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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-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(3-fluorophenyl)methyl]-N-methylpropanamide —— C13H15FN4OS2
(2S)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(3-fluorophenyl)methyl]-N-methylpropanamide
—— (2S)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-3-(4-methylphenyl)propanenitrile —— C12H12N4S2
(2S)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-3-(4-methylphenyl)propanenitrile
—— (2R)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(3-fluorophenyl)methyl]-N-methylpropanamide —— C13H15FN4OS2
(2R)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(3-fluorophenyl)methyl]-N-methylpropanamide
—— (1R,5R)-N-[4-(3,4-dimethylphenyl)sulfanylphenyl]-9-oxobicyclo[3.3.1]nonane-3-carboxamide —— C24H27NO2S
(1R,5R)-N-[4-(3,4-dimethylphenyl)sulfanylphenyl]-9-oxobicyclo[3.3.1]nonane-3-carboxamide
—— (1S,5S)-N-[4-(3,4-dimethylphenyl)sulfanylphenyl]-9-oxobicyclo[3.3.1]nonane-3-carboxamide —— C24H27NO2S
(1S,5S)-N-[4-(3,4-dimethylphenyl)sulfanylphenyl]-9-oxobicyclo[3.3.1]nonane-3-carboxamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(cyclohexen-1-yl)-N-ethylacetamide —— C12H18N4OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(cyclohexen-1-yl)-N-ethylacetamide
—— 2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(5-methylthiophen-2-yl)ethanone —— C18H18N2O2S3
2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(5-methylthiophen-2-yl)ethanone
—— 1-(5-Ethylthiophen-2-yl)-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C13H15N3OS3
1-(5-Ethylthiophen-2-yl)-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— (5Z)-2-amino-5-[(5-phenylsulfanylfuran-2-yl)methylidene]-1,3-thiazol-4-one —— C14H10N2O2S2
(5Z)-2-amino-5-[(5-phenylsulfanylfuran-2-yl)methylidene]-1,3-thiazol-4-one
—— 4-butyl-3-[(5-phenyl-1,2-oxazol-3-yl)methylsulfanyl]-1H-1,2,4-triazol-5-one —— C16H18N4O2S
4-butyl-3-[(5-phenyl-1,2-oxazol-3-yl)methylsulfanyl]-1H-1,2,4-triazol-5-one
—— (5Z)-2-amino-5-[[4-bromo-5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-1,3-thiazol-4-one —— C14H8BrClN2O2S2
(5Z)-2-amino-5-[[4-bromo-5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-1,3-thiazol-4-one
—— 4-butyl-3-[2-oxo-2-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethyl]sulfanyl-1H-1,2,4-triazol-5-one —— C19H24N4O2S
4-butyl-3-[2-oxo-2-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethyl]sulfanyl-1H-1,2,4-triazol-5-one
—— 1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone —— C15H19N3O2S3
1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone
—— methyl 2,4-dimethyl-5-[(2S)-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate —— C16H21N3O3S3
methyl 2,4-dimethyl-5-[(2S)-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate
—— N-(1-adamantylmethyl)-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C18H27N3OS3
N-(1-adamantylmethyl)-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— N-[(1S)-1-(1-adamantyl)ethyl]-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C19H29N3OS3
N-[(1S)-1-(1-adamantyl)ethyl]-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— N-[(1R)-1-phenylethyl]-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C15H19N3OS3
N-[(1R)-1-phenylethyl]-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— N-[(4-fluorophenyl)methyl]-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C14H16FN3OS3
N-[(4-fluorophenyl)methyl]-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— N-[2-(2-methylphenyl)ethyl]-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C16H21N3OS3
N-[2-(2-methylphenyl)ethyl]-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— N-[(1S)-1-phenylethyl]-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C15H19N3OS3
N-[(1S)-1-phenylethyl]-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— N-[[(1R,2S,4S)-2-bicyclo[2.2.1]hept-5-enyl]methyl]-4-(difluoromethylsulfanyl)aniline —— C15H17F2NS
N-[[(1R,2S,4S)-2-bicyclo[2.2.1]hept-5-enyl]methyl]-4-(difluoromethylsulfanyl)aniline
—— N-[[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]methyl]-4-(difluoromethylsulfanyl)aniline —— C15H17F2NS
N-[[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]methyl]-4-(difluoromethylsulfanyl)aniline
—— 2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)-1-(5-methylthiophen-2-yl)ethanone —— C16H16O3S2
2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)-1-(5-methylthiophen-2-yl)ethanone
—— 2-[[5-(3,4-Dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(5-methylthiophen-2-yl)ethanone —— C17H16N2O2S2
2-[[5-(3,4-Dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(5-methylthiophen-2-yl)ethanone
—— 2-[[5-(3-Methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(5-methylthiophen-2-yl)ethanone —— C16H14N2O2S2
2-[[5-(3-Methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(5-methylthiophen-2-yl)ethanone
—— 1-(5-Methylthiophen-2-yl)-2-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C15H15N3OS3
1-(5-Methylthiophen-2-yl)-2-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— 7-(2-Fluorophenyl)-1,3-dimethyl-5-(2-oxopropylsulfanyl)pyrimido[4,5-d]pyrimidine-2,4-dione —— C17H15FN4O3S
7-(2-Fluorophenyl)-1,3-dimethyl-5-(2-oxopropylsulfanyl)pyrimido[4,5-d]pyrimidine-2,4-dione
—— (2R)-2-[1,3-dimethyl-7-(3-methylphenyl)-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylbutanoate —— C19H19N4O4S-
(2R)-2-[1,3-dimethyl-7-(3-methylphenyl)-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylbutanoate
—— 7-Butyl-1,3-dimethyl-5-methylsulfanylpyrimido[4,5-d]pyrimidine-2,4-dione —— C13H18N4O2S
7-Butyl-1,3-dimethyl-5-methylsulfanylpyrimido[4,5-d]pyrimidine-2,4-dione
—— ethyl (1S,4E)-4-[[2-(4-bromo-2,5-dimethylphenyl)sulfanylacetyl]hydrazinylidene]-3-ethyl-2-methylcyclohex-2-ene-1-carboxylate —— C22H29BrN2O3S
ethyl (1S,4E)-4-[[2-(4-bromo-2,5-dimethylphenyl)sulfanylacetyl]hydrazinylidene]-3-ethyl-2-methylcyclohex-2-ene-1-carboxylate
—— ethyl (1R,4E)-4-[[2-(4-bromo-2,5-dimethylphenyl)sulfanylacetyl]hydrazinylidene]-3-ethyl-2-methylcyclohex-2-ene-1-carboxylate —— C22H29BrN2O3S
ethyl (1R,4E)-4-[[2-(4-bromo-2,5-dimethylphenyl)sulfanylacetyl]hydrazinylidene]-3-ethyl-2-methylcyclohex-2-ene-1-carboxylate
—— (1'R,5'R)-N-(2-phenylsulfanylethyl)spiro[1,3-dithiolane-2,8'-bicyclo[3.2.1]octane]-3'-carboxamide —— C19H25NOS3
(1'R,5'R)-N-(2-phenylsulfanylethyl)spiro[1,3-dithiolane-2,8'-bicyclo[3.2.1]octane]-3'-carboxamide
—— (1'S,5'S)-N-(2-phenylsulfanylethyl)spiro[1,3-dithiolane-2,8'-bicyclo[3.2.1]octane]-3'-carboxamide —— C19H25NOS3
(1'S,5'S)-N-(2-phenylsulfanylethyl)spiro[1,3-dithiolane-2,8'-bicyclo[3.2.1]octane]-3'-carboxamide
—— (2R)-N-[(E)-1-(3-bromophenyl)ethylideneamino]-2-pyridin-2-ylsulfanylpropanamide —— C16H16BrN3OS
(2R)-N-[(E)-1-(3-bromophenyl)ethylideneamino]-2-pyridin-2-ylsulfanylpropanamide
—— 5-Butylsulfanyl-7-(3-fluorophenyl)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione —— C18H19FN4O2S
5-Butylsulfanyl-7-(3-fluorophenyl)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione
—— ethyl (2S)-2-[7-(methoxymethyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylpropanoate —— C15H20N4O5S
ethyl (2S)-2-[7-(methoxymethyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylpropanoate
—— 7-(2-Chlorophenyl)-5-ethylsulfanyl-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione —— C16H15ClN4O2S
7-(2-Chlorophenyl)-5-ethylsulfanyl-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione
—— 5-[(2R)-butan-2-yl]sulfanyl-7-cyclopentyl-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione —— C17H24N4O2S
5-[(2R)-butan-2-yl]sulfanyl-7-cyclopentyl-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione
—— 7-cyclopentyl-5-(isopentylthio)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione —— C18H26N4O2S
7-cyclopentyl-5-(isopentylthio)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione
—— 5-[(2S)-butan-2-yl]sulfanyl-1,3-dimethyl-7-(4-methylphenyl)pyrimido[4,5-d]pyrimidine-2,4-dione —— C19H22N4O2S
5-[(2S)-butan-2-yl]sulfanyl-1,3-dimethyl-7-(4-methylphenyl)pyrimido[4,5-d]pyrimidine-2,4-dione
—— 1,3-Dimethyl-5-[(4-methylphenyl)methylsulfanyl]-7-(2-methylpropyl)pyrimido[4,5-d]pyrimidine-2,4-dione —— C20H24N4O2S
1,3-Dimethyl-5-[(4-methylphenyl)methylsulfanyl]-7-(2-methylpropyl)pyrimido[4,5-d]pyrimidine-2,4-dione
—— Ethyl 4-(7-cyclopentyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-3-oxobutanoate —— C19H24N4O5S
Ethyl 4-(7-cyclopentyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-3-oxobutanoate
—— 7-Butyl-1,3-dimethyl-5-[(2-methylphenyl)methylsulfanyl]pyrimido[4,5-d]pyrimidine-2,4-dione —— C20H24N4O2S
7-Butyl-1,3-dimethyl-5-[(2-methylphenyl)methylsulfanyl]pyrimido[4,5-d]pyrimidine-2,4-dione
—— 5-[2-(Diethylamino)ethylsulfanyl]-7-(2-fluorophenyl)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione —— C20H24FN5O2S
5-[2-(Diethylamino)ethylsulfanyl]-7-(2-fluorophenyl)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione
—— (2S)-2-[7-(2-fluorophenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylbutanoic acid —— C18H17FN4O4S
(2S)-2-[7-(2-fluorophenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylbutanoic acid
—— (2R)-2-[7-(3-chlorophenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylpropanoic acid —— C17H15ClN4O4S
(2R)-2-[7-(3-chlorophenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylpropanoic acid
—— 2-[1,3-Dimethyl-7-(3-methylphenyl)-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylethyl-diethylazanium —— C21H28N5O2S+
2-[1,3-Dimethyl-7-(3-methylphenyl)-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylethyl-diethylazanium
—— Methyl 2-[7-(3-chlorophenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylacetate —— C17H15ClN4O4S
Methyl 2-[7-(3-chlorophenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylacetate
—— Ethyl 2-((2-cyclopentyl-6,8-dimethyl-5,7-dioxo-5,6,7,8-tetrahydropyrimido[4,5-d]pyrimidin-4-yl)thio)acetate —— C17H22N4O4S
Ethyl 2-((2-cyclopentyl-6,8-dimethyl-5,7-dioxo-5,6,7,8-tetrahydropyrimido[4,5-d]pyrimidin-4-yl)thio)acetate
—— 7-(3-Chlorophenyl)-1,3-dimethyl-5-(3-methylbutylsulfanyl)pyrimido[4,5-d]pyrimidine-2,4-dione —— C19H21ClN4O2S
7-(3-Chlorophenyl)-1,3-dimethyl-5-(3-methylbutylsulfanyl)pyrimido[4,5-d]pyrimidine-2,4-dione