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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
—— (4S)-3-acetyl-2-methyl-6-(phenylsulfanylmethylsulfanyl)-4-thiophen-2-yl-3,4-dihydropyridine-5-carbonitrile —— C20H18N2OS3
(4S)-3-acetyl-2-methyl-6-(phenylsulfanylmethylsulfanyl)-4-thiophen-2-yl-3,4-dihydropyridine-5-carbonitrile
—— (4R)-3-acetyl-2-methyl-6-(phenylsulfanylmethylsulfanyl)-4-pyridin-3-yl-3,4-dihydropyridine-5-carbonitrile —— C21H19N3OS2
(4R)-3-acetyl-2-methyl-6-(phenylsulfanylmethylsulfanyl)-4-pyridin-3-yl-3,4-dihydropyridine-5-carbonitrile
—— 2-(2,4-dimethylphenyl)sulfanyl-N-[2-(4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl)ethyl]acetamide —— C15H18N2O2S3
2-(2,4-dimethylphenyl)sulfanyl-N-[2-(4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl)ethyl]acetamide
—— 2-(2,4-dimethylphenyl)sulfanyl-N-(furan-2-ylmethyl)acetamide —— C15H17NO2S
2-(2,4-dimethylphenyl)sulfanyl-N-(furan-2-ylmethyl)acetamide
—— (4S)-5-acetyl-4-(4-ethylphenyl)-6-methyl-2-(phenylsulfanylmethylsulfanyl)-3,4-dihydropyridine-3-carbonitrile —— C24H24N2OS2
(4S)-5-acetyl-4-(4-ethylphenyl)-6-methyl-2-(phenylsulfanylmethylsulfanyl)-3,4-dihydropyridine-3-carbonitrile
—— 2-(2,4-dimethylphenyl)sulfanyl-N-[(1S)-1-(4-fluorophenyl)ethyl]acetamide —— C18H20FNOS
2-(2,4-dimethylphenyl)sulfanyl-N-[(1S)-1-(4-fluorophenyl)ethyl]acetamide
—— N-[[(3S,8aR)-3,4,6,7,8,8a-hexahydro-1H-pyrrolo[2,1-c][1,4]oxazin-3-yl]methyl]-2-(4-chlorophenyl)sulfanylacetamide —— C16H21ClN2O2S
N-[[(3S,8aR)-3,4,6,7,8,8a-hexahydro-1H-pyrrolo[2,1-c][1,4]oxazin-3-yl]methyl]-2-(4-chlorophenyl)sulfanylacetamide
—— 2-(2,4-dimethylphenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methylacetamide —— C15H21NO3S2
2-(2,4-dimethylphenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methylacetamide
—— 2-(2,4-dimethylphenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methylacetamide —— C15H21NO3S2
2-(2,4-dimethylphenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methylacetamide
—— 2-(2,4-dimethylphenyl)sulfanyl-N-(thiophen-2-ylmethyl)acetamide —— C15H17NOS2
2-(2,4-dimethylphenyl)sulfanyl-N-(thiophen-2-ylmethyl)acetamide
—— N-cyclohexyl-2-(2,5-dimethylphenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide —— C20H29NO3S2
N-cyclohexyl-2-(2,5-dimethylphenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide
—— N-(1-cyanocyclohexyl)-2-(2,5-dimethylphenyl)sulfanyl-N-methylacetamide —— C18H24N2OS
N-(1-cyanocyclohexyl)-2-(2,5-dimethylphenyl)sulfanyl-N-methylacetamide
—— 6-Amino-5-[2-(2,5-dimethylphenyl)sulfanylacetyl]-1-propylpyrimidine-2,4-dione —— C17H21N3O3S
6-Amino-5-[2-(2,5-dimethylphenyl)sulfanylacetyl]-1-propylpyrimidine-2,4-dione
—— N-(1-cyanocyclohexyl)-2-(2,5-dimethylphenyl)sulfanylacetamide —— C17H22N2OS
N-(1-cyanocyclohexyl)-2-(2,5-dimethylphenyl)sulfanylacetamide
—— N-(1-cyanocyclopentyl)-2-(2,5-dimethylphenyl)sulfanylacetamide —— C16H20N2OS
N-(1-cyanocyclopentyl)-2-(2,5-dimethylphenyl)sulfanylacetamide
—— 2-(2,5-dimethylphenyl)sulfanyl-N-(4-methylcyclohexyl)acetamide —— C17H25NOS
2-(2,5-dimethylphenyl)sulfanyl-N-(4-methylcyclohexyl)acetamide
—— 2-(2,5-dimethylphenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methylacetamide —— C15H21NO3S2
2-(2,5-dimethylphenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methylacetamide
—— 2-(2,5-dimethylphenyl)sulfanyl-N-[(1S)-1-thiophen-2-ylethyl]acetamide —— C16H19NOS2
2-(2,5-dimethylphenyl)sulfanyl-N-[(1S)-1-thiophen-2-ylethyl]acetamide
—— (2S)-2-(2,5-dimethylphenyl)sulfanyl-N-(furan-2-ylmethyl)propanamide —— C16H19NO2S
(2S)-2-(2,5-dimethylphenyl)sulfanyl-N-(furan-2-ylmethyl)propanamide
—— N-[(3-chlorophenyl)methyl]-2-(2,5-dimethylphenyl)sulfanylacetamide —— C17H18ClNOS
N-[(3-chlorophenyl)methyl]-2-(2,5-dimethylphenyl)sulfanylacetamide
—— 1-(5-phenyl-3,4-dihydropyrazol-2-yl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C17H15N5OS2
1-(5-phenyl-3,4-dihydropyrazol-2-yl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— N-methyl-N-[(4-methylphenyl)methyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C17H18N4OS2
N-methyl-N-[(4-methylphenyl)methyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[(1R)-1-phenylethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H16N4OS2
N-[(1R)-1-phenylethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-(2-phenylethyl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H16N4OS2
N-(2-phenylethyl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 3-[(2-bromophenyl)methylsulfanyl]-5-thiophen-2-yl-1H-1,2,4-triazole —— C13H10BrN3S2
3-[(2-bromophenyl)methylsulfanyl]-5-thiophen-2-yl-1H-1,2,4-triazole
—— 1-[(2R)-butan-2-yl]-3-(6-ethylsulfanylpyridin-3-yl)urea —— C12H19N3OS
1-[(2R)-butan-2-yl]-3-(6-ethylsulfanylpyridin-3-yl)urea
—— N-[(1S)-1-phenylethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H16N4OS2
N-[(1S)-1-phenylethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— (2S)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C17H17FN4OS2
(2S)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (3S)-3-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]oxolan-2-one —— C10H9N3O2S2
(3S)-3-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]oxolan-2-one
—— (2S)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C17H17FN4OS2
(2S)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2R)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C17H17FN4OS2
(2R)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— N-[(2S)-butan-2-yl]-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H22N4O3S3
N-[(2S)-butan-2-yl]-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 3-methyl-7-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C14H11N5OS3
3-methyl-7-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— 3-benzylsulfanyl-5-thiophen-2-yl-1H-1,2,4-triazole —— C13H11N3S2
3-benzylsulfanyl-5-thiophen-2-yl-1H-1,2,4-triazole
—— N-(4-methylcyclohexyl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C15H20N4OS2
N-(4-methylcyclohexyl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 3-(2-methylsulfanylethylsulfanyl)-5-thiophen-2-yl-1H-1,2,4-triazole —— C9H11N3S3
3-(2-methylsulfanylethylsulfanyl)-5-thiophen-2-yl-1H-1,2,4-triazole
—— 1-(6-ethylsulfanylpyridin-3-yl)-3-[(1R)-1-(5-methylfuran-2-yl)ethyl]urea —— C15H19N3O2S
1-(6-ethylsulfanylpyridin-3-yl)-3-[(1R)-1-(5-methylfuran-2-yl)ethyl]urea
—— N-[(2S)-butan-2-yl]-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H22N4O3S3
N-[(2S)-butan-2-yl]-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 1-[(2S)-2-(dimethylamino)-2-thiophen-2-ylethyl]-3-(6-ethylsulfanylpyridin-3-yl)urea —— C16H22N4OS2
1-[(2S)-2-(dimethylamino)-2-thiophen-2-ylethyl]-3-(6-ethylsulfanylpyridin-3-yl)urea
—— (2S)-N-[2-(cyclohexen-1-yl)ethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C17H22N4OS2
(2S)-N-[2-(cyclohexen-1-yl)ethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2S)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C9H10N4OS2
(2S)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— N-[(2R)-butan-2-yl]-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H22N4O3S3
N-[(2R)-butan-2-yl]-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— (2R)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C9H10N4OS2
(2R)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— N-[(3R)-1-methyl-5-oxopyrrolidin-3-yl]-2-phenylsulfanylpyridine-3-carboxamide —— C17H17N3O2S
N-[(3R)-1-methyl-5-oxopyrrolidin-3-yl]-2-phenylsulfanylpyridine-3-carboxamide
—— (2R)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C17H17FN4OS2
(2R)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— N-[(3S)-1-methyl-5-oxopyrrolidin-3-yl]-2-phenylsulfanylpyridine-3-carboxamide —— C17H17N3O2S
N-[(3S)-1-methyl-5-oxopyrrolidin-3-yl]-2-phenylsulfanylpyridine-3-carboxamide
—— 1-[2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetyl]pyrrolidin-2-one —— C12H12N4O2S2
1-[2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetyl]pyrrolidin-2-one
—— N-(2-cyanoethyl)-N-methyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C12H13N5OS2
N-(2-cyanoethyl)-N-methyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 1-(6-ethylsulfanylpyridin-3-yl)-3-[(1S)-1-(5-methylfuran-2-yl)ethyl]urea —— C15H19N3O2S
1-(6-ethylsulfanylpyridin-3-yl)-3-[(1S)-1-(5-methylfuran-2-yl)ethyl]urea
—— (2S)-1-pyrrolidin-1-yl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propan-1-one —— C13H16N4OS2
(2S)-1-pyrrolidin-1-yl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propan-1-one