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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
—— 2-[(4,5-dicyclopropyl-1,2,4-triazol-3-yl)sulfanyl]-1-(1H-pyrrol-2-yl)ethanone —— C14H16N4OS
2-[(4,5-dicyclopropyl-1,2,4-triazol-3-yl)sulfanyl]-1-(1H-pyrrol-2-yl)ethanone
—— (3S,5R)-3-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-5-methyloxolan-2-one —— C14H15N3O2S2
(3S,5R)-3-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-5-methyloxolan-2-one
—— (3R,5R)-3-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-5-methyloxolan-2-one —— C14H15N3O2S2
(3R,5R)-3-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-5-methyloxolan-2-one
—— (2S)-2-[(4-ethyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(4-fluorophenyl)ethyl]propanamide —— C15H19FN4O2S
(2S)-2-[(4-ethyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(4-fluorophenyl)ethyl]propanamide
—— 2-Cyclopropyl-5-[2-(trifluoromethyl)quinazolin-4-yl]sulfanyl-1,3,4-oxadiazole —— C14H9F3N4OS
2-Cyclopropyl-5-[2-(trifluoromethyl)quinazolin-4-yl]sulfanyl-1,3,4-oxadiazole
—— N-[(3-chlorophenyl)methyl]-2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C17H17ClN4O2S
N-[(3-chlorophenyl)methyl]-2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-[(1R)-1-(3-chlorophenyl)ethyl]-3-(4-fluorophenyl)sulfanylpropanamide —— C17H17ClFNOS
N-[(1R)-1-(3-chlorophenyl)ethyl]-3-(4-fluorophenyl)sulfanylpropanamide
—— 2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N',N'-dimethylacetohydrazide —— C12H13ClN4O2S
2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N',N'-dimethylacetohydrazide
—— 2-(4-bromophenyl)sulfanyl-N',N'-dimethylacetohydrazide —— C10H13BrN2OS
2-(4-bromophenyl)sulfanyl-N',N'-dimethylacetohydrazide
—— 1-(4-Butylphenyl)-3-[(2-phenylsulfanylacetyl)amino]thiourea —— C19H23N3OS2
1-(4-Butylphenyl)-3-[(2-phenylsulfanylacetyl)amino]thiourea
—— 2-[1-[(2S)-3-ethylpentan-2-yl]-4-oxopyrimidin-2-yl]sulfanylacetic acid —— C13H20N2O3S
2-[1-[(2S)-3-ethylpentan-2-yl]-4-oxopyrimidin-2-yl]sulfanylacetic acid
—— (E)-3-[5-chloro-3-methyl-1-(2-methylpropyl)pyrazol-4-yl]-N'-[2-(4-methylphenyl)sulfanylacetyl]prop-2-enehydrazide —— C20H25ClN4O2S
(E)-3-[5-chloro-3-methyl-1-(2-methylpropyl)pyrazol-4-yl]-N'-[2-(4-methylphenyl)sulfanylacetyl]prop-2-enehydrazide
—— N'-[2-(2-fluorophenyl)sulfanylacetyl]-5-methyl-3-phenyl-1,2-oxazole-4-carbohydrazide —— C19H16FN3O3S
N'-[2-(2-fluorophenyl)sulfanylacetyl]-5-methyl-3-phenyl-1,2-oxazole-4-carbohydrazide
—— 2-[1-[(2R)-3-ethylpentan-2-yl]-4-oxopyrimidin-2-yl]sulfanylacetic acid —— C13H20N2O3S
2-[1-[(2R)-3-ethylpentan-2-yl]-4-oxopyrimidin-2-yl]sulfanylacetic acid
—— 3-methyl-N'-[2-(4-methylphenyl)sulfanylacetyl]-5-propan-2-yl-1,2-oxazole-4-carbohydrazide —— C17H21N3O3S
3-methyl-N'-[2-(4-methylphenyl)sulfanylacetyl]-5-propan-2-yl-1,2-oxazole-4-carbohydrazide
—— 3-ethyl-5-methyl-N'-[2-(4-methylphenyl)sulfanylacetyl]-1,2-oxazole-4-carbohydrazide —— C16H19N3O3S
3-ethyl-5-methyl-N'-[2-(4-methylphenyl)sulfanylacetyl]-1,2-oxazole-4-carbohydrazide
—— 2-[(3S)-1,1-dioxothiolan-3-yl]-N'-[2-(2-fluorophenyl)sulfanylacetyl]acetohydrazide —— C14H17FN2O4S2
2-[(3S)-1,1-dioxothiolan-3-yl]-N'-[2-(2-fluorophenyl)sulfanylacetyl]acetohydrazide
—— 3-(2-chlorophenyl)-5-methyl-N'-[2-(4-methylphenyl)sulfanylacetyl]-1,2-oxazole-4-carbohydrazide —— C20H18ClN3O3S
3-(2-chlorophenyl)-5-methyl-N'-[2-(4-methylphenyl)sulfanylacetyl]-1,2-oxazole-4-carbohydrazide
—— 2-[(2-chlorophenyl)methylsulfanyl]-N'-[2-(4-methylphenyl)sulfanylacetyl]acetohydrazide —— C18H19ClN2O2S2
2-[(2-chlorophenyl)methylsulfanyl]-N'-[2-(4-methylphenyl)sulfanylacetyl]acetohydrazide
—— (Z)-3-amino-2-[2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanylacetyl]but-2-enenitrile —— C12H9ClF3N3OS
(Z)-3-amino-2-[2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanylacetyl]but-2-enenitrile
—— [(Z)-1-methylsulfonylethylideneamino] N-methylcarbamate —— C5H10N2O4S
[(Z)-1-methylsulfonylethylideneamino] N-methylcarbamate
—— [(Z)-1-[(S)-methylsulfinyl]ethylideneamino] N-methylcarbamate —— C5H10N2O3S
[(Z)-1-[(S)-methylsulfinyl]ethylideneamino] N-methylcarbamate
—— [(Z)-1-[(R)-methylsulfinyl]ethylideneamino] N-methylcarbamate —— C5H10N2O3S
[(Z)-1-[(R)-methylsulfinyl]ethylideneamino] N-methylcarbamate
—— (Z)-3-amino-2-[2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]but-2-enenitrile —— C14H11FN4O2S
(Z)-3-amino-2-[2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]but-2-enenitrile
—— 2-[(2R)-1-(2,2-dimethylpropyl)-4-[(2-methylsulfanylpyrimidin-5-yl)methyl]piperazin-2-yl]ethanol —— C17H30N4OS
2-[(2R)-1-(2,2-dimethylpropyl)-4-[(2-methylsulfanylpyrimidin-5-yl)methyl]piperazin-2-yl]ethanol
—— N-(4-methylphenyl)-4-[[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanylmethyl]-1,3-thiazol-2-amine —— C17H16N6S3
N-(4-methylphenyl)-4-[[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanylmethyl]-1,3-thiazol-2-amine
—— 2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methyl-N-[(1R)-1-phenylethyl]acetamide —— C21H24N4OS2
2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methyl-N-[(1R)-1-phenylethyl]acetamide
—— (3S,6S)-N-methyltricyclo[4.3.1.13,8]undecane-1-carbothioamide —— C13H21NS
(3S,6S)-N-methyltricyclo[4.3.1.13,8]undecane-1-carbothioamide
—— 2-[(2R)-1-methyl-4-[(2-methylsulfanylpyrimidin-5-yl)methyl]piperazin-2-yl]ethanol —— C13H22N4OS
2-[(2R)-1-methyl-4-[(2-methylsulfanylpyrimidin-5-yl)methyl]piperazin-2-yl]ethanol
—— 3-benzylsulfanyl-4-[(Z)-(2,5-dimethyl-1-propan-2-ylpyrrol-3-yl)methylideneamino]-1H-1,2,4-triazole-5-thione —— C19H23N5S2
3-benzylsulfanyl-4-[(Z)-(2,5-dimethyl-1-propan-2-ylpyrrol-3-yl)methylideneamino]-1H-1,2,4-triazole-5-thione
—— N-[(Z)-(2,5-dimethyl-1-propan-2-ylpyrrol-3-yl)methylideneamino]-2-(2-fluorophenyl)sulfanylacetamide —— C18H22FN3OS
N-[(Z)-(2,5-dimethyl-1-propan-2-ylpyrrol-3-yl)methylideneamino]-2-(2-fluorophenyl)sulfanylacetamide
—— N-[4-(2,5-dimethylphenyl)sulfanylphenyl]-2-[(1R,2R,6S,7R)-3,5-dioxo-4-azatricyclo[5.2.1.02,6]dec-8-en-4-yl]acetamide —— C25H24N2O3S
N-[4-(2,5-dimethylphenyl)sulfanylphenyl]-2-[(1R,2R,6S,7R)-3,5-dioxo-4-azatricyclo[5.2.1.02,6]dec-8-en-4-yl]acetamide
—— N-[4-(2,5-dimethylphenyl)sulfanylphenyl]-2-[(1R,2S,6S,7R)-3,5-dioxo-4-azatricyclo[5.2.1.02,6]dec-8-en-4-yl]acetamide —— C25H24N2O3S
N-[4-(2,5-dimethylphenyl)sulfanylphenyl]-2-[(1R,2S,6S,7R)-3,5-dioxo-4-azatricyclo[5.2.1.02,6]dec-8-en-4-yl]acetamide
—— (1S)-N-ethyl-1-[(1S,2R)-2-ethylcyclohexyl]-2-methylsulfonylethanamine —— C13H27NO2S
(1S)-N-ethyl-1-[(1S,2R)-2-ethylcyclohexyl]-2-methylsulfonylethanamine
—— (1S)-N-ethyl-1-[(1R,2R)-2-ethylcyclohexyl]-2-methylsulfonylethanamine —— C13H27NO2S
(1S)-N-ethyl-1-[(1R,2R)-2-ethylcyclohexyl]-2-methylsulfonylethanamine
—— (1S)-N-ethyl-1-[(1S,2S)-2-ethylcyclohexyl]-2-methylsulfonylethanamine —— C13H27NO2S
(1S)-N-ethyl-1-[(1S,2S)-2-ethylcyclohexyl]-2-methylsulfonylethanamine
—— N-[4-(2,4-dimethylphenyl)sulfanylphenyl]-2-[(1R,2S,6S,7R)-3,5-dioxo-4-azatricyclo[5.2.1.02,6]dec-8-en-4-yl]acetamide —— C25H24N2O3S
N-[4-(2,4-dimethylphenyl)sulfanylphenyl]-2-[(1R,2S,6S,7R)-3,5-dioxo-4-azatricyclo[5.2.1.02,6]dec-8-en-4-yl]acetamide
—— N-[4-(2,4-dimethylphenyl)sulfanylphenyl]-2-[(1R,2R,6S,7R)-3,5-dioxo-4-azatricyclo[5.2.1.02,6]dec-8-en-4-yl]acetamide —— C25H24N2O3S
N-[4-(2,4-dimethylphenyl)sulfanylphenyl]-2-[(1R,2R,6S,7R)-3,5-dioxo-4-azatricyclo[5.2.1.02,6]dec-8-en-4-yl]acetamide
—— (1S)-N-ethyl-1-[(1R,2S)-2-ethylcyclohexyl]-2-methylsulfonylethanamine —— C13H27NO2S
(1S)-N-ethyl-1-[(1R,2S)-2-ethylcyclohexyl]-2-methylsulfonylethanamine
—— 1-[(S)-2-(2-chloroethoxy)ethylsulfinyl]octane —— C12H25ClO2S
1-[(S)-2-(2-chloroethoxy)ethylsulfinyl]octane
—— N-[4-(4-bromophenyl)sulfanylphenyl]-2-[(1R,2R,6S,7R)-3,5-dioxo-4-azatricyclo[5.2.1.02,6]dec-8-en-4-yl]acetamide —— C23H19BrN2O3S
N-[4-(4-bromophenyl)sulfanylphenyl]-2-[(1R,2R,6S,7R)-3,5-dioxo-4-azatricyclo[5.2.1.02,6]dec-8-en-4-yl]acetamide
—— N-[4-(3,4-dimethylphenyl)sulfanylphenyl]-2-[(1R,2R,6S,7R)-3,5-dioxo-4-azatricyclo[5.2.1.02,6]dec-8-en-4-yl]acetamide —— C25H24N2O3S
N-[4-(3,4-dimethylphenyl)sulfanylphenyl]-2-[(1R,2R,6S,7R)-3,5-dioxo-4-azatricyclo[5.2.1.02,6]dec-8-en-4-yl]acetamide
—— (2S)-1-[4-[(3,5-dimethyl-1,2-oxazol-4-yl)sulfonyl]piperazin-1-yl]-2-phenylsulfanylpropan-1-one —— C18H23N3O4S2
(2S)-1-[4-[(3,5-dimethyl-1,2-oxazol-4-yl)sulfonyl]piperazin-1-yl]-2-phenylsulfanylpropan-1-one
—— 1-[(R)-2-(2-chloroethoxy)ethylsulfinyl]octane —— C12H25ClO2S
1-[(R)-2-(2-chloroethoxy)ethylsulfinyl]octane
—— N-[4-(4-bromophenyl)sulfanylphenyl]-2-[(1R,2S,6S,7R)-3,5-dioxo-4-azatricyclo[5.2.1.02,6]dec-8-en-4-yl]acetamide —— C23H19BrN2O3S
N-[4-(4-bromophenyl)sulfanylphenyl]-2-[(1R,2S,6S,7R)-3,5-dioxo-4-azatricyclo[5.2.1.02,6]dec-8-en-4-yl]acetamide
—— N-[4-(3,4-dimethylphenyl)sulfanylphenyl]-2-[(1R,2S,6S,7R)-3,5-dioxo-4-azatricyclo[5.2.1.02,6]dec-8-en-4-yl]acetamide —— C25H24N2O3S
N-[4-(3,4-dimethylphenyl)sulfanylphenyl]-2-[(1R,2S,6S,7R)-3,5-dioxo-4-azatricyclo[5.2.1.02,6]dec-8-en-4-yl]acetamide
—— 2-(2,5-difluorophenyl)sulfanyl-N-[(1S)-2-morpholin-4-yl-1-phenylethyl]acetamide —— C20H22F2N2O2S
2-(2,5-difluorophenyl)sulfanyl-N-[(1S)-2-morpholin-4-yl-1-phenylethyl]acetamide
—— 5-bromo-2-[(1R,3S)-3-methylcyclohexyl]sulfanylpyrimidine —— C11H15BrN2S
5-bromo-2-[(1R,3S)-3-methylcyclohexyl]sulfanylpyrimidine
—— N-[(1R)-2-morpholin-4-ium-4-yl-1-phenylethyl]-2-phenylsulfanylacetamide —— C20H25N2O2S+
N-[(1R)-2-morpholin-4-ium-4-yl-1-phenylethyl]-2-phenylsulfanylacetamide
—— [5-[(1S,2R)-2-ethylcyclohexyl]sulfanyl-4-propan-2-yl-1,2,4-triazol-3-yl]methanamine —— C14H26N4S
[5-[(1S,2R)-2-ethylcyclohexyl]sulfanyl-4-propan-2-yl-1,2,4-triazol-3-yl]methanamine