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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
—— 1-(4-Acetylpiperazin-1-yl)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C16H17FN4O3S
1-(4-Acetylpiperazin-1-yl)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— 2-[4-[(Z)-[3-[(4-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]iminomethyl]-N-methylanilino]ethanol —— C19H20ClN5OS
2-[4-[(Z)-[3-[(4-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]iminomethyl]-N-methylanilino]ethanol
—— 3-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-4-propyl-1H-1,2,4-triazol-5-one —— C14H14ClN5O2S
3-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-4-propyl-1H-1,2,4-triazol-5-one
—— 2-[[4-(4-Fluorophenyl)-1,3-thiazol-2-yl]sulfanyl]-1-(5-phenyl-3,4-dihydropyrazol-2-yl)ethanone —— C20H16FN3OS2
2-[[4-(4-Fluorophenyl)-1,3-thiazol-2-yl]sulfanyl]-1-(5-phenyl-3,4-dihydropyrazol-2-yl)ethanone
—— 4-ethyl-3-[[(2S)-oxan-2-yl]methylsulfanyl]-5-thiophen-2-yl-1,2,4-triazole —— C14H19N3OS2
4-ethyl-3-[[(2S)-oxan-2-yl]methylsulfanyl]-5-thiophen-2-yl-1,2,4-triazole
—— 2-[[4-amino-5-(3,5-dimethylpyrazol-1-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]-N-methylacetamide —— C19H26N8OS
2-[[4-amino-5-(3,5-dimethylpyrazol-1-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]-N-methylacetamide
—— 2-(3-cyanopyridin-2-yl)sulfanyl-N-[3-(N-methylanilino)propyl]acetamide —— C18H20N4OS
2-(3-cyanopyridin-2-yl)sulfanyl-N-[3-(N-methylanilino)propyl]acetamide
—— 2-(3-cyanopyridin-2-yl)sulfanyl-N-[[4-(dimethylamino)phenyl]methyl]-N-methylacetamide —— C18H20N4OS
2-(3-cyanopyridin-2-yl)sulfanyl-N-[[4-(dimethylamino)phenyl]methyl]-N-methylacetamide
—— [2-[[4-(dimethylamino)phenyl]methylamino]-2-oxoethyl] (E)-3-phenylsulfanylprop-2-enoate —— C20H22N2O3S
[2-[[4-(dimethylamino)phenyl]methylamino]-2-oxoethyl] (E)-3-phenylsulfanylprop-2-enoate
—— methyl 2-[2-(2-morpholin-4-yl-2-oxoethyl)sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C13H17N3O5S
methyl 2-[2-(2-morpholin-4-yl-2-oxoethyl)sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[(2R)-1-amino-1-oxopropan-2-yl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C10H13N3O4S
methyl 2-[2-[(2R)-1-amino-1-oxopropan-2-yl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[(2R)-1-[[(1S)-1-(4-fluorophenyl)ethyl]amino]-1-oxopropan-2-yl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C18H20FN3O4S
methyl 2-[2-[(2R)-1-[[(1S)-1-(4-fluorophenyl)ethyl]amino]-1-oxopropan-2-yl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 5-[(2S)-2-[[4-(2-methoxy-2-oxoethyl)-6-oxo-1H-pyrimidin-2-yl]sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C18H21N3O6S
methyl 5-[(2S)-2-[[4-(2-methoxy-2-oxoethyl)-6-oxo-1H-pyrimidin-2-yl]sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— (2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-3-(4-methylphenyl)propanenitrile —— C18H16N4S2
(2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-3-(4-methylphenyl)propanenitrile
—— methyl 2-[6-oxo-2-[(2-phenyl-1,3-thiazol-4-yl)methylsulfanyl]-1H-pyrimidin-4-yl]acetate —— C17H15N3O3S2
methyl 2-[6-oxo-2-[(2-phenyl-1,3-thiazol-4-yl)methylsulfanyl]-1H-pyrimidin-4-yl]acetate
—— 2-[(4-Propan-2-yl-1,2,4-triazol-3-yl)sulfanylmethyl]-6,7,8,9-tetrahydropyrimido[2,1-b][1,3]benzothiazol-4-one —— C16H19N5OS2
2-[(4-Propan-2-yl-1,2,4-triazol-3-yl)sulfanylmethyl]-6,7,8,9-tetrahydropyrimido[2,1-b][1,3]benzothiazol-4-one
—— methyl 2-[2-[2-[1-(2-methoxyethyl)-2,5-dimethylpyrrol-3-yl]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C18H23N3O5S
methyl 2-[2-[2-[1-(2-methoxyethyl)-2,5-dimethylpyrrol-3-yl]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-(2-methylpropylsulfanyl)-6-oxo-1H-pyrimidin-4-yl]acetate —— C11H16N2O3S
methyl 2-[2-(2-methylpropylsulfanyl)-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C17H19N3O5S
methyl 2-[2-[2-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— 2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[2-(2-fluorophenyl)ethyl]acetamide —— C17H20FN3O4S2
2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[2-(2-fluorophenyl)ethyl]acetamide
—— 2-(4-Fluorophenyl)-5-[(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3,4-oxadiazole —— C15H9FN4O2S2
2-(4-Fluorophenyl)-5-[(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3,4-oxadiazole
—— ethyl 5-[2-[[4-(2-methoxy-2-oxoethyl)-6-oxo-1H-pyrimidin-2-yl]sulfanyl]acetyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C18H21N3O6S
ethyl 5-[2-[[4-(2-methoxy-2-oxoethyl)-6-oxo-1H-pyrimidin-2-yl]sulfanyl]acetyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— 1-(2,5-dimethyl-1-propylpyrrol-3-yl)-2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C18H25N3O4S2
1-(2,5-dimethyl-1-propylpyrrol-3-yl)-2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— methyl 2-[2-[2-(3-methylbutylamino)-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C14H21N3O4S
methyl 2-[2-[2-(3-methylbutylamino)-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-prop-2-enyl-N-(thiophen-2-ylmethyl)acetamide —— C18H18N4OS3
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-prop-2-enyl-N-(thiophen-2-ylmethyl)acetamide
—— 2-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R,2S)-2-methylcyclohexyl]acetamide —— C16H25N3O4S2
2-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R,2S)-2-methylcyclohexyl]acetamide
—— 1-(2,5-dimethyl-1-propylpyrrol-3-yl)-2-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C18H25N3O4S2
1-(2,5-dimethyl-1-propylpyrrol-3-yl)-2-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— (3R)-3-[[5-[(5-phenyl-1,2-oxazol-3-yl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]methyl]thiolane 1,1-dioxide —— C17H17N3O4S2
(3R)-3-[[5-[(5-phenyl-1,2-oxazol-3-yl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]methyl]thiolane 1,1-dioxide
—— (2R)-2-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(4-methylphenyl)methyl]propanamide —— C18H23N3O4S2
(2R)-2-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(4-methylphenyl)methyl]propanamide
—— 1-(1-adamantyl)-2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C19H26N2O4S2
1-(1-adamantyl)-2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— 1-(2,5-dimethyl-1-prop-2-enylpyrrol-3-yl)-2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C18H23N3O4S2
1-(2,5-dimethyl-1-prop-2-enylpyrrol-3-yl)-2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— (2S)-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-(4-methylphenyl)propanenitrile —— C19H18N4S2
(2S)-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-(4-methylphenyl)propanenitrile
—— 2-(4-chlorophenyl)sulfanylethyl (E)-3-(1-benzyltriazol-4-yl)prop-2-enoate —— C20H18ClN3O2S
2-(4-chlorophenyl)sulfanylethyl (E)-3-(1-benzyltriazol-4-yl)prop-2-enoate
—— (2S)-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-(4-methylphenyl)propanenitrile —— C19H18N4S2
(2S)-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-(4-methylphenyl)propanenitrile
—— 2-[(E)-2-(4-methylphenyl)ethenyl]-3-phenylsulfanylquinoxaline —— C23H18N2S
2-[(E)-2-(4-methylphenyl)ethenyl]-3-phenylsulfanylquinoxaline
—— (2S)-2-[3-cyano-6-thiophen-2-yl-4-(trifluoromethyl)pyridin-2-yl]sulfanyl-N-(2-methylpropyl)propanamide —— C18H18F3N3OS2
(2S)-2-[3-cyano-6-thiophen-2-yl-4-(trifluoromethyl)pyridin-2-yl]sulfanyl-N-(2-methylpropyl)propanamide
—— 2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanol —— C13H16N2O2S2
2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanol
—— Methyl 3-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate —— C13H15N3O2S2
Methyl 3-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate
—— [2-[4-(2,5-dimethylphenyl)sulfanylanilino]-2-oxoethyl] (2S)-oxolane-2-carboxylate —— C21H23NO4S
[2-[4-(2,5-dimethylphenyl)sulfanylanilino]-2-oxoethyl] (2S)-oxolane-2-carboxylate
—— N-(3-methylphenyl)-5-(2-pyridin-2-ylethylsulfanyl)-1,3,4-thiadiazol-2-amine —— C16H16N4S2
N-(3-methylphenyl)-5-(2-pyridin-2-ylethylsulfanyl)-1,3,4-thiadiazol-2-amine
—— (3R,4S)-4-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1,1-dioxothiolan-3-ol —— C13H15N3O3S3
(3R,4S)-4-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1,1-dioxothiolan-3-ol
—— Propyl 3-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate —— C15H19N3O2S2
Propyl 3-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate
—— (3R,4R)-4-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1,1-dioxothiolan-3-ol —— C13H15N3O3S3
(3R,4R)-4-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1,1-dioxothiolan-3-ol
—— (3S,4S)-4-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1,1-dioxothiolan-3-ol —— C13H15N3O3S3
(3S,4S)-4-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1,1-dioxothiolan-3-ol
—— (2R)-1-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-morpholin-4-ium-4-ylpropan-2-ol —— C17H25N4O2S2+
(2R)-1-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-morpholin-4-ium-4-ylpropan-2-ol
—— Propyl 3-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate —— C15H19N3O2S2
Propyl 3-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate
—— (2R)-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]pentanedinitrile —— C15H15N5S2
(2R)-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]pentanedinitrile
—— (2S)-1-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-morpholin-4-ylpropan-2-ol —— C17H24N4O2S2
(2S)-1-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-morpholin-4-ylpropan-2-ol
—— (2R)-2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]pentanedinitrile —— C16H17N5S2
(2R)-2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]pentanedinitrile
—— (2S)-1-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-(thiophen-2-ylmethoxy)propan-2-ol —— C17H19N3O2S3
(2S)-1-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-(thiophen-2-ylmethoxy)propan-2-ol