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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
—— 4-Benzyl-5-[(2-chlorophenyl)methylsulfanyl]-1,2,4-triazol-3-amine —— C16H15ClN4S
4-Benzyl-5-[(2-chlorophenyl)methylsulfanyl]-1,2,4-triazol-3-amine
—— Methyl 2-[[5-amino-4-(2-amino-2-oxoethyl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C7H11N5O3S
Methyl 2-[[5-amino-4-(2-amino-2-oxoethyl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— 5-[(2-Chlorophenyl)methylsulfanyl]-4-ethyl-1,2,4-triazol-3-amine —— C11H13ClN4S
5-[(2-Chlorophenyl)methylsulfanyl]-4-ethyl-1,2,4-triazol-3-amine
—— 4-Methyl-5-(2-phenylethylsulfanyl)-1,2,4-triazol-3-amine —— C11H14N4S
4-Methyl-5-(2-phenylethylsulfanyl)-1,2,4-triazol-3-amine
—— 1-[(Z)-dodecylideneamino]-3-[(E)-dodecylideneamino]thiourea —— C25H50N4S
1-[(Z)-dodecylideneamino]-3-[(E)-dodecylideneamino]thiourea
—— 4-[(4-Methylphenyl)methyl]-5-(2-phenylethylsulfanyl)-1,2,4-triazol-3-amine —— C18H20N4S
4-[(4-Methylphenyl)methyl]-5-(2-phenylethylsulfanyl)-1,2,4-triazol-3-amine
—— 3-(4-fluorophenyl)sulfanyl-N-[(1S)-1-(4-methylphenyl)-2-morpholin-4-ylethyl]propanamide —— C22H27FN2O2S
3-(4-fluorophenyl)sulfanyl-N-[(1S)-1-(4-methylphenyl)-2-morpholin-4-ylethyl]propanamide
—— N-benzyl-N-methyl-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C14H15N3O2S
N-benzyl-N-methyl-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-[(1R)-1-(4-chlorophenyl)ethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C14H14ClN3O2S
N-[(1R)-1-(4-chlorophenyl)ethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-[(1S)-1-(4-chlorophenyl)ethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C14H14ClN3O2S
N-[(1S)-1-(4-chlorophenyl)ethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— 3-(4-fluorophenyl)sulfanyl-N-[5-(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)pentyl]propanamide —— C20H22FN3O2S2
3-(4-fluorophenyl)sulfanyl-N-[5-(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)pentyl]propanamide
—— N-[(1S)-1-(2-chlorophenyl)ethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C14H14ClN3O2S
N-[(1S)-1-(2-chlorophenyl)ethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— 2-(4-fluorophenyl)sulfanyl-N-[(1R)-1-(4-methylphenyl)-2-morpholin-4-ium-4-ylethyl]acetamide —— C21H26FN2O2S+
2-(4-fluorophenyl)sulfanyl-N-[(1R)-1-(4-methylphenyl)-2-morpholin-4-ium-4-ylethyl]acetamide
—— N-[(1S)-1-(4-methylphenyl)-2-morpholin-4-ium-4-ylethyl]-2-(4-methylphenyl)sulfanylacetamide —— C22H29N2O2S+
N-[(1S)-1-(4-methylphenyl)-2-morpholin-4-ium-4-ylethyl]-2-(4-methylphenyl)sulfanylacetamide
—— 2-(4-methylphenyl)sulfanyl-N-[5-(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)pentyl]acetamide —— C20H23N3O2S2
2-(4-methylphenyl)sulfanyl-N-[5-(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)pentyl]acetamide
—— N-(2-methylpropyl)-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C10H15N3O2S
N-(2-methylpropyl)-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— (2S)-N-(1-cyanocyclohexyl)-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanamide —— C14H18N4O2S
(2S)-N-(1-cyanocyclohexyl)-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanamide
—— (2S)-N-cyclopropyl-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanamide —— C10H13N3O2S
(2S)-N-cyclopropyl-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanamide
—— N-[(2S)-butan-2-yl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C10H15N3O2S
N-[(2S)-butan-2-yl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-methyl-N-[(4-methylphenyl)methyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C15H17N3O2S
N-methyl-N-[(4-methylphenyl)methyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— (6E)-3-ethylsulfanyl-5-imino-6-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one —— C19H16N4O2S3
(6E)-3-ethylsulfanyl-5-imino-6-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one
—— 2-[2-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl]sulfanyl-1H-pyrimidin-6-one —— C12H17N3O3S
2-[2-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl]sulfanyl-1H-pyrimidin-6-one
—— N-methyl-N-[(2-methylphenyl)methyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C15H17N3O2S
N-methyl-N-[(2-methylphenyl)methyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— (6E)-3-ethylsulfanyl-5-imino-6-[(4-methylsulfanylphenyl)methylidene]-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one —— C15H14N4OS3
(6E)-3-ethylsulfanyl-5-imino-6-[(4-methylsulfanylphenyl)methylidene]-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one
—— N-benzyl-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-propan-2-ylacetamide —— C16H19N3O2S
N-benzyl-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-propan-2-ylacetamide
—— 2-[2-[(3S)-3-(furan-2-yl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]-2-oxoethyl]sulfanyl-1H-pyrimidin-6-one —— C20H18N4O3S
2-[2-[(3S)-3-(furan-2-yl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]-2-oxoethyl]sulfanyl-1H-pyrimidin-6-one
—— (6E)-3-ethylsulfanyl-5-imino-6-[(5-phenylsulfanylfuran-2-yl)methylidene]-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one —— C18H14N4O2S3
(6E)-3-ethylsulfanyl-5-imino-6-[(5-phenylsulfanylfuran-2-yl)methylidene]-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one
—— N-[(1R)-1-(4-bromophenyl)ethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C14H14BrN3O2S
N-[(1R)-1-(4-bromophenyl)ethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-[(2R)-butan-2-yl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C10H15N3O2S
N-[(2R)-butan-2-yl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— 2-[2-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-oxoethyl]sulfanyl-1H-pyrimidin-6-one —— C14H15N3O3S
2-[2-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-oxoethyl]sulfanyl-1H-pyrimidin-6-one
—— (6E)-5-imino-6-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-3-methylsulfanyl-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one —— C18H14N4O2S3
(6E)-5-imino-6-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methylidene]-3-methylsulfanyl-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one
—— ethyl 2,4-dimethyl-5-[(2R)-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate —— C16H19N3O4S
ethyl 2,4-dimethyl-5-[(2R)-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate
—— (6E)-6-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-5-imino-3-methylsulfanyl-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one —— C17H11ClN4O2S3
(6E)-6-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-5-imino-3-methylsulfanyl-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one
—— N-(1-adamantyl)-N-(furan-2-ylmethyl)-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C21H25N3O3S
N-(1-adamantyl)-N-(furan-2-ylmethyl)-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-(1-cyanocyclopentyl)-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C12H14N4O2S
N-(1-cyanocyclopentyl)-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— 7-[(6-oxo-1H-pyrimidin-2-yl)sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C11H8N4O2S2
7-[(6-oxo-1H-pyrimidin-2-yl)sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— N-[(2S)-3-methylbutan-2-yl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C11H17N3O2S
N-[(2S)-3-methylbutan-2-yl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— (2R)-N-[(2-fluorophenyl)methyl]-2-(4-methylphenyl)sulfanylpropanamide —— C17H18FNOS
(2R)-N-[(2-fluorophenyl)methyl]-2-(4-methylphenyl)sulfanylpropanamide
—— 3-Cyclopropyl-5-[(2-phenyl-1,3-thiazol-4-yl)methylsulfanyl]-1,2,4-triazol-4-amine —— C15H15N5S2
3-Cyclopropyl-5-[(2-phenyl-1,3-thiazol-4-yl)methylsulfanyl]-1,2,4-triazol-4-amine
—— (1R)-N-ethyl-1-(4-pyrazin-2-ylsulfanylphenyl)ethanamine —— C14H17N3S
(1R)-N-ethyl-1-(4-pyrazin-2-ylsulfanylphenyl)ethanamine
—— (1S)-N-ethyl-1-(4-pyrazin-2-ylsulfanylphenyl)ethanamine —— C14H17N3S
(1S)-N-ethyl-1-(4-pyrazin-2-ylsulfanylphenyl)ethanamine
—— (2R)-2-methyl-2-(propan-2-ylamino)-4-pyrazin-2-ylsulfanylbutanenitrile —— C12H18N4S
(2R)-2-methyl-2-(propan-2-ylamino)-4-pyrazin-2-ylsulfanylbutanenitrile
—— [2-[[(1R,2S)-2-methylcyclohexyl]amino]-2-oxoethyl] 3-(4-chlorophenyl)sulfanylpropanoate —— C18H24ClNO3S
[2-[[(1R,2S)-2-methylcyclohexyl]amino]-2-oxoethyl] 3-(4-chlorophenyl)sulfanylpropanoate
—— [2-[[(1S,2R)-2-methylcyclohexyl]amino]-2-oxoethyl] 3-(4-chlorophenyl)sulfanylpropanoate —— C18H24ClNO3S
[2-[[(1S,2R)-2-methylcyclohexyl]amino]-2-oxoethyl] 3-(4-chlorophenyl)sulfanylpropanoate
—— (5-Phenyl-1,3,4-oxadiazol-2-yl)methyl 3-(4-chlorophenyl)sulfanylpropanoate —— C18H15ClN2O3S
(5-Phenyl-1,3,4-oxadiazol-2-yl)methyl 3-(4-chlorophenyl)sulfanylpropanoate
—— (1S,2R,4R)-4-methyl-2-pyrimidin-4-ylsulfanylcyclohexane-1-carbonitrile —— C12H15N3S
(1S,2R,4R)-4-methyl-2-pyrimidin-4-ylsulfanylcyclohexane-1-carbonitrile
—— (2R)-2-methyl-2-(methylamino)-6-pyrazin-2-ylsulfanylhexanenitrile —— C12H18N4S
(2R)-2-methyl-2-(methylamino)-6-pyrazin-2-ylsulfanylhexanenitrile
—— (2S)-2-methyl-2-(methylamino)-6-pyrazin-2-ylsulfanylhexanenitrile —— C12H18N4S
(2S)-2-methyl-2-(methylamino)-6-pyrazin-2-ylsulfanylhexanenitrile
—— (1R,2R)-2-pyrimidin-4-ylsulfanylcycloheptane-1-carbonitrile —— C12H15N3S
(1R,2R)-2-pyrimidin-4-ylsulfanylcycloheptane-1-carbonitrile
—— (2R)-2-(ethylamino)-2-methyl-5-pyrazin-2-ylsulfanylpentanenitrile —— C12H18N4S
(2R)-2-(ethylamino)-2-methyl-5-pyrazin-2-ylsulfanylpentanenitrile