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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
—— (2R)-N-[(1S,2R,3S)-2,3-dimethylcyclohexyl]-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C20H28N4OS2
(2R)-N-[(1S,2R,3S)-2,3-dimethylcyclohexyl]-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 5-(2-chloroprop-2-enylsulfanyl)-N-(2-methylphenyl)-1,3,4-thiadiazol-2-amine —— C12H12ClN3S2
5-(2-chloroprop-2-enylsulfanyl)-N-(2-methylphenyl)-1,3,4-thiadiazol-2-amine
—— 5-[(2-anilino-1,3-thiazol-4-yl)methylsulfanyl]-N-propan-2-yl-1,3,4-thiadiazol-2-amine —— C15H17N5S3
5-[(2-anilino-1,3-thiazol-4-yl)methylsulfanyl]-N-propan-2-yl-1,3,4-thiadiazol-2-amine
—— N-(1-cyanocyclopentyl)-2-({5-[(2-fluorophenyl)amino]-1,3,4-thiadiazol-2-yl}sulfanyl)acetamide —— C16H16FN5OS2
N-(1-cyanocyclopentyl)-2-({5-[(2-fluorophenyl)amino]-1,3,4-thiadiazol-2-yl}sulfanyl)acetamide
—— 4-amino-2-[2-(4-fluorophenyl)sulfanylethylsulfanyl]-1H-pyrimidin-6-one —— C12H12FN3OS2
4-amino-2-[2-(4-fluorophenyl)sulfanylethylsulfanyl]-1H-pyrimidin-6-one
—— N-[(2S)-butan-2-yl]-N-[(3R)-1,1-dioxothiolan-3-yl]-2-(1-methyltetrazol-5-yl)sulfanylacetamide —— C12H21N5O3S2
N-[(2S)-butan-2-yl]-N-[(3R)-1,1-dioxothiolan-3-yl]-2-(1-methyltetrazol-5-yl)sulfanylacetamide
—— N-[(1S)-1-(4-bromophenyl)ethyl]-2-(1-methyltetrazol-5-yl)sulfanylacetamide —— C12H14BrN5OS
N-[(1S)-1-(4-bromophenyl)ethyl]-2-(1-methyltetrazol-5-yl)sulfanylacetamide
—— (2R)-N-[(1S,2R)-2-methylcyclohexyl]-2-(1-methyltetrazol-5-yl)sulfanylpropanamide —— C12H21N5OS
(2R)-N-[(1S,2R)-2-methylcyclohexyl]-2-(1-methyltetrazol-5-yl)sulfanylpropanamide
—— N-(1-adamantyl)-N-[(4-fluorophenyl)methyl]-2-(1-methyltetrazol-5-yl)sulfanylacetamide —— C21H26FN5OS
N-(1-adamantyl)-N-[(4-fluorophenyl)methyl]-2-(1-methyltetrazol-5-yl)sulfanylacetamide
—— 2-(1-methyltetrazol-5-yl)sulfanyl-N-[(2S)-2-phenylpropyl]acetamide —— C13H17N5OS
2-(1-methyltetrazol-5-yl)sulfanyl-N-[(2S)-2-phenylpropyl]acetamide
—— 4-amino-2-[2-[(3R)-3-(furan-2-yl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]-2-oxoethyl]sulfanyl-1H-pyrimidin-6-one —— C20H19N5O3S
4-amino-2-[2-[(3R)-3-(furan-2-yl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]-2-oxoethyl]sulfanyl-1H-pyrimidin-6-one
—— 4-amino-2-[2-[(3S)-3-(furan-2-yl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]-2-oxoethyl]sulfanyl-1H-pyrimidin-6-one —— C20H19N5O3S
4-amino-2-[2-[(3S)-3-(furan-2-yl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]-2-oxoethyl]sulfanyl-1H-pyrimidin-6-one
—— 2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-butan-2-yl]acetamide —— C14H16BrN3O2S
2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-butan-2-yl]acetamide
—— Ethyl 2-[2-[2-[(2-chlorophenyl)methylamino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C16H17ClN2O3S2
Ethyl 2-[2-[2-[(2-chlorophenyl)methylamino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C14H16N4O3S
N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[(3,5-dimethyl-1,2-oxazol-4-yl)methylsulfanyl]-4-methyl-6-oxo-1H-pyridine-3-carbonitrile —— C13H13N3O2S
2-[(3,5-dimethyl-1,2-oxazol-4-yl)methylsulfanyl]-4-methyl-6-oxo-1H-pyridine-3-carbonitrile
—— 2-(Furan-2-yl)-5-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanylmethyl]-1,3,4-oxadiazole —— C12H11N5O2S
2-(Furan-2-yl)-5-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanylmethyl]-1,3,4-oxadiazole
—— 1-[2,5-dimethyl-1-(2-phenylethyl)pyrrol-3-yl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)ethanone —— C18H20N4OS
1-[2,5-dimethyl-1-(2-phenylethyl)pyrrol-3-yl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)ethanone
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(4-chlorophenyl)ethyl]acetamide —— C12H14ClN5OS
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(4-chlorophenyl)ethyl]acetamide
—— (2S)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-3-(4-methylphenyl)propanenitrile —— C12H13N5S
(2S)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-3-(4-methylphenyl)propanenitrile
—— 2-(4-methylphenyl)sulfanyl-N-(2,2,6,6-tetramethylpiperidin-1-ium-4-yl)pyridine-3-carboxamide —— C22H30N3OS+
2-(4-methylphenyl)sulfanyl-N-(2,2,6,6-tetramethylpiperidin-1-ium-4-yl)pyridine-3-carboxamide
—— N-[(1S)-1-(1-adamantyl)ethyl]-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H25N5OS
N-[(1S)-1-(1-adamantyl)ethyl]-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 3-[(3-fluorophenyl)methylsulfanyl]-1H-1,2,4-triazol-5-amine —— C9H9FN4S
3-[(3-fluorophenyl)methylsulfanyl]-1H-1,2,4-triazol-5-amine
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(3S)-3-methyl-1,1-dioxothiolan-3-yl]acetamide —— C9H15N5O3S2
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(3S)-3-methyl-1,1-dioxothiolan-3-yl]acetamide
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-1-[2,5-dimethyl-1-(2-phenylethyl)pyrrol-3-yl]ethanone —— C18H21N5OS
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-1-[2,5-dimethyl-1-(2-phenylethyl)pyrrol-3-yl]ethanone
—— (2S)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(2S)-2-phenylpropyl]propanamide —— C14H19N5OS
(2S)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(2S)-2-phenylpropyl]propanamide
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-1-[(3R)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]ethanone —— C17H15ClN6O2S
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-1-[(3R)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]ethanone
—— 3-[(2-thiophen-2-yl-1,3-oxazol-4-yl)methylsulfanyl]-1H-1,2,4-triazol-5-amine —— C10H9N5OS2
3-[(2-thiophen-2-yl-1,3-oxazol-4-yl)methylsulfanyl]-1H-1,2,4-triazol-5-amine
—— 2-(2-cyanophenyl)sulfanyl-N-(2-phenylethyl)benzamide —— C22H18N2OS
2-(2-cyanophenyl)sulfanyl-N-(2-phenylethyl)benzamide
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-thiophen-2-ylethyl]acetamide —— C10H13N5OS2
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-thiophen-2-ylethyl]acetamide
—— (3R)-3-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]oxolan-2-one —— C6H8N4O2S
(3R)-3-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]oxolan-2-one
—— 1-[2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]acetyl]pyrrolidin-2-one —— C8H11N5O2S
1-[2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]acetyl]pyrrolidin-2-one
—— N-(1-adamantylmethyl)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C15H23N5OS
N-(1-adamantylmethyl)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— (2S)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(4-fluorophenyl)ethyl]propanamide —— C13H16FN5OS
(2S)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(4-fluorophenyl)ethyl]propanamide
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-1-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone —— C14H21N5O2S
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-1-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(3,4-dimethylphenyl)ethyl]acetamide —— C14H19N5OS
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(3,4-dimethylphenyl)ethyl]acetamide
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(4-bromophenyl)ethyl]acetamide —— C12H14BrN5OS
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(4-bromophenyl)ethyl]acetamide
—— 4-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-N-(3,4-dimethylphenyl)-1,3-thiazol-2-amine —— C14H16N6S2
4-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-N-(3,4-dimethylphenyl)-1,3-thiazol-2-amine
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-1-[(3S)-3,5-dithiophen-2-yl-3,4-dihydropyrazol-2-yl]ethanone —— C15H14N6OS3
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-1-[(3S)-3,5-dithiophen-2-yl-3,4-dihydropyrazol-2-yl]ethanone
—— 2-(2-chlorophenyl)sulfanyl-N-(3-morpholin-4-ium-4-ylpropyl)pyridine-3-carboxamide —— C19H23ClN3O2S+
2-(2-chlorophenyl)sulfanyl-N-(3-morpholin-4-ium-4-ylpropyl)pyridine-3-carboxamide
—— 2-(2-chlorophenyl)sulfanyl-N-(3-morpholin-4-ylpropyl)pyridine-3-carboxamide —— C19H22ClN3O2S
2-(2-chlorophenyl)sulfanyl-N-(3-morpholin-4-ylpropyl)pyridine-3-carboxamide
—— (2R)-1-(4-chlorophenyl)sulfanyl-3-morpholin-4-ylpropan-2-ol —— C13H18ClNO2S
(2R)-1-(4-chlorophenyl)sulfanyl-3-morpholin-4-ylpropan-2-ol
—— 1-[4-(4-Bromophenyl)sulfanylphenyl]-3-propan-2-ylthiourea —— C16H17BrN2S2
1-[4-(4-Bromophenyl)sulfanylphenyl]-3-propan-2-ylthiourea
—— ethyl 2-[2-[2-[[(1S,2R)-2-methylcyclohexyl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C16H24N2O3S2
ethyl 2-[2-[2-[[(1S,2R)-2-methylcyclohexyl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— ethyl 2-[2-[2-[[(1S,2S)-2-methylcyclohexyl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C16H24N2O3S2
ethyl 2-[2-[2-[[(1S,2S)-2-methylcyclohexyl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— 2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-3-methylbutan-2-yl]acetamide —— C15H18BrN3O2S
2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-3-methylbutan-2-yl]acetamide
—— 1-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-(4-fluorophenyl)sulfanylethanone —— C21H16ClFN2O2S
1-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-(4-fluorophenyl)sulfanylethanone
—— 2-(4-methylphenyl)sulfanyl-N-[2-(pyridin-2-ylmethyl)pyrazol-3-yl]pyridine-3-carboxamide —— C22H19N5OS
2-(4-methylphenyl)sulfanyl-N-[2-(pyridin-2-ylmethyl)pyrazol-3-yl]pyridine-3-carboxamide
—— (2S)-1-(4-chlorophenyl)sulfanyl-3-morpholin-4-ylpropan-2-ol —— C13H18ClNO2S
(2S)-1-(4-chlorophenyl)sulfanyl-3-morpholin-4-ylpropan-2-ol
—— 2-[2-oxo-2-(1H-pyrrol-2-yl)ethyl]sulfanyl-4-propyl-1H-pyrimidin-6-one —— C13H15N3O2S
2-[2-oxo-2-(1H-pyrrol-2-yl)ethyl]sulfanyl-4-propyl-1H-pyrimidin-6-one