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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
—— methyl (1S,3R,6S)-3-(4-chlorophenyl)sulfanyl-2,4-dioxo-6-phenylcyclohexane-1-carboxylate —— C20H17ClO4S
methyl (1S,3R,6S)-3-(4-chlorophenyl)sulfanyl-2,4-dioxo-6-phenylcyclohexane-1-carboxylate
—— (2R)-2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]pentanedinitrile —— C15H15N5S2
(2R)-2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]pentanedinitrile
—— 2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide —— C18H23N3O3S2
2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide
—— (2S)-1-(4-ethylpiperazin-1-yl)-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one —— C20H28N4O2S2
(2S)-1-(4-ethylpiperazin-1-yl)-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one
—— (2R)-1-(4-ethylpiperazin-4-ium-1-yl)-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one —— C20H29N4O2S2+
(2R)-1-(4-ethylpiperazin-4-ium-1-yl)-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one
—— 3,3-dimethyl-1-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]butan-2-one —— C17H22N2O2S2
3,3-dimethyl-1-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]butan-2-one
—— 2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C13H15N3O2S2
2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 1-(azepan-1-yl)-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C19H25N3O2S2
1-(azepan-1-yl)-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— 2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C13H15N3O2S2
2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[2-[(4-methylphenyl)methylsulfanyl]ethyl]acetamide —— C14H19N5OS2
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[2-[(4-methylphenyl)methylsulfanyl]ethyl]acetamide
—— 2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-1-morpholin-4-ylethanone —— C17H21N3O3S2
2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-1-morpholin-4-ylethanone
—— 1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C19H25N3O3S2
1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— (2S)-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile —— C14H15N3OS2
(2S)-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile
—— 2-benzylsulfanyl-5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazole —— C18H18N2OS2
2-benzylsulfanyl-5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazole
—— 1-(4-acetylpiperazin-1-yl)-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C19H24N4O3S2
1-(4-acetylpiperazin-1-yl)-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— tert-butyl 2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetate —— C17H22N2O3S2
tert-butyl 2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetate
—— 5-[[5-(2,5-Dimethylfuran-3-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C11H11N5O2S2
5-[[5-(2,5-Dimethylfuran-3-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— [(2R)-1-oxo-1-(thiophen-2-ylmethylamino)propan-2-yl] 3-(4-chlorophenyl)sulfanylpropanoate —— C17H18ClNO3S2
[(2R)-1-oxo-1-(thiophen-2-ylmethylamino)propan-2-yl] 3-(4-chlorophenyl)sulfanylpropanoate
—— N,N-dimethyl-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C15H19N3O2S2
N,N-dimethyl-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(4-fluorophenyl)methyl]-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C20H20FN3O2S2
N-[(4-fluorophenyl)methyl]-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N,N-bis(2-methoxyethyl)-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H27N3O4S2
N,N-bis(2-methoxyethyl)-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N'-acetyl-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetohydrazide —— C15H18N4O3S2
N'-acetyl-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetohydrazide
—— [(2R)-1-[[(3R)-1,1-dioxothiolan-3-yl]-methylamino]-1-oxopropan-2-yl] 3-(4-chlorophenyl)sulfanylpropanoate —— C17H22ClNO5S2
[(2R)-1-[[(3R)-1,1-dioxothiolan-3-yl]-methylamino]-1-oxopropan-2-yl] 3-(4-chlorophenyl)sulfanylpropanoate
—— (2S)-2-[[5,6-bis(4-methylphenyl)-1,2,4-triazin-3-yl]sulfanyl]-N-tert-butylpropanamide —— C24H28N4OS
(2S)-2-[[5,6-bis(4-methylphenyl)-1,2,4-triazin-3-yl]sulfanyl]-N-tert-butylpropanamide
—— N-[(1S)-1-[(1R,2S,4S)-2-bicyclo[2.2.1]hept-5-enyl]ethyl]-3-methylsulfonylpropan-1-amine —— C13H23NO2S
N-[(1S)-1-[(1R,2S,4S)-2-bicyclo[2.2.1]hept-5-enyl]ethyl]-3-methylsulfonylpropan-1-amine
—— [(2R)-1-(cycloheptylamino)-1-oxopropan-2-yl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate —— C18H27N3O3S
[(2R)-1-(cycloheptylamino)-1-oxopropan-2-yl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate
—— [(2S)-1-[(4-methylphenyl)methylamino]-1-oxopropan-2-yl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate —— C19H23N3O3S
[(2S)-1-[(4-methylphenyl)methylamino]-1-oxopropan-2-yl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate
—— N-[(1R)-1-[(1R,2S,4S)-2-bicyclo[2.2.1]hept-5-enyl]ethyl]-3-methylsulfonylpropan-1-amine —— C13H23NO2S
N-[(1R)-1-[(1R,2S,4S)-2-bicyclo[2.2.1]hept-5-enyl]ethyl]-3-methylsulfonylpropan-1-amine
—— (1S,2S,3S,4S)-3-[(2-phenylsulfanylphenyl)carbamoyl]bicyclo[2.2.1]hept-5-ene-2-carboxylic acid —— C21H19NO3S
(1S,2S,3S,4S)-3-[(2-phenylsulfanylphenyl)carbamoyl]bicyclo[2.2.1]hept-5-ene-2-carboxylic acid
—— N-[(1S)-1-[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]ethyl]-3-methylsulfonylpropan-1-amine —— C13H23NO2S
N-[(1S)-1-[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]ethyl]-3-methylsulfonylpropan-1-amine
—— (2R)-N-(3-methylsulfonylpropyl)nonan-2-amine —— C13H29NO2S
(2R)-N-(3-methylsulfonylpropyl)nonan-2-amine
—— [(2R)-1-oxo-1-(prop-2-enylamino)propan-2-yl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate —— C14H19N3O3S
[(2R)-1-oxo-1-(prop-2-enylamino)propan-2-yl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate
—— [(2R)-1-[[(3R)-1,1-dioxothiolan-3-yl]amino]-1-oxopropan-2-yl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate —— C15H21N3O5S2
[(2R)-1-[[(3R)-1,1-dioxothiolan-3-yl]amino]-1-oxopropan-2-yl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate
—— 2-(Pyrimidin-2-ylsulfanylmethyl)-6,7,8,9-tetrahydropyrimido[2,1-b][1,3]benzothiazol-4-one —— C15H14N4OS2
2-(Pyrimidin-2-ylsulfanylmethyl)-6,7,8,9-tetrahydropyrimido[2,1-b][1,3]benzothiazol-4-one
—— 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-[(1R)-2-methyl-1-thiophen-2-ylpropyl]propanamide —— C18H25N3OS2
3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-[(1R)-2-methyl-1-thiophen-2-ylpropyl]propanamide
—— 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-[(1S)-2-methyl-1-thiophen-2-ylpropyl]propanamide —— C18H25N3OS2
3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-[(1S)-2-methyl-1-thiophen-2-ylpropyl]propanamide
—— (2R)-N-[(2-chlorophenyl)methyl]-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C18H19ClN4OS2
(2R)-N-[(2-chlorophenyl)methyl]-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2S)-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-methylpropyl)propanamide —— C15H22N4OS2
(2S)-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-methylpropyl)propanamide
—— 2-(4-methylphenyl)sulfanyl-N-[(1R)-2-methyl-1-thiophen-2-ylpropyl]acetamide —— C17H21NOS2
2-(4-methylphenyl)sulfanyl-N-[(1R)-2-methyl-1-thiophen-2-ylpropyl]acetamide
—— 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-[(4,6-dimethyl-2-oxo-1H-pyridin-3-yl)methyl]propanamide —— C18H24N4O2S
3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-[(4,6-dimethyl-2-oxo-1H-pyridin-3-yl)methyl]propanamide
—— (2R)-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-propylpropanamide —— C14H20N4OS2
(2R)-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-propylpropanamide
—— 2-(2-methylphenyl)sulfanyl-N-[(1S)-2-methyl-1-thiophen-2-ylpropyl]acetamide —— C17H21NOS2
2-(2-methylphenyl)sulfanyl-N-[(1S)-2-methyl-1-thiophen-2-ylpropyl]acetamide
—— (1S,2S,3S,4R)-3-[(2-phenylsulfanylphenyl)carbamoyl]bicyclo[2.2.1]hept-5-ene-2-carboxylic acid —— C21H19NO3S
(1S,2S,3S,4R)-3-[(2-phenylsulfanylphenyl)carbamoyl]bicyclo[2.2.1]hept-5-ene-2-carboxylic acid
—— (2S)-N-(3-methylsulfonylpropyl)nonan-2-amine —— C13H29NO2S
(2S)-N-(3-methylsulfonylpropyl)nonan-2-amine
—— (2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C15H20N4O3S3
(2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (1S,2S,3R,4R)-3-[(2-phenylsulfanylphenyl)carbamoyl]bicyclo[2.2.1]hept-5-ene-2-carboxylic acid —— C21H19NO3S
(1S,2S,3R,4R)-3-[(2-phenylsulfanylphenyl)carbamoyl]bicyclo[2.2.1]hept-5-ene-2-carboxylic acid
—— (2R)-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-prop-2-enylpropanamide —— C14H18N4OS2
(2R)-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-prop-2-enylpropanamide
—— (2R)-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-methylpropyl)propanamide —— C15H22N4OS2
(2R)-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-methylpropyl)propanamide
—— 2-(4-bromophenyl)sulfanyl-N-[(1R)-2-methyl-1-thiophen-2-ylpropyl]acetamide —— C16H18BrNOS2
2-(4-bromophenyl)sulfanyl-N-[(1R)-2-methyl-1-thiophen-2-ylpropyl]acetamide
—— (1S,2S,3R,4S)-3-[(2-phenylsulfanylphenyl)carbamoyl]bicyclo[2.2.1]hept-5-ene-2-carboxylic acid —— C21H19NO3S
(1S,2S,3R,4S)-3-[(2-phenylsulfanylphenyl)carbamoyl]bicyclo[2.2.1]hept-5-ene-2-carboxylic acid