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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
—— 2-(4-fluorophenyl)-5-[(1R)-1-(1H-1,2,4-triazol-5-ylsulfanyl)ethyl]-1,3,4-oxadiazole —— C12H10FN5OS
2-(4-fluorophenyl)-5-[(1R)-1-(1H-1,2,4-triazol-5-ylsulfanyl)ethyl]-1,3,4-oxadiazole
—— 2-(4-fluorophenyl)-5-[(1S)-1-(1H-1,2,4-triazol-5-ylsulfanyl)ethyl]-1,3,4-oxadiazole —— C12H10FN5OS
2-(4-fluorophenyl)-5-[(1S)-1-(1H-1,2,4-triazol-5-ylsulfanyl)ethyl]-1,3,4-oxadiazole
—— N-cyclopropyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide —— C14H18N2O4S2
N-cyclopropyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide
—— N-cyclopentyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide —— C16H22N2O4S2
N-cyclopentyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide
—— N-cyclopentyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide —— C16H22N2O4S2
N-cyclopentyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide
—— N-cyclopropyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide —— C14H18N2O4S2
N-cyclopropyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide
—— 2-(4-methylphenyl)-5-[(1R)-1-(1-oxidopyridin-1-ium-2-yl)sulfanylethyl]-1,3,4-oxadiazole —— C16H15N3O2S
2-(4-methylphenyl)-5-[(1R)-1-(1-oxidopyridin-1-ium-2-yl)sulfanylethyl]-1,3,4-oxadiazole
—— 5-[(6-chloro-3,4-dihydro-2H-1,5-benzodioxepin-8-yl)methylsulfanyl]-1-methyltetrazole —— C12H13ClN4O2S
5-[(6-chloro-3,4-dihydro-2H-1,5-benzodioxepin-8-yl)methylsulfanyl]-1-methyltetrazole
—— N-cyclopentyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-pyrimidin-2-ylsulfanylacetamide —— C15H21N3O3S2
N-cyclopentyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-pyrimidin-2-ylsulfanylacetamide
—— 2-(4-fluorophenyl)-5-[(1S)-1-pyrimidin-2-ylsulfanylethyl]-1,3,4-oxadiazole —— C14H11FN4OS
2-(4-fluorophenyl)-5-[(1S)-1-pyrimidin-2-ylsulfanylethyl]-1,3,4-oxadiazole
—— (2R)-N-ethyl-2-pyrimidin-2-ylsulfanylpropanamide —— C9H13N3OS
(2R)-N-ethyl-2-pyrimidin-2-ylsulfanylpropanamide
—— 2-[(6-chloro-3,4-dihydro-2H-1,5-benzodioxepin-8-yl)methylsulfanyl]pyrimidine —— C14H13ClN2O2S
2-[(6-chloro-3,4-dihydro-2H-1,5-benzodioxepin-8-yl)methylsulfanyl]pyrimidine
—— N-cyclopentyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-pyrimidin-2-ylsulfanylacetamide —— C15H21N3O3S2
N-cyclopentyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-pyrimidin-2-ylsulfanylacetamide
—— 6-Amino-1-methyl-5-(2-pyrimidin-2-ylsulfanylacetyl)pyrimidine-2,4-dione —— C11H11N5O3S
6-Amino-1-methyl-5-(2-pyrimidin-2-ylsulfanylacetyl)pyrimidine-2,4-dione
—— 2-(4-fluorophenyl)-5-[(1R)-1-pyrimidin-2-ylsulfanylethyl]-1,3,4-oxadiazole —— C14H11FN4OS
2-(4-fluorophenyl)-5-[(1R)-1-pyrimidin-2-ylsulfanylethyl]-1,3,4-oxadiazole
—— 2-(4-methylphenyl)-5-[(1R)-1-pyrimidin-2-ylsulfanylethyl]-1,3,4-oxadiazole —— C15H14N4OS
2-(4-methylphenyl)-5-[(1R)-1-pyrimidin-2-ylsulfanylethyl]-1,3,4-oxadiazole
—— 2-[[4-Methyl-5-[1-[(2-morpholin-4-ylpyrimidin-4-yl)methyl]piperidin-4-yl]-1,2,4-triazol-3-yl]sulfanyl]ethanol —— C19H29N7O2S
2-[[4-Methyl-5-[1-[(2-morpholin-4-ylpyrimidin-4-yl)methyl]piperidin-4-yl]-1,2,4-triazol-3-yl]sulfanyl]ethanol
—— 2-[[4-methyl-5-[(3S)-1-[(2-pyrrolidin-1-ylpyrimidin-4-yl)methyl]piperidin-3-yl]-1,2,4-triazol-3-yl]sulfanyl]ethanol —— C19H29N7OS
2-[[4-methyl-5-[(3S)-1-[(2-pyrrolidin-1-ylpyrimidin-4-yl)methyl]piperidin-3-yl]-1,2,4-triazol-3-yl]sulfanyl]ethanol
—— 2-[[4-methyl-5-[(3R)-1-[(2-pyrrolidin-1-ylpyrimidin-4-yl)methyl]piperidin-3-yl]-1,2,4-triazol-3-yl]sulfanyl]ethanol —— C19H29N7OS
2-[[4-methyl-5-[(3R)-1-[(2-pyrrolidin-1-ylpyrimidin-4-yl)methyl]piperidin-3-yl]-1,2,4-triazol-3-yl]sulfanyl]ethanol
—— 5-[[5-(2,5-dimethylfuran-3-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-N-(4-ethylphenyl)-1,3,4-thiadiazol-2-amine —— C19H19N5O2S2
5-[[5-(2,5-dimethylfuran-3-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-N-(4-ethylphenyl)-1,3,4-thiadiazol-2-amine
—— N-[2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethyl]acetamide —— C14H18N4OS2
N-[2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethyl]acetamide
—— N-[2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]ethyl]acetamide —— C12H14N4OS2
N-[2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]ethyl]acetamide
—— N-phenyl-5-[(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C15H11N5OS3
N-phenyl-5-[(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— Ethyl 4-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]butanoate —— C16H21N3O2S2
Ethyl 4-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]butanoate
—— N-[2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethyl]acetamide —— C14H18N4OS2
N-[2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethyl]acetamide
—— N-(3-methylphenyl)-5-[(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C16H13N5OS3
N-(3-methylphenyl)-5-[(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— 5-[[5-(2,5-dimethylfuran-3-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-N-(3-methylphenyl)-1,3,4-thiadiazol-2-amine —— C18H17N5O2S2
5-[[5-(2,5-dimethylfuran-3-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-N-(3-methylphenyl)-1,3,4-thiadiazol-2-amine
—— 5-[[5-(2,5-dimethylfuran-3-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-N-(2-methylphenyl)-1,3,4-thiadiazol-2-amine —— C18H17N5O2S2
5-[[5-(2,5-dimethylfuran-3-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-N-(2-methylphenyl)-1,3,4-thiadiazol-2-amine
—— N-[[1-[(3R)-1,1-dioxothiolan-3-yl]-3,5-dimethylpyrazol-4-yl]methyl]-N-methyl-2-(4-methylphenyl)sulfanylacetamide —— C20H27N3O3S2
N-[[1-[(3R)-1,1-dioxothiolan-3-yl]-3,5-dimethylpyrazol-4-yl]methyl]-N-methyl-2-(4-methylphenyl)sulfanylacetamide
—— N-[3-(3,5-dimethylpyrazol-1-yl)propyl]-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C19H24N6OS2
N-[3-(3,5-dimethylpyrazol-1-yl)propyl]-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[[1-[(3S)-1,1-dioxothiolan-3-yl]-3,5-dimethylpyrazol-4-yl]methyl]-N-methyl-2-(2-methylphenyl)sulfanylacetamide —— C20H27N3O3S2
N-[[1-[(3S)-1,1-dioxothiolan-3-yl]-3,5-dimethylpyrazol-4-yl]methyl]-N-methyl-2-(2-methylphenyl)sulfanylacetamide
—— N-[[1-[(3R)-1,1-dioxothiolan-3-yl]-3,5-dimethylpyrazol-4-yl]methyl]-N-methyl-2-(2-methylphenyl)sulfanylacetamide —— C20H27N3O3S2
N-[[1-[(3R)-1,1-dioxothiolan-3-yl]-3,5-dimethylpyrazol-4-yl]methyl]-N-methyl-2-(2-methylphenyl)sulfanylacetamide
—— Ethyl 4-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]butanoate —— C15H19N3O2S2
Ethyl 4-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]butanoate
—— 5-[[5-(2,5-dimethylfuran-3-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-N-(4-methylphenyl)-1,3,4-thiadiazol-2-amine —— C18H17N5O2S2
5-[[5-(2,5-dimethylfuran-3-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-N-(4-methylphenyl)-1,3,4-thiadiazol-2-amine
—— N-[2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethyl]acetamide —— C13H16N4OS2
N-[2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethyl]acetamide
—— N-(4-methylphenyl)-5-[(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C16H13N5OS3
N-(4-methylphenyl)-5-[(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— N-(2-methylphenyl)-5-[(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C16H13N5OS3
N-(2-methylphenyl)-5-[(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— N-(2,3-dimethylphenyl)-5-[(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C17H15N5OS3
N-(2,3-dimethylphenyl)-5-[(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— N-[2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethyl]acetamide —— C14H18N4OS2
N-[2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethyl]acetamide
—— N-(3,4-dimethylphenyl)-5-[(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C17H15N5OS3
N-(3,4-dimethylphenyl)-5-[(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— N-[2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethyl]acetamide —— C14H18N4OS2
N-[2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethyl]acetamide
—— Ethyl 4-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]butanoate —— C16H21N3O2S2
Ethyl 4-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]butanoate
—— 5-[[5-(2,5-dimethylfuran-3-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-N-(2,3-dimethylphenyl)-1,3,4-thiadiazol-2-amine —— C19H19N5O2S2
5-[[5-(2,5-dimethylfuran-3-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-N-(2,3-dimethylphenyl)-1,3,4-thiadiazol-2-amine
—— 3-benzylsulfanyl-4-[(Z)-[4-(diethylamino)phenyl]methylideneamino]-1H-1,2,4-triazole-5-thione —— C20H23N5S2
3-benzylsulfanyl-4-[(Z)-[4-(diethylamino)phenyl]methylideneamino]-1H-1,2,4-triazole-5-thione
—— N-[4-(3,4-dimethylphenyl)sulfanylphenyl]-2-ethoxyacetamide —— C18H21NO2S
N-[4-(3,4-dimethylphenyl)sulfanylphenyl]-2-ethoxyacetamide
—— N-[4-(3,4-dimethylphenyl)sulfanylphenyl]propanamide —— C17H19NOS
N-[4-(3,4-dimethylphenyl)sulfanylphenyl]propanamide
—— 1-acetyl-N-[4-(3,4-dimethylphenyl)sulfanylphenyl]piperidine-4-carboxamide —— C22H26N2O2S
1-acetyl-N-[4-(3,4-dimethylphenyl)sulfanylphenyl]piperidine-4-carboxamide
—— N-[4-(3,4-dimethylphenyl)sulfanylphenyl]-2-methylsulfanylacetamide —— C17H19NOS2
N-[4-(3,4-dimethylphenyl)sulfanylphenyl]-2-methylsulfanylacetamide
—— N-[4-(3,4-dimethylphenyl)sulfanylphenyl]acetamide —— C16H17NOS
N-[4-(3,4-dimethylphenyl)sulfanylphenyl]acetamide
—— N-[4-(3,4-dimethylphenyl)sulfanylphenyl]-4-morpholin-4-yl-4-oxobutanamide —— C22H26N2O3S
N-[4-(3,4-dimethylphenyl)sulfanylphenyl]-4-morpholin-4-yl-4-oxobutanamide