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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-[(4-fluorophenyl)methyl]-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C14H17FN4OS2
N-[(4-fluorophenyl)methyl]-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-(2-phenylsulfanylphenyl)-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C19H20N4OS3
N-(2-phenylsulfanylphenyl)-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— ethyl 2,4-dimethyl-5-[2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]-1H-pyrrole-3-carboxylate —— C16H22N4O3S2
ethyl 2,4-dimethyl-5-[2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]-1H-pyrrole-3-carboxylate
—— N-[(1R)-1-(1-adamantyl)ethyl]-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C19H30N4OS2
N-[(1R)-1-(1-adamantyl)ethyl]-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 7-[[5-(Propylamino)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C12H13N5OS3
7-[[5-(Propylamino)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— 1-(2,5-Dimethyl-1-prop-2-enylpyrrol-3-yl)-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C16H22N4OS2
1-(2,5-Dimethyl-1-prop-2-enylpyrrol-3-yl)-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— 1-(1-Adamantyl)-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C17H25N3OS2
1-(1-Adamantyl)-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— N-(1-adamantyl)-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C17H26N4OS2
N-(1-adamantyl)-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-benzyl-N-methyl-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C15H20N4OS2
N-benzyl-N-methyl-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[(1S)-1-phenylethyl]-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C15H20N4OS2
N-[(1S)-1-phenylethyl]-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[(4-chlorophenyl)methyl]-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C14H17ClN4OS2
N-[(4-chlorophenyl)methyl]-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— [2-Oxo-2-(2-phenylsulfanylanilino)ethyl] 4-chloropyridine-2-carboxylate —— C20H15ClN2O3S
[2-Oxo-2-(2-phenylsulfanylanilino)ethyl] 4-chloropyridine-2-carboxylate
—— (2R)-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-phenylbutyl]propanamide —— C21H31N5O2S
(2R)-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-phenylbutyl]propanamide
—— (2S)-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-3-(4-methylphenyl)propanenitrile —— C18H23N5OS
(2S)-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-3-(4-methylphenyl)propanenitrile
—— N-[(1R)-1-(3,4-dimethylphenyl)ethyl]-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C20H29N5O2S
N-[(1R)-1-(3,4-dimethylphenyl)ethyl]-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(4-methylphenyl)sulfanylethyl]acetamide —— C19H27N5O2S2
2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(4-methylphenyl)sulfanylethyl]acetamide
—— N-[(2,4-dimethylphenyl)methyl]-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-methylacetamide —— C20H29N5O2S
N-[(2,4-dimethylphenyl)methyl]-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-methylacetamide
—— 4-[4-ethyl-5-[(1S)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-1,2,4-triazol-3-yl]morpholine —— C19H24N6O2S
4-[4-ethyl-5-[(1S)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-1,2,4-triazol-3-yl]morpholine
—— 4-[4-ethyl-5-[(1R)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-1,2,4-triazol-3-yl]morpholine —— C19H24N6O2S
4-[4-ethyl-5-[(1R)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-1,2,4-triazol-3-yl]morpholine
—— 2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-methyl-N-[(1S)-1-phenylethyl]acetamide —— C19H27N5O2S
2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-methyl-N-[(1S)-1-phenylethyl]acetamide
—— 2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-thiophen-2-ylethyl]acetamide —— C16H23N5O2S2
2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-thiophen-2-ylethyl]acetamide
—— 4-[4-ethyl-5-[(1R)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,2,4-triazol-3-yl]morpholine —— C18H22N6O2S
4-[4-ethyl-5-[(1R)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,2,4-triazol-3-yl]morpholine
—— 2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-3-methyl-1-phenylbutyl]acetamide —— C21H31N5O2S
2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-3-methyl-1-phenylbutyl]acetamide
—— 2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-3-methyl-1-phenylbutyl]acetamide —— C21H31N5O2S
2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-3-methyl-1-phenylbutyl]acetamide
—— N-[(1S)-1-(2-chlorophenyl)ethyl]-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C18H24ClN5O2S
N-[(1S)-1-(2-chlorophenyl)ethyl]-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[[(1R,2R)-2-methylcyclohexyl]carbamoyl]acetamide —— C18H30N6O3S
2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[[(1R,2R)-2-methylcyclohexyl]carbamoyl]acetamide
—— 1-(1-Ethyl-2,5-dimethylpyrrol-3-yl)-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C18H27N5O2S
1-(1-Ethyl-2,5-dimethylpyrrol-3-yl)-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— ethyl N-[2-(2,4,6-trimethylphenyl)sulfanylacetyl]carbamate —— C14H19NO3S
ethyl N-[2-(2,4,6-trimethylphenyl)sulfanylacetyl]carbamate
—— [2-Oxo-2-(2,2,2-trifluoroethylamino)ethyl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate —— C12H14F3N3O3S
[2-Oxo-2-(2,2,2-trifluoroethylamino)ethyl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate
—— N-[2-(1-methylpiperidin-4-yl)pyrazol-3-yl]-2-phenylsulfanylpyridine-3-carboxamide —— C21H23N5OS
N-[2-(1-methylpiperidin-4-yl)pyrazol-3-yl]-2-phenylsulfanylpyridine-3-carboxamide
—— (5-Phenyl-1,3,4-oxadiazol-2-yl)methyl 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate —— C17H16N4O3S
(5-Phenyl-1,3,4-oxadiazol-2-yl)methyl 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate
—— 1-[(3S)-3,5-dithiophen-2-yl-3,4-dihydropyrazol-2-yl]-2-(1-methyltetrazol-5-yl)sulfanylethanone —— C15H14N6OS3
1-[(3S)-3,5-dithiophen-2-yl-3,4-dihydropyrazol-2-yl]-2-(1-methyltetrazol-5-yl)sulfanylethanone
—— 2-(4-methylphenyl)sulfanyl-N-[2-[(1S)-1-pyridin-4-ylethyl]pyrazol-3-yl]pyridine-3-carboxamide —— C23H21N5OS
2-(4-methylphenyl)sulfanyl-N-[2-[(1S)-1-pyridin-4-ylethyl]pyrazol-3-yl]pyridine-3-carboxamide
—— 3-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1H-1,2,4-triazol-5-amine —— C11H9ClN6OS
3-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1H-1,2,4-triazol-5-amine
—— 1-[2-(4-Chlorophenyl)sulfanylethyl]-3-[(1-methylpyrrole-2-carbonyl)amino]thiourea —— C15H17ClN4OS2
1-[2-(4-Chlorophenyl)sulfanylethyl]-3-[(1-methylpyrrole-2-carbonyl)amino]thiourea
—— (7R)-7-methyl-4-(1-methyltetrazol-5-yl)sulfanyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidine —— C13H14N6S2
(7R)-7-methyl-4-(1-methyltetrazol-5-yl)sulfanyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidine
—— (2S)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-(1-cyanocyclohexyl)propanamide —— C19H22N4O2S
(2S)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-(1-cyanocyclohexyl)propanamide
—— 2-(4,6-diaminopyrimidin-2-yl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-(2-methylpropyl)acetamide —— C14H23N5O3S2
2-(4,6-diaminopyrimidin-2-yl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-(2-methylpropyl)acetamide
—— 2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl-N-[3-(2-oxopyrrolidin-1-yl)propyl]acetamide —— C15H17ClF3N3O2S
2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl-N-[3-(2-oxopyrrolidin-1-yl)propyl]acetamide
—— [2-(5-Chlorothiophen-2-yl)-2-oxoethyl] 2-(2-methylphenyl)sulfanylacetate —— C15H13ClO3S2
[2-(5-Chlorothiophen-2-yl)-2-oxoethyl] 2-(2-methylphenyl)sulfanylacetate
—— 2-[[2-(4-Ethylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-5-phenyl-1,3,4-oxadiazole —— C20H17N3OS2
2-[[2-(4-Ethylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-5-phenyl-1,3,4-oxadiazole
—— [2-(5-Chlorothiophen-2-yl)-2-oxoethyl] 2-(3,4-dimethylphenyl)sulfanylacetate —— C16H15ClO3S2
[2-(5-Chlorothiophen-2-yl)-2-oxoethyl] 2-(3,4-dimethylphenyl)sulfanylacetate
—— N-cyclohexyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C17H28N4O4S2
N-cyclohexyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 1-[[5-(5,6-Dimethylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-1,3,4-oxadiazol-2-yl]methyl]pyrrolidin-2-one —— C15H15N5O2S2
1-[[5-(5,6-Dimethylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-1,3,4-oxadiazol-2-yl]methyl]pyrrolidin-2-one
—— 2-(2-chlorophenyl)sulfanyl-N-[[1-(dimethylamino)cyclohexyl]methyl]pyridine-3-carboxamide —— C21H26ClN3OS
2-(2-chlorophenyl)sulfanyl-N-[[1-(dimethylamino)cyclohexyl]methyl]pyridine-3-carboxamide
—— 2-(2,5-dimethylphenyl)sulfanyl-N-[2-(pyridin-3-ylmethyl)pyrazol-3-yl]pyridine-3-carboxamide —— C23H21N5OS
2-(2,5-dimethylphenyl)sulfanyl-N-[2-(pyridin-3-ylmethyl)pyrazol-3-yl]pyridine-3-carboxamide
—— N-[(5-chlorothiophen-2-yl)methyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylacetamide —— C16H13ClFN3O2S2
N-[(5-chlorothiophen-2-yl)methyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylacetamide
—— 2-[(5,6-Diphenyl-1,2,4-triazin-3-yl)sulfanylmethyl]-5-methyl-1,3,4-oxadiazole —— C19H15N5OS
2-[(5,6-Diphenyl-1,2,4-triazin-3-yl)sulfanylmethyl]-5-methyl-1,3,4-oxadiazole
—— 3-(4-chlorophenyl)sulfanyl-N'-[2-(4-chlorophenyl)sulfanylacetyl]propanehydrazide —— C17H16Cl2N2O2S2
3-(4-chlorophenyl)sulfanyl-N'-[2-(4-chlorophenyl)sulfanylacetyl]propanehydrazide
—— 4-[(2S,5S)-5-[[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanylmethyl]-1,3-oxazolidin-2-yl]-N,N-dimethylaniline —— C18H19ClF3N3OS
4-[(2S,5S)-5-[[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanylmethyl]-1,3-oxazolidin-2-yl]-N,N-dimethylaniline