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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
—— 5-[[(4S)-1,3-dioxan-4-yl]methylsulfanyl]-3-(4-fluorophenyl)-1,3,4-thiadiazole-2-thione —— C13H13FN2O2S3
5-[[(4S)-1,3-dioxan-4-yl]methylsulfanyl]-3-(4-fluorophenyl)-1,3,4-thiadiazole-2-thione
—— 3-[(5-chloro-1,3-dimethylpyrazol-4-yl)methylsulfanyl]-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one —— C13H18ClN5O2S
3-[(5-chloro-1,3-dimethylpyrazol-4-yl)methylsulfanyl]-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one
—— (3R)-1-methyl-3-(3-methylphenyl)sulfanylpyrrolidin-2-one —— C12H15NOS
(3R)-1-methyl-3-(3-methylphenyl)sulfanylpyrrolidin-2-one
—— N-cyclopropyl-N-[5-[[(3R)-1-methylpiperidin-3-yl]methylsulfanyl]-1,3,4-thiadiazol-2-yl]acetamide —— C14H22N4OS2
N-cyclopropyl-N-[5-[[(3R)-1-methylpiperidin-3-yl]methylsulfanyl]-1,3,4-thiadiazol-2-yl]acetamide
—— N-[[4-(dimethylamino)phenyl]methyl]-3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-[[(2R)-oxolan-2-yl]methyl]propanamide —— C24H34N4O2S
N-[[4-(dimethylamino)phenyl]methyl]-3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-[[(2R)-oxolan-2-yl]methyl]propanamide
—— N-cyclopropyl-N-[5-[[(3S)-1-methylpiperidin-3-yl]methylsulfanyl]-1,3,4-thiadiazol-2-yl]acetamide —— C14H22N4OS2
N-cyclopropyl-N-[5-[[(3S)-1-methylpiperidin-3-yl]methylsulfanyl]-1,3,4-thiadiazol-2-yl]acetamide
—— (1R)-1-(4-bromophenyl)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanol —— C11H11BrN2OS2
(1R)-1-(4-bromophenyl)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanol
—— (3S)-3-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanylmethyl]-1-methylpiperidine —— C14H20N4OS
(3S)-3-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanylmethyl]-1-methylpiperidine
—— (2R)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one —— C15H16FN3OS3
(2R)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one
—— ethyl (2R)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-2-phenylacetate —— C18H15FN2O2S3
ethyl (2R)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-2-phenylacetate
—— 2-Ethanimidoyl-4-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-3-oxobutanenitrile —— C14H11FN4OS3
2-Ethanimidoyl-4-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-3-oxobutanenitrile
—— (2S)-N-cyclopropyl-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C14H14FN3OS3
(2S)-N-cyclopropyl-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2S)-3-methylbutan-2-yl]acetamide —— C15H18FN3OS3
2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2S)-3-methylbutan-2-yl]acetamide
—— 1-(4-Acetylpiperazin-1-yl)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C16H17FN4O2S3
1-(4-Acetylpiperazin-1-yl)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— (2S)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(furan-2-ylmethyl)propanamide —— C16H14FN3O2S3
(2S)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(furan-2-ylmethyl)propanamide
—— (2R)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(furan-2-ylmethyl)propanamide —— C16H14FN3O2S3
(2R)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(furan-2-ylmethyl)propanamide
—— 4-[[4-(4-Fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]butanenitrile —— C12H10FN3S3
4-[[4-(4-Fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]butanenitrile
—— N-[(2S)-butan-2-yl]-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C14H16FN3OS3
N-[(2S)-butan-2-yl]-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (2S)-N-cyclopentyl-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C16H18FN3OS3
(2S)-N-cyclopentyl-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-methoxyethyl)acetamide —— C13H14FN3O2S3
2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-methoxyethyl)acetamide
—— (1S)-1-(4-bromophenyl)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanol —— C11H11BrN2OS2
(1S)-1-(4-bromophenyl)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanol
—— 2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propan-2-ylacetamide —— C13H14FN3OS3
2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propan-2-ylacetamide
—— N-[(2R)-butan-2-yl]-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C14H16FN3OS3
N-[(2R)-butan-2-yl]-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 3-(4-Fluorophenyl)-5-[(2-thiophen-2-yl-1,3-oxazol-4-yl)methylsulfanyl]-1,3,4-thiadiazole-2-thione —— C16H10FN3OS4
3-(4-Fluorophenyl)-5-[(2-thiophen-2-yl-1,3-oxazol-4-yl)methylsulfanyl]-1,3,4-thiadiazole-2-thione
—— 2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2R)-3-methylbutan-2-yl]acetamide —— C15H18FN3OS3
2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2R)-3-methylbutan-2-yl]acetamide
—— (2R)-N-cyclopentyl-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C16H18FN3OS3
(2R)-N-cyclopentyl-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— N,N-bis(2-cyanoethyl)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C16H14FN5OS3
N,N-bis(2-cyanoethyl)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 3-(4-Fluorophenyl)-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,3,4-thiadiazole-2-thione —— C17H11FN4OS3
3-(4-Fluorophenyl)-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,3,4-thiadiazole-2-thione
—— 3-(4-fluorophenyl)-5-[(1S)-1-phenylethyl]sulfanyl-1,3,4-thiadiazole-2-thione —— C16H13FN2S3
3-(4-fluorophenyl)-5-[(1S)-1-phenylethyl]sulfanyl-1,3,4-thiadiazole-2-thione
—— N-(2-cyanoethyl)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C13H11FN4OS3
N-(2-cyanoethyl)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N'-acetyl-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetohydrazide —— C12H11FN4O2S3
N'-acetyl-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetohydrazide
—— 4-[[4-(4-Fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-1-thiophen-2-ylbutan-1-one —— C16H13FN2OS4
4-[[4-(4-Fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-1-thiophen-2-ylbutan-1-one
—— 2-[2-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl]sulfanyl-5-ethyl-4-methyl-1H-pyrimidin-6-one —— C15H23N3O3S
2-[2-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl]sulfanyl-5-ethyl-4-methyl-1H-pyrimidin-6-one
—— 2-[2-[(2S,6R)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl]sulfanyl-5-ethyl-4-methyl-1H-pyrimidin-6-one —— C15H23N3O3S
2-[2-[(2S,6R)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl]sulfanyl-5-ethyl-4-methyl-1H-pyrimidin-6-one
—— 1-(1-Ethyl-2,5-dimethylpyrrol-3-yl)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C18H18FN3OS3
1-(1-Ethyl-2,5-dimethylpyrrol-3-yl)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— 2-(pyridin-3-ylmethylsulfanyl)-4-(trifluoromethyl)-1H-pyrimidin-6-one —— C11H8F3N3OS
2-(pyridin-3-ylmethylsulfanyl)-4-(trifluoromethyl)-1H-pyrimidin-6-one
—— methyl (2S)-2-[(5-ethyl-4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanoate —— C11H16N2O3S
methyl (2S)-2-[(5-ethyl-4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanoate
—— diethyl 2-[(5-ethyl-4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanedioate —— C14H20N2O5S
diethyl 2-[(5-ethyl-4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanedioate
—— 5-ethyl-4-methyl-2-[(3-methylphenyl)methylsulfanyl]-1H-pyrimidin-6-one —— C15H18N2OS
5-ethyl-4-methyl-2-[(3-methylphenyl)methylsulfanyl]-1H-pyrimidin-6-one
—— methyl (2R)-2-[(5-ethyl-4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanoate —— C11H16N2O3S
methyl (2R)-2-[(5-ethyl-4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanoate
—— 2-[(2,5-dimethylphenyl)methylsulfanyl]-5-ethyl-4-methyl-1H-pyrimidin-6-one —— C16H20N2OS
2-[(2,5-dimethylphenyl)methylsulfanyl]-5-ethyl-4-methyl-1H-pyrimidin-6-one
—— (2S)-2-[(5-ethyl-4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N,N-dimethyl-3-oxobutanamide —— C13H19N3O3S
(2S)-2-[(5-ethyl-4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N,N-dimethyl-3-oxobutanamide
—— N-(2-chlorobenzyl)-2-((5-ethyl-4-methyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio)acetamide —— C16H18ClN3O2S
N-(2-chlorobenzyl)-2-((5-ethyl-4-methyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio)acetamide
—— ethyl (2S)-2-[(5-ethyl-4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]butanoate —— C13H20N2O3S
ethyl (2S)-2-[(5-ethyl-4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]butanoate
—— 2-[2-(1,3-dioxan-2-yl)ethylsulfanyl]-5-ethyl-4-methyl-1H-pyrimidin-6-one —— C13H20N2O3S
2-[2-(1,3-dioxan-2-yl)ethylsulfanyl]-5-ethyl-4-methyl-1H-pyrimidin-6-one
—— 2-[(5-ethyl-4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetonitrile —— C9H11N3OS
2-[(5-ethyl-4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetonitrile
—— 2-(1,3-dioxolan-2-ylmethylsulfanyl)-4,5-dimethyl-1H-pyrimidin-6-one —— C10H14N2O3S
2-(1,3-dioxolan-2-ylmethylsulfanyl)-4,5-dimethyl-1H-pyrimidin-6-one
—— ethyl 4-[(5-ethyl-4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-3-oxobutanoate —— C13H18N2O4S
ethyl 4-[(5-ethyl-4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-3-oxobutanoate
—— 5-ethyl-2-((3-fluorobenzyl)thio)-6-methylpyrimidin-4(3H)-one —— C14H15FN2OS
5-ethyl-2-((3-fluorobenzyl)thio)-6-methylpyrimidin-4(3H)-one
—— 2-((4-chlorobenzyl)thio)-6-(trifluoromethyl)pyrimidin-4(3H)-one —— C12H8ClF3N2OS
2-((4-chlorobenzyl)thio)-6-(trifluoromethyl)pyrimidin-4(3H)-one