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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-adamantyl)-2-(2-aminophenyl)sulfanylacetamide —— C18H24N2OS
N-(2-adamantyl)-2-(2-aminophenyl)sulfanylacetamide
—— 1-[2-(2-Fluorophenyl)sulfanylethyl]-4-thiophen-2-ylsulfonylpiperazine —— C16H19FN2O2S3
1-[2-(2-Fluorophenyl)sulfanylethyl]-4-thiophen-2-ylsulfonylpiperazine
—— (2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C18H23N3O4S2
(2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C17H21N3O4S2
(2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-tert-butyl-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C16H21N3O2S
(2S)-N-tert-butyl-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-[2-(2,4-dioxo-1,3-thiazolidin-3-yl)ethyl]-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C17H18N4O4S2
(2S)-N-[2-(2,4-dioxo-1,3-thiazolidin-3-yl)ethyl]-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-cycloheptyl-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C19H25N3O2S
(2R)-N-cycloheptyl-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— [(3R)-1,1-dioxothiolan-3-yl] 2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetate —— C15H16N2O5S2
[(3R)-1,1-dioxothiolan-3-yl] 2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetate
—— (2R)-2-[[5-(3-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N,N-di(propan-2-yl)propanamide —— C17H22BrN3O2S
(2R)-2-[[5-(3-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N,N-di(propan-2-yl)propanamide
—— (2R)-N-[(2-chlorophenyl)methyl]-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C19H18ClN3O2S
(2R)-N-[(2-chlorophenyl)methyl]-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-2-[[5-(3-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-prop-2-enylpropanamide —— C14H14BrN3O2S
(2S)-2-[[5-(3-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-prop-2-enylpropanamide
—— (2S)-2-[[5-(3-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-cyanoethyl)-N-methylpropanamide —— C15H15BrN4O2S
(2S)-2-[[5-(3-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-cyanoethyl)-N-methylpropanamide
—— (2S)-2-[[5-(3-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N,N-di(propan-2-yl)propanamide —— C17H22BrN3O2S
(2S)-2-[[5-(3-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N,N-di(propan-2-yl)propanamide
—— (2S)-2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(4-methylphenyl)methyl]propanamide —— C17H19N5O2S
(2S)-2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(4-methylphenyl)methyl]propanamide
—— (2S)-2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-cycloheptylpropanamide —— C16H23N5O2S
(2S)-2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-cycloheptylpropanamide
—— ethyl 2-[2-[(2S)-1-[[(3S)-1,1-dioxothiolan-3-yl]-methylamino]-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate —— C15H22N2O5S3
ethyl 2-[2-[(2S)-1-[[(3S)-1,1-dioxothiolan-3-yl]-methylamino]-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate
—— ethyl 2-[2-[(2R)-1-[(4-methylphenyl)methylamino]-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate —— C18H22N2O3S2
ethyl 2-[2-[(2R)-1-[(4-methylphenyl)methylamino]-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate
—— ethyl 2-[2-[(2S)-1-(2-methylpropylamino)-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate —— C14H22N2O3S2
ethyl 2-[2-[(2S)-1-(2-methylpropylamino)-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate
—— 3-[2-(4-Bromophenyl)sulfanylethylsulfonyl]propanamide —— C11H14BrNO3S2
3-[2-(4-Bromophenyl)sulfanylethylsulfonyl]propanamide
—— ethyl 2-[2-[(3E)-3-cyano-3-(2,5,6,7,8,9-hexahydro-[1,2,4]triazolo[4,3-a]azepin-3-ylidene)-2-oxopropyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C18H21N5O3S2
ethyl 2-[2-[(3E)-3-cyano-3-(2,5,6,7,8,9-hexahydro-[1,2,4]triazolo[4,3-a]azepin-3-ylidene)-2-oxopropyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— [2-oxo-2-(2-phenylsulfanylanilino)ethyl] 1H-pyrrole-2-carboxylate —— C19H16N2O3S
[2-oxo-2-(2-phenylsulfanylanilino)ethyl] 1H-pyrrole-2-carboxylate
—— N-[(1S)-1-cyclopropylethyl]-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C14H18N4O2S2
N-[(1S)-1-cyclopropylethyl]-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[2-(2-fluorophenyl)ethyl]-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C17H17FN4O2S2
N-[2-(2-fluorophenyl)ethyl]-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (2S)-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-di(propan-2-yl)propanamide —— C18H25N3OS3
(2S)-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-di(propan-2-yl)propanamide
—— N-[[5-[2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetyl]thiophen-2-yl]methyl]-2,2-dimethylpropanamide —— C16H21N3O2S4
N-[[5-[2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetyl]thiophen-2-yl]methyl]-2,2-dimethylpropanamide
—— 2-[(5Z)-4-oxo-3-(2-phenylsulfanylethyl)-5-(thiophen-2-ylmethylidene)-1,3-thiazolidin-2-ylidene]propanedinitrile —— C19H13N3OS3
2-[(5Z)-4-oxo-3-(2-phenylsulfanylethyl)-5-(thiophen-2-ylmethylidene)-1,3-thiazolidin-2-ylidene]propanedinitrile
—— 2-[(5Z)-5-[(2,4-dimethylphenyl)methylidene]-4-oxo-3-(2-phenylsulfanylethyl)-1,3-thiazolidin-2-ylidene]propanedinitrile —— C23H19N3OS2
2-[(5Z)-5-[(2,4-dimethylphenyl)methylidene]-4-oxo-3-(2-phenylsulfanylethyl)-1,3-thiazolidin-2-ylidene]propanedinitrile
—— methyl 4-[(5E)-2-(dicyanomethylidene)-5-[(4-methylsulfanylphenyl)methylidene]-4-oxo-1,3-thiazolidin-3-yl]butanoate —— C19H17N3O3S2
methyl 4-[(5E)-2-(dicyanomethylidene)-5-[(4-methylsulfanylphenyl)methylidene]-4-oxo-1,3-thiazolidin-3-yl]butanoate
—— 2-[(5Z)-5-[(2-fluorophenyl)methylidene]-4-oxo-3-(2-phenylsulfanylethyl)-1,3-thiazolidin-2-ylidene]propanedinitrile —— C21H14FN3OS2
2-[(5Z)-5-[(2-fluorophenyl)methylidene]-4-oxo-3-(2-phenylsulfanylethyl)-1,3-thiazolidin-2-ylidene]propanedinitrile
—— (2R)-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylpropanamide —— C15H19N3OS3
(2R)-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylpropanamide
—— (2S)-N-[(3-fluorophenyl)methyl]-N-methyl-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C20H20FN3O2S
(2S)-N-[(3-fluorophenyl)methyl]-N-methyl-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-[(3-fluorophenyl)methyl]-N-methyl-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C20H20FN3O2S
(2R)-N-[(3-fluorophenyl)methyl]-N-methyl-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— N-[(1R)-3-methyl-1-phenylbutyl]-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C22H25N3O2S
N-[(1R)-3-methyl-1-phenylbutyl]-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (2S)-2-[[4-cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-3-(4-methylphenyl)propanenitrile —— C22H24N4OS
(2S)-2-[[4-cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-3-(4-methylphenyl)propanenitrile
—— N-[(1S)-3-methyl-1-phenylbutyl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C17H22N2OS2
N-[(1S)-3-methyl-1-phenylbutyl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— [(1R)-1-cyanoethyl] 2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]acetate —— C15H16N4O2S
[(1R)-1-cyanoethyl] 2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]acetate
—— (2R)-3-(4-methylphenyl)-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile —— C19H17N3OS
(2R)-3-(4-methylphenyl)-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile
—— N-[[5-[2-(2,5-dimethylphenyl)sulfanylacetyl]thiophen-2-yl]methyl]-2,2-dimethylpropanamide —— C20H25NO2S2
N-[[5-[2-(2,5-dimethylphenyl)sulfanylacetyl]thiophen-2-yl]methyl]-2,2-dimethylpropanamide
—— N-[[5-[2-(3,4-dimethylphenyl)sulfanylacetyl]thiophen-2-yl]methyl]-2,2-dimethylpropanamide —— C20H25NO2S2
N-[[5-[2-(3,4-dimethylphenyl)sulfanylacetyl]thiophen-2-yl]methyl]-2,2-dimethylpropanamide
—— (6-chloro-3,4-dihydro-2H-1,5-benzodioxepin-8-yl)methyl 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C20H23ClN2O4S
(6-chloro-3,4-dihydro-2H-1,5-benzodioxepin-8-yl)methyl 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [2-(4-Fluorophenyl)-1,3-thiazol-4-yl]methyl 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C20H20FN3O2S2
[2-(4-Fluorophenyl)-1,3-thiazol-4-yl]methyl 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [(2S)-1-oxo-1-[[(1S)-1-phenylbutyl]amino]propan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C23H31N3O3S
[(2S)-1-oxo-1-[[(1S)-1-phenylbutyl]amino]propan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [(2R)-1-oxo-1-[[(1S)-1-phenylbutyl]amino]propan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C23H31N3O3S
[(2R)-1-oxo-1-[[(1S)-1-phenylbutyl]amino]propan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [2-[(3-Chlorophenyl)methylamino]-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C19H22ClN3O3S
[2-[(3-Chlorophenyl)methylamino]-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [(1R)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C20H22N4O3S
[(1R)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [2-[2-(4-Chlorophenyl)ethylamino]-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C20H24ClN3O3S
[2-[2-(4-Chlorophenyl)ethylamino]-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [(2S)-1-oxo-1-[[(2R)-2-phenylpropyl]amino]propan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C22H29N3O3S
[(2S)-1-oxo-1-[[(2R)-2-phenylpropyl]amino]propan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— (E)-N-[[1-[(3R)-1,1-dioxothiolan-3-yl]-3,5-dimethylpyrazol-4-yl]methyl]-N-methyl-3-phenylsulfanylprop-2-enamide —— C20H25N3O3S2
(E)-N-[[1-[(3R)-1,1-dioxothiolan-3-yl]-3,5-dimethylpyrazol-4-yl]methyl]-N-methyl-3-phenylsulfanylprop-2-enamide
—— [(1S)-1-[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]ethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C20H21FN4O3S
[(1S)-1-[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]ethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [2-[[(1R)-1-(2-chlorophenyl)ethyl]amino]-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C20H24ClN3O3S
[2-[[(1R)-1-(2-chlorophenyl)ethyl]amino]-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate