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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,3R)-3-chloro-2-(2-chloroethylsulfanyl)butanoic acid —— C6H10Cl2O2S
(2S,3R)-3-chloro-2-(2-chloroethylsulfanyl)butanoic acid
—— (1S)-5-amino-1-methyl-3-methylsulfanyl-1-oxo-1λ6-thia-2-azacyclohexa-1,3,5-triene-4-carbonitrile —— C7H9N3OS2
(1S)-5-amino-1-methyl-3-methylsulfanyl-1-oxo-1λ6-thia-2-azacyclohexa-1,3,5-triene-4-carbonitrile
—— (2S,3S)-3-chloro-2-(2-chloroethylsulfanyl)butanoic acid —— C6H10Cl2O2S
(2S,3S)-3-chloro-2-(2-chloroethylsulfanyl)butanoic acid
—— (1S)-5-hydroxy-1-methyl-3-methylsulfanyl-1-oxo-1λ6-thia-2-azacyclohexa-1,3,5-triene-4-carbonitrile —— C7H8N2O2S2
(1S)-5-hydroxy-1-methyl-3-methylsulfanyl-1-oxo-1λ6-thia-2-azacyclohexa-1,3,5-triene-4-carbonitrile
—— (5-Pyridin-2-yl-[1,3,4]thiadiazol-2-ylsulfanyl)-acetic acid [4-phenyl-3-m-tolyl-3H-thiazol-(2E)-ylidene]-hydrazide —— C25H20N6OS3
(5-Pyridin-2-yl-[1,3,4]thiadiazol-2-ylsulfanyl)-acetic acid [4-phenyl-3-m-tolyl-3H-thiazol-(2E)-ylidene]-hydrazide
—— N-[(E)-(2-bromo-5-hydroxy-phenyl)methyleneamino]-2-[[4-ethyl-5-(2-furyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C17H16BrN5O3S
N-[(E)-(2-bromo-5-hydroxy-phenyl)methyleneamino]-2-[[4-ethyl-5-(2-furyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-[(E)-[4-(2-bromophenyl)-3-phenyl-thiazol-2-ylidene]amino]-2-[[5-(2-pyridyl)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C24H17BrN6OS3
N-[(E)-[4-(2-bromophenyl)-3-phenyl-thiazol-2-ylidene]amino]-2-[[5-(2-pyridyl)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[2-[(2R,6R)-2,6-dimethylmorpholin-4-yl]ethyl]-2-(3,4-dimethylphenyl)sulfanylpyridine-3-carboxamide —— C22H29N3O2S
N-[2-[(2R,6R)-2,6-dimethylmorpholin-4-yl]ethyl]-2-(3,4-dimethylphenyl)sulfanylpyridine-3-carboxamide
—— (3S)-1-(5-methylthiophen-2-yl)sulfonyl-N-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]phenyl]piperidine-3-carboxamide —— C20H23N5O3S3
(3S)-1-(5-methylthiophen-2-yl)sulfonyl-N-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]phenyl]piperidine-3-carboxamide
—— N-[2-[(2S,6S)-2,6-dimethylmorpholin-4-yl]ethyl]-2-(3,4-dimethylphenyl)sulfanylpyridine-3-carboxamide —— C22H29N3O2S
N-[2-[(2S,6S)-2,6-dimethylmorpholin-4-yl]ethyl]-2-(3,4-dimethylphenyl)sulfanylpyridine-3-carboxamide
—— N-[2-[(2S,6R)-2,6-dimethylmorpholin-4-yl]ethyl]-2-(3,4-dimethylphenyl)sulfanylpyridine-3-carboxamide —— C22H29N3O2S
N-[2-[(2S,6R)-2,6-dimethylmorpholin-4-yl]ethyl]-2-(3,4-dimethylphenyl)sulfanylpyridine-3-carboxamide
—— [(2R)-1-(4-acetylpiperazin-1-yl)-1-oxopropan-2-yl] 3-(3,4-dimethylphenyl)sulfanylpropanoate —— C20H28N2O4S
[(2R)-1-(4-acetylpiperazin-1-yl)-1-oxopropan-2-yl] 3-(3,4-dimethylphenyl)sulfanylpropanoate
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(S)-cyclopropyl(phenyl)methyl]acetamide —— C20H20N4OS2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(S)-cyclopropyl(phenyl)methyl]acetamide
—— [(2S)-1-(4-acetylpiperazin-1-yl)-1-oxopropan-2-yl] 3-(3,4-dimethylphenyl)sulfanylpropanoate —— C20H28N2O4S
[(2S)-1-(4-acetylpiperazin-1-yl)-1-oxopropan-2-yl] 3-(3,4-dimethylphenyl)sulfanylpropanoate
—— (2S)-2-(7-tert-butyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-N-(3-methoxypropyl)propanamide —— C19H29N5O4S
(2S)-2-(7-tert-butyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-N-(3-methoxypropyl)propanamide
—— N'-[(E)-[2-(4-chlorophenyl)sulfanylphenyl]methyleneamino]pyridine-2-carboxamidine —— C19H15ClN4S
N'-[(E)-[2-(4-chlorophenyl)sulfanylphenyl]methyleneamino]pyridine-2-carboxamidine
—— 2-[(E)-1-(4-methyl-2-methylsulfanylpyrimidin-5-yl)ethylideneamino]guanidine —— C9H14N6S
2-[(E)-1-(4-methyl-2-methylsulfanylpyrimidin-5-yl)ethylideneamino]guanidine
—— (2E)-2-hydroxyimino-2-methylsulfonylacetonitrile —— C3H4N2O3S
(2E)-2-hydroxyimino-2-methylsulfonylacetonitrile
—— (2R)-2-(7-tert-butyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-N-(3-methoxypropyl)propanamide —— C19H29N5O4S
(2R)-2-(7-tert-butyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-N-(3-methoxypropyl)propanamide
—— 1,1-dimethoxy-2-[(S)-methylsulfinyl]ethane —— C5H12O3S
1,1-dimethoxy-2-[(S)-methylsulfinyl]ethane
—— [2-[[(R)-cyclopropyl(phenyl)methyl]amino]-2-oxoethyl] 2-phenylsulfanylacetate —— C20H21NO3S
[2-[[(R)-cyclopropyl(phenyl)methyl]amino]-2-oxoethyl] 2-phenylsulfanylacetate
—— N-[(R)-cyclopropyl(phenyl)methyl]-2-[(5,6-diphenyl-1,2,4-triazin-3-yl)sulfanyl]acetamide —— C27H24N4OS
N-[(R)-cyclopropyl(phenyl)methyl]-2-[(5,6-diphenyl-1,2,4-triazin-3-yl)sulfanyl]acetamide
—— N-[(R)-cyclopropyl(phenyl)methyl]-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C19H24N4O3S
N-[(R)-cyclopropyl(phenyl)methyl]-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— [2-[[(S)-cyclopropyl(phenyl)methyl]amino]-2-oxoethyl] 2-phenylsulfanylacetate —— C20H21NO3S
[2-[[(S)-cyclopropyl(phenyl)methyl]amino]-2-oxoethyl] 2-phenylsulfanylacetate
—— N-[(S)-cyclopropyl(phenyl)methyl]-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C19H24N4O3S
N-[(S)-cyclopropyl(phenyl)methyl]-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-[(S)-cyclopropyl(phenyl)methyl]-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C19H24N4O3S
N-[(S)-cyclopropyl(phenyl)methyl]-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-[(R)-cyclopropyl(phenyl)methyl]-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C19H24N4O3S
N-[(R)-cyclopropyl(phenyl)methyl]-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R,2R)-2-(trifluoromethyl)cyclohexyl]acetamide —— C14H21F3N4OS
2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R,2R)-2-(trifluoromethyl)cyclohexyl]acetamide
—— 2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S,2R)-2-(trifluoromethyl)cyclohexyl]acetamide —— C14H21F3N4OS
2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S,2R)-2-(trifluoromethyl)cyclohexyl]acetamide
—— 2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R,2S)-2-(trifluoromethyl)cyclohexyl]acetamide —— C14H21F3N4OS
2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R,2S)-2-(trifluoromethyl)cyclohexyl]acetamide
—— [(2S)-1-(4-acetylpiperazin-1-yl)-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate —— C18H23FN2O4S
[(2S)-1-(4-acetylpiperazin-1-yl)-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate
—— 2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S,2S)-2-(trifluoromethyl)cyclohexyl]acetamide —— C14H21F3N4OS
2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S,2S)-2-(trifluoromethyl)cyclohexyl]acetamide
—— (2S)-N-(3-methylbutyl)-2-(3-methyl-2,4-dioxo-7-propan-2-yl-1-propylpyrimido[4,5-d]pyrimidin-5-yl)sulfanylpropanamide —— C21H33N5O3S
(2S)-N-(3-methylbutyl)-2-(3-methyl-2,4-dioxo-7-propan-2-yl-1-propylpyrimido[4,5-d]pyrimidin-5-yl)sulfanylpropanamide
—— ethyl 2-[[5-[(2E)-2-[(3-bromophenyl)methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetate —— C13H14BrN5O2S
ethyl 2-[[5-[(2E)-2-[(3-bromophenyl)methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetate
—— [(2R)-1-(4-acetylpiperazin-1-yl)-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate —— C18H23FN2O4S
[(2R)-1-(4-acetylpiperazin-1-yl)-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate
—— (1S)-5-amino-1,3-dimethyl-1-oxo-1λ6-thia-2-azacyclohexa-1,3,5-triene-4-carbonitrile —— C7H9N3OS
(1S)-5-amino-1,3-dimethyl-1-oxo-1λ6-thia-2-azacyclohexa-1,3,5-triene-4-carbonitrile
—— N'-[(Z)-(3-oxo-1-benzothiophen-2-ylidene)methyl]-2-[(Z)-1-phenylethylideneamino]oxyacetohydrazide —— C19H17N3O3S
N'-[(Z)-(3-oxo-1-benzothiophen-2-ylidene)methyl]-2-[(Z)-1-phenylethylideneamino]oxyacetohydrazide
—— 2-(2,5-dimethylphenyl)sulfanyl-N-[(2S)-4-methyl-2-morpholin-4-ylpentyl]acetamide —— C20H32N2O2S
2-(2,5-dimethylphenyl)sulfanyl-N-[(2S)-4-methyl-2-morpholin-4-ylpentyl]acetamide
—— (2R)-N-(2-phenylethyl)-2-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylpropanamide —— C16H16F3N3OS
(2R)-N-(2-phenylethyl)-2-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylpropanamide
—— (2S)-N-(2-phenylethyl)-2-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylpropanamide —— C16H16F3N3OS
(2S)-N-(2-phenylethyl)-2-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylpropanamide
—— (2R)-N-[(4-methylphenyl)methyl]-2-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylpropanamide —— C16H16F3N3OS
(2R)-N-[(4-methylphenyl)methyl]-2-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylpropanamide
—— (2S)-N-[(4-methylphenyl)methyl]-2-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylpropanamide —— C16H16F3N3OS
(2S)-N-[(4-methylphenyl)methyl]-2-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylpropanamide
—— 2-(2,5-dimethylphenyl)sulfanyl-N-[(2R)-4-methyl-2-morpholin-4-ylpentyl]acetamide —— C20H32N2O2S
2-(2,5-dimethylphenyl)sulfanyl-N-[(2R)-4-methyl-2-morpholin-4-ylpentyl]acetamide
—— N-cyclopentyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-(2-methylphenyl)sulfanylacetamide —— C18H25NO3S2
N-cyclopentyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-(2-methylphenyl)sulfanylacetamide
—— N-[(1S)-1-phenylbutyl]-2-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylacetamide —— C17H18F3N3OS
N-[(1S)-1-phenylbutyl]-2-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylacetamide
—— N-[(E)-(4-bromophenyl)methylideneamino]-2-(6-methyl-2-methylsulfanylpyrimidin-4-yl)oxyacetamide —— C15H15BrN4O2S
N-[(E)-(4-bromophenyl)methylideneamino]-2-(6-methyl-2-methylsulfanylpyrimidin-4-yl)oxyacetamide
—— 2-{[4-allyl-5-(anilinomethyl)-4H-1,2,4-triazol-3-yl]sulfanyl}-N'-(2-furylmethylene)acetohydrazide —— C19H20N6O2S
2-{[4-allyl-5-(anilinomethyl)-4H-1,2,4-triazol-3-yl]sulfanyl}-N'-(2-furylmethylene)acetohydrazide
—— N-[(1R)-1-phenylbutyl]-2-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylacetamide —— C17H18F3N3OS
N-[(1R)-1-phenylbutyl]-2-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylacetamide
—— N-[(E)-(3-chlorophenyl)methylideneamino]-2-(4-chlorophenyl)sulfanylacetamide —— C15H12Cl2N2OS
N-[(E)-(3-chlorophenyl)methylideneamino]-2-(4-chlorophenyl)sulfanylacetamide
—— N-cyclopentyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-(2-methylphenyl)sulfanylacetamide —— C18H25NO3S2
N-cyclopentyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-(2-methylphenyl)sulfanylacetamide