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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-(1-ethylpiperidin-4-yl)-2-(4-fluorophenyl)sulfanylacetamide —— C15H21FN2OS
N-(1-ethylpiperidin-4-yl)-2-(4-fluorophenyl)sulfanylacetamide
—— N-[(3S,4R)-4-chloro-1,1-dioxothiolan-3-yl]-2-(4-fluorophenyl)sulfanylacetamide —— C12H13ClFNO3S2
N-[(3S,4R)-4-chloro-1,1-dioxothiolan-3-yl]-2-(4-fluorophenyl)sulfanylacetamide
—— 2-(2,5-Dimethylfuran-3-yl)-5-[(4-fluorophenyl)sulfanylmethyl]-1,3,4-oxadiazole —— C15H13FN2O2S
2-(2,5-Dimethylfuran-3-yl)-5-[(4-fluorophenyl)sulfanylmethyl]-1,3,4-oxadiazole
—— N-cyclopentyl-2-(3,4-dimethylphenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide —— C19H27NO3S2
N-cyclopentyl-2-(3,4-dimethylphenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide
—— 1-Methyl-3-(2-methylprop-2-enyl)-1-[(4-methylsulfanylphenyl)methyl]thiourea —— C14H20N2S2
1-Methyl-3-(2-methylprop-2-enyl)-1-[(4-methylsulfanylphenyl)methyl]thiourea
—— (2R)-2-(3,4-dimethylphenyl)sulfanyl-N-(2-thiophen-2-ylethyl)propanamide —— C17H21NOS2
(2R)-2-(3,4-dimethylphenyl)sulfanyl-N-(2-thiophen-2-ylethyl)propanamide
—— 2-(3,4-dimethylphenyl)sulfanyl-1-[4-[(3S)-1,1-dioxothiolan-3-yl]piperazin-1-yl]ethanone —— C18H26N2O3S2
2-(3,4-dimethylphenyl)sulfanyl-1-[4-[(3S)-1,1-dioxothiolan-3-yl]piperazin-1-yl]ethanone
—— N-[(3R,4S)-4-chloro-1,1-dioxothiolan-3-yl]-2-(3,4-dimethylphenyl)sulfanylacetamide —— C14H18ClNO3S2
N-[(3R,4S)-4-chloro-1,1-dioxothiolan-3-yl]-2-(3,4-dimethylphenyl)sulfanylacetamide
—— 1-[2-(Dimethylamino)ethyl]-3-[3-(4-fluorophenyl)sulfanylpropanoylamino]thiourea —— C14H21FN4OS2
1-[2-(Dimethylamino)ethyl]-3-[3-(4-fluorophenyl)sulfanylpropanoylamino]thiourea
—— 2-[[2-(3,4-dimethylphenyl)sulfanylacetyl]-[(3R)-1,1-dioxothiolan-3-yl]amino]ethyl-dimethylazanium —— C18H29N2O3S2+
2-[[2-(3,4-dimethylphenyl)sulfanylacetyl]-[(3R)-1,1-dioxothiolan-3-yl]amino]ethyl-dimethylazanium
—— 2-(3,4-dimethylphenyl)sulfanyl-1-[4-[(3R)-1,1-dioxothiolan-3-yl]piperazin-4-ium-1-yl]ethanone —— C18H27N2O3S2+
2-(3,4-dimethylphenyl)sulfanyl-1-[4-[(3R)-1,1-dioxothiolan-3-yl]piperazin-4-ium-1-yl]ethanone
—— 1-(4-Fluorophenyl)-3-[3-(4-fluorophenyl)sulfanylpropanoylamino]thiourea —— C16H15F2N3OS2
1-(4-Fluorophenyl)-3-[3-(4-fluorophenyl)sulfanylpropanoylamino]thiourea
—— 1-Methyl-1-[(4-methylsulfanylphenyl)methyl]-3-propan-2-ylthiourea —— C13H20N2S2
1-Methyl-1-[(4-methylsulfanylphenyl)methyl]-3-propan-2-ylthiourea
—— 1-Methyl-1-[(4-methylsulfanylphenyl)methyl]-3-(2-morpholin-4-ylethyl)thiourea —— C16H25N3OS2
1-Methyl-1-[(4-methylsulfanylphenyl)methyl]-3-(2-morpholin-4-ylethyl)thiourea
—— N-(2-cyanopropan-2-yl)-2-(2,4-dimethylphenyl)sulfanyl-N-methylacetamide —— C15H20N2OS
N-(2-cyanopropan-2-yl)-2-(2,4-dimethylphenyl)sulfanyl-N-methylacetamide
—— N-(6-amino-1-butyl-2,4-dioxopyrimidin-5-yl)-2-(2,4-dimethylphenyl)sulfanyl-N-ethylacetamide —— C20H28N4O3S
N-(6-amino-1-butyl-2,4-dioxopyrimidin-5-yl)-2-(2,4-dimethylphenyl)sulfanyl-N-ethylacetamide
—— 1-[[2-(2-Fluorophenyl)sulfanylacetyl]amino]-3-(3-methylsulfanylpropyl)thiourea —— C13H18FN3OS3
1-[[2-(2-Fluorophenyl)sulfanylacetyl]amino]-3-(3-methylsulfanylpropyl)thiourea
—— 2-(2,4-Dimethylphenyl)sulfanyl-1-[4-[(5-methyl-1,2-oxazol-3-yl)methyl]piperazin-4-ium-1-yl]ethanone —— C19H26N3O2S+
2-(2,4-Dimethylphenyl)sulfanyl-1-[4-[(5-methyl-1,2-oxazol-3-yl)methyl]piperazin-4-ium-1-yl]ethanone
—— N-[(3R,4S)-4-chloro-1,1-dioxothiolan-3-yl]-2-(2,4-dimethylphenyl)sulfanylacetamide —— C14H18ClNO3S2
N-[(3R,4S)-4-chloro-1,1-dioxothiolan-3-yl]-2-(2,4-dimethylphenyl)sulfanylacetamide
—— Dimethyl-[2-[[[2-(4-methylphenyl)sulfanylacetyl]amino]carbamothioylamino]ethyl]azanium —— C14H23N4OS2+
Dimethyl-[2-[[[2-(4-methylphenyl)sulfanylacetyl]amino]carbamothioylamino]ethyl]azanium
—— 1-Methyl-3-[[2-(4-methylphenyl)sulfanylacetyl]amino]thiourea —— C11H15N3OS2
1-Methyl-3-[[2-(4-methylphenyl)sulfanylacetyl]amino]thiourea
—— 2-(2,4-dimethylphenyl)sulfanyl-1-[4-[(3S)-1,1-dioxothiolan-3-yl]piperazin-4-ium-1-yl]ethanone —— C18H27N2O3S2+
2-(2,4-dimethylphenyl)sulfanyl-1-[4-[(3S)-1,1-dioxothiolan-3-yl]piperazin-4-ium-1-yl]ethanone
—— (2R)-N,N-dimethyl-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanamide —— C9H13N3O2S
(2R)-N,N-dimethyl-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanamide
—— N-cyclopentyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C15H21N3O4S2
N-cyclopentyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— Methyl 3-[2-[4-(2,5-dimethylphenyl)sulfanylanilino]-2-oxoethyl]sulfanylpropanoate —— C20H23NO3S2
Methyl 3-[2-[4-(2,5-dimethylphenyl)sulfanylanilino]-2-oxoethyl]sulfanylpropanoate
—— N-cyclopropyl-N-[5-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-yl]propanamide —— C15H15N5O3S2
N-cyclopropyl-N-[5-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-yl]propanamide
—— N-[5-[2-[(2-chlorophenyl)methylamino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]-N-cyclopropylpropanamide —— C17H19ClN4O2S2
N-[5-[2-[(2-chlorophenyl)methylamino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]-N-cyclopropylpropanamide
—— N-cyclopropyl-N-[5-[(5-phenyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]propanamide —— C17H17N5O2S2
N-cyclopropyl-N-[5-[(5-phenyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]propanamide
—— N-cyclopropyl-N-[5-[2-(cyclopropylamino)-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]propanamide —— C13H18N4O2S2
N-cyclopropyl-N-[5-[2-(cyclopropylamino)-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]propanamide
—— N-[5-[(1R)-1-cyanoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]-N-cyclopropylpropanamide —— C11H14N4OS2
N-[5-[(1R)-1-cyanoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]-N-cyclopropylpropanamide
—— N-cyclopropyl-N-[5-[2-oxo-2-(2,2,2-trifluoroethylamino)ethyl]sulfanyl-1,3,4-thiadiazol-2-yl]propanamide —— C12H15F3N4O2S2
N-cyclopropyl-N-[5-[2-oxo-2-(2,2,2-trifluoroethylamino)ethyl]sulfanyl-1,3,4-thiadiazol-2-yl]propanamide
—— (2S)-2-[[5-[cyclopropyl(propanoyl)amino]-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C11H16N4O2S2
(2S)-2-[[5-[cyclopropyl(propanoyl)amino]-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— N-[5-[2-[[(2R)-2-cyano-3-methylbutan-2-yl]amino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]-N-cyclopropylpropanamide —— C16H23N5O2S2
N-[5-[2-[[(2R)-2-cyano-3-methylbutan-2-yl]amino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]-N-cyclopropylpropanamide
—— N-[5-[2-[(1-cyanocyclopentyl)amino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]-N-cyclopropylpropanamide —— C16H21N5O2S2
N-[5-[2-[(1-cyanocyclopentyl)amino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]-N-cyclopropylpropanamide
—— N-cyclopropyl-N-[5-[2-(2,5-dimethyl-1-propan-2-ylpyrrol-3-yl)-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]propanamide —— C19H26N4O2S2
N-cyclopropyl-N-[5-[2-(2,5-dimethyl-1-propan-2-ylpyrrol-3-yl)-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]propanamide
—— N-[5-[(4-bromophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]-N-cyclopropylpropanamide —— C15H16BrN3OS2
N-[5-[(4-bromophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]-N-cyclopropylpropanamide
—— (4-methylsulfanylphenyl)methyl N'-[(2R)-1-methoxypropan-2-yl]carbamimidothioate —— C13H20N2OS2
(4-methylsulfanylphenyl)methyl N'-[(2R)-1-methoxypropan-2-yl]carbamimidothioate
—— (4-methylsulfanylphenyl)methyl N'-methylcarbamimidothioate —— C10H14N2S2
(4-methylsulfanylphenyl)methyl N'-methylcarbamimidothioate
—— 2-(4-chlorophenyl)sulfanylethyl N'-(2,6-dimethylphenyl)carbamimidothioate —— C17H19ClN2S2
2-(4-chlorophenyl)sulfanylethyl N'-(2,6-dimethylphenyl)carbamimidothioate
—— 2-(4-chlorophenyl)sulfanylethyl N'-prop-2-enylcarbamimidothioate —— C12H15ClN2S2
2-(4-chlorophenyl)sulfanylethyl N'-prop-2-enylcarbamimidothioate
—— (4-methylsulfanylphenyl)methyl N'-(2,5-dimethylphenyl)carbamimidothioate —— C17H20N2S2
(4-methylsulfanylphenyl)methyl N'-(2,5-dimethylphenyl)carbamimidothioate
—— (4-methylsulfanylphenyl)methyl N'-[(2S)-1-methoxypropan-2-yl]carbamimidothioate —— C13H20N2OS2
(4-methylsulfanylphenyl)methyl N'-[(2S)-1-methoxypropan-2-yl]carbamimidothioate
—— (4-methylsulfanylphenyl)methyl N'-(4-chlorophenyl)carbamimidothioate —— C15H15ClN2S2
(4-methylsulfanylphenyl)methyl N'-(4-chlorophenyl)carbamimidothioate
—— 2-(4-chlorophenyl)sulfanylethyl N'-(2-methylpropyl)carbamimidothioate —— C13H19ClN2S2
2-(4-chlorophenyl)sulfanylethyl N'-(2-methylpropyl)carbamimidothioate
—— (4-methylsulfanylphenyl)methyl N'-[[(2R)-oxolan-2-yl]methyl]carbamimidothioate —— C14H20N2OS2
(4-methylsulfanylphenyl)methyl N'-[[(2R)-oxolan-2-yl]methyl]carbamimidothioate
—— (4-methylsulfanylphenyl)methyl N'-propylcarbamimidothioate —— C12H18N2S2
(4-methylsulfanylphenyl)methyl N'-propylcarbamimidothioate
—— (4-methylsulfanylphenyl)methyl N'-ethylcarbamimidothioate —— C11H16N2S2
(4-methylsulfanylphenyl)methyl N'-ethylcarbamimidothioate
—— 1-[2-(4-Chlorophenyl)sulfanylethyl]pyridin-1-ium-3-ol —— C13H13ClNOS+
1-[2-(4-Chlorophenyl)sulfanylethyl]pyridin-1-ium-3-ol
—— 2-(2,4-difluorophenyl)sulfanyl-N-[(1-morpholin-4-ylcyclohexyl)methyl]acetamide —— C19H26F2N2O2S
2-(2,4-difluorophenyl)sulfanyl-N-[(1-morpholin-4-ylcyclohexyl)methyl]acetamide
—— N-(1-adamantyl)-N-(2-cyanoethyl)-2-(2,4-difluorophenyl)sulfanylacetamide —— C21H24F2N2OS
N-(1-adamantyl)-N-(2-cyanoethyl)-2-(2,4-difluorophenyl)sulfanylacetamide