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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-(2-phenylsulfanylethyl)-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C17H16N4O2S2
N-(2-phenylsulfanylethyl)-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— 3-phenyl-5-[(1R)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-thiadiazole-2-thione —— C18H14N4OS3
3-phenyl-5-[(1R)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-thiadiazole-2-thione
—— 2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[2-(4-methylphenyl)sulfanylethyl]acetamide —— C19H18FN3O2S2
2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[2-(4-methylphenyl)sulfanylethyl]acetamide
—— (2S)-2-ethanimidoyl-4-[[5-[(5S)-5-ethyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-3-oxobutanenitrile —— C19H23N5OS2
(2S)-2-ethanimidoyl-4-[[5-[(5S)-5-ethyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-3-oxobutanenitrile
—— 2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-[(2,4-dimethylphenyl)methyl]-N-methylacetamide —— C16H21N5O2S
2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-[(2,4-dimethylphenyl)methyl]-N-methylacetamide
—— 2-[[4-Benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-1-(2,5-dimethylthiophen-3-yl)ethanone —— C21H19N3O2S2
2-[[4-Benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-1-(2,5-dimethylthiophen-3-yl)ethanone
—— N-[1-(5-ethylimino-4-nitrothiophen-2-ylidene)ethyl]hydroxylamine —— C8H11N3O3S
N-[1-(5-ethylimino-4-nitrothiophen-2-ylidene)ethyl]hydroxylamine
—— (3-Cyano-4-imino-2-oxopentyl) 2-(2-chlorophenyl)sulfanylpyridine-3-carboxylate —— C18H14ClN3O3S
(3-Cyano-4-imino-2-oxopentyl) 2-(2-chlorophenyl)sulfanylpyridine-3-carboxylate
—— (2R)-2-ethanimidoyl-4-[[4-ethyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-3-oxobutanenitrile —— C15H17N5O2S
(2R)-2-ethanimidoyl-4-[[4-ethyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-3-oxobutanenitrile
—— (4R)-1-(4-chlorophenyl)-4-(4-methylsulfanylphenyl)-4,7-dihydro-3H-furo[3,4-b]pyridine-2,5-dione —— C20H16ClNO3S
(4R)-1-(4-chlorophenyl)-4-(4-methylsulfanylphenyl)-4,7-dihydro-3H-furo[3,4-b]pyridine-2,5-dione
—— 2-Ethyl-7-[(1-oxidopyridin-1-ium-2-yl)sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C13H12N4O2S2
2-Ethyl-7-[(1-oxidopyridin-1-ium-2-yl)sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— (3S)-3-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]oxolan-2-one —— C13H12N2O2S3
(3S)-3-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]oxolan-2-one
—— N-benzyl-N-ethyl-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C20H21N3OS3
N-benzyl-N-ethyl-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 1-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C17H21N3O2S3
1-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— (2R)-1-(4-ethylpiperazin-1-yl)-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one —— C18H24N4OS3
(2R)-1-(4-ethylpiperazin-1-yl)-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one
—— (2S)-1-(4-ethylpiperazin-1-yl)-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one —— C18H24N4OS3
(2S)-1-(4-ethylpiperazin-1-yl)-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one
—— Methyl 2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C12H12N2O2S3
Methyl 2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— N-cyclopropyl-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C14H15N3OS3
N-cyclopropyl-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-(4-methylcyclohexyl)-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C18H23N3OS3
N-(4-methylcyclohexyl)-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[[4-(2-Methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetonitrile —— C11H9N3S3
2-[[4-(2-Methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetonitrile
—— N-[(2S)-3-methylbutan-2-yl]-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C16H21N3OS3
N-[(2S)-3-methylbutan-2-yl]-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-cyclopentyl-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C16H19N3OS3
N-cyclopentyl-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 5-[(2-Fluorophenyl)methylsulfanyl]-3-(2-methylphenyl)-1,3,4-thiadiazole-2-thione —— C16H13FN2S3
5-[(2-Fluorophenyl)methylsulfanyl]-3-(2-methylphenyl)-1,3,4-thiadiazole-2-thione
—— 1-(1-Ethyl-2,5-dimethylpyrrol-3-yl)-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C19H21N3OS3
1-(1-Ethyl-2,5-dimethylpyrrol-3-yl)-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— 2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2S)-pentan-2-yl]acetamide —— C16H21N3OS3
2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2S)-pentan-2-yl]acetamide
—— (2S)-N-cyclopentyl-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C17H21N3OS3
(2S)-N-cyclopentyl-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2S)-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanenitrile —— C12H11N3S3
(2S)-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanenitrile
—— (2R)-N-[2-(cyclohexen-1-yl)ethyl]-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C20H25N3OS3
(2R)-N-[2-(cyclohexen-1-yl)ethyl]-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 3-(2-Methylphenyl)-5-[(2-phenyl-1,3-thiazol-4-yl)methylsulfanyl]-1,3,4-thiadiazole-2-thione —— C19H15N3S4
3-(2-Methylphenyl)-5-[(2-phenyl-1,3-thiazol-4-yl)methylsulfanyl]-1,3,4-thiadiazole-2-thione
—— N-[(1S,2R)-2-methylcyclohexyl]-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C18H23N3OS3
N-[(1S,2R)-2-methylcyclohexyl]-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[(1R)-1-cyano-1-cyclopropylethyl]-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C17H18N4OS3
N-[(1R)-1-cyano-1-cyclopropylethyl]-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[2-(cyclohexen-1-yl)ethyl]-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C19H23N3OS3
N-[2-(cyclohexen-1-yl)ethyl]-2-[[4-(2-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 1-(2,5-Dimethylthiophen-3-yl)-2-[(5,6-diphenyl-1,2,4-triazin-3-yl)sulfanyl]ethanone —— C23H19N3OS2
1-(2,5-Dimethylthiophen-3-yl)-2-[(5,6-diphenyl-1,2,4-triazin-3-yl)sulfanyl]ethanone
—— 3-[(1R)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-5-(trifluoromethyl)-1,2,4-triazol-4-amine —— C13H11F3N6OS
3-[(1R)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-5-(trifluoromethyl)-1,2,4-triazol-4-amine
—— 5-Methyl-3-[[4-[4-[(5-methyl-1,2-oxazol-3-yl)methoxy]phenyl]sulfanylphenoxy]methyl]-1,2-oxazole —— C22H20N2O4S
5-Methyl-3-[[4-[4-[(5-methyl-1,2-oxazol-3-yl)methoxy]phenyl]sulfanylphenoxy]methyl]-1,2-oxazole
—— N-[2-(4-chlorophenyl)sulfanylethyl]-2-(4,5-dichloro-6-oxopyridazin-1-yl)acetamide —— C14H12Cl3N3O2S
N-[2-(4-chlorophenyl)sulfanylethyl]-2-(4,5-dichloro-6-oxopyridazin-1-yl)acetamide
—— 2-[(1S)-1-(4-bromophenyl)sulfanylethyl]-5-phenyl-1,3,4-oxadiazole —— C16H13BrN2OS
2-[(1S)-1-(4-bromophenyl)sulfanylethyl]-5-phenyl-1,3,4-oxadiazole
—— [2-[2-(4-Chlorophenyl)sulfanylethylamino]-2-oxoethyl] 2-(4-chlorophenyl)acetate —— C18H17Cl2NO3S
[2-[2-(4-Chlorophenyl)sulfanylethylamino]-2-oxoethyl] 2-(4-chlorophenyl)acetate
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(4-chlorophenyl)sulfanylethyl]acetamide —— C12H14ClN5OS2
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(4-chlorophenyl)sulfanylethyl]acetamide
—— 2-(1-oxidopyridin-1-ium-2-yl)sulfanyl-N-(2-thiophen-2-ylethyl)acetamide —— C13H14N2O2S2
2-(1-oxidopyridin-1-ium-2-yl)sulfanyl-N-(2-thiophen-2-ylethyl)acetamide
—— N-[2-(4-methylphenyl)sulfanylethyl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide —— C13H16N4OS2
N-[2-(4-methylphenyl)sulfanylethyl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-(2-thiophen-2-ylethyl)acetamide —— C10H13N5OS2
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-(2-thiophen-2-ylethyl)acetamide
—— 5-[(1R)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-amine —— C12H11N5OS2
5-[(1R)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-amine
—— [2-oxo-2-(2-phenylsulfanylethylamino)ethyl] (5S,7R)-3-chloroadamantane-1-carboxylate —— C21H26ClNO3S
[2-oxo-2-(2-phenylsulfanylethylamino)ethyl] (5S,7R)-3-chloroadamantane-1-carboxylate
—— 3-[(1S)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1H-1,2,4-triazol-5-amine —— C12H12N6OS
3-[(1S)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1H-1,2,4-triazol-5-amine
—— N-(4-methylphenyl)-4-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-1,3-thiazol-2-amine —— C19H19N5S3
N-(4-methylphenyl)-4-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-1,3-thiazol-2-amine
—— Methyl 3-[2,5-dimethyl-3-[2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetyl]pyrrol-1-yl]propanoate —— C18H19N3O4S2
Methyl 3-[2,5-dimethyl-3-[2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetyl]pyrrol-1-yl]propanoate
—— 1-(furan-2-ylmethyl)-4-((2-morpholino-2-oxoethyl)thio)-6,7-dihydro-1H-cyclopenta[d]pyrimidin-2(5H)-one —— C18H21N3O4S
1-(furan-2-ylmethyl)-4-((2-morpholino-2-oxoethyl)thio)-6,7-dihydro-1H-cyclopenta[d]pyrimidin-2(5H)-one
—— N-cyclohexyl-2-((2-oxo-1-(thiophen-2-ylmethyl)-2,5,6,7-tetrahydro-1H-cyclopenta[d]pyrimidin-4-yl)thio)acetamide —— C20H25N3O2S2
N-cyclohexyl-2-((2-oxo-1-(thiophen-2-ylmethyl)-2,5,6,7-tetrahydro-1H-cyclopenta[d]pyrimidin-4-yl)thio)acetamide
—— 2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-phenylbutyl]acetamide —— C21H23N3O2S
2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-phenylbutyl]acetamide