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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
—— 4-[[2-(4-bromophenyl)sulfanylethylamino]methylidene]-5-(hydroxymethyl)-2-methylpyridin-3-one —— C16H17BrN2O2S
4-[[2-(4-bromophenyl)sulfanylethylamino]methylidene]-5-(hydroxymethyl)-2-methylpyridin-3-one
—— (2S)-N-[2-(cyclohexen-1-yl)ethyl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)propanamide —— C13H19N3OS2
(2S)-N-[2-(cyclohexen-1-yl)ethyl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)propanamide
—— 5-(hydroxymethyl)-2-methyl-4-[[3-[4-(2-methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propylamino]methylidene]pyridin-3-one —— C18H27N5O2S
5-(hydroxymethyl)-2-methyl-4-[[3-[4-(2-methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propylamino]methylidene]pyridin-3-one
—— 4-[[5-(3,4-Dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]butan-2-one —— C14H17N3OS2
4-[[5-(3,4-Dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]butan-2-one
—— 1-[[5-(2-Bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3,3-dimethylbutan-2-one —— C14H15BrN2O2S
1-[[5-(2-Bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3,3-dimethylbutan-2-one
—— 2-(4-Methylphenyl)sulfanyl-1-(4-methylpiperazin-4-ium-1-yl)ethanone —— C14H21N2OS+
2-(4-Methylphenyl)sulfanyl-1-(4-methylpiperazin-4-ium-1-yl)ethanone
—— 3-((2-Methylbenzyl)thio)-6-(pyridin-4-yl)pyridazine —— C17H15N3S
3-((2-Methylbenzyl)thio)-6-(pyridin-4-yl)pyridazine
—— (2R)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one —— C15H16BrN3O2S
(2R)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one
—— (2S)-N-cyclopentyl-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]propanamide —— C12H18N2OS2
(2S)-N-cyclopentyl-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]propanamide
—— 2-(2-bromophenyl)-5-[(1R)-1-(2-chlorophenyl)ethyl]sulfanyl-1,3,4-oxadiazole —— C16H12BrClN2OS
2-(2-bromophenyl)-5-[(1R)-1-(2-chlorophenyl)ethyl]sulfanyl-1,3,4-oxadiazole
—— 2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-cyano-1-cyclopropylethyl]acetamide —— C16H15BrN4O2S
2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-cyano-1-cyclopropylethyl]acetamide
—— 1-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)ethanone —— C17H13ClN4O2S2
1-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)ethanone
—— 2-(2-bromophenyl)-5-[(1S)-1-(2-chlorophenyl)ethyl]sulfanyl-1,3,4-oxadiazole —— C16H12BrClN2OS
2-(2-bromophenyl)-5-[(1S)-1-(2-chlorophenyl)ethyl]sulfanyl-1,3,4-oxadiazole
—— tert-butyl N-[(1S,2R)-2-methyl-1-[5-[(3-methylphenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]butyl]carbamate —— C20H29N3O3S
tert-butyl N-[(1S,2R)-2-methyl-1-[5-[(3-methylphenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]butyl]carbamate
—— N-(1-adamantylmethyl)-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C17H24N2OS2
N-(1-adamantylmethyl)-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— 1-[(3S)-3-(furan-2-yl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]ethanone —— C20H19N3O2S2
1-[(3S)-3-(furan-2-yl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]ethanone
—— ethyl 2,4-dimethyl-5-[(2R)-2-(1,3,4-thiadiazol-2-ylsulfanyl)propanoyl]-1H-pyrrole-3-carboxylate —— C14H17N3O3S2
ethyl 2,4-dimethyl-5-[(2R)-2-(1,3,4-thiadiazol-2-ylsulfanyl)propanoyl]-1H-pyrrole-3-carboxylate
—— tert-butyl N-[(1S,2R)-1-[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-2-methylbutyl]carbamate —— C19H26ClN3O3S
tert-butyl N-[(1S,2R)-1-[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-2-methylbutyl]carbamate
—— N-cyclopropyl-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide —— C7H9N3OS2
N-cyclopropyl-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide
—— tert-butyl N-[(1S,2R)-1-[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-2-methylbutyl]carbamate —— C19H26ClN3O3S
tert-butyl N-[(1S,2R)-1-[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-2-methylbutyl]carbamate
—— 2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]-N-(2-phenylsulfanylphenyl)acetamide —— C18H16N2OS3
2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]-N-(2-phenylsulfanylphenyl)acetamide
—— 3-Methyl-7-[(4-methyl-1,3-thiazol-2-yl)sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C12H11N3OS3
3-Methyl-7-[(4-methyl-1,3-thiazol-2-yl)sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— ethyl 2,4-dimethyl-5-[(2S)-2-(1,3,4-thiadiazol-2-ylsulfanyl)propanoyl]-1H-pyrrole-3-carboxylate —— C14H17N3O3S2
ethyl 2,4-dimethyl-5-[(2S)-2-(1,3,4-thiadiazol-2-ylsulfanyl)propanoyl]-1H-pyrrole-3-carboxylate
—— ethyl 2,4-dimethyl-5-[(2S)-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate —— C16H20N2O3S2
ethyl 2,4-dimethyl-5-[(2S)-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate
—— Ethyl 4-[1,4-dimethyl-5-[(4-methylphenyl)methyl]-6-oxopyrimidin-2-yl]sulfanylbutanoate —— C20H26N2O3S
Ethyl 4-[1,4-dimethyl-5-[(4-methylphenyl)methyl]-6-oxopyrimidin-2-yl]sulfanylbutanoate
—— 2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1R)-1-phenylbutyl]acetamide —— C21H24N4OS2
2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1R)-1-phenylbutyl]acetamide
—— [(1S)-1-[5-[2-(diethylamino)-2-oxoethyl]sulfanyl-1,3,4-oxadiazol-2-yl]-2-methylpropyl]azanium —— C12H23N4O2S+
[(1S)-1-[5-[2-(diethylamino)-2-oxoethyl]sulfanyl-1,3,4-oxadiazol-2-yl]-2-methylpropyl]azanium
—— 2-[(3-cyano-4,5,6-trimethylpyridin-2-yl)sulfanyl]-N-(1-cyanocyclohexyl)-N-methylacetamide —— C19H24N4OS
2-[(3-cyano-4,5,6-trimethylpyridin-2-yl)sulfanyl]-N-(1-cyanocyclohexyl)-N-methylacetamide
—— 2-(3-cyano-4,5,6-trimethylpyridin-2-yl)sulfanyl-N-(cyclohexylmethyl)acetamide —— C18H25N3OS
2-(3-cyano-4,5,6-trimethylpyridin-2-yl)sulfanyl-N-(cyclohexylmethyl)acetamide
—— (2S)-2-(3-cyano-4,5,6-trimethylpyridin-2-yl)sulfanyl-N-(cyclohexylmethyl)propanamide —— C19H27N3OS
(2S)-2-(3-cyano-4,5,6-trimethylpyridin-2-yl)sulfanyl-N-(cyclohexylmethyl)propanamide
—— 2-[(3-Chlorophenyl)methylsulfanyl]-4,5,6-trimethylpyridine-3-carbonitrile —— C16H15ClN2S
2-[(3-Chlorophenyl)methylsulfanyl]-4,5,6-trimethylpyridine-3-carbonitrile
—— 4,5,6-Trimethyl-2-[(5-oxo-[1,3]thiazolo[3,2-a]pyrimidin-7-yl)methylsulfanyl]pyridine-3-carbonitrile —— C16H14N4OS2
4,5,6-Trimethyl-2-[(5-oxo-[1,3]thiazolo[3,2-a]pyrimidin-7-yl)methylsulfanyl]pyridine-3-carbonitrile
—— (2S)-N-benzyl-2-(3-cyano-4,5,6-trimethylpyridin-2-yl)sulfanyl-N-methylpropanamide —— C20H23N3OS
(2S)-N-benzyl-2-(3-cyano-4,5,6-trimethylpyridin-2-yl)sulfanyl-N-methylpropanamide
—— N-[(2R)-butan-2-yl]-2-(3-cyano-4,5,6-trimethylpyridin-2-yl)sulfanylacetamide —— C15H21N3OS
N-[(2R)-butan-2-yl]-2-(3-cyano-4,5,6-trimethylpyridin-2-yl)sulfanylacetamide
—— [(2R)-1-oxo-1-pyrrolidin-1-ylpropan-2-yl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C17H26N4O3S2
[(2R)-1-oxo-1-pyrrolidin-1-ylpropan-2-yl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— [2-Oxo-2-(1,2,5-trimethylpyrrol-3-yl)ethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C19H26N4O3S2
[2-Oxo-2-(1,2,5-trimethylpyrrol-3-yl)ethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— [2-[[(1R,2S)-2-methylcyclohexyl]amino]-2-oxoethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C19H30N4O3S2
[2-[[(1R,2S)-2-methylcyclohexyl]amino]-2-oxoethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— 1-[2,5-Dimethyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrol-3-yl]-2-(2-fluorophenyl)sulfanylethanone —— C18H17FN2O2S
1-[2,5-Dimethyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrol-3-yl]-2-(2-fluorophenyl)sulfanylethanone
—— [(1S)-2-oxocyclohexyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C16H23N3O3S2
[(1S)-2-oxocyclohexyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— [2-[[(2S)-butan-2-yl]amino]-2-oxoethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C16H26N4O3S2
[2-[[(2S)-butan-2-yl]amino]-2-oxoethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— N-[2-(2-fluorophenyl)sulfanylacetyl]-1-methylpyrrole-2-carboxamide —— C14H13FN2O2S
N-[2-(2-fluorophenyl)sulfanylacetyl]-1-methylpyrrole-2-carboxamide
—— N-[(2-chlorophenyl)methyl]-2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C14H17ClN4O2S2
N-[(2-chlorophenyl)methyl]-2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-(1-adamantylmethyl)-2-(2-fluorophenyl)sulfanylacetamide —— C19H24FNOS
N-(1-adamantylmethyl)-2-(2-fluorophenyl)sulfanylacetamide
—— 2-(2-Fluorophenyl)sulfanyl-1-[1-(furan-2-ylmethyl)-2,5-dimethylpyrrol-3-yl]ethanone —— C19H18FNO2S
2-(2-Fluorophenyl)sulfanyl-1-[1-(furan-2-ylmethyl)-2,5-dimethylpyrrol-3-yl]ethanone
—— ethyl 5-[(2R)-2-(2-fluorophenyl)sulfanylpropanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C18H20FNO3S
ethyl 5-[(2R)-2-(2-fluorophenyl)sulfanylpropanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C14H21N3O4S2
N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— tert-butyl N-[(1S,2R)-1-[5-[(3-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-2-methylbutyl]carbamate —— C19H26FN3O3S
tert-butyl N-[(1S,2R)-1-[5-[(3-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-2-methylbutyl]carbamate
—— [(1S)-1-(5-ethylsulfanyl-1,3,4-oxadiazol-2-yl)-3-methylbutyl]azanium —— C9H18N3OS+
[(1S)-1-(5-ethylsulfanyl-1,3,4-oxadiazol-2-yl)-3-methylbutyl]azanium
—— 1-(4-Ethylpiperazin-4-ium-1-yl)-3-(4-methylphenyl)sulfanylpropan-1-one —— C16H25N2OS+
1-(4-Ethylpiperazin-4-ium-1-yl)-3-(4-methylphenyl)sulfanylpropan-1-one
—— 1-(5-chlorothiophen-2-yl)-2-[[(1R,8S)-8,11,11-trimethyl-3,4,6-triazatricyclo[6.2.1.02,7]undeca-2(7),3,5-trien-5-yl]sulfanyl]ethanone —— C17H18ClN3OS2
1-(5-chlorothiophen-2-yl)-2-[[(1R,8S)-8,11,11-trimethyl-3,4,6-triazatricyclo[6.2.1.02,7]undeca-2(7),3,5-trien-5-yl]sulfanyl]ethanone