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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
—— 2-[(1S)-1-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]ethyl]-5-thiophen-2-yl-1,3,4-oxadiazole —— C12H11N3OS3
2-[(1S)-1-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]ethyl]-5-thiophen-2-yl-1,3,4-oxadiazole
—— 2-benzyl-5-[(1R)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazole —— C17H14N4O2S2
2-benzyl-5-[(1R)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazole
—— 2-(2-fluorophenyl)-5-[(1S)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazole —— C16H11FN4O2S2
2-(2-fluorophenyl)-5-[(1S)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazole
—— N-cyclopropyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C15H18N4O3S3
N-cyclopropyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 2-(4-chlorophenyl)-5-[(1S)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazole —— C16H11ClN4O2S2
2-(4-chlorophenyl)-5-[(1S)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazole
—— 2-[(1S)-1-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-5-thiophen-2-yl-1,3,4-oxadiazole —— C16H15N5OS3
2-[(1S)-1-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-5-thiophen-2-yl-1,3,4-oxadiazole
—— 2-[(1S)-1-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-5-thiophen-2-yl-1,3,4-oxadiazole —— C16H15N5O2S2
2-[(1S)-1-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-5-thiophen-2-yl-1,3,4-oxadiazole
—— 2-(4-chlorophenyl)-5-[(1R)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazole —— C16H11ClN4O2S2
2-(4-chlorophenyl)-5-[(1R)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazole
—— [(1R)-2-(dimethylamino)-2-oxo-1-phenylethyl] 2-(2-cyanophenyl)sulfanylbenzoate —— C24H20N2O3S
[(1R)-2-(dimethylamino)-2-oxo-1-phenylethyl] 2-(2-cyanophenyl)sulfanylbenzoate
—— N-benzyl-5-[(1S)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-amine —— C17H15N5OS3
N-benzyl-5-[(1S)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-amine
—— 2-(2-chlorophenyl)sulfanyl-N-cyclopropyl-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide —— C15H18ClNO3S2
2-(2-chlorophenyl)sulfanyl-N-cyclopropyl-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide
—— 2-(2-chlorophenyl)sulfanyl-N-cyclopropyl-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide —— C15H18ClNO3S2
2-(2-chlorophenyl)sulfanyl-N-cyclopropyl-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide
—— 2-[(1S)-1-(2-chlorophenyl)sulfanylethyl]-5-thiophen-2-yl-1,3,4-oxadiazole —— C14H11ClN2OS2
2-[(1S)-1-(2-chlorophenyl)sulfanylethyl]-5-thiophen-2-yl-1,3,4-oxadiazole
—— 2-[(1R)-1-(2-chlorophenyl)sulfanylethyl]-5-thiophen-2-yl-1,3,4-oxadiazole —— C14H11ClN2OS2
2-[(1R)-1-(2-chlorophenyl)sulfanylethyl]-5-thiophen-2-yl-1,3,4-oxadiazole
—— 4-[4-(2,5-Dimethylphenyl)sulfanyl-3-nitrophenyl]sulfonylmorpholine —— C18H20N2O5S2
4-[4-(2,5-Dimethylphenyl)sulfanyl-3-nitrophenyl]sulfonylmorpholine
—— 2-[(1S)-1-(4-chlorophenyl)sulfanylethyl]-5-thiophen-2-yl-1,3,4-oxadiazole —— C14H11ClN2OS2
2-[(1S)-1-(4-chlorophenyl)sulfanylethyl]-5-thiophen-2-yl-1,3,4-oxadiazole
—— [(2S)-2,3-dihydro-1-benzothiophen-2-yl]-[(2R)-2-(5-ethyl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]methanone —— C17H19N3O2S
[(2S)-2,3-dihydro-1-benzothiophen-2-yl]-[(2R)-2-(5-ethyl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]methanone
—— [(2R)-2,3-dihydro-1-benzothiophen-2-yl]-[(2S)-2-(5-ethyl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]methanone —— C17H19N3O2S
[(2R)-2,3-dihydro-1-benzothiophen-2-yl]-[(2S)-2-(5-ethyl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]methanone
—— [(2R)-2,3-dihydro-1-benzothiophen-2-yl]-[(2R)-2-(5-ethyl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]methanone —— C17H19N3O2S
[(2R)-2,3-dihydro-1-benzothiophen-2-yl]-[(2R)-2-(5-ethyl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]methanone
—— N-[(1S)-1-(1-adamantyl)ethyl]-2-[[5-(butylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C20H32N4OS2
N-[(1S)-1-(1-adamantyl)ethyl]-2-[[5-(butylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[[1-[(3-chlorophenyl)methyl]pyrrol-2-yl]methyl]-2-phenylsulfanyl-N-prop-2-enylacetamide —— C23H23ClN2OS
N-[[1-[(3-chlorophenyl)methyl]pyrrol-2-yl]methyl]-2-phenylsulfanyl-N-prop-2-enylacetamide
—— ethyl (2S)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]propanoate —— C7H11N3O2S2
ethyl (2S)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]propanoate
—— ethyl (2R)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]propanoate —— C7H11N3O2S2
ethyl (2R)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]propanoate
—— (2S)-N-cyclopropyl-2-(1,4-dimethyl-6-oxopyrimidin-2-yl)sulfanylpentanamide —— C14H21N3O2S
(2S)-N-cyclopropyl-2-(1,4-dimethyl-6-oxopyrimidin-2-yl)sulfanylpentanamide
—— (2R)-N-cyclopropyl-2-(1,4-dimethyl-6-oxopyrimidin-2-yl)sulfanylpentanamide —— C14H21N3O2S
(2R)-N-cyclopropyl-2-(1,4-dimethyl-6-oxopyrimidin-2-yl)sulfanylpentanamide
—— (2R)-N-[(1S,3R)-3-ethoxyspiro[3.5]nonan-1-yl]-2-propan-2-ylsulfonylpropanamide —— C17H31NO4S
(2R)-N-[(1S,3R)-3-ethoxyspiro[3.5]nonan-1-yl]-2-propan-2-ylsulfonylpropanamide
—— (2R)-N-[(1R,3S)-3-ethoxyspiro[3.5]nonan-1-yl]-2-propan-2-ylsulfonylpropanamide —— C17H31NO4S
(2R)-N-[(1R,3S)-3-ethoxyspiro[3.5]nonan-1-yl]-2-propan-2-ylsulfonylpropanamide
—— (2R)-N-[(1S,3S)-3-ethoxyspiro[3.5]nonan-1-yl]-2-propan-2-ylsulfonylpropanamide —— C17H31NO4S
(2R)-N-[(1S,3S)-3-ethoxyspiro[3.5]nonan-1-yl]-2-propan-2-ylsulfonylpropanamide
—— 5-[(2,4-Difluorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C9H7F2N3S2
5-[(2,4-Difluorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— 5-[(2,5-Difluorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C9H7F2N3S2
5-[(2,5-Difluorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— (2R)-N'-[2-(4-chlorophenyl)sulfanylacetyl]-2-methyl-3-(1,3,5-trimethylpyrazol-4-yl)propanehydrazide —— C18H23ClN4O2S
(2R)-N'-[2-(4-chlorophenyl)sulfanylacetyl]-2-methyl-3-(1,3,5-trimethylpyrazol-4-yl)propanehydrazide
—— (2S)-N'-[2-(4-chlorophenyl)sulfanylacetyl]-2-methyl-3-(1,3,5-trimethylpyrazol-4-yl)propanehydrazide —— C18H23ClN4O2S
(2S)-N'-[2-(4-chlorophenyl)sulfanylacetyl]-2-methyl-3-(1,3,5-trimethylpyrazol-4-yl)propanehydrazide
—— 5-[(3,5-Dimethylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C11H13N3S2
5-[(3,5-Dimethylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— N-[(1S,5R,6R)-7,7-dimethyl-2-oxabicyclo[3.2.0]heptan-6-yl]-2-(4-methylphenyl)sulfanylacetamide —— C17H23NO2S
N-[(1S,5R,6R)-7,7-dimethyl-2-oxabicyclo[3.2.0]heptan-6-yl]-2-(4-methylphenyl)sulfanylacetamide
—— 2-(4-methylphenyl)sulfanyl-N-[(2S)-4-phenylbutan-2-yl]pyridine-3-carboxamide —— C23H24N2OS
2-(4-methylphenyl)sulfanyl-N-[(2S)-4-phenylbutan-2-yl]pyridine-3-carboxamide
—— N-[(1R)-1-(4-fluorophenyl)ethyl]-2-(4-methylphenyl)sulfanylpyridine-3-carboxamide —— C21H19FN2OS
N-[(1R)-1-(4-fluorophenyl)ethyl]-2-(4-methylphenyl)sulfanylpyridine-3-carboxamide
—— N-[(1S,5R,6S)-7,7-dimethyl-2-oxabicyclo[3.2.0]heptan-6-yl]-2-(4-methylphenyl)sulfanylacetamide —— C17H23NO2S
N-[(1S,5R,6S)-7,7-dimethyl-2-oxabicyclo[3.2.0]heptan-6-yl]-2-(4-methylphenyl)sulfanylacetamide
—— N-[(1S,5S,6S)-7,7-dimethyl-2-oxabicyclo[3.2.0]heptan-6-yl]-2-(4-methylphenyl)sulfanylacetamide —— C17H23NO2S
N-[(1S,5S,6S)-7,7-dimethyl-2-oxabicyclo[3.2.0]heptan-6-yl]-2-(4-methylphenyl)sulfanylacetamide
—— N-[(1S,5S,6R)-7,7-dimethyl-2-oxabicyclo[3.2.0]heptan-6-yl]-2-(4-methylphenyl)sulfanylacetamide —— C17H23NO2S
N-[(1S,5S,6R)-7,7-dimethyl-2-oxabicyclo[3.2.0]heptan-6-yl]-2-(4-methylphenyl)sulfanylacetamide
—— N-cycloheptyl-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C18H24N4OS2
N-cycloheptyl-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-(3-methylphenyl)-5-[(1R)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-amine —— C17H15N5OS3
N-(3-methylphenyl)-5-[(1R)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-amine
—— 1-[4-(2,5-dimethylphenyl)sulfanylphenyl]-3-[[(2R)-oxolan-2-yl]methyl]thiourea —— C20H24N2OS2
1-[4-(2,5-dimethylphenyl)sulfanylphenyl]-3-[[(2R)-oxolan-2-yl]methyl]thiourea
—— 1-[4-(2,5-dimethylphenyl)sulfanylphenyl]-3-[[(2S)-oxolan-2-yl]methyl]thiourea —— C20H24N2OS2
1-[4-(2,5-dimethylphenyl)sulfanylphenyl]-3-[[(2S)-oxolan-2-yl]methyl]thiourea
—— 5-[(1-butyltetrazol-5-yl)methylsulfanyl]-N-(4-methylphenyl)-1,3,4-thiadiazol-2-amine —— C15H19N7S2
5-[(1-butyltetrazol-5-yl)methylsulfanyl]-N-(4-methylphenyl)-1,3,4-thiadiazol-2-amine
—— 3,3-Dimethyl-1-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]butan-2-one —— C14H16N2OS3
3,3-Dimethyl-1-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]butan-2-one
—— (2S)-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C13H16N4OS2
(2S)-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 2-[[5-(4-butylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methylacetamide —— C15H20N4OS2
2-[[5-(4-butylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methylacetamide
—— (2R)-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C13H16N4OS2
(2R)-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (1R,2R,3S)-2,3-dimethyl-N-[2-(4-methylphenyl)sulfanylethyl]-1-oxo-1,4-thiazinane-4-carboxamide —— C16H24N2O2S2
(1R,2R,3S)-2,3-dimethyl-N-[2-(4-methylphenyl)sulfanylethyl]-1-oxo-1,4-thiazinane-4-carboxamide
—— (1S,2S,3S)-2,3-dimethyl-N-[2-(4-methylphenyl)sulfanylethyl]-1-oxo-1,4-thiazinane-4-carboxamide —— C16H24N2O2S2
(1S,2S,3S)-2,3-dimethyl-N-[2-(4-methylphenyl)sulfanylethyl]-1-oxo-1,4-thiazinane-4-carboxamide