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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-(2-chlorophenyl)sulfanyl-N-[(2S)-2-hydroxy-3-methoxypropyl]-N-methylacetamide —— C13H18ClNO3S
2-(2-chlorophenyl)sulfanyl-N-[(2S)-2-hydroxy-3-methoxypropyl]-N-methylacetamide
—— N-[(1S,2R,3S)-2,3-dimethylcyclohexyl]-2-[[5-(2-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C18H23FN4OS2
N-[(1S,2R,3S)-2,3-dimethylcyclohexyl]-2-[[5-(2-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-pyrimidin-2-ylsulfanylacetamide —— C12H17N3O3S2
N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-pyrimidin-2-ylsulfanylacetamide
—— 2-(3,4-dimethylphenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methylacetamide —— C15H21NO3S2
2-(3,4-dimethylphenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methylacetamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-2-(2-fluorophenyl)sulfanylacetamide —— C12H14FNO3S2
N-[(3S)-1,1-dioxothiolan-3-yl]-2-(2-fluorophenyl)sulfanylacetamide
—— N-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]-4-phenylsulfanylbutanamide —— C15H21NO3S2
N-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]-4-phenylsulfanylbutanamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-(2-methylpropyl)-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C19H24N2O3S3
N-[(3S)-1,1-dioxothiolan-3-yl]-N-(2-methylpropyl)-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— 2-[[4-amino-5-[(2-fluorophenyl)methyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methylacetamide —— C16H20FN5O3S2
2-[[4-amino-5-[(2-fluorophenyl)methyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methylacetamide
—— (2R)-2-[(4-benzyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N,N-diethylpropanamide —— C20H29N5O2S
(2R)-2-[(4-benzyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N,N-diethylpropanamide
—— N-[(1S,2S,3S)-2,3-dimethylcyclohexyl]-2-(2,4-dimethylphenyl)sulfanylacetamide —— C18H27NOS
N-[(1S,2S,3S)-2,3-dimethylcyclohexyl]-2-(2,4-dimethylphenyl)sulfanylacetamide
—— 2-[[4-(4-chlorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-(2-methylpropyl)acetamide —— C18H22ClN3O3S4
2-[[4-(4-chlorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-(2-methylpropyl)acetamide
—— (2S)-N,N-diethyl-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C15H27N5O2S
(2S)-N,N-diethyl-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2S)-N-[2-(cyclohexen-1-yl)ethyl]-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C15H21F3N4OS
(2S)-N-[2-(cyclohexen-1-yl)ethyl]-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2S)-2-[[5-[(5S)-5-ethyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-phenylethyl]propanamide —— C26H32N4OS2
(2S)-2-[[5-[(5S)-5-ethyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-phenylethyl]propanamide
—— [2-[[(1S,2S,3S)-2,3-dimethylcyclohexyl]amino]-2-oxoethyl] 2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetate —— C20H28N4O3S2
[2-[[(1S,2S,3S)-2,3-dimethylcyclohexyl]amino]-2-oxoethyl] 2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetate
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C15H17N3O4S2
N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— 2-[[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethylacetamide —— C17H20ClN3O3S4
2-[[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethylacetamide
—— N-cyclohexyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C16H24N2O3S3
N-cyclohexyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-(2-methylpropyl)-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide —— C15H22N2O4S2
N-[(3S)-1,1-dioxothiolan-3-yl]-N-(2-methylpropyl)-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-(2-methylpropyl)-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C17H27N3O4S2
N-[(3S)-1,1-dioxothiolan-3-yl]-N-(2-methylpropyl)-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C11H15F3N4O3S2
N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide —— C14H16N4O3S3
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide
—— 2-(2-chlorophenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methylacetamide —— C13H16ClNO3S2
2-(2-chlorophenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methylacetamide
—— 2-[(4-benzyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S,2R,3S)-2,3-dimethylcyclohexyl]acetamide —— C19H26N4O2S
2-[(4-benzyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S,2R,3S)-2,3-dimethylcyclohexyl]acetamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C14H14FN3O3S4
N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide —— C15H16ClN3O3S4
2-[[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide
—— [2-[[(1S,2S,3S)-2,3-dimethylcyclohexyl]amino]-2-oxoethyl] 2-(3,4-dimethylphenyl)sulfanylacetate —— C20H29NO3S
[2-[[(1S,2S,3S)-2,3-dimethylcyclohexyl]amino]-2-oxoethyl] 2-(3,4-dimethylphenyl)sulfanylacetate
—— N-[(3S)-1,1-dioxothiolan-3-yl]-2-(1-methyltetrazol-5-yl)sulfanyl-N-propylacetamide —— C11H19N5O3S2
N-[(3S)-1,1-dioxothiolan-3-yl]-2-(1-methyltetrazol-5-yl)sulfanyl-N-propylacetamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C14H18N4O3S3
N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C15H17N3O3S4
N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— N-cyclohexyl-2-(3,4-dimethylphenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide —— C20H29NO3S2
N-cyclohexyl-2-(3,4-dimethylphenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide
—— N-cyclohexyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-pyrimidin-2-ylsulfanylacetamide —— C16H23N3O3S2
N-cyclohexyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-pyrimidin-2-ylsulfanylacetamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-[[4-[[(2R)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C18H24N4O4S3
N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-[[4-[[(2R)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (2R)-3-[2-ethoxyethyl(methyl)amino]-2-methylpropanethioamide —— C9H20N2OS
(2R)-3-[2-ethoxyethyl(methyl)amino]-2-methylpropanethioamide
—— 2-[(5-cyclohexyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S,2R,3S)-2,3-dimethylcyclohexyl]acetamide —— C21H34N4OS
2-[(5-cyclohexyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S,2R,3S)-2,3-dimethylcyclohexyl]acetamide
—— 2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethylacetamide —— C17H21N3O4S2
2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethylacetamide
—— N-benzyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C21H20FN3O4S2
N-benzyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[(4-amino-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide —— C12H15N5O3S3
2-[(4-amino-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C16H18N2O3S3
N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— 2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide —— C16H20N4O3S2
2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide
—— N-[2-(4-chlorophenyl)sulfanylphenyl]-1-[(1S,4S)-7,7-dimethyl-2-oxo-1-bicyclo[2.2.1]heptanyl]methanesulfonamide —— C22H24ClNO3S2
N-[2-(4-chlorophenyl)sulfanylphenyl]-1-[(1S,4S)-7,7-dimethyl-2-oxo-1-bicyclo[2.2.1]heptanyl]methanesulfonamide
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S,2R,3S)-2,3-dimethylcyclohexyl]acetamide —— C12H21N5OS
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S,2R,3S)-2,3-dimethylcyclohexyl]acetamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C14H18N4O3S3
N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[(1S,2R,3S)-2,3-dimethylcyclohexyl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C18H23N3OS3
N-[(1S,2R,3S)-2,3-dimethylcyclohexyl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— N-[(1S,2R,3S)-2,3-dimethylcyclohexyl]-2-(4-fluorophenyl)sulfanylacetamide —— C16H22FNOS
N-[(1S,2R,3S)-2,3-dimethylcyclohexyl]-2-(4-fluorophenyl)sulfanylacetamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1S,2R,3S)-2,3-dimethylcyclohexyl]acetamide —— C12H20N4OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1S,2R,3S)-2,3-dimethylcyclohexyl]acetamide
—— (1R,4S)-1,7,7-trimethyl-N-[(Z)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]bicyclo[2.2.1]hept-2-en-2-amine —— C20H24N6O2S
(1R,4S)-1,7,7-trimethyl-N-[(Z)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]bicyclo[2.2.1]hept-2-en-2-amine
—— ethyl (2Z)-2-[(5Z)-5-[(4-methylsulfanylphenyl)methylidene]-4-oxo-3-[2-oxo-2-[[(2R)-oxolan-2-yl]methylamino]ethyl]-1,3-thiazolidin-2-ylidene]acetate —— C22H26N2O5S2
ethyl (2Z)-2-[(5Z)-5-[(4-methylsulfanylphenyl)methylidene]-4-oxo-3-[2-oxo-2-[[(2R)-oxolan-2-yl]methylamino]ethyl]-1,3-thiazolidin-2-ylidene]acetate
—— 1-[(2R)-3-amino-2-methyl-3-sulfanylidenepropyl]-3-cyclohexyl-1-ethylurea —— C13H25N3OS
1-[(2R)-3-amino-2-methyl-3-sulfanylidenepropyl]-3-cyclohexyl-1-ethylurea
—— 2-[(4-amino-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[(1S,2R,3S)-2,3-dimethylcyclohexyl]acetamide —— C14H22N4O2S
2-[(4-amino-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[(1S,2R,3S)-2,3-dimethylcyclohexyl]acetamide