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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)-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
—— (2S)-2-(4-amino-5-cyanopyrimidin-2-yl)sulfanyl-N-[(1R,2S)-2-methylcyclohexyl]propanamide —— C15H21N5OS
(2S)-2-(4-amino-5-cyanopyrimidin-2-yl)sulfanyl-N-[(1R,2S)-2-methylcyclohexyl]propanamide
—— (E)-2-hydroxy-N'-((4-oxo-2-(phenylthio)-4H-pyrido[1,2-a]pyrimidin-3-yl)methylene)benzohydrazide —— C22H16N4O3S
(E)-2-hydroxy-N'-((4-oxo-2-(phenylthio)-4H-pyrido[1,2-a]pyrimidin-3-yl)methylene)benzohydrazide
—— 2,2'-(1,3,4-thiadiazole-2,5-diyldisulfanediyl)bis{N'-[(1E)-1-phenylethylidene]acetohydrazide} —— C22H22N6O2S3
2,2'-(1,3,4-thiadiazole-2,5-diyldisulfanediyl)bis{N'-[(1E)-1-phenylethylidene]acetohydrazide}
—— N'-[(E)-pyridin-3-ylmethylidene]-2-(pyrimidin-2-ylsulfanyl)acetohydrazide —— C12H11N5OS
N'-[(E)-pyridin-3-ylmethylidene]-2-(pyrimidin-2-ylsulfanyl)acetohydrazide
—— N-[(E)-(4-methylsulfanylphenyl)methylideneamino]cyclohexanecarboxamide —— C15H20N2OS
N-[(E)-(4-methylsulfanylphenyl)methylideneamino]cyclohexanecarboxamide
—— N-[(E)-[5-(dimethylamino)furan-2-yl]methylideneamino]-2-[[5-[1-[(2E)-2-[[5-(dimethylamino)furan-2-yl]methylidene]hydrazinyl]-1-oxopropan-2-yl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C22H28N8O4S3
N-[(E)-[5-(dimethylamino)furan-2-yl]methylideneamino]-2-[[5-[1-[(2E)-2-[[5-(dimethylamino)furan-2-yl]methylidene]hydrazinyl]-1-oxopropan-2-yl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(1E,2E)-2-methyl-3-phenylprop-2-en-1-ylidene]-5-{[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide —— C19H19N11O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(1E,2E)-2-methyl-3-phenylprop-2-en-1-ylidene]-5-{[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide
—— N-[(E)-[2,5-bis(methylsulfanyl)-4-[(E)-(octanoylhydrazinylidene)methyl]thiophen-3-yl]methylideneamino]octanamide —— C24H40N4O2S3
N-[(E)-[2,5-bis(methylsulfanyl)-4-[(E)-(octanoylhydrazinylidene)methyl]thiophen-3-yl]methylideneamino]octanamide
—— 3-[(E)-[2-(difluoromethoxy)phenyl]methylideneamino]-6-(2-nitrophenyl)sulfanyl-5-phenylthieno[2,3-d]pyrimidin-4-one —— C26H16F2N4O4S2
3-[(E)-[2-(difluoromethoxy)phenyl]methylideneamino]-6-(2-nitrophenyl)sulfanyl-5-phenylthieno[2,3-d]pyrimidin-4-one
—— 2-[[5-(4-methylpiperidin-1-yl)-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[(1-phenylcyclopropyl)methyl]acetamide —— C25H35N5O2S
2-[[5-(4-methylpiperidin-1-yl)-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[(1-phenylcyclopropyl)methyl]acetamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-(2,5-difluorophenyl)methylidene]-5-{[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide —— C16H13F2N11O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-(2,5-difluorophenyl)methylidene]-5-{[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide
—— 2-pentyl-3-phenylacrylaldehyde N-[6-chloro-2-(methylsulfanyl)-4-pyrimidinyl]hydrazone —— C19H23ClN4S
2-pentyl-3-phenylacrylaldehyde N-[6-chloro-2-(methylsulfanyl)-4-pyrimidinyl]hydrazone
—— 2-[[5-(4-methylpiperidin-1-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[(1-phenylcyclopropyl)methyl]acetamide —— C25H35N5O2S
2-[[5-(4-methylpiperidin-1-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[(1-phenylcyclopropyl)methyl]acetamide
—— 1-cyclohexyl-3-[(E)-(4-methylsulfanylphenyl)methylideneamino]thiourea —— C15H21N3S2
1-cyclohexyl-3-[(E)-(4-methylsulfanylphenyl)methylideneamino]thiourea
—— methyl 2-{[4-[(methoxyimino)methyl]-1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl]sulfanyl}benzenecarboxylate —— C15H14F3N3O3S
methyl 2-{[4-[(methoxyimino)methyl]-1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl]sulfanyl}benzenecarboxylate
—— N-[(E)-(6-methylpyridin-2-yl)methylideneamino]-2-pyridin-2-ylsulfanylacetamide —— C14H14N4OS
N-[(E)-(6-methylpyridin-2-yl)methylideneamino]-2-pyridin-2-ylsulfanylacetamide
—— 3-[4-(furan-2-ylmethyl)-5-[(1R)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide —— C18H18N6O3S2
3-[4-(furan-2-ylmethyl)-5-[(1R)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide
—— 2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(1E)-1-(pyridin-4-yl)ethylidene]acetohydrazide —— C19H19N5OS3
2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(1E)-1-(pyridin-4-yl)ethylidene]acetohydrazide
—— 3-[5-[(2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-1-oxopropan-2-yl]sulfanyl-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]propanamide —— C21H25N5O4S
3-[5-[(2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-1-oxopropan-2-yl]sulfanyl-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]propanamide
—— 3-[5-[(2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-1-oxopropan-2-yl]sulfanyl-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]propanamide —— C21H25N5O4S
3-[5-[(2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-1-oxopropan-2-yl]sulfanyl-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]propanamide
—— [(2R)-1-(4-acetylpiperazin-1-yl)-1-oxopropan-2-yl] (2S)-2,3-dihydro-1-benzothiophene-2-carboxylate —— C18H22N2O4S
[(2R)-1-(4-acetylpiperazin-1-yl)-1-oxopropan-2-yl] (2S)-2,3-dihydro-1-benzothiophene-2-carboxylate
—— N'-[(1E)-phenylmethylene]-2-(phenylthio)propanohydrazide —— C16H16N2OS
N'-[(1E)-phenylmethylene]-2-(phenylthio)propanohydrazide
—— (2R)-2-[[4-(3-amino-3-oxopropyl)-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]-N-(2-methylpropyl)propanamide —— C16H23N5O2S2
(2R)-2-[[4-(3-amino-3-oxopropyl)-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]-N-(2-methylpropyl)propanamide
—— 3-[4-(furan-2-ylmethyl)-5-[(1S)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide —— C18H18N6O3S2
3-[4-(furan-2-ylmethyl)-5-[(1S)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide
—— [(2S)-1-(4-acetylpiperazin-1-yl)-1-oxopropan-2-yl] (2R)-2,3-dihydro-1-benzothiophene-2-carboxylate —— C18H22N2O4S
[(2S)-1-(4-acetylpiperazin-1-yl)-1-oxopropan-2-yl] (2R)-2,3-dihydro-1-benzothiophene-2-carboxylate
—— [(2R)-1-(4-acetylpiperazin-1-yl)-1-oxopropan-2-yl] (2R)-2,3-dihydro-1-benzothiophene-2-carboxylate —— C18H22N2O4S
[(2R)-1-(4-acetylpiperazin-1-yl)-1-oxopropan-2-yl] (2R)-2,3-dihydro-1-benzothiophene-2-carboxylate