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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-[(E)-1-phenylethylideneamino]-2-phenylsulfanylacetamide —— C16H16N2OS
N-[(E)-1-phenylethylideneamino]-2-phenylsulfanylacetamide
—— N-[(E)-(2-bromophenyl)methylideneamino]-2-(4-chlorophenyl)sulfanylacetamide —— C15H12BrClN2OS
N-[(E)-(2-bromophenyl)methylideneamino]-2-(4-chlorophenyl)sulfanylacetamide
—— N-[(E)-[(Z)-2-bromo-3-phenylprop-2-enylidene]amino]-2-(6-methyl-2-methylsulfanylpyrimidin-4-yl)oxyacetamide —— C17H17BrN4O2S
N-[(E)-[(Z)-2-bromo-3-phenylprop-2-enylidene]amino]-2-(6-methyl-2-methylsulfanylpyrimidin-4-yl)oxyacetamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-chlorophenyl)sulfanyl]methyl}-N'-[(E)-(5-methylfuran-2-yl)methylidene]-1H-1,2,3-triazole-4-carbohydrazide —— C18H15ClN8O3S
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-chlorophenyl)sulfanyl]methyl}-N'-[(E)-(5-methylfuran-2-yl)methylidene]-1H-1,2,3-triazole-4-carbohydrazide
—— ethyl (2E)-2-[(5Z)-3-[2-(diethylamino)-2-oxoethyl]-5-[(4-methylsulfanylphenyl)methylidene]-4-oxo-1,3-thiazolidin-2-ylidene]acetate —— C21H26N2O4S2
ethyl (2E)-2-[(5Z)-3-[2-(diethylamino)-2-oxoethyl]-5-[(4-methylsulfanylphenyl)methylidene]-4-oxo-1,3-thiazolidin-2-ylidene]acetate
—— ethyl (2E)-2-[(5E)-3-[2-(diethylamino)-2-oxoethyl]-5-[(4-methylsulfanylphenyl)methylidene]-4-oxo-1,3-thiazolidin-2-ylidene]acetate —— C21H26N2O4S2
ethyl (2E)-2-[(5E)-3-[2-(diethylamino)-2-oxoethyl]-5-[(4-methylsulfanylphenyl)methylidene]-4-oxo-1,3-thiazolidin-2-ylidene]acetate
—— (2S)-2-ethyl-N-[3-[4-(2-methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propyl]hexanamide —— C18H34N4OS
(2S)-2-ethyl-N-[3-[4-(2-methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propyl]hexanamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(1E)-1-(4-fluorophenyl)ethylidene]-5-{[(4-methylphenyl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide —— C21H19FN8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(1E)-1-(4-fluorophenyl)ethylidene]-5-{[(4-methylphenyl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide
—— (2R)-2-ethyl-N-[3-[4-(2-methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propyl]hexanamide —— C18H34N4OS
(2R)-2-ethyl-N-[3-[4-(2-methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propyl]hexanamide
—— N-[4-(4,6-dimethylpyrimidin-2-yl)sulfanylphenyl]-2-[(2S)-3-oxo-4H-1,4-benzothiazin-2-yl]acetamide —— C22H20N4O2S2
N-[4-(4,6-dimethylpyrimidin-2-yl)sulfanylphenyl]-2-[(2S)-3-oxo-4H-1,4-benzothiazin-2-yl]acetamide
—— 2-{[5-(benzylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl}-N'-[(1E)-1-(3-bromophenyl)ethylidene]acetohydrazide —— C19H17BrN4OS3
2-{[5-(benzylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl}-N'-[(1E)-1-(3-bromophenyl)ethylidene]acetohydrazide
—— N-[4-(4,6-dimethylpyrimidin-2-yl)sulfanylphenyl]-2-[(2R)-3-oxo-4H-1,4-benzothiazin-2-yl]acetamide —— C22H20N4O2S2
N-[4-(4,6-dimethylpyrimidin-2-yl)sulfanylphenyl]-2-[(2R)-3-oxo-4H-1,4-benzothiazin-2-yl]acetamide
—— 2-[3-Chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl-N-[(E)-dimethylaminomethylideneamino]acetamide —— C11H12ClF3N4OS
2-[3-Chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl-N-[(E)-dimethylaminomethylideneamino]acetamide
—— 5-[(4-chlorophenyl)sulfanyl]-1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carbaldehyde O-(2,4-dichlorobenzyl)oxime —— C19H13Cl3F3N3OS
5-[(4-chlorophenyl)sulfanyl]-1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carbaldehyde O-(2,4-dichlorobenzyl)oxime
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-(3-bromophenyl)methylidene]-5-[(phenylsulfanyl)methyl]-1H-1,2,3-triazole-4-carbohydrazide —— C19H15BrN8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-(3-bromophenyl)methylidene]-5-[(phenylsulfanyl)methyl]-1H-1,2,3-triazole-4-carbohydrazide
—— (1E)-1-({5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)-2-(4-nitrophenyl)hydrazine —— C17H12ClN3O3S
(1E)-1-({5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)-2-(4-nitrophenyl)hydrazine
—— 2-{[5-(benzylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl}-N'-[(E)-1-(2-hydroxyphenyl)ethylidene]acetohydrazide —— C19H18N4O2S3
2-{[5-(benzylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl}-N'-[(E)-1-(2-hydroxyphenyl)ethylidene]acetohydrazide
—— 2-{[4-allyl-5-(4-toluidinomethyl)-4H-1,2,4-triazol-3-yl]sulfanyl}-N'-(2-fluorobenzylidene)propanohydrazide —— C23H25FN6OS
2-{[4-allyl-5-(4-toluidinomethyl)-4H-1,2,4-triazol-3-yl]sulfanyl}-N'-(2-fluorobenzylidene)propanohydrazide
—— 2-(2-chlorophenyl)sulfanyl-N-[(2R)-3-ethyl-2-morpholin-4-ylpentyl]acetamide —— C19H29ClN2O2S
2-(2-chlorophenyl)sulfanyl-N-[(2R)-3-ethyl-2-morpholin-4-ylpentyl]acetamide
—— 2-(2-chlorophenyl)sulfanyl-N-[(2S)-3-ethyl-2-morpholin-4-ylpentyl]acetamide —— C19H29ClN2O2S
2-(2-chlorophenyl)sulfanyl-N-[(2S)-3-ethyl-2-morpholin-4-ylpentyl]acetamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(1E)-1-(4-fluorophenyl)ethylidene]-5-[(phenylsulfanyl)methyl]-1H-1,2,3-triazole-4-carbohydrazide —— C20H17FN8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(1E)-1-(4-fluorophenyl)ethylidene]-5-[(phenylsulfanyl)methyl]-1H-1,2,3-triazole-4-carbohydrazide
—— N-[(2S)-3-ethyl-2-morpholin-4-ylpentyl]-3-phenylsulfanylpropanamide —— C20H32N2O2S
N-[(2S)-3-ethyl-2-morpholin-4-ylpentyl]-3-phenylsulfanylpropanamide
—— 2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-3-ethyl-2-morpholin-4-ylpentyl]acetamide —— C26H35N5O3S
2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-3-ethyl-2-morpholin-4-ylpentyl]acetamide
—— 2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2S)-3-ethyl-2-morpholin-4-ylpentyl]acetamide —— C26H35N5O3S
2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2S)-3-ethyl-2-morpholin-4-ylpentyl]acetamide
—— 6-[[4-[(1R)-1-[(1S,2R,4S)-2-bicyclo[2.2.1]heptanyl]ethyl]-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]pyridine-3-carbonitrile —— C21H21N5OS
6-[[4-[(1R)-1-[(1S,2R,4S)-2-bicyclo[2.2.1]heptanyl]ethyl]-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]pyridine-3-carbonitrile
—— 6-[[4-[(1S)-1-[(1S,2R,4S)-2-bicyclo[2.2.1]heptanyl]ethyl]-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]pyridine-3-carbonitrile —— C21H21N5OS
6-[[4-[(1S)-1-[(1S,2R,4S)-2-bicyclo[2.2.1]heptanyl]ethyl]-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]pyridine-3-carbonitrile
—— (2S)-N-benzyl-2-[[4-(furan-2-ylmethyl)-5-pyrrolidin-1-yl-1,2,4-triazol-3-yl]sulfanyl]-N-methylpropanamide —— C22H27N5O2S
(2S)-N-benzyl-2-[[4-(furan-2-ylmethyl)-5-pyrrolidin-1-yl-1,2,4-triazol-3-yl]sulfanyl]-N-methylpropanamide
—— 6-[[4-[(1S)-1-[(1S,2S,4S)-2-bicyclo[2.2.1]heptanyl]ethyl]-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]pyridine-3-carbonitrile —— C21H21N5OS
6-[[4-[(1S)-1-[(1S,2S,4S)-2-bicyclo[2.2.1]heptanyl]ethyl]-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]pyridine-3-carbonitrile
—— 6-[[4-[(1R)-1-[(1S,2S,4S)-2-bicyclo[2.2.1]heptanyl]ethyl]-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]pyridine-3-carbonitrile —— C21H21N5OS
6-[[4-[(1R)-1-[(1S,2S,4S)-2-bicyclo[2.2.1]heptanyl]ethyl]-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]pyridine-3-carbonitrile
—— (2R)-N-benzyl-2-[[4-(furan-2-ylmethyl)-5-pyrrolidin-1-yl-1,2,4-triazol-3-yl]sulfanyl]-N-methylpropanamide —— C22H27N5O2S
(2R)-N-benzyl-2-[[4-(furan-2-ylmethyl)-5-pyrrolidin-1-yl-1,2,4-triazol-3-yl]sulfanyl]-N-methylpropanamide
—— 2-[(1S)-1-[[4-(furan-2-ylmethyl)-5-pyrrolidin-1-yl-1,2,4-triazol-3-yl]sulfanyl]ethyl]-5-thiophen-2-yl-1,3,4-oxadiazole —— C19H20N6O2S2
2-[(1S)-1-[[4-(furan-2-ylmethyl)-5-pyrrolidin-1-yl-1,2,4-triazol-3-yl]sulfanyl]ethyl]-5-thiophen-2-yl-1,3,4-oxadiazole
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]methyl}-N'-[(1E)-1-phenylethylidene]-1H-1,2,3-triazole-4-carbohydrazide —— C17H17N11O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]methyl}-N'-[(1E)-1-phenylethylidene]-1H-1,2,3-triazole-4-carbohydrazide
—— N-[(E)-(3-bromophenyl)methylideneamino]-2-[2-[2-[(2E)-2-[(3-bromophenyl)methylidene]hydrazinyl]-2-oxoethyl]sulfanyl-6-methylpyrimidin-4-yl]oxyacetamide —— C23H20Br2N6O3S
N-[(E)-(3-bromophenyl)methylideneamino]-2-[2-[2-[(2E)-2-[(3-bromophenyl)methylidene]hydrazinyl]-2-oxoethyl]sulfanyl-6-methylpyrimidin-4-yl]oxyacetamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(1E)-1-(2,5-dimethylthiophen-3-yl)ethylidene]-5-[(phenylsulfanyl)methyl]-1H-1,2,3-triazole-4-carbohydrazide —— C20H20N8O2S2
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(1E)-1-(2,5-dimethylthiophen-3-yl)ethylidene]-5-[(phenylsulfanyl)methyl]-1H-1,2,3-triazole-4-carbohydrazide
—— 2-[(1R)-1-[[4-(furan-2-ylmethyl)-5-pyrrolidin-1-yl-1,2,4-triazol-3-yl]sulfanyl]ethyl]-5-thiophen-2-yl-1,3,4-oxadiazole —— C19H20N6O2S2
2-[(1R)-1-[[4-(furan-2-ylmethyl)-5-pyrrolidin-1-yl-1,2,4-triazol-3-yl]sulfanyl]ethyl]-5-thiophen-2-yl-1,3,4-oxadiazole
—— 1-[4-(isopropylsulfanyl)phenyl]ethanone O-[3-(dimethylamino)propyl]oxime —— C16H26N2OS
1-[4-(isopropylsulfanyl)phenyl]ethanone O-[3-(dimethylamino)propyl]oxime
—— [(1R)-1-(3-pyridin-3-yl-1,2,4-oxadiazol-5-yl)ethyl] 2-(4-bromo-2-methylphenyl)sulfanylacetate —— C18H16BrN3O3S
[(1R)-1-(3-pyridin-3-yl-1,2,4-oxadiazol-5-yl)ethyl] 2-(4-bromo-2-methylphenyl)sulfanylacetate
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(1E)-1-(2,5-dimethylthiophen-3-yl)ethylidene]-5-{[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide —— C17H19N11O2S2
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(1E)-1-(2,5-dimethylthiophen-3-yl)ethylidene]-5-{[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide
—— (2R)-2-(2-chlorophenyl)sulfanyl-1-[(2R)-2-thiophen-2-ylpyrrolidin-1-yl]propan-1-one —— C17H18ClNOS2
(2R)-2-(2-chlorophenyl)sulfanyl-1-[(2R)-2-thiophen-2-ylpyrrolidin-1-yl]propan-1-one
—— (2S)-2-(2-chlorophenyl)sulfanyl-1-[(2S)-2-thiophen-2-ylpyrrolidin-1-yl]propan-1-one —— C17H18ClNOS2
(2S)-2-(2-chlorophenyl)sulfanyl-1-[(2S)-2-thiophen-2-ylpyrrolidin-1-yl]propan-1-one
—— [(1S)-1-(3-pyridin-3-yl-1,2,4-oxadiazol-5-yl)ethyl] 2-(4-bromo-2-methylphenyl)sulfanylacetate —— C18H16BrN3O3S
[(1S)-1-(3-pyridin-3-yl-1,2,4-oxadiazol-5-yl)ethyl] 2-(4-bromo-2-methylphenyl)sulfanylacetate
—— (2R)-2-(2-chlorophenyl)sulfanyl-N-[(1-morpholin-4-ylcyclohexyl)methyl]propanamide —— C20H29ClN2O2S
(2R)-2-(2-chlorophenyl)sulfanyl-N-[(1-morpholin-4-ylcyclohexyl)methyl]propanamide
—— (2E)-2-{3-nitro-4-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]benzylidene}hydrazinecarbothioamide —— C16H12N6O3S2
(2E)-2-{3-nitro-4-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]benzylidene}hydrazinecarbothioamide
—— 6-[(4-chlorophenyl)sulfanyl]nicotinaldehyde O-methyloxime —— C13H11ClN2OS
6-[(4-chlorophenyl)sulfanyl]nicotinaldehyde O-methyloxime
—— (2S)-2-(2-chlorophenyl)sulfanyl-1-[(2R)-2-thiophen-2-ylpyrrolidin-1-yl]propan-1-one —— C17H18ClNOS2
(2S)-2-(2-chlorophenyl)sulfanyl-1-[(2R)-2-thiophen-2-ylpyrrolidin-1-yl]propan-1-one
—— N-{[5-[(4-chlorophenyl)sulfanyl]-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl]methylene}-N-[(4-methylbenzoyl)oxy]amine —— C20H15ClF3N3O2S
N-{[5-[(4-chlorophenyl)sulfanyl]-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl]methylene}-N-[(4-methylbenzoyl)oxy]amine
—— (2S)-2-(2-chlorophenyl)sulfanyl-N-[(1-morpholin-4-ylcyclohexyl)methyl]propanamide —— C20H29ClN2O2S
(2S)-2-(2-chlorophenyl)sulfanyl-N-[(1-morpholin-4-ylcyclohexyl)methyl]propanamide
—— (2R)-2-(2-chlorophenyl)sulfanyl-1-[(2S)-2-thiophen-2-ylpyrrolidin-1-yl]propan-1-one —— C17H18ClNOS2
(2R)-2-(2-chlorophenyl)sulfanyl-1-[(2S)-2-thiophen-2-ylpyrrolidin-1-yl]propan-1-one
—— (2S)-2-(4-amino-5-cyanopyrimidin-2-yl)sulfanyl-N-[(1S,2S)-2-methylcyclohexyl]propanamide —— C15H21N5OS
(2S)-2-(4-amino-5-cyanopyrimidin-2-yl)sulfanyl-N-[(1S,2S)-2-methylcyclohexyl]propanamide
—— N-[(E)-1-(3-bromophenyl)ethylideneamino]-2-(4-chlorophenyl)sulfanylpropanamide —— C17H16BrClN2OS
N-[(E)-1-(3-bromophenyl)ethylideneamino]-2-(4-chlorophenyl)sulfanylpropanamide