oxolan-3-yl]methyl]urea
—— (2R)-2-[[4-benzyl-5-(5-bromofuran-2-yl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C16H15BrN4O2S
(2R)-2-[[4-benzyl-5-(5-bromofuran-2-yl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2R)-2-(1-methylpyrrol-2-yl)-N-[4-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]phenyl]pyrrolidine-1-carboxamide —— C20H22N4OS2
(2R)-2-(1-methylpyrrol-2-yl)-N-[4-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]phenyl]pyrrolidine-1-carboxamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2S)-butan-2-yl]acetamide —— C8H14N4OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2S)-butan-2-yl]acetamide
—— 2-(3,4-difluorophenyl)sulfanyl-N-methyl-N-[(2R)-1-methylsulfonylpropan-2-yl]acetamide —— C13H17F2NO3S2
2-(3,4-difluorophenyl)sulfanyl-N-methyl-N-[(2R)-1-methylsulfonylpropan-2-yl]acetamide
—— 2-(3,4-difluorophenyl)sulfanyl-N-methyl-N-[(2S)-1-methylsulfonylpropan-2-yl]acetamide —— C13H17F2NO3S2
2-(3,4-difluorophenyl)sulfanyl-N-methyl-N-[(2S)-1-methylsulfonylpropan-2-yl]acetamide
—— 2-[(2S)-2-(4-fluorophenyl)-2-hydroxyethyl]sulfanyl-6-methyl-4-(trifluoromethyl)pyridine-3-carbonitrile —— C16H12F4N2OS
2-[(2S)-2-(4-fluorophenyl)-2-hydroxyethyl]sulfanyl-6-methyl-4-(trifluoromethyl)pyridine-3-carbonitrile
—— 2-[4-chloro-6-(dipropylamino)pyrimidin-2-yl]sulfanyl-N-(2-piperidin-1-ium-1-ylethyl)acetamide —— C19H33ClN5OS+
2-[4-chloro-6-(dipropylamino)pyrimidin-2-yl]sulfanyl-N-(2-piperidin-1-ium-1-ylethyl)acetamide
—— 2-[4-chloro-6-[methyl-(1-methylpiperidin-1-ium-4-yl)amino]pyrimidin-2-yl]sulfanyl-N-cyclohexylacetamide —— C19H31ClN5OS+
2-[4-chloro-6-[methyl-(1-methylpiperidin-1-ium-4-yl)amino]pyrimidin-2-yl]sulfanyl-N-cyclohexylacetamide
—— (1S)-2-[[5-(cyclopropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(4-fluorophenyl)ethanol —— C13H14FN3OS2
(1S)-2-[[5-(cyclopropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(4-fluorophenyl)ethanol
—— (1R)-2-[[5-(cyclopropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(4-fluorophenyl)ethanol —— C13H14FN3OS2
(1R)-2-[[5-(cyclopropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(4-fluorophenyl)ethanol
—— (1R)-1-(4-fluorophenyl)-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanol —— C11H11FN2OS3
(1R)-1-(4-fluorophenyl)-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanol
—— (1S)-1-(4-fluorophenyl)-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanol —— C11H11FN2OS3
(1S)-1-(4-fluorophenyl)-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanol
—— (1R)-1-(4-fluorophenyl)-2-(1-methylimidazol-2-yl)sulfanylethanol —— C12H13FN2OS
(1R)-1-(4-fluorophenyl)-2-(1-methylimidazol-2-yl)sulfanylethanol
—— 2-[(2R)-2-(4-fluorophenyl)-2-hydroxyethyl]sulfanyl-6-methyl-4-(trifluoromethyl)pyridine-3-carbonitrile —— C16H12F4N2OS
2-[(2R)-2-(4-fluorophenyl)-2-hydroxyethyl]sulfanyl-6-methyl-4-(trifluoromethyl)pyridine-3-carbonitrile
—— (1S)-1-(4-fluorophenyl)-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]ethanol —— C12H12FNOS2
(1S)-1-(4-fluorophenyl)-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]ethanol
—— (1R)-1-(4-fluorophenyl)-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]ethanol —— C12H12FNOS2
(1R)-1-(4-fluorophenyl)-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]ethanol
—— (1S)-1-(4-fluorophenyl)-2-(1-methylimidazol-2-yl)sulfanylethanol —— C12H13FN2OS
(1S)-1-(4-fluorophenyl)-2-(1-methylimidazol-2-yl)sulfanylethanol
—— N-cycloheptyl-2-{[5-cyclohexyl-4-(1H-pyrrol-1-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetamide —— C21H31N5OS
N-cycloheptyl-2-{[5-cyclohexyl-4-(1H-pyrrol-1-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetamide
—— N-cycloheptyl-2-{[5-propyl-4-(1H-pyrrol-1-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetamide —— C18H27N5OS
N-cycloheptyl-2-{[5-propyl-4-(1H-pyrrol-1-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetamide
—— N-cycloheptyl-2-{[5-methyl-4-(1H-pyrrol-1-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetamide —— C16H23N5OS
N-cycloheptyl-2-{[5-methyl-4-(1H-pyrrol-1-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetamide
—— N-[(4-methylphenyl)methyl]-2-[(5-methyl-4-pyrrol-1-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C17H19N5OS
N-[(4-methylphenyl)methyl]-2-[(5-methyl-4-pyrrol-1-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 6-(((4-methylthiazol-2-yl)thio)methyl)-4-oxo-4H-pyran-3-yl 2-(4-chlorophenyl)acetate —— C18H14ClNO4S2
6-(((4-methylthiazol-2-yl)thio)methyl)-4-oxo-4H-pyran-3-yl 2-(4-chlorophenyl)acetate
—— 2-[(5-ethyl-4-pyrrol-1-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(4-methylphenyl)methyl]acetamide —— C18H21N5OS
2-[(5-ethyl-4-pyrrol-1-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(4-methylphenyl)methyl]acetamide
—— 6-(((4-methylthiazol-2-yl)thio)methyl)-4-oxo-4H-pyran-3-yl 2-ethylbutanoate —— C16H19NO4S2
6-(((4-methylthiazol-2-yl)thio)methyl)-4-oxo-4H-pyran-3-yl 2-ethylbutanoate
—— 6-(((4-methylthiazol-2-yl)thio)methyl)-4-oxo-4H-pyran-3-yl 2-(4-fluorophenyl)acetate —— C18H14FNO4S2
6-(((4-methylthiazol-2-yl)thio)methyl)-4-oxo-4H-pyran-3-yl 2-(4-fluorophenyl)acetate
—— (2S,4R)-2,6-dimethyl-4-(2-methylpropyl)-4H-1,3,5-dithiazine —— C9H17NS2
(2S,4R)-2,6-dimethyl-4-(2-methylpropyl)-4H-1,3,5-dithiazine
—— 1-(3,7-dimethyl-6-phenyl-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-5-yl)propan-1-one —— C15H16N4OS
1-(3,7-dimethyl-6-phenyl-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-5-yl)propan-1-one
—— (3S)-3-methylsulfanylbutan-1-ol —— C5H12OS
(3S)-3-methylsulfanylbutan-1-ol
—— 2-[[5-[(1R)-1-(4-bromoanilino)ethyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetohydrazide —— C13H17BrN6OS
2-[[5-[(1R)-1-(4-bromoanilino)ethyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetohydrazide
—— (2S,4S)-2,6-dimethyl-4-(2-methylpropyl)-4H-1,3,5-dithiazine —— C9H17NS2
(2S,4S)-2,6-dimethyl-4-(2-methylpropyl)-4H-1,3,5-dithiazine
—— (2R,4R)-2,6-dimethyl-4-(2-methylpropyl)-4H-1,3,5-dithiazine —— C9H17NS2
(2R,4R)-2,6-dimethyl-4-(2-methylpropyl)-4H-1,3,5-dithiazine
—— 2-[[5-[(1S)-1-(4-bromoanilino)ethyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetohydrazide —— C13H17BrN6OS
2-[[5-[(1S)-1-(4-bromoanilino)ethyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetohydrazide
—— methylsulfanyl (2S)-2-methylbutanoate —— C6H12O2S
methylsulfanyl (2S)-2-methylbutanoate
—— (2R,4S)-2,6-dimethyl-4-(2-methylpropyl)-4H-1,3,5-dithiazine —— C9H17NS2
(2R,4S)-2,6-dimethyl-4-(2-methylpropyl)-4H-1,3,5-dithiazine
—— 2-[[5-[(1R)-1-(4-chloroanilino)ethyl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]acetohydrazide —— C15H19ClN6OS
2-[[5-[(1R)-1-(4-chloroanilino)ethyl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]acetohydrazide
—— 2-[[5-[(1S)-1-(4-chloroanilino)ethyl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]acetohydrazide —— C15H19ClN6OS
2-[[5-[(1S)-1-(4-chloroanilino)ethyl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]acetohydrazide
—— 2-[(2R)-5-(chloromethyl)-1,3-oxathiol-2-yl]guanidine —— C5H8ClN3OS
2-[(2R)-5-(chloromethyl)-1,3-oxathiol-2-yl]guanidine
—— (2S)-N-cyclopropyl-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C14H18N4OS2
(2S)-N-cyclopropyl-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— 1-(3,4-Dioxo-2-phenylsulfanylcyclobuten-1-yl)-3-phenylurea —— C17H12N2O3S
1-(3,4-Dioxo-2-phenylsulfanylcyclobuten-1-yl)-3-phenylurea
—— Methyl 3-[3-[2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetyl]-2,5-dimethylpyrrol-1-yl]propanoate —— C20H24N4O4S
Methyl 3-[3-[2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetyl]-2,5-dimethylpyrrol-1-yl]propanoate
—— 1-[2,5-dimethyl-1-[[(2R)-oxolan-2-yl]methyl]pyrrol-3-yl]-2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C21H26N4O3S
1-[2,5-dimethyl-1-[[(2R)-oxolan-2-yl]methyl]pyrrol-3-yl]-2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— (2R)-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanenitrile —— C11H12N4S2
(2R)-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanenitrile
—— (2R,3R)-3-amino-2-cyanobutanethioamide —— C5H9N3S
(2R,3R)-3-amino-2-cyanobutanethioamide
—— (2R)-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanenitrile —— C7H9N3S3
(2R)-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanenitrile
—— 3-(2-aminophenyl)sulfanyl-4-[(Z)-(1,3,3-trimethylindol-2-ylidene)methyl]cyclobut-3-ene-1,2-dione —— C22H20N2O2S
3-(2-aminophenyl)sulfanyl-4-[(Z)-(1,3,3-trimethylindol-2-ylidene)methyl]cyclobut-3-ene-1,2-dione
—— 3-(3,5-dimethylpyrazol-1-yl)-4-phenylsulfanylcyclobut-3-ene-1,2-dione —— C15H12N2O2S
3-(3,5-dimethylpyrazol-1-yl)-4-phenylsulfanylcyclobut-3-ene-1,2-dione
—— ethyl (2R)-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-2-phenylacetate —— C18H19N3O2S2
ethyl (2R)-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-2-phenylacetate