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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
—— (2S)-2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-tert-butylpropanamide —— C13H19N5O2S
(2S)-2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-tert-butylpropanamide
—— Ethyl 2-[2-[(7-methyl-5-oxo-[1,3,4]thiadiazolo[3,2-a]pyrimidin-2-yl)methylsulfanyl]-1,3-thiazol-4-yl]acetate —— C14H14N4O3S3
Ethyl 2-[2-[(7-methyl-5-oxo-[1,3,4]thiadiazolo[3,2-a]pyrimidin-2-yl)methylsulfanyl]-1,3-thiazol-4-yl]acetate
—— Ethyl 2-[2-[(3-thiophen-3-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3-thiazol-4-yl]acetate —— C14H13N3O3S3
Ethyl 2-[2-[(3-thiophen-3-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3-thiazol-4-yl]acetate
—— (2R)-2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-prop-2-enylpropanamide —— C12H15N5O2S
(2R)-2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-prop-2-enylpropanamide
—— ethyl 2-[2-[(2R)-1-(methoxycarbonylamino)-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate —— C12H16N2O5S2
ethyl 2-[2-[(2R)-1-(methoxycarbonylamino)-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate
—— ethyl 2-[2-[(2R)-1-[(1-cyanocyclohexyl)-methylamino]-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate —— C18H25N3O3S2
ethyl 2-[2-[(2R)-1-[(1-cyanocyclohexyl)-methylamino]-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate
—— 2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(4-methylphenyl)methyl]-N-propylacetamide —— C20H24N4O2S2
2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(4-methylphenyl)methyl]-N-propylacetamide
—— 2-(3,4-difluorophenyl)sulfanyl-N-[(1S)-1-(furan-2-yl)ethyl]acetamide —— C14H13F2NO2S
2-(3,4-difluorophenyl)sulfanyl-N-[(1S)-1-(furan-2-yl)ethyl]acetamide
—— N-[(1R)-1-(furan-2-yl)ethyl]-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C15H16N4O3S2
N-[(1R)-1-(furan-2-yl)ethyl]-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-(1-adamantyl)-N-(2-cyanoethyl)-2-(3,4-difluorophenyl)sulfanylacetamide —— C21H24F2N2OS
N-(1-adamantyl)-N-(2-cyanoethyl)-2-(3,4-difluorophenyl)sulfanylacetamide
—— 1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C18H17N3O4S2
1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— (Z)-1-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-4-morpholin-4-ylbut-3-en-2-one —— C12H18N4O2S2
(Z)-1-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-4-morpholin-4-ylbut-3-en-2-one
—— (2R)-1-(azepan-1-yl)-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one —— C18H23N3OS3
(2R)-1-(azepan-1-yl)-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one
—— (2S)-1-(azepan-1-yl)-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one —— C18H23N3OS3
(2S)-1-(azepan-1-yl)-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one
—— (2S)-N-tert-butyl-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C16H21N3OS3
(2S)-N-tert-butyl-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 6-Amino-1-benzyl-3-ethyl-5-[2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetyl]pyrimidine-2,4-dione —— C18H19N5O3S2
6-Amino-1-benzyl-3-ethyl-5-[2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetyl]pyrimidine-2,4-dione
—— 6-Amino-1-benzyl-3-ethyl-5-[2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetyl]pyrimidine-2,4-dione —— C19H20N4O3S2
6-Amino-1-benzyl-3-ethyl-5-[2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetyl]pyrimidine-2,4-dione
—— (2R)-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-phenylethyl)propanamide —— C20H21N3OS3
(2R)-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-phenylethyl)propanamide
—— 2,2-dimethyl-N-[[5-[2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetyl]thiophen-2-yl]methyl]propanamide —— C15H19N3O2S3
2,2-dimethyl-N-[[5-[2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetyl]thiophen-2-yl]methyl]propanamide
—— (2S)-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-phenylethyl)propanamide —— C20H21N3OS3
(2S)-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-phenylethyl)propanamide
—— 6-Amino-1-benzyl-3-ethyl-5-[2-(1,3,4-thiadiazol-2-ylsulfanyl)acetyl]pyrimidine-2,4-dione —— C17H17N5O3S2
6-Amino-1-benzyl-3-ethyl-5-[2-(1,3,4-thiadiazol-2-ylsulfanyl)acetyl]pyrimidine-2,4-dione
—— 2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-3-methyl-1-phenylbutyl]acetamide —— C20H24N4O2S
2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-3-methyl-1-phenylbutyl]acetamide
—— N-[(1R)-3-methyl-1-phenylbutyl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C22H25N3O2S
N-[(1R)-3-methyl-1-phenylbutyl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (2R)-N-[(3-fluorophenyl)methyl]-N-methyl-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C20H20FN3O2S
(2R)-N-[(3-fluorophenyl)methyl]-N-methyl-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— 2-[2-(4-Chlorophenyl)sulfanylethyl]-5,6-dimethyl-3-oxopyridazine-4-carbonitrile —— C15H14ClN3OS
2-[2-(4-Chlorophenyl)sulfanylethyl]-5,6-dimethyl-3-oxopyridazine-4-carbonitrile
—— (2S)-N-[(3-fluorophenyl)methyl]-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-methylpropanamide —— C18H19FN4O2S
(2S)-N-[(3-fluorophenyl)methyl]-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-methylpropanamide
—— [(1S)-1-cyanoethyl] 2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]acetate —— C15H16N4O2S
[(1S)-1-cyanoethyl] 2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]acetate
—— (2S)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3-fluorophenyl)methyl]-N-methylpropanamide —— C21H22FN3O2S
(2S)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3-fluorophenyl)methyl]-N-methylpropanamide
—— N-[[5-[2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]thiophen-2-yl]methyl]acetamide —— C19H19N3O3S2
N-[[5-[2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]thiophen-2-yl]methyl]acetamide
—— [2-oxo-2-[[(1S)-1-phenylbutyl]amino]ethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C22H29N3O3S
[2-oxo-2-[[(1S)-1-phenylbutyl]amino]ethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— N-[[5-[2-(2,4-dimethylphenyl)sulfanylacetyl]thiophen-2-yl]methyl]acetamide —— C17H19NO2S2
N-[[5-[2-(2,4-dimethylphenyl)sulfanylacetyl]thiophen-2-yl]methyl]acetamide
—— [2-[[(3R)-3-methyl-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C17H25N3O5S2
[2-[[(3R)-3-methyl-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [2-(2-Acetylhydrazinyl)-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C14H20N4O4S
[2-(2-Acetylhydrazinyl)-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [(1R)-1-cyanoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C13H17N3O2S
[(1R)-1-cyanoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [2-[[(1R)-1-(4-chlorophenyl)ethyl]amino]-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C20H24ClN3O3S
[2-[[(1R)-1-(4-chlorophenyl)ethyl]amino]-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [2-oxo-2-[[(2S)-2-phenylpropyl]amino]ethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C21H27N3O3S
[2-oxo-2-[[(2S)-2-phenylpropyl]amino]ethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [2-(2,5-Dimethyl-1-propan-2-ylpyrrol-3-yl)-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C21H29N3O3S
[2-(2,5-Dimethyl-1-propan-2-ylpyrrol-3-yl)-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [2-(2-Cyanoethylamino)-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C15H20N4O3S
[2-(2-Cyanoethylamino)-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— (2R)-N-[(3-fluorophenyl)methyl]-N-methyl-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C19H21FN4O2S
(2R)-N-[(3-fluorophenyl)methyl]-N-methyl-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— 3-[3,5-dimethyl-1-(2-methylpropyl)pyrazol-4-yl]-N-(2-phenylsulfanylethyl)propanamide —— C20H29N3OS
3-[3,5-dimethyl-1-(2-methylpropyl)pyrazol-4-yl]-N-(2-phenylsulfanylethyl)propanamide
—— N-[(1S)-3-methyl-1-phenylbutyl]-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C22H25N3O2S
N-[(1S)-3-methyl-1-phenylbutyl]-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-methyl-N-(4-methylcyclohexyl)-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H25N3O2S
N-methyl-N-(4-methylcyclohexyl)-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— ethyl 2-[2-[(1S)-1-cyano-2-(4-methylphenyl)ethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C17H18N2O2S2
ethyl 2-[2-[(1S)-1-cyano-2-(4-methylphenyl)ethyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— [2-oxo-2-[[(1S)-1-thiophen-2-ylethyl]amino]ethyl] 2-(4-bromophenyl)sulfanylacetate —— C16H16BrNO3S2
[2-oxo-2-[[(1S)-1-thiophen-2-ylethyl]amino]ethyl] 2-(4-bromophenyl)sulfanylacetate
—— 2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-3-methyl-1-phenylbutyl]acetamide —— C20H23N3O3S
2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-3-methyl-1-phenylbutyl]acetamide
—— (2R)-3-(4-methylphenyl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanenitrile —— C16H14N4S2
(2R)-3-(4-methylphenyl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanenitrile
—— N-(cyclohexen-1-yl)-N-cyclopropyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C17H20N4OS2
N-(cyclohexen-1-yl)-N-cyclopropyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— (2S)-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3-(4-methylphenyl)propanenitrile —— C16H13N3O2S
(2S)-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3-(4-methylphenyl)propanenitrile
—— (2R)-3-(4-methylphenyl)-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanenitrile —— C15H18N4OS
(2R)-3-(4-methylphenyl)-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanenitrile
—— (2S)-3-(4-methylphenyl)-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanenitrile —— C15H18N4OS
(2S)-3-(4-methylphenyl)-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanenitrile