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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
—— (NE)-N-(2-decylsulfonylcyclooctylidene)hydroxylamine —— C18H35NO3S
(NE)-N-(2-decylsulfonylcyclooctylidene)hydroxylamine
—— N-[(Z)-2-[3-[(4-chlorophenyl)methylsulfanyl]-6-methyl-1,2,4-triazin-5-yl]ethenyl]-4-methylaniline —— C20H19ClN4S
N-[(Z)-2-[3-[(4-chlorophenyl)methylsulfanyl]-6-methyl-1,2,4-triazin-5-yl]ethenyl]-4-methylaniline
—— 4-methyl-N-[(Z)-2-(6-methyl-3-prop-2-enylsulfanyl-1,2,4-triazin-5-yl)ethenyl]aniline —— C16H18N4S
4-methyl-N-[(Z)-2-(6-methyl-3-prop-2-enylsulfanyl-1,2,4-triazin-5-yl)ethenyl]aniline
—— 2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl-7-[(E)-2-(4-propan-2-ylphenyl)ethenyl]-[1,2,4]triazolo[1,5-a]pyrimidine —— C22H17ClF3N5S
2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl-7-[(E)-2-(4-propan-2-ylphenyl)ethenyl]-[1,2,4]triazolo[1,5-a]pyrimidine
—— 3-chloro-N-[(Z)-[3-nitro-4-(1H-1,2,4-triazol-5-ylsulfanyl)phenyl]methylideneamino]benzamide —— C16H11ClN6O3S
3-chloro-N-[(Z)-[3-nitro-4-(1H-1,2,4-triazol-5-ylsulfanyl)phenyl]methylideneamino]benzamide
—— (4E)-4-[(2,5-dimethylphenyl)-hydroxymethylidene]-1-[5-[(4-fluorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]-5-(furan-2-yl)pyrrolidine-2,3-dione —— C26H20FN3O4S2
(4E)-4-[(2,5-dimethylphenyl)-hydroxymethylidene]-1-[5-[(4-fluorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]-5-(furan-2-yl)pyrrolidine-2,3-dione
—— N-[(Z)-[4-(1,3-benzothiazol-2-ylsulfanyl)-3-nitrophenyl]methylideneamino]-4-nitroaniline —— C20H13N5O4S2
N-[(Z)-[4-(1,3-benzothiazol-2-ylsulfanyl)-3-nitrophenyl]methylideneamino]-4-nitroaniline
—— (4E)-4-[[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylidene]-2-(3-nitrophenyl)-1,3-oxazol-5-one —— C20H13N5O6S
(4E)-4-[[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylidene]-2-(3-nitrophenyl)-1,3-oxazol-5-one
—— (4E)-1-[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]-4-[(2,5-dimethylphenyl)-hydroxymethylidene]-5-(furan-2-yl)pyrrolidine-2,3-dione —— C26H20ClN3O4S2
(4E)-1-[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]-4-[(2,5-dimethylphenyl)-hydroxymethylidene]-5-(furan-2-yl)pyrrolidine-2,3-dione
—— ethyl (2Z)-2-[(5Z)-5-[(4-methylsulfanylphenyl)methylidene]-4-oxo-3-[2-oxo-2-(oxolan-2-ylmethylamino)ethyl]-1,3-thiazolidin-2-ylidene]acetate —— C22H26N2O5S2
ethyl (2Z)-2-[(5Z)-5-[(4-methylsulfanylphenyl)methylidene]-4-oxo-3-[2-oxo-2-(oxolan-2-ylmethylamino)ethyl]-1,3-thiazolidin-2-ylidene]acetate
—— (4Z)-5-methyl-2-(4-methylphenyl)-4-[(2-methylsulfanylanilino)methylidene]pyrazol-3-one —— C19H19N3OS
(4Z)-5-methyl-2-(4-methylphenyl)-4-[(2-methylsulfanylanilino)methylidene]pyrazol-3-one
—— (E)-N-[2-(N-ethyl-3-methylanilino)ethyl]-3-phenylsulfanylprop-2-enamide —— C20H24N2OS
(E)-N-[2-(N-ethyl-3-methylanilino)ethyl]-3-phenylsulfanylprop-2-enamide
—— (4E)-4-({5-[(4-methylphenyl)sulfanyl]furan-2-yl}methylidene)-2-phenyl-1,3-oxazol-5(4H)-one —— C21H15NO3S
(4E)-4-({5-[(4-methylphenyl)sulfanyl]furan-2-yl}methylidene)-2-phenyl-1,3-oxazol-5(4H)-one
—— N-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]pyridine-3-carboxamide —— C20H16N4O3S
N-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]pyridine-3-carboxamide
—— (1R)-1,2-dichloro-1-[(1S)-1,2-dichloroethyl]sulfinylethane —— C4H6Cl4OS
(1R)-1,2-dichloro-1-[(1S)-1,2-dichloroethyl]sulfinylethane
—— (1R)-1,2-dichloro-1-[(1R)-1,2-dichloroethyl]sulfinylethane —— C4H6Cl4OS
(1R)-1,2-dichloro-1-[(1R)-1,2-dichloroethyl]sulfinylethane
—— (2E)-3-{5-[(4-chlorophenyl)sulfanyl]thiophen-2-yl}-2-cyano-N-(4-hydroxyphenyl)prop-2-enamide —— C20H13ClN2O2S2
(2E)-3-{5-[(4-chlorophenyl)sulfanyl]thiophen-2-yl}-2-cyano-N-(4-hydroxyphenyl)prop-2-enamide
—— 3-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl-5-[(Z)-2-(2,4-dimethylanilino)ethenyl]-1,2-thiazole-4-carbonitrile —— C20H14ClF3N4S2
3-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl-5-[(Z)-2-(2,4-dimethylanilino)ethenyl]-1,2-thiazole-4-carbonitrile
—— (1S)-1,2-dichloro-1-[(1S)-1,2-dichloroethyl]sulfinylethane —— C4H6Cl4OS
(1S)-1,2-dichloro-1-[(1S)-1,2-dichloroethyl]sulfinylethane
—— 2-[[6-[(3-nitro-4-pyridin-2-ylsulfanylphenyl)methylideneamino]-1,3-benzothiazol-2-yl]sulfanyl]-N-(2,4,6-trimethylphenyl)acetamide —— C30H25N5O3S3
2-[[6-[(3-nitro-4-pyridin-2-ylsulfanylphenyl)methylideneamino]-1,3-benzothiazol-2-yl]sulfanyl]-N-(2,4,6-trimethylphenyl)acetamide
—— 2-[[6-[(3-nitro-4-pyridin-2-ylsulfanylphenyl)methylideneamino]-1,3-benzothiazol-2-yl]sulfanyl]-N-[(2,4,6-trimethylphenyl)methyl]acetamide —— C31H27N5O3S3
2-[[6-[(3-nitro-4-pyridin-2-ylsulfanylphenyl)methylideneamino]-1,3-benzothiazol-2-yl]sulfanyl]-N-[(2,4,6-trimethylphenyl)methyl]acetamide
—— N-[2-[(2,4-dimethylphenyl)methylsulfanyl]-1,3-benzothiazol-6-yl]-1-(3-nitro-4-pyridin-2-ylsulfanylphenyl)methanimine —— C28H22N4O2S3
N-[2-[(2,4-dimethylphenyl)methylsulfanyl]-1,3-benzothiazol-6-yl]-1-(3-nitro-4-pyridin-2-ylsulfanylphenyl)methanimine
—— 2-[(S)-dodecylsulfinyl]ethanol —— C14H30O2S
2-[(S)-dodecylsulfinyl]ethanol
—— 2-[(R)-dodecylsulfinyl]ethanol —— C14H30O2S
2-[(R)-dodecylsulfinyl]ethanol
—— 4-chloro-N-[(Z)-2-[3-[(4-chlorophenyl)methylsulfanyl]-6-methyl-1,2,4-triazin-5-yl]ethenyl]aniline —— C19H16Cl2N4S
4-chloro-N-[(Z)-2-[3-[(4-chlorophenyl)methylsulfanyl]-6-methyl-1,2,4-triazin-5-yl]ethenyl]aniline
—— 4-chloro-N-[(Z)-2-(6-methyl-3-prop-2-enylsulfanyl-1,2,4-triazin-5-yl)ethenyl]aniline —— C15H15ClN4S
4-chloro-N-[(Z)-2-(6-methyl-3-prop-2-enylsulfanyl-1,2,4-triazin-5-yl)ethenyl]aniline
—— N-[(Z)-2-(3-benzylsulfanyl-6-methyl-1,2,4-triazin-5-yl)ethenyl]-4-chloroaniline —— C19H17ClN4S
N-[(Z)-2-(3-benzylsulfanyl-6-methyl-1,2,4-triazin-5-yl)ethenyl]-4-chloroaniline
—— (5Z)-3-(3-chloro-4-fluorophenyl)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C23H14ClFN2O3S3
(5Z)-3-(3-chloro-4-fluorophenyl)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— N-[(Z)-2-[3-[(4-chlorophenyl)methylsulfanyl]-6-methyl-1,2,4-triazin-5-yl]ethenyl]-4-fluoroaniline —— C19H16ClFN4S
N-[(Z)-2-[3-[(4-chlorophenyl)methylsulfanyl]-6-methyl-1,2,4-triazin-5-yl]ethenyl]-4-fluoroaniline
—— 4-fluoro-N-[(Z)-2-(6-methyl-3-prop-2-enylsulfanyl-1,2,4-triazin-5-yl)ethenyl]aniline —— C15H15FN4S
4-fluoro-N-[(Z)-2-(6-methyl-3-prop-2-enylsulfanyl-1,2,4-triazin-5-yl)ethenyl]aniline
—— (Z)-2-(3-benzylsulfanyl-6-methyl-1,2,4-triazin-5-yl)-N-[(4-fluorophenyl)methoxy]ethenamine —— C20H19FN4OS
(Z)-2-(3-benzylsulfanyl-6-methyl-1,2,4-triazin-5-yl)-N-[(4-fluorophenyl)methoxy]ethenamine
—— N-[(Z)-2-(3-benzylsulfanyl-6-methyl-1,2,4-triazin-5-yl)ethenyl]-4-fluoroaniline —— C19H17FN4S
N-[(Z)-2-(3-benzylsulfanyl-6-methyl-1,2,4-triazin-5-yl)ethenyl]-4-fluoroaniline
—— (E)-4-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl-1-(dimethylamino)pent-1-en-3-one —— C13H14ClF3N2OS
(E)-4-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl-1-(dimethylamino)pent-1-en-3-one
—— [(3S,5S)-3,5-dimethyl-1-adamantyl]thiourea —— C13H22N2S
[(3S,5S)-3,5-dimethyl-1-adamantyl]thiourea
—— [(3R,5R)-3,5-dimethyl-1-adamantyl]thiourea —— C13H22N2S
[(3R,5R)-3,5-dimethyl-1-adamantyl]thiourea
—— (2R)-2-[[6-[(3-nitro-4-pyridin-2-ylsulfanylphenyl)methylideneamino]-1,3-benzothiazol-2-yl]sulfanyl]-N-(1,3-thiazol-2-yl)propanamide —— C25H18N6O3S4
(2R)-2-[[6-[(3-nitro-4-pyridin-2-ylsulfanylphenyl)methylideneamino]-1,3-benzothiazol-2-yl]sulfanyl]-N-(1,3-thiazol-2-yl)propanamide
—— (2R)-2-[[6-[[4-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-3-nitrophenyl]methylideneamino]-1,3-benzothiazol-2-yl]sulfanyl]-N-(1,3-thiazol-2-yl)propanamide —— C23H17N7O3S5
(2R)-2-[[6-[[4-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-3-nitrophenyl]methylideneamino]-1,3-benzothiazol-2-yl]sulfanyl]-N-(1,3-thiazol-2-yl)propanamide
—— (2R)-2-[[6-[(3-nitro-4-pyridin-2-ylsulfanylphenyl)methylideneamino]-1,3-benzothiazol-2-yl]sulfanyl]-N-(2,4,6-trimethylphenyl)propanamide —— C31H27N5O3S3
(2R)-2-[[6-[(3-nitro-4-pyridin-2-ylsulfanylphenyl)methylideneamino]-1,3-benzothiazol-2-yl]sulfanyl]-N-(2,4,6-trimethylphenyl)propanamide
—— (2S)-2-[[6-[(3-nitro-4-pyridin-2-ylsulfanylphenyl)methylideneamino]-1,3-benzothiazol-2-yl]sulfanyl]-N-(2,4,6-trimethylphenyl)propanamide —— C31H27N5O3S3
(2S)-2-[[6-[(3-nitro-4-pyridin-2-ylsulfanylphenyl)methylideneamino]-1,3-benzothiazol-2-yl]sulfanyl]-N-(2,4,6-trimethylphenyl)propanamide
—— (2S)-2-[[6-[[4-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-3-nitrophenyl]methylideneamino]-1,3-benzothiazol-2-yl]sulfanyl]-N-(1,3-thiazol-2-yl)propanamide —— C23H17N7O3S5
(2S)-2-[[6-[[4-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-3-nitrophenyl]methylideneamino]-1,3-benzothiazol-2-yl]sulfanyl]-N-(1,3-thiazol-2-yl)propanamide
—— (Z,4S)-4-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl-1-(dimethylamino)pent-1-en-3-one —— C13H14ClF3N2OS
(Z,4S)-4-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl-1-(dimethylamino)pent-1-en-3-one
—— 2-[(5Z)-5-[(9-methyl-4-oxo-2-phenylsulfanyl-1H-pyrido[1,2-a]pyrimidin-5-ium-3-yl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]acetate —— C21H15N3O4S3
2-[(5Z)-5-[(9-methyl-4-oxo-2-phenylsulfanyl-1H-pyrido[1,2-a]pyrimidin-5-ium-3-yl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]acetate
—— 4-[(5Z)-5-[(7-methyl-4-oxo-2-phenylsulfanylpyrido[1,2-a]pyrimidin-3-yl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]butanoic acid —— C23H19N3O4S3
4-[(5Z)-5-[(7-methyl-4-oxo-2-phenylsulfanylpyrido[1,2-a]pyrimidin-3-yl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]butanoic acid
—— (3R)-1-[(2,6-dichlorophenyl)methylsulfonyl]-N-(2-phenylsulfanylphenyl)piperidine-3-carboxamide —— C25H24Cl2N2O3S2
(3R)-1-[(2,6-dichlorophenyl)methylsulfonyl]-N-(2-phenylsulfanylphenyl)piperidine-3-carboxamide
—— 2-[5-[(Z)-[(4-nitrophenyl)hydrazinylidene]methyl]furan-2-yl]sulfanyl-3-phenylquinazolin-4-one —— C25H17N5O4S
2-[5-[(Z)-[(4-nitrophenyl)hydrazinylidene]methyl]furan-2-yl]sulfanyl-3-phenylquinazolin-4-one
—— (3R)-1-[(2,4-dichlorophenyl)methylsulfonyl]-N-(2-phenylsulfanylphenyl)piperidine-3-carboxamide —— C25H24Cl2N2O3S2
(3R)-1-[(2,4-dichlorophenyl)methylsulfonyl]-N-(2-phenylsulfanylphenyl)piperidine-3-carboxamide
—— (3S)-1-[(2,6-dichlorophenyl)methylsulfonyl]-N-(2-phenylsulfanylphenyl)piperidine-3-carboxamide —— C25H24Cl2N2O3S2
(3S)-1-[(2,6-dichlorophenyl)methylsulfonyl]-N-(2-phenylsulfanylphenyl)piperidine-3-carboxamide
—— N'-[(1Z)-1-(4-bromophenyl)ethylidene]-2-({5-[(2-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)acetohydrazide —— C19H16BrClN4OS3
N'-[(1Z)-1-(4-bromophenyl)ethylidene]-2-({5-[(2-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)acetohydrazide
—— (3S)-1-[(2,4-dichlorophenyl)methylsulfonyl]-N-(2-phenylsulfanylphenyl)piperidine-3-carboxamide —— C25H24Cl2N2O3S2
(3S)-1-[(2,4-dichlorophenyl)methylsulfonyl]-N-(2-phenylsulfanylphenyl)piperidine-3-carboxamide
—— (E)-4-hydroxy-4-methyl-3-phenylsulfanylpent-2-enenitrile —— C12H13NOS
(E)-4-hydroxy-4-methyl-3-phenylsulfanylpent-2-enenitrile