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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
—— N'-[2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]-1H-pyrrole-2-carbohydrazide —— C15H12FN5O3S
N'-[2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]-1H-pyrrole-2-carbohydrazide
—— [(2R)-1-(ethylamino)-1-oxopropan-2-yl] 2-(4-bromo-2-methylphenyl)sulfanylacetate —— C14H18BrNO3S
[(2R)-1-(ethylamino)-1-oxopropan-2-yl] 2-(4-bromo-2-methylphenyl)sulfanylacetate
—— N-cyclopentyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide —— C13H20N4O3S2
N-cyclopentyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide
—— N-cyclopentyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide —— C13H20N4O3S2
N-cyclopentyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide
—— 2-[(6-chloro-3,4-dihydro-2H-1,5-benzodioxepin-8-yl)methylsulfanyl]-1-oxidopyridin-1-ium —— C15H14ClNO3S
2-[(6-chloro-3,4-dihydro-2H-1,5-benzodioxepin-8-yl)methylsulfanyl]-1-oxidopyridin-1-ium
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[3-(3,5-dimethylpyrazol-1-yl)propyl]acetamide —— C18H22N6OS2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[3-(3,5-dimethylpyrazol-1-yl)propyl]acetamide
—— Ethyl 4-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]butanoate —— C16H21N3O2S2
Ethyl 4-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]butanoate
—— 5-[[5-(2,5-dimethylfuran-3-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-N-phenyl-1,3,4-thiadiazol-2-amine —— C17H15N5O2S2
5-[[5-(2,5-dimethylfuran-3-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-N-phenyl-1,3,4-thiadiazol-2-amine
—— 5-[[(1S)-2,2-dichlorocyclopropyl]methylsulfanyl]-N-(4-methylphenyl)-1,3,4-thiadiazol-2-amine —— C13H13Cl2N3S2
5-[[(1S)-2,2-dichlorocyclopropyl]methylsulfanyl]-N-(4-methylphenyl)-1,3,4-thiadiazol-2-amine
—— N-[[1-[(3R)-1,1-dioxothiolan-3-yl]-3,5-dimethylpyrazol-4-yl]methyl]-N-methyl-2-phenylsulfanylacetamide —— C19H25N3O3S2
N-[[1-[(3R)-1,1-dioxothiolan-3-yl]-3,5-dimethylpyrazol-4-yl]methyl]-N-methyl-2-phenylsulfanylacetamide
—— 5-[[(1R)-2,2-dichlorocyclopropyl]methylsulfanyl]-N-(4-methylphenyl)-1,3,4-thiadiazol-2-amine —— C13H13Cl2N3S2
5-[[(1R)-2,2-dichlorocyclopropyl]methylsulfanyl]-N-(4-methylphenyl)-1,3,4-thiadiazol-2-amine
—— N-[[1-[(3S)-1,1-dioxothiolan-3-yl]-3,5-dimethylpyrazol-4-yl]methyl]-N-methyl-3-phenylsulfanylpropanamide —— C20H27N3O3S2
N-[[1-[(3S)-1,1-dioxothiolan-3-yl]-3,5-dimethylpyrazol-4-yl]methyl]-N-methyl-3-phenylsulfanylpropanamide
—— Ethyl 4-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]butanoate —— C15H19N3O2S2
Ethyl 4-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]butanoate
—— N-[4-(3,4-dimethylphenyl)sulfanylphenyl]-6-oxo-4,5-dihydro-1H-pyridazine-3-carboxamide —— C19H19N3O2S
N-[4-(3,4-dimethylphenyl)sulfanylphenyl]-6-oxo-4,5-dihydro-1H-pyridazine-3-carboxamide
—— 2-[[5-(3,4-Dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanol —— C12H15N3OS2
2-[[5-(3,4-Dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanol
—— 5-[(1R)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-N-phenyl-1,3,4-thiadiazol-2-amine —— C19H17N5OS2
5-[(1R)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-N-phenyl-1,3,4-thiadiazol-2-amine
—— (2R)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-dimethylpropanamide —— C15H20N4OS2
(2R)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-dimethylpropanamide
—— [2-(cyclopentylamino)-2-oxoethyl] 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate —— C16H19N3O4S
[2-(cyclopentylamino)-2-oxoethyl] 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate
—— [2-[[(1S,2S)-2-methylcyclohexyl]amino]-2-oxoethyl] 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate —— C18H23N3O4S
[2-[[(1S,2S)-2-methylcyclohexyl]amino]-2-oxoethyl] 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate
—— [2-oxo-2-(propylamino)ethyl] 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate —— C14H17N3O4S
[2-oxo-2-(propylamino)ethyl] 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate
—— (2R)-2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-dimethylpropanamide —— C15H20N4OS2
(2R)-2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-dimethylpropanamide
—— 4-[[5-(Cyclopropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-2-ethanimidoyl-3-oxobutanenitrile —— C11H13N5OS2
4-[[5-(Cyclopropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-2-ethanimidoyl-3-oxobutanenitrile
—— N-(2-methylphenyl)-5-[(1R)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-1,3,4-thiadiazol-2-amine —— C20H19N5OS2
N-(2-methylphenyl)-5-[(1R)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-1,3,4-thiadiazol-2-amine
—— N-(3,4-dimethylphenyl)-5-[[(2R)-oxolan-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C15H19N3OS2
N-(3,4-dimethylphenyl)-5-[[(2R)-oxolan-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— (2R)-N-[(3-fluorophenyl)methyl]-N-methyl-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]propanamide —— C18H22FN3O2S
(2R)-N-[(3-fluorophenyl)methyl]-N-methyl-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]propanamide
—— 5-[(1R)-1-[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-N-(4-methylphenyl)-1,3,4-thiadiazol-2-amine —— C19H16FN5OS2
5-[(1R)-1-[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-N-(4-methylphenyl)-1,3,4-thiadiazol-2-amine
—— 2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(1R,5S)-1,3,3-trimethyl-6-azabicyclo[3.2.1]octan-6-yl]ethanone —— C20H25N3OS3
2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(1R,5S)-1,3,3-trimethyl-6-azabicyclo[3.2.1]octan-6-yl]ethanone
—— (2R)-2-[[4-[[(2R)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]propanenitrile —— C14H16N4OS2
(2R)-2-[[4-[[(2R)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]propanenitrile
—— (2S)-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]cyclohexan-1-one —— C12H12N2O3S
(2S)-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]cyclohexan-1-one
—— (2R)-1-(1-adamantyl)-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]propan-1-one —— C17H25N3OS
(2R)-1-(1-adamantyl)-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]propan-1-one
—— 2-[[4-amino-5-[(2R)-2-phenylpropyl]-1,2,4-triazol-3-yl]sulfanyl]acetate —— C13H15N4O2S-
2-[[4-amino-5-[(2R)-2-phenylpropyl]-1,2,4-triazol-3-yl]sulfanyl]acetate
—— N-[(2S)-butan-2-yl]-4-(2,5-dimethylphenyl)sulfanylbenzenesulfonamide —— C18H23NO2S2
N-[(2S)-butan-2-yl]-4-(2,5-dimethylphenyl)sulfanylbenzenesulfonamide
—— 2-[[4-(2,5-Dimethylphenyl)sulfanylphenyl]sulfonylamino]ethyl-dimethylazanium —— C18H25N2O2S2+
2-[[4-(2,5-Dimethylphenyl)sulfanylphenyl]sulfonylamino]ethyl-dimethylazanium
—— (7R)-6-(3,4-difluorophenyl)-7-methyl-3-(2-methylfuran-3-yl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine —— C16H12F2N4OS
(7R)-6-(3,4-difluorophenyl)-7-methyl-3-(2-methylfuran-3-yl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— 2-[3-Methyl-7-(2-methylpropyl)-2,4-dioxo-1-propylpyrimido[4,5-d]pyrimidin-5-yl]sulfanylacetate —— C16H21N4O4S-
2-[3-Methyl-7-(2-methylpropyl)-2,4-dioxo-1-propylpyrimido[4,5-d]pyrimidin-5-yl]sulfanylacetate
—— 2-[[4-amino-5-[(2S)-2-phenylpropyl]-1,2,4-triazol-3-yl]sulfanyl]acetate —— C13H15N4O2S-
2-[[4-amino-5-[(2S)-2-phenylpropyl]-1,2,4-triazol-3-yl]sulfanyl]acetate
—— N'-(3-phenylsulfanylpropanoyl)cyclohexanecarbohydrazide —— C16H22N2O2S
N'-(3-phenylsulfanylpropanoyl)cyclohexanecarbohydrazide
—— [2-(2-Cyanoethylamino)-2-oxoethyl] 2-phenylsulfanylacetate —— C13H14N2O3S
[2-(2-Cyanoethylamino)-2-oxoethyl] 2-phenylsulfanylacetate
—— (5-Phenyl-1,3,4-oxadiazol-2-yl)methyl 2-phenylsulfanylacetate —— C17H14N2O3S
(5-Phenyl-1,3,4-oxadiazol-2-yl)methyl 2-phenylsulfanylacetate
—— N-[(1S)-1-cyano-1-cyclopropylethyl]-2-(2,4-dimethylphenyl)sulfanylacetamide —— C16H20N2OS
N-[(1S)-1-cyano-1-cyclopropylethyl]-2-(2,4-dimethylphenyl)sulfanylacetamide
—— [2-(Cyclohexylmethylamino)-2-oxoethyl] 2-phenylsulfanylacetate —— C17H23NO3S
[2-(Cyclohexylmethylamino)-2-oxoethyl] 2-phenylsulfanylacetate
—— [(2R)-1-[2-(cyclohexen-1-yl)ethylamino]-1-oxopropan-2-yl] 2-phenylsulfanylacetate —— C19H25NO3S
[(2R)-1-[2-(cyclohexen-1-yl)ethylamino]-1-oxopropan-2-yl] 2-phenylsulfanylacetate
—— [(2R)-1-(furan-2-ylmethylamino)-1-oxopropan-2-yl] 2-phenylsulfanylacetate —— C16H17NO4S
[(2R)-1-(furan-2-ylmethylamino)-1-oxopropan-2-yl] 2-phenylsulfanylacetate
—— (2S)-N-(1-cyanocyclohexyl)-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C19H23N5OS2
(2S)-N-(1-cyanocyclohexyl)-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— [2-[1-[(3R)-1,1-dioxothiolan-3-yl]-2,5-dimethylpyrrol-3-yl]-2-oxoethyl] 2-phenylsulfanylacetate —— C20H23NO5S2
[2-[1-[(3R)-1,1-dioxothiolan-3-yl]-2,5-dimethylpyrrol-3-yl]-2-oxoethyl] 2-phenylsulfanylacetate
—— [(2S)-1-(1-adamantylamino)-1-oxopropan-2-yl] 2-phenylsulfanylacetate —— C21H27NO3S
[(2S)-1-(1-adamantylamino)-1-oxopropan-2-yl] 2-phenylsulfanylacetate
—— [(2R)-1-(benzylamino)-1-oxopropan-2-yl] 2-phenylsulfanylacetate —— C18H19NO3S
[(2R)-1-(benzylamino)-1-oxopropan-2-yl] 2-phenylsulfanylacetate
—— [(2S)-1-[2-(4-fluorophenyl)ethylamino]-1-oxopropan-2-yl] 2-phenylsulfanylacetate —— C19H20FNO3S
[(2S)-1-[2-(4-fluorophenyl)ethylamino]-1-oxopropan-2-yl] 2-phenylsulfanylacetate
—— (2R)-4-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile —— C17H15N5OS3
(2R)-4-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile
—— [2-[[(3S)-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 2-phenylsulfanylacetate —— C14H17NO5S2
[2-[[(3S)-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 2-phenylsulfanylacetate