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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-[(2R)-butan-2-yl]-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C13H22N4O3S3
N-[(2R)-butan-2-yl]-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-pentan-3-ylacetamide —— C10H18N4OS2
2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-pentan-3-ylacetamide
—— [2-[(2-Methylphenyl)methylamino]-2-oxoethyl] 2-(2,5-dimethylphenyl)sulfanylacetate —— C20H23NO3S
[2-[(2-Methylphenyl)methylamino]-2-oxoethyl] 2-(2,5-dimethylphenyl)sulfanylacetate
—— 2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S,2R)-2-methylcyclohexyl]acetamide —— C12H20N4OS2
2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S,2R)-2-methylcyclohexyl]acetamide
—— 2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1R,2S)-2-methylcyclohexyl]acetamide —— C12H20N4OS2
2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1R,2S)-2-methylcyclohexyl]acetamide
—— 1-[1-[2-(Cyclohexen-1-yl)ethyl]-2,5-dimethylpyrrol-3-yl]-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C19H26N4OS2
1-[1-[2-(Cyclohexen-1-yl)ethyl]-2,5-dimethylpyrrol-3-yl]-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C11H17N5OS2
N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— ethyl 2,4-dimethyl-5-[2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]-1H-pyrrole-3-carboxylate —— C14H18N4O3S2
ethyl 2,4-dimethyl-5-[2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]-1H-pyrrole-3-carboxylate
—— 1-[1-[(2-Chlorophenyl)methyl]-2,5-dimethylpyrrol-3-yl]-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C18H19ClN4OS2
1-[1-[(2-Chlorophenyl)methyl]-2,5-dimethylpyrrol-3-yl]-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— [2-[[(1S)-1-cyclopropylethyl]amino]-2-oxoethyl] 2-(4-bromo-2,5-dimethylphenyl)sulfanylacetate —— C17H22BrNO3S
[2-[[(1S)-1-cyclopropylethyl]amino]-2-oxoethyl] 2-(4-bromo-2,5-dimethylphenyl)sulfanylacetate
—— [2-[[(1R)-1-cyclopropylethyl]amino]-2-oxoethyl] 2-(4-bromo-2,5-dimethylphenyl)sulfanylacetate —— C17H22BrNO3S
[2-[[(1R)-1-cyclopropylethyl]amino]-2-oxoethyl] 2-(4-bromo-2,5-dimethylphenyl)sulfanylacetate
—— 1-(1-Adamantylmethyl)-3-ethylthiourea —— C14H24N2S
1-(1-Adamantylmethyl)-3-ethylthiourea
—— N-[[4-(dimethylamino)phenyl]methyl]-2-[[5-(2-methylpropylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C17H24N4OS3
N-[[4-(dimethylamino)phenyl]methyl]-2-[[5-(2-methylpropylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[[4-(dimethylamino)phenyl]methyl]acetamide —— C18H18N6OS
2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[[4-(dimethylamino)phenyl]methyl]acetamide
—— N-[[4-(dimethylamino)phenyl]methyl]-2-[[4-(3-methoxypropyl)-5-oxo-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C17H25N5O3S
N-[[4-(dimethylamino)phenyl]methyl]-2-[[4-(3-methoxypropyl)-5-oxo-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-[(2S)-6-methylheptan-2-yl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C14H23N3O2S
N-[(2S)-6-methylheptan-2-yl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— 2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]-N-methylacetamide —— C23H29N5OS
2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]-N-methylacetamide
—— N-[[4-(dimethylamino)phenyl]methyl]-2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methylacetamide —— C17H25N5O2S2
N-[[4-(dimethylamino)phenyl]methyl]-2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methylacetamide
—— N-[2-(3-chlorophenyl)ethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C14H14ClN3O2S
N-[2-(3-chlorophenyl)ethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— 2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]acetamide —— C22H27N5OS
2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]acetamide
—— N-[(1R)-1-(furan-2-yl)ethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C12H13N3O3S
N-[(1R)-1-(furan-2-yl)ethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— 2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[(R)-phenyl(thiophen-2-yl)methyl]acetamide —— C17H15N3O2S2
2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[(R)-phenyl(thiophen-2-yl)methyl]acetamide
—— N-[(1R)-1-cyclopropylethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C11H15N3O2S
N-[(1R)-1-cyclopropylethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-[[4-(dimethylamino)phenyl]methyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C15H18N4O2S
N-[[4-(dimethylamino)phenyl]methyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-[3-(N-methylanilino)propyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C16H20N4O2S
N-[3-(N-methylanilino)propyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-hexyl-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C12H19N3O2S
N-hexyl-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-[(3R)-1,1-dioxothiolan-3-yl]-N-(2-methoxyethyl)-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C13H19N3O5S2
N-[(3R)-1,1-dioxothiolan-3-yl]-N-(2-methoxyethyl)-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-[[4-(dimethylamino)phenyl]methyl]-N-methyl-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C16H20N4O2S
N-[[4-(dimethylamino)phenyl]methyl]-N-methyl-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— (4-oxo-6,7,8,9-tetrahydropyrimido[2,1-b][1,3]benzothiazol-2-yl)methyl (2R)-2-phenylsulfanylpropanoate —— C20H20N2O3S2
(4-oxo-6,7,8,9-tetrahydropyrimido[2,1-b][1,3]benzothiazol-2-yl)methyl (2R)-2-phenylsulfanylpropanoate
—— N-[(5-chlorothiophen-2-yl)methyl]-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-prop-2-enylacetamide —— C17H17ClN4O2S2
N-[(5-chlorothiophen-2-yl)methyl]-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-prop-2-enylacetamide
—— 5-[[(1S)-2,2-dichlorocyclopropyl]methylsulfanyl]-N-prop-2-enyl-1,3,4-thiadiazol-2-amine —— C9H11Cl2N3S2
5-[[(1S)-2,2-dichlorocyclopropyl]methylsulfanyl]-N-prop-2-enyl-1,3,4-thiadiazol-2-amine
—— 2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanylmethyl)-6,7,8,9-tetrahydropyrimido[2,1-b][1,3]benzothiazol-4-one —— C20H20N2O3S2
2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanylmethyl)-6,7,8,9-tetrahydropyrimido[2,1-b][1,3]benzothiazol-4-one
—— [(1R)-1-[5-(2-acetamidoethylsulfanyl)-4-benzyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium —— C18H28N5OS+
[(1R)-1-[5-(2-acetamidoethylsulfanyl)-4-benzyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium
—— (6-Methyl-4-oxopyrido[1,2-a]pyrimidin-2-yl)methyl 2-(4-methylphenyl)sulfanylpyridine-3-carboxylate —— C23H19N3O3S
(6-Methyl-4-oxopyrido[1,2-a]pyrimidin-2-yl)methyl 2-(4-methylphenyl)sulfanylpyridine-3-carboxylate
—— [(2R)-1-(ethylamino)-1-oxopropan-2-yl] 2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetate —— C15H16ClN3O4S
[(2R)-1-(ethylamino)-1-oxopropan-2-yl] 2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetate
—— N-[3-(3,5-dimethylpyrazol-1-yl)propyl]-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H23N5O2S
N-[3-(3,5-dimethylpyrazol-1-yl)propyl]-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[3-(3,5-dimethylpyrazol-1-yl)propyl]-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C17H22N6O2S
N-[3-(3,5-dimethylpyrazol-1-yl)propyl]-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (2R)-2-[[5-(butylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-ethylpropanamide —— C11H20N4OS2
(2R)-2-[[5-(butylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-ethylpropanamide
—— 2-(4-methylphenyl)-5-[(1S)-1-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethyl]-1,3,4-oxadiazole —— C19H16N4O2S
2-(4-methylphenyl)-5-[(1S)-1-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethyl]-1,3,4-oxadiazole
—— 2-(4-fluorophenyl)-5-[(1R)-1-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethyl]-1,3,4-oxadiazole —— C18H13FN4O2S
2-(4-fluorophenyl)-5-[(1R)-1-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethyl]-1,3,4-oxadiazole
—— (2R)-N-ethyl-2-[[5-(2-methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C15H20N4O2S
(2R)-N-ethyl-2-[[5-(2-methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2S)-N,N-dimethyl-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C12H15N3O3S
(2S)-N,N-dimethyl-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-2-[[5,6-bis(4-methylphenyl)-1,2,4-triazin-3-yl]sulfanyl]-N,N-dimethylpropanamide —— C22H24N4OS
(2R)-2-[[5,6-bis(4-methylphenyl)-1,2,4-triazin-3-yl]sulfanyl]-N,N-dimethylpropanamide
—— (2S)-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N,N-dimethylpropanamide —— C13H18N4OS2
(2S)-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N,N-dimethylpropanamide
—— [2-[[(3R)-3-methyl-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 2-(2,5-difluorophenyl)sulfanylacetate —— C15H17F2NO5S2
[2-[[(3R)-3-methyl-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 2-(2,5-difluorophenyl)sulfanylacetate
—— [(2R)-1-oxo-1-[[(2S)-2-phenylpropyl]amino]propan-2-yl] 2-(2,5-difluorophenyl)sulfanylacetate —— C20H21F2NO3S
[(2R)-1-oxo-1-[[(2S)-2-phenylpropyl]amino]propan-2-yl] 2-(2,5-difluorophenyl)sulfanylacetate
—— [2-[(2-Methylphenyl)methylamino]-2-oxoethyl] 2-(2,5-difluorophenyl)sulfanylacetate —— C18H17F2NO3S
[2-[(2-Methylphenyl)methylamino]-2-oxoethyl] 2-(2,5-difluorophenyl)sulfanylacetate
—— [2-[5-(Acetamidomethyl)thiophen-2-yl]-2-oxoethyl] 2-(2,5-difluorophenyl)sulfanylacetate —— C17H15F2NO4S2
[2-[5-(Acetamidomethyl)thiophen-2-yl]-2-oxoethyl] 2-(2,5-difluorophenyl)sulfanylacetate
—— methyl 5-[(2R)-2-[2-(2,5-difluorophenyl)sulfanylacetyl]oxypropanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C19H19F2NO5S
methyl 5-[(2R)-2-[2-(2,5-difluorophenyl)sulfanylacetyl]oxypropanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— [(1R)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl] 2-(2,5-difluorophenyl)sulfanylacetate —— C19H16F2N2O3S
[(1R)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl] 2-(2,5-difluorophenyl)sulfanylacetate