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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
—— (Z,Z)-N-[3-[(2-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-2-methyl-3-phenylprop-2-en-1-imine —— C19H17ClN4S
(Z,Z)-N-[3-[(2-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-2-methyl-3-phenylprop-2-en-1-imine
—— (Z)-N-[3-[(2-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-1-(4-methylphenyl)methanimine —— C17H15ClN4S
(Z)-N-[3-[(2-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-1-(4-methylphenyl)methanimine
—— (Z)-N-[3-[(2-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-1-(4-ethylphenyl)methanimine —— C18H17ClN4S
(Z)-N-[3-[(2-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-1-(4-ethylphenyl)methanimine
—— (Z)-N-[3-[(2-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-1-(4-fluorophenyl)methanimine —— C16H12ClFN4S
(Z)-N-[3-[(2-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-1-(4-fluorophenyl)methanimine
—— (Z)-1-(3-chlorophenyl)-N-[3-[(2-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]methanimine —— C16H12Cl2N4S
(Z)-1-(3-chlorophenyl)-N-[3-[(2-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]methanimine
—— (2R)-3-(2,5,6-trimethylpyrimidin-4-yl)sulfanylpropane-1,2-diol —— C10H16N2O2S
(2R)-3-(2,5,6-trimethylpyrimidin-4-yl)sulfanylpropane-1,2-diol
—— 2-[(1R)-1-methoxyethyl]-4-[(2-methylsulfanylimidazol-1-yl)methyl]-1,3-thiazole —— C11H15N3OS2
2-[(1R)-1-methoxyethyl]-4-[(2-methylsulfanylimidazol-1-yl)methyl]-1,3-thiazole
—— 2-[(1S)-1-methoxyethyl]-4-[(2-methylsulfanylimidazol-1-yl)methyl]-1,3-thiazole —— C11H15N3OS2
2-[(1S)-1-methoxyethyl]-4-[(2-methylsulfanylimidazol-1-yl)methyl]-1,3-thiazole
—— 2-(3-cyano-4,5,6-trimethylpyridin-2-yl)sulfanyl-N-cyclohexyl-N-[(4-fluorophenyl)methyl]acetamide —— C24H28FN3OS
2-(3-cyano-4,5,6-trimethylpyridin-2-yl)sulfanyl-N-cyclohexyl-N-[(4-fluorophenyl)methyl]acetamide
—— 2-(2-fluorophenyl)sulfanylethyl 4-[(1S)-1-hydroxyethyl]-3,5-dimethyl-1H-pyrrole-2-carboxylate —— C17H20FNO3S
2-(2-fluorophenyl)sulfanylethyl 4-[(1S)-1-hydroxyethyl]-3,5-dimethyl-1H-pyrrole-2-carboxylate
—— 3-(Furan-2-yl)-5-[3-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]propylsulfanyl]-4-methyl-1,2,4-triazole —— C17H18N6O2S2
3-(Furan-2-yl)-5-[3-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]propylsulfanyl]-4-methyl-1,2,4-triazole
—— N-cyclohexyl-2-(4,6-diaminopyrimidin-2-yl)sulfanyl-N-[(4-fluorophenyl)methyl]acetamide —— C19H24FN5OS
N-cyclohexyl-2-(4,6-diaminopyrimidin-2-yl)sulfanyl-N-[(4-fluorophenyl)methyl]acetamide
—— 2-(2-fluorophenyl)sulfanylethyl 4-[(1R)-1-hydroxyethyl]-3,5-dimethyl-1H-pyrrole-2-carboxylate —— C17H20FNO3S
2-(2-fluorophenyl)sulfanylethyl 4-[(1R)-1-hydroxyethyl]-3,5-dimethyl-1H-pyrrole-2-carboxylate
—— (2S)-2-(4,6-diaminopyrimidin-2-yl)sulfanyl-1-pyrrolidin-1-ylpropan-1-one —— C11H17N5OS
(2S)-2-(4,6-diaminopyrimidin-2-yl)sulfanyl-1-pyrrolidin-1-ylpropan-1-one
—— ethyl (2R)-3-methyl-2-[(6-methyl-7-oxo-8H-[1,2,4]triazolo[4,3-b][1,2,4]triazin-3-yl)sulfanyl]butanoate —— C12H17N5O3S
ethyl (2R)-3-methyl-2-[(6-methyl-7-oxo-8H-[1,2,4]triazolo[4,3-b][1,2,4]triazin-3-yl)sulfanyl]butanoate
—— N-(cyclohexen-1-yl)-2-(4,6-diaminopyrimidin-2-yl)sulfanyl-N-(furan-2-ylmethyl)acetamide —— C17H21N5O2S
N-(cyclohexen-1-yl)-2-(4,6-diaminopyrimidin-2-yl)sulfanyl-N-(furan-2-ylmethyl)acetamide
—— 2-[(1S)-1-(2-chlorophenyl)ethyl]sulfanylpyrimidine-4,6-diamine —— C12H13ClN4S
2-[(1S)-1-(2-chlorophenyl)ethyl]sulfanylpyrimidine-4,6-diamine
—— ethyl (2S)-3-methyl-2-[[5-(2-methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]butanoate —— C17H23N3O3S
ethyl (2S)-3-methyl-2-[[5-(2-methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]butanoate
—— ethyl (2S)-2-[[4-(furan-2-ylmethyl)-5-(4-methylpiperidin-1-yl)-1,2,4-triazol-3-yl]sulfanyl]-3-methylbutanoate —— C20H30N4O3S
ethyl (2S)-2-[[4-(furan-2-ylmethyl)-5-(4-methylpiperidin-1-yl)-1,2,4-triazol-3-yl]sulfanyl]-3-methylbutanoate
—— ethyl (2S)-3-methyl-2-[(6-methyl-7-oxo-8H-[1,2,4]triazolo[4,3-b][1,2,4]triazin-3-yl)sulfanyl]butanoate —— C12H17N5O3S
ethyl (2S)-3-methyl-2-[(6-methyl-7-oxo-8H-[1,2,4]triazolo[4,3-b][1,2,4]triazin-3-yl)sulfanyl]butanoate
—— ethyl (2R)-3-methyl-2-[[5-(2-methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]butanoate —— C17H23N3O3S
ethyl (2R)-3-methyl-2-[[5-(2-methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]butanoate
—— ethyl (2R)-2-[[4-(furan-2-ylmethyl)-5-(4-methylpiperidin-1-yl)-1,2,4-triazol-3-yl]sulfanyl]-3-methylbutanoate —— C20H30N4O3S
ethyl (2R)-2-[[4-(furan-2-ylmethyl)-5-(4-methylpiperidin-1-yl)-1,2,4-triazol-3-yl]sulfanyl]-3-methylbutanoate
—— ethyl (2S)-2-[[5-(furan-2-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-3-methylbutanoate —— C16H21N3O3S
ethyl (2S)-2-[[5-(furan-2-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-3-methylbutanoate
—— ethyl (2R)-2-[[5-(furan-2-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-3-methylbutanoate —— C16H21N3O3S
ethyl (2R)-2-[[5-(furan-2-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-3-methylbutanoate
—— 4-methyl-2-[(1S)-1-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-1H-pyrimidin-6-one —— C15H17N5O2S
4-methyl-2-[(1S)-1-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-1H-pyrimidin-6-one
—— N-cyclohexyl-2-[(4-pyrrol-1-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C14H19N5OS
N-cyclohexyl-2-[(4-pyrrol-1-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-cyclopentyl-2-[(5-methyl-4-pyrrol-1-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C14H19N5OS
N-cyclopentyl-2-[(5-methyl-4-pyrrol-1-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 1-(5-Butanoyl-6-thiophen-2-yl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl)butan-1-one —— C16H18N4O2S2
1-(5-Butanoyl-6-thiophen-2-yl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl)butan-1-one
—— 1-[(3-methyl-4-methylsulfanylphenyl)methyl]-3-[(1S,2S,4R)-7-oxabicyclo[2.2.1]heptan-2-yl]urea —— C16H22N2O2S
1-[(3-methyl-4-methylsulfanylphenyl)methyl]-3-[(1S,2S,4R)-7-oxabicyclo[2.2.1]heptan-2-yl]urea
—— 3-[(5-Tert-butyl-1,3-thiazol-2-yl)sulfanyl]-1-methylpyrazin-2-one —— C12H15N3OS2
3-[(5-Tert-butyl-1,3-thiazol-2-yl)sulfanyl]-1-methylpyrazin-2-one
—— 4-methyl-2-[(1S)-1-[[5-(thiophen-2-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]-1H-pyrimidin-6-one —— C14H14N4O2S2
4-methyl-2-[(1S)-1-[[5-(thiophen-2-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]-1H-pyrimidin-6-one
—— N-cyclopentyl-2-[(4-pyrrol-1-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C13H17N5OS
N-cyclopentyl-2-[(4-pyrrol-1-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 1,1'-[3-methyl-6-(thiophen-2-yl)-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine-5,7-diyl]diethanone —— C13H12N4O2S2
1,1'-[3-methyl-6-(thiophen-2-yl)-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine-5,7-diyl]diethanone
—— 4-methyl-2-[(1R)-1-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-1H-pyrimidin-6-one —— C15H17N5O2S
4-methyl-2-[(1R)-1-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-1H-pyrimidin-6-one
—— 1-[(3-methyl-4-methylsulfanylphenyl)methyl]-3-[(1S,2R,4R)-7-oxabicyclo[2.2.1]heptan-2-yl]urea —— C16H22N2O2S
1-[(3-methyl-4-methylsulfanylphenyl)methyl]-3-[(1S,2R,4R)-7-oxabicyclo[2.2.1]heptan-2-yl]urea
—— 4-methyl-2-[(1R)-1-[[5-(thiophen-2-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]-1H-pyrimidin-6-one —— C14H14N4O2S2
4-methyl-2-[(1R)-1-[[5-(thiophen-2-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]-1H-pyrimidin-6-one
—— 1-[(1S,2R,4R)-7-oxabicyclo[2.2.1]heptan-2-yl]-3-[(1-phenylsulfanylcyclopropyl)methyl]urea —— C17H22N2O2S
1-[(1S,2R,4R)-7-oxabicyclo[2.2.1]heptan-2-yl]-3-[(1-phenylsulfanylcyclopropyl)methyl]urea
—— [(3S)-2,3-dihydro-1-benzothiophen-3-yl]-[(2R)-2-[(2S)-2-(furan-2-yl)-2-hydroxyethyl]pyrrolidin-1-yl]methanone —— C19H21NO3S
[(3S)-2,3-dihydro-1-benzothiophen-3-yl]-[(2R)-2-[(2S)-2-(furan-2-yl)-2-hydroxyethyl]pyrrolidin-1-yl]methanone
—— 1-[2-(4-fluorophenyl)sulfanylethyl]-3-[(1S,2S,4R)-7-oxabicyclo[2.2.1]heptan-2-yl]urea —— C15H19FN2O2S
1-[2-(4-fluorophenyl)sulfanylethyl]-3-[(1S,2S,4R)-7-oxabicyclo[2.2.1]heptan-2-yl]urea
—— 1-[(1S,2S,4R)-7-oxabicyclo[2.2.1]heptan-2-yl]-3-[(1-phenylsulfanylcyclopropyl)methyl]urea —— C17H22N2O2S
1-[(1S,2S,4R)-7-oxabicyclo[2.2.1]heptan-2-yl]-3-[(1-phenylsulfanylcyclopropyl)methyl]urea
—— [(1S)-2-[[2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]amino]-1-phenylethyl]-dimethylazanium —— C22H27N4O2S+
[(1S)-2-[[2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]amino]-1-phenylethyl]-dimethylazanium
—— 1-[2-(4-fluorophenyl)sulfanylethyl]-3-[(1S,2R,4R)-7-oxabicyclo[2.2.1]heptan-2-yl]urea —— C15H19FN2O2S
1-[2-(4-fluorophenyl)sulfanylethyl]-3-[(1S,2R,4R)-7-oxabicyclo[2.2.1]heptan-2-yl]urea
—— [(3R)-2,3-dihydro-1-benzothiophen-3-yl]-[(2S)-2-[(2S)-2-(furan-2-yl)-2-hydroxyethyl]pyrrolidin-1-yl]methanone —— C19H21NO3S
[(3R)-2,3-dihydro-1-benzothiophen-3-yl]-[(2S)-2-[(2S)-2-(furan-2-yl)-2-hydroxyethyl]pyrrolidin-1-yl]methanone
—— [(3R)-2,3-dihydro-1-benzothiophen-3-yl]-[(2R)-2-[(2S)-2-(furan-2-yl)-2-hydroxyethyl]pyrrolidin-1-yl]methanone —— C19H21NO3S
[(3R)-2,3-dihydro-1-benzothiophen-3-yl]-[(2R)-2-[(2S)-2-(furan-2-yl)-2-hydroxyethyl]pyrrolidin-1-yl]methanone
—— [(3S)-2,3-dihydro-1-benzothiophen-3-yl]-[(2S)-2-[(2S)-2-(furan-2-yl)-2-hydroxyethyl]pyrrolidin-1-yl]methanone —— C19H21NO3S
[(3S)-2,3-dihydro-1-benzothiophen-3-yl]-[(2S)-2-[(2S)-2-(furan-2-yl)-2-hydroxyethyl]pyrrolidin-1-yl]methanone
—— N-[(1R)-1-(3,4-dimethylphenyl)ethyl]-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C22H25N3O2S
N-[(1R)-1-(3,4-dimethylphenyl)ethyl]-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (2R)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile —— C13H13N3OS
(2R)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile
—— N-[(2R)-2-(dimethylamino)-2-phenylethyl]-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C22H26N4O2S
N-[(2R)-2-(dimethylamino)-2-phenylethyl]-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(1S)-1-(3-chlorophenyl)ethyl]-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C20H20ClN3O2S
N-[(1S)-1-(3-chlorophenyl)ethyl]-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[(2-Chloro-6-fluorophenyl)methylsulfanyl]-5-(3,5-dimethylphenyl)-1,3,4-oxadiazole —— C17H14ClFN2OS
2-[(2-Chloro-6-fluorophenyl)methylsulfanyl]-5-(3,5-dimethylphenyl)-1,3,4-oxadiazole