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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
—— (2R)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C15H20N4O3S3
(2R)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— methyl N-[(2R)-2-[(4-benzyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanoyl]carbamate —— C18H18N4O3S2
methyl N-[(2R)-2-[(4-benzyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanoyl]carbamate
—— (2S)-2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2-cyanoethyl)-N-methylpropanamide —— C20H21N5O2S
(2S)-2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2-cyanoethyl)-N-methylpropanamide
—— (2R)-2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-propylpropanamide —— C19H22N4O2S
(2R)-2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-propylpropanamide
—— (2S)-2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2-methylpropyl)propanamide —— C20H24N4O2S
(2S)-2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2-methylpropyl)propanamide
—— (2S)-N-(1-cyanocyclohexyl)-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-methylpropanamide —— C19H25N5OS2
(2S)-N-(1-cyanocyclohexyl)-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-methylpropanamide
—— (2R)-2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2-cyanoethyl)-N-methylpropanamide —— C20H21N5O2S
(2R)-2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2-cyanoethyl)-N-methylpropanamide
—— (2R)-N-cycloheptyl-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C18H26N4OS2
(2R)-N-cycloheptyl-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-methylpropanamide —— C16H22N4O3S3
(2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-methylpropanamide
—— (2R)-2-[(4-benzyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-cyanoethyl)-N-methylpropanamide —— C20H21N5OS2
(2R)-2-[(4-benzyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-cyanoethyl)-N-methylpropanamide
—— (2R)-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(4-fluorophenyl)methyl]propanamide —— C18H19FN4OS2
(2R)-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(4-fluorophenyl)methyl]propanamide
—— (2R)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-methylpropanamide —— C16H22N4O3S3
(2R)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-methylpropanamide
—— (2S)-2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-cycloheptylpropanamide —— C23H28N4O2S
(2S)-2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-cycloheptylpropanamide
—— methyl N-[(2S)-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanoyl]carbamate —— C13H16N4O3S2
methyl N-[(2S)-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanoyl]carbamate
—— methyl N-[(2S)-2-[(4-benzyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanoyl]carbamate —— C18H18N4O3S2
methyl N-[(2S)-2-[(4-benzyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanoyl]carbamate
—— (2S)-N-[(2-chlorophenyl)methyl]-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C18H19ClN4OS2
(2S)-N-[(2-chlorophenyl)methyl]-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2R)-1-(azepan-1-yl)-2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]propan-1-one —— C22H26N4O2S
(2R)-1-(azepan-1-yl)-2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]propan-1-one
—— (2S)-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-prop-2-enylpropanamide —— C14H18N4OS2
(2S)-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-prop-2-enylpropanamide
—— (5R)-9-[2-amino-6-(4-methylphenyl)sulfanylpyrimidin-4-yl]-3-methyl-1-oxa-3,9-diazaspiro[4.5]decan-2-one —— C19H23N5O2S
(5R)-9-[2-amino-6-(4-methylphenyl)sulfanylpyrimidin-4-yl]-3-methyl-1-oxa-3,9-diazaspiro[4.5]decan-2-one
—— (5S)-9-[2-amino-6-(4-methylphenyl)sulfanylpyrimidin-4-yl]-3-methyl-1-oxa-3,9-diazaspiro[4.5]decan-2-one —— C19H23N5O2S
(5S)-9-[2-amino-6-(4-methylphenyl)sulfanylpyrimidin-4-yl]-3-methyl-1-oxa-3,9-diazaspiro[4.5]decan-2-one
—— 2-[(2S)-1-(4-cyclopentyl-1,4-diazepan-1-yl)-1-oxopropan-2-yl]sulfanyl-4-methyl-1H-pyrimidin-6-one —— C18H28N4O2S
2-[(2S)-1-(4-cyclopentyl-1,4-diazepan-1-yl)-1-oxopropan-2-yl]sulfanyl-4-methyl-1H-pyrimidin-6-one
—— (3S)-3-(hydroxymethyl)-1-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methyl]piperidin-3-ol —— C18H23NO3S
(3S)-3-(hydroxymethyl)-1-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methyl]piperidin-3-ol
—— 2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(4,6-dimethyl-2-oxo-1H-pyridin-3-yl)methyl]acetamide —— C20H23N5O2S
2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(4,6-dimethyl-2-oxo-1H-pyridin-3-yl)methyl]acetamide
—— (2S)-N-[(4,6-dimethyl-2-oxo-1H-pyridin-3-yl)methyl]-2-(4-methylphenyl)sulfanylpropanamide —— C18H22N2O2S
(2S)-N-[(4,6-dimethyl-2-oxo-1H-pyridin-3-yl)methyl]-2-(4-methylphenyl)sulfanylpropanamide
—— N-[(4,6-dimethyl-2-oxo-1H-pyridin-3-yl)methyl]-3-(4-fluorophenyl)sulfanylpropanamide —— C17H19FN2O2S
N-[(4,6-dimethyl-2-oxo-1H-pyridin-3-yl)methyl]-3-(4-fluorophenyl)sulfanylpropanamide
—— (3R)-3-(hydroxymethyl)-1-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methyl]piperidin-3-ol —— C18H23NO3S
(3R)-3-(hydroxymethyl)-1-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methyl]piperidin-3-ol
—— (2R)-N-[(4,6-dimethyl-2-oxo-1H-pyridin-3-yl)methyl]-2-(4-methylphenyl)sulfanylpropanamide —— C18H22N2O2S
(2R)-N-[(4,6-dimethyl-2-oxo-1H-pyridin-3-yl)methyl]-2-(4-methylphenyl)sulfanylpropanamide
—— N-[(4,6-dimethyl-2-oxo-1H-pyridin-3-yl)methyl]-2-(3,4-dimethylphenyl)sulfanylacetamide —— C18H22N2O2S
N-[(4,6-dimethyl-2-oxo-1H-pyridin-3-yl)methyl]-2-(3,4-dimethylphenyl)sulfanylacetamide
—— N-[(4,6-dimethyl-2-oxo-1H-pyridin-3-yl)methyl]-2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C18H21N5O3S
N-[(4,6-dimethyl-2-oxo-1H-pyridin-3-yl)methyl]-2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-[(4,6-dimethyl-2-oxo-1H-pyridin-3-yl)methyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H17FN4O3S
N-[(4,6-dimethyl-2-oxo-1H-pyridin-3-yl)methyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(4,6-dimethyl-2-oxo-1H-pyridin-3-yl)methyl]-2-phenylsulfanylacetamide —— C16H18N2O2S
N-[(4,6-dimethyl-2-oxo-1H-pyridin-3-yl)methyl]-2-phenylsulfanylacetamide
—— (2S)-N-[(4,6-dimethyl-2-oxo-1H-pyridin-3-yl)methyl]-2-phenylsulfanylpropanamide —— C17H20N2O2S
(2S)-N-[(4,6-dimethyl-2-oxo-1H-pyridin-3-yl)methyl]-2-phenylsulfanylpropanamide
—— N-[(4,6-dimethyl-2-oxo-1H-pyridin-3-yl)methyl]-2-(2,4-dimethylphenyl)sulfanylacetamide —— C18H22N2O2S
N-[(4,6-dimethyl-2-oxo-1H-pyridin-3-yl)methyl]-2-(2,4-dimethylphenyl)sulfanylacetamide
—— 3-(4-chlorophenyl)sulfanyl-N-[(4,6-dimethyl-2-oxo-1H-pyridin-3-yl)methyl]propanamide —— C17H19ClN2O2S
3-(4-chlorophenyl)sulfanyl-N-[(4,6-dimethyl-2-oxo-1H-pyridin-3-yl)methyl]propanamide
—— N-[(4,6-dimethyl-2-oxo-1H-pyridin-3-yl)methyl]-3-phenylsulfanylpropanamide —— C17H20N2O2S
N-[(4,6-dimethyl-2-oxo-1H-pyridin-3-yl)methyl]-3-phenylsulfanylpropanamide
—— 2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(4,6-dimethyl-2-oxo-1H-pyridin-3-yl)methyl]acetamide —— C18H17ClN4O3S
2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(4,6-dimethyl-2-oxo-1H-pyridin-3-yl)methyl]acetamide
—— N-[(4,6-dimethyl-2-oxo-1H-pyridin-3-yl)methyl]-2-(4-fluorophenyl)sulfanylacetamide —— C16H17FN2O2S
N-[(4,6-dimethyl-2-oxo-1H-pyridin-3-yl)methyl]-2-(4-fluorophenyl)sulfanylacetamide
—— N-[(4,6-dimethyl-2-oxo-1H-pyridin-3-yl)methyl]-2-(2-methylphenyl)sulfanylacetamide —— C17H20N2O2S
N-[(4,6-dimethyl-2-oxo-1H-pyridin-3-yl)methyl]-2-(2-methylphenyl)sulfanylacetamide
—— 2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[(4,6-dimethyl-2-oxo-1H-pyridin-3-yl)methyl]acetamide —— C18H21BrN2O2S
2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[(4,6-dimethyl-2-oxo-1H-pyridin-3-yl)methyl]acetamide
—— 2-[2-[(1R)-1-ethyl-3,4-dihydro-1H-pyrrolo[1,2-a]pyrazin-2-yl]-2-oxoethyl]sulfanyl-4-methyl-1H-pyrimidin-6-one —— C16H20N4O2S
2-[2-[(1R)-1-ethyl-3,4-dihydro-1H-pyrrolo[1,2-a]pyrazin-2-yl]-2-oxoethyl]sulfanyl-4-methyl-1H-pyrimidin-6-one
—— 2-[2-[(1S)-1-ethyl-3,4-dihydro-1H-pyrrolo[1,2-a]pyrazin-2-yl]-2-oxoethyl]sulfanyl-4-methyl-1H-pyrimidin-6-one —— C16H20N4O2S
2-[2-[(1S)-1-ethyl-3,4-dihydro-1H-pyrrolo[1,2-a]pyrazin-2-yl]-2-oxoethyl]sulfanyl-4-methyl-1H-pyrimidin-6-one
—— (2R)-N-(1-methylpiperidin-4-yl)-N-(pyridin-4-ylmethyl)-2,3-dihydro-1-benzothiophene-2-carboxamide —— C21H25N3OS
(2R)-N-(1-methylpiperidin-4-yl)-N-(pyridin-4-ylmethyl)-2,3-dihydro-1-benzothiophene-2-carboxamide
—— (2S)-N-(1-methylpiperidin-4-yl)-N-(pyridin-4-ylmethyl)-2,3-dihydro-1-benzothiophene-2-carboxamide —— C21H25N3OS
(2S)-N-(1-methylpiperidin-4-yl)-N-(pyridin-4-ylmethyl)-2,3-dihydro-1-benzothiophene-2-carboxamide
—— (5S)-3-methyl-7-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methyl]-1-oxa-3,7-diazaspiro[4.4]nonan-2-one —— C19H22N2O3S
(5S)-3-methyl-7-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methyl]-1-oxa-3,7-diazaspiro[4.4]nonan-2-one
—— (5R)-3-methyl-7-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methyl]-1-oxa-3,7-diazaspiro[4.4]nonan-2-one —— C19H22N2O3S
(5R)-3-methyl-7-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methyl]-1-oxa-3,7-diazaspiro[4.4]nonan-2-one
—— 4-methyl-2-[2-oxo-2-[(2S)-2-pyridin-2-ylpyrrolidin-1-yl]ethyl]sulfanyl-1H-pyrimidin-6-one —— C16H18N4O2S
4-methyl-2-[2-oxo-2-[(2S)-2-pyridin-2-ylpyrrolidin-1-yl]ethyl]sulfanyl-1H-pyrimidin-6-one
—— 2-[(1R)-1-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-5-(4-methylphenyl)-1,3,4-oxadiazole —— C19H19N5O2S
2-[(1R)-1-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-5-(4-methylphenyl)-1,3,4-oxadiazole
—— 2-(4-fluorophenyl)-5-[(1R)-1-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-1,3,4-oxadiazole —— C18H16FN5O2S
2-(4-fluorophenyl)-5-[(1R)-1-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-1,3,4-oxadiazole
—— 2-[(1S)-1-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-5-(4-methylphenyl)-1,3,4-oxadiazole —— C19H19N5O2S
2-[(1S)-1-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-5-(4-methylphenyl)-1,3,4-oxadiazole
—— (2R)-N-ethyl-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C13H18N4O2S
(2R)-N-ethyl-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propanamide