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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
—— [2-[4-(2,5-Dimethylphenyl)sulfanylanilino]-2-oxoethyl] 4-formylbenzoate —— C24H21NO4S
[2-[4-(2,5-Dimethylphenyl)sulfanylanilino]-2-oxoethyl] 4-formylbenzoate
—— Methyl 4-[2-oxo-2-(2-phenylsulfanylanilino)ethoxy]benzoate —— C22H19NO4S
Methyl 4-[2-oxo-2-(2-phenylsulfanylanilino)ethoxy]benzoate
—— 1-(1-Cyclopropyl-2,5-dimethylpyrrol-3-yl)-2-[(4,5-dicyclopropyl-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C19H24N4OS
1-(1-Cyclopropyl-2,5-dimethylpyrrol-3-yl)-2-[(4,5-dicyclopropyl-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— 3-[(3-Bromophenyl)methylsulfanyl]-4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazole —— C17H16BrN3S2
3-[(3-Bromophenyl)methylsulfanyl]-4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazole
—— (2S)-N-cyclopentyl-2-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C18H24N4OS2
(2S)-N-cyclopentyl-2-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2S)-N-[2-(cyclohexen-1-yl)ethyl]-2-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C21H28N4OS2
(2S)-N-[2-(cyclohexen-1-yl)ethyl]-2-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— N-[2-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetyl]-1-methylpyrrole-2-carboxamide —— C18H19N5O2S2
N-[2-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetyl]-1-methylpyrrole-2-carboxamide
—— 2-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2S)-2-phenylpropyl]acetamide —— C21H24N4OS2
2-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2S)-2-phenylpropyl]acetamide
—— 2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-cycloheptylacetamide —— C17H20ClN3O2S
2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-cycloheptylacetamide
—— 2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(3-methylbutyl)acetamide —— C15H18ClN3O2S
2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(3-methylbutyl)acetamide
—— (2S)-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-cyclopentylpropanamide —— C16H18ClN3O2S
(2S)-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-cyclopentylpropanamide
—— 2-[[5-(3-Chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(1,2,5-trimethylpyrrol-3-yl)ethanone —— C17H16ClN3O2S
2-[[5-(3-Chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(1,2,5-trimethylpyrrol-3-yl)ethanone
—— 2-[[5-(3-Chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(2,5-dimethyl-1-propylpyrrol-3-yl)ethanone —— C19H20ClN3O2S
2-[[5-(3-Chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(2,5-dimethyl-1-propylpyrrol-3-yl)ethanone
—— (2R)-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile —— C11H8ClN3OS
(2R)-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile
—— 2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]ethanone —— C16H18ClN3O3S
2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]ethanone
—— N-benzyl-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-propan-2-ylacetamide —— C20H20ClN3O2S
N-benzyl-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-propan-2-ylacetamide
—— (2S)-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile —— C11H8ClN3OS
(2S)-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile
—— N-(2-Methoxyethyl)-2-{[5-(pyridin-4-YL)-1,3,4-oxadiazol-2-YL]sulfanyl}acetamide —— C12H14N4O3S
N-(2-Methoxyethyl)-2-{[5-(pyridin-4-YL)-1,3,4-oxadiazol-2-YL]sulfanyl}acetamide
—— (2R)-N,N-dimethyl-3-oxo-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]butanamide —— C13H14N4O3S
(2R)-N,N-dimethyl-3-oxo-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]butanamide
—— 2-[(2R)-butan-2-yl]sulfanyl-5-pyridin-4-yl-1,3,4-oxadiazole —— C11H13N3OS
2-[(2R)-butan-2-yl]sulfanyl-5-pyridin-4-yl-1,3,4-oxadiazole
—— Diethyl 2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanedioate —— C14H15N3O5S
Diethyl 2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanedioate
—— N-prop-2-enyl-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C12H12N4O2S
N-prop-2-enyl-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— (2S)-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoate —— C10H8N3O3S-
(2S)-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoate
—— 2-(2-Piperidin-1-ium-1-ylethylsulfanyl)-5-pyridin-4-yl-1,3,4-oxadiazole —— C14H19N4OS+
2-(2-Piperidin-1-ium-1-ylethylsulfanyl)-5-pyridin-4-yl-1,3,4-oxadiazole
—— N-(4-cyano-2,3-dihydrofuran-5-yl)-3-(4-methylphenyl)sulfanylpropanamide —— C15H16N2O2S
N-(4-cyano-2,3-dihydrofuran-5-yl)-3-(4-methylphenyl)sulfanylpropanamide
—— 2-(4-chlorophenyl)sulfanyl-N-(4-cyano-2,3-dihydrofuran-5-yl)acetamide —— C13H11ClN2O2S
2-(4-chlorophenyl)sulfanyl-N-(4-cyano-2,3-dihydrofuran-5-yl)acetamide
—— 7-[[4-Ethyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C16H15N5O2S2
7-[[4-Ethyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— N-[(1S)-1-(3-chlorophenyl)ethyl]-2-[[4-ethyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C19H21ClN4O2S
N-[(1S)-1-(3-chlorophenyl)ethyl]-2-[[4-ethyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-[(1R)-1-(3-chlorophenyl)ethyl]-2-[[4-ethyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C19H21ClN4O2S
N-[(1R)-1-(3-chlorophenyl)ethyl]-2-[[4-ethyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 3-[(2-Chloro-6-fluorophenyl)methylsulfanyl]-4-ethyl-5-(2-methylfuran-3-yl)-1,2,4-triazole —— C16H15ClFN3OS
3-[(2-Chloro-6-fluorophenyl)methylsulfanyl]-4-ethyl-5-(2-methylfuran-3-yl)-1,2,4-triazole
—— N-[(1S)-1-(1-adamantyl)ethyl]-2-[[4-ethyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C23H32N4O2S
N-[(1S)-1-(1-adamantyl)ethyl]-2-[[4-ethyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-[(4-chlorophenyl)methyl]-2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)acetamide —— C18H18ClNO3S
N-[(4-chlorophenyl)methyl]-2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)acetamide
—— 2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)-1-(1H-pyrrol-2-yl)ethanone —— C15H15NO3S
2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)-1-(1H-pyrrol-2-yl)ethanone
—— [(2S)-1-(furan-2-ylmethylamino)-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate —— C17H18FNO4S
[(2S)-1-(furan-2-ylmethylamino)-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate
—— 2-[[4-Ethyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-1-morpholin-4-ylethanone —— C15H20N4O3S
2-[[4-Ethyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-1-morpholin-4-ylethanone
—— (2S)-2-[[4-ethyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C12H16N4O2S
(2S)-2-[[4-ethyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— N-cyclopropyl-2-[[4-ethyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C14H18N4O2S
N-cyclopropyl-2-[[4-ethyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-[(2-chlorophenyl)methyl]-2-[[4-ethyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C18H19ClN4O2S
N-[(2-chlorophenyl)methyl]-2-[[4-ethyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— [2-[[(1S)-1-(3-chlorophenyl)ethyl]amino]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate —— C19H19ClFNO3S
[2-[[(1S)-1-(3-chlorophenyl)ethyl]amino]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [2-[2-(2,4-Dioxo-1,3-thiazolidin-3-yl)ethylamino]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate —— C16H17FN2O5S2
[2-[2-(2,4-Dioxo-1,3-thiazolidin-3-yl)ethylamino]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [2-[(4-Methylcyclohexyl)amino]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate —— C18H24FNO3S
[2-[(4-Methylcyclohexyl)amino]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [2-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate —— C19H20FNO4S
[2-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [(2R)-1-(cyclohexylmethylamino)-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate —— C19H26FNO3S
[(2R)-1-(cyclohexylmethylamino)-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [(2S)-1-(cyclopropylamino)-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate —— C15H18FNO3S
[(2S)-1-(cyclopropylamino)-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate
—— 2-[[4-ethyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(4-fluorophenyl)methyl]acetamide —— C18H19FN4O2S
2-[[4-ethyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(4-fluorophenyl)methyl]acetamide
—— 2-Amino-4-benzyl-6-methylsulfanylpyridin-1-ium-3,5-dicarbonitrile —— C15H13N4S+
2-Amino-4-benzyl-6-methylsulfanylpyridin-1-ium-3,5-dicarbonitrile
—— [(2S)-1-oxo-1-[[(2R)-4-phenylbutan-2-yl]amino]propan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate —— C22H26FNO3S
[(2S)-1-oxo-1-[[(2R)-4-phenylbutan-2-yl]amino]propan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [(2R)-1-(cyclopentylamino)-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate —— C17H22FNO3S
[(2R)-1-(cyclopentylamino)-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [2-[[(1S)-1-(2-chlorophenyl)ethyl]amino]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate —— C19H19ClFNO3S
[2-[[(1S)-1-(2-chlorophenyl)ethyl]amino]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [2-[[(1R)-1-(3,4-dimethylphenyl)ethyl]amino]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate —— C21H24FNO3S
[2-[[(1R)-1-(3,4-dimethylphenyl)ethyl]amino]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate