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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
—— N-(1-cyanocyclopentyl)-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C15H15N5O2S
N-(1-cyanocyclopentyl)-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— (2R)-2-[(5-pyrazin-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C9H9N5O2S
(2R)-2-[(5-pyrazin-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— 2-(3,4-dimethylphenyl)-5-[(1R)-1-(4-fluorophenyl)ethyl]sulfanyl-1,3,4-oxadiazole —— C18H17FN2OS
2-(3,4-dimethylphenyl)-5-[(1R)-1-(4-fluorophenyl)ethyl]sulfanyl-1,3,4-oxadiazole
—— 2-(3,4-dimethylphenyl)-5-[(1S)-1-(4-fluorophenyl)ethyl]sulfanyl-1,3,4-oxadiazole —— C18H17FN2OS
2-(3,4-dimethylphenyl)-5-[(1S)-1-(4-fluorophenyl)ethyl]sulfanyl-1,3,4-oxadiazole
—— 2-(3,4-Dimethylphenyl)-5-[(2-phenyl-1,3-thiazol-4-yl)methylsulfanyl]-1,3,4-oxadiazole —— C20H17N3OS2
2-(3,4-Dimethylphenyl)-5-[(2-phenyl-1,3-thiazol-4-yl)methylsulfanyl]-1,3,4-oxadiazole
—— 2-butylsulfanyl-4-N-[[(3R)-1-methylsulfonylpiperidin-3-yl]methyl]pyrimidine-4,6-diamine —— C15H27N5O2S2
2-butylsulfanyl-4-N-[[(3R)-1-methylsulfonylpiperidin-3-yl]methyl]pyrimidine-4,6-diamine
—— 2-methylsulfanyl-4-[(3R)-3-(1-propan-2-ylimidazol-2-yl)piperidin-1-yl]pyrimidine —— C16H23N5S
2-methylsulfanyl-4-[(3R)-3-(1-propan-2-ylimidazol-2-yl)piperidin-1-yl]pyrimidine
—— 2-methylsulfanyl-4-[(3S)-3-(1-propan-2-ylimidazol-2-yl)piperidin-1-yl]pyrimidine —— C16H23N5S
2-methylsulfanyl-4-[(3S)-3-(1-propan-2-ylimidazol-2-yl)piperidin-1-yl]pyrimidine
—— 2-butylsulfanyl-4-N-[[(3S)-1-methylsulfonylpiperidin-3-yl]methyl]pyrimidine-4,6-diamine —— C15H27N5O2S2
2-butylsulfanyl-4-N-[[(3S)-1-methylsulfonylpiperidin-3-yl]methyl]pyrimidine-4,6-diamine
—— (4R)-1-[6-amino-2-[(2-methylphenyl)methylsulfanyl]pyrimidin-4-yl]-4-(hydroxymethyl)azepan-4-ol —— C19H26N4O2S
(4R)-1-[6-amino-2-[(2-methylphenyl)methylsulfanyl]pyrimidin-4-yl]-4-(hydroxymethyl)azepan-4-ol
—— (4S)-1-[6-amino-2-[(2-methylphenyl)methylsulfanyl]pyrimidin-4-yl]-4-(hydroxymethyl)azepan-4-ol —— C19H26N4O2S
(4S)-1-[6-amino-2-[(2-methylphenyl)methylsulfanyl]pyrimidin-4-yl]-4-(hydroxymethyl)azepan-4-ol
—— N-[(1S,2R,3S)-2,3-dimethylcyclohexyl]-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C19H26N4OS2
N-[(1S,2R,3S)-2,3-dimethylcyclohexyl]-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[(2,5-Dimethylphenyl)methylsulfanyl]-3,6-dimethyl-5-[(3-methylphenyl)methyl]pyrimidin-4-one —— C23H26N2OS
2-[(2,5-Dimethylphenyl)methylsulfanyl]-3,6-dimethyl-5-[(3-methylphenyl)methyl]pyrimidin-4-one
—— 6-[(2R)-2-(2-aminoethyl)morpholin-4-yl]-2-[(4-methylphenyl)methylsulfanyl]pyrimidin-4-amine —— C18H25N5OS
6-[(2R)-2-(2-aminoethyl)morpholin-4-yl]-2-[(4-methylphenyl)methylsulfanyl]pyrimidin-4-amine
—— 6-[(2S)-2-(2-aminoethyl)morpholin-4-yl]-2-[(4-methylphenyl)methylsulfanyl]pyrimidin-4-amine —— C18H25N5OS
6-[(2S)-2-(2-aminoethyl)morpholin-4-yl]-2-[(4-methylphenyl)methylsulfanyl]pyrimidin-4-amine
—— ethyl (2S)-2-[1,4-dimethyl-5-[(2-methylphenyl)methyl]-6-oxopyrimidin-2-yl]sulfanylpropanoate —— C19H24N2O3S
ethyl (2S)-2-[1,4-dimethyl-5-[(2-methylphenyl)methyl]-6-oxopyrimidin-2-yl]sulfanylpropanoate
—— 2-amino-6-[2-oxo-2-[(2S)-2-thiophen-2-ylpyrrolidin-1-yl]ethyl]sulfanylpyridine-3,5-dicarbonitrile —— C17H15N5OS2
2-amino-6-[2-oxo-2-[(2S)-2-thiophen-2-ylpyrrolidin-1-yl]ethyl]sulfanylpyridine-3,5-dicarbonitrile
—— [(2S)-2,3-dihydro-1-benzothiophen-2-yl]-[4-[2-(1,2,4-triazol-1-yl)ethyl]piperazin-1-yl]methanone —— C17H21N5OS
[(2S)-2,3-dihydro-1-benzothiophen-2-yl]-[4-[2-(1,2,4-triazol-1-yl)ethyl]piperazin-1-yl]methanone
—— [(2R)-2,3-dihydro-1-benzothiophen-2-yl]-[4-[2-(1,2,4-triazol-1-yl)ethyl]piperazin-1-yl]methanone —— C17H21N5OS
[(2R)-2,3-dihydro-1-benzothiophen-2-yl]-[4-[2-(1,2,4-triazol-1-yl)ethyl]piperazin-1-yl]methanone
—— 6-[(3R)-3-[5-(imidazol-1-ylmethyl)-4-methyl-1,2,4-triazol-3-yl]piperidin-1-yl]-2-methylsulfanylpyrimidin-4-amine —— C17H23N9S
6-[(3R)-3-[5-(imidazol-1-ylmethyl)-4-methyl-1,2,4-triazol-3-yl]piperidin-1-yl]-2-methylsulfanylpyrimidin-4-amine
—— 6-[(3S)-3-[5-(imidazol-1-ylmethyl)-4-methyl-1,2,4-triazol-3-yl]piperidin-1-yl]-2-methylsulfanylpyrimidin-4-amine —— C17H23N9S
6-[(3S)-3-[5-(imidazol-1-ylmethyl)-4-methyl-1,2,4-triazol-3-yl]piperidin-1-yl]-2-methylsulfanylpyrimidin-4-amine
—— 2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[(Z)-[(2S)-2-methylcyclohexylidene]amino]acetamide —— C17H23BrN2OS
2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[(Z)-[(2S)-2-methylcyclohexylidene]amino]acetamide
—— [2-[(2R)-2-ethylpiperidin-1-yl]-2-oxoethyl] 2-(2-cyanophenyl)sulfanylbenzoate —— C23H24N2O3S
[2-[(2R)-2-ethylpiperidin-1-yl]-2-oxoethyl] 2-(2-cyanophenyl)sulfanylbenzoate
—— 2-(4,6-Dimethylpyrimidin-2-yl)sulfanyl-2-methylpropanoate —— C10H13N2O2S-
2-(4,6-Dimethylpyrimidin-2-yl)sulfanyl-2-methylpropanoate
—— 2-butylsulfanyl-4-N-[[(2S)-oxan-2-yl]methyl]pyrimidine-4,6-diamine —— C14H24N4OS
2-butylsulfanyl-4-N-[[(2S)-oxan-2-yl]methyl]pyrimidine-4,6-diamine
—— 2-butylsulfanyl-4-N-[[(2R)-oxan-2-yl]methyl]pyrimidine-4,6-diamine —— C14H24N4OS
2-butylsulfanyl-4-N-[[(2R)-oxan-2-yl]methyl]pyrimidine-4,6-diamine
—— N-[(2R)-butan-2-yl]-2-[[5-(2-methylfuran-3-yl)-4-(2-methylpropyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C17H26N4O2S
N-[(2R)-butan-2-yl]-2-[[5-(2-methylfuran-3-yl)-4-(2-methylpropyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-[[5-(2-methylfuran-3-yl)-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]-N-(thiophen-2-ylmethyl)acetamide —— C19H22N4O3S2
2-[[5-(2-methylfuran-3-yl)-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]-N-(thiophen-2-ylmethyl)acetamide
—— 1-(azepan-1-yl)-2-[[5-(2-methylfuran-3-yl)-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C20H28N4O3S
1-(azepan-1-yl)-2-[[5-(2-methylfuran-3-yl)-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— N-[(2R)-butan-2-yl]-2-[[5-(2-methylfuran-3-yl)-4-[(1S)-1-phenylethyl]-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C21H26N4O2S
N-[(2R)-butan-2-yl]-2-[[5-(2-methylfuran-3-yl)-4-[(1S)-1-phenylethyl]-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-[[5-(2-methylfuran-3-yl)-4-[(1S)-1-phenylethyl]-1,2,4-triazol-3-yl]sulfanyl]-N-prop-2-enylacetamide —— C20H22N4O2S
2-[[5-(2-methylfuran-3-yl)-4-[(1S)-1-phenylethyl]-1,2,4-triazol-3-yl]sulfanyl]-N-prop-2-enylacetamide
—— N-[(2R)-butan-2-yl]-2-[[4-butyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C17H26N4O2S
N-[(2R)-butan-2-yl]-2-[[4-butyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 1-(azepan-1-yl)-2-[[5-(2-methylfuran-3-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C20H28N4O3S
1-(azepan-1-yl)-2-[[5-(2-methylfuran-3-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— 2-[[4-(3-methoxypropyl)-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S,2R)-2-methylcyclohexyl]acetamide —— C20H30N4O3S
2-[[4-(3-methoxypropyl)-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S,2R)-2-methylcyclohexyl]acetamide
—— 2-[[4-(3-methoxypropyl)-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R,2S)-2-methylcyclohexyl]acetamide —— C20H30N4O3S
2-[[4-(3-methoxypropyl)-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R,2S)-2-methylcyclohexyl]acetamide
—— (2R)-N-methyl-N-[(3-pyridin-4-yl-1,2,4-oxadiazol-5-yl)methyl]-2,3-dihydro-1-benzothiophene-2-carboxamide —— C18H16N4O2S
(2R)-N-methyl-N-[(3-pyridin-4-yl-1,2,4-oxadiazol-5-yl)methyl]-2,3-dihydro-1-benzothiophene-2-carboxamide
—— 2-butylsulfanyl-6-[(6S)-6-[(dimethylamino)methyl]-1,4-oxazepan-4-yl]pyrimidin-4-amine —— C16H29N5OS
2-butylsulfanyl-6-[(6S)-6-[(dimethylamino)methyl]-1,4-oxazepan-4-yl]pyrimidin-4-amine
—— (2S)-N-methyl-N-[(3-pyridin-4-yl-1,2,4-oxadiazol-5-yl)methyl]-2,3-dihydro-1-benzothiophene-2-carboxamide —— C18H16N4O2S
(2S)-N-methyl-N-[(3-pyridin-4-yl-1,2,4-oxadiazol-5-yl)methyl]-2,3-dihydro-1-benzothiophene-2-carboxamide
—— 2-butylsulfanyl-6-[(6R)-6-[(dimethylamino)methyl]-1,4-oxazepan-4-yl]pyrimidin-4-amine —— C16H29N5OS
2-butylsulfanyl-6-[(6R)-6-[(dimethylamino)methyl]-1,4-oxazepan-4-yl]pyrimidin-4-amine
—— 3-[4-Amino-3-[(2-methylphenyl)methylsulfanyl]-5-oxo-1,2,4-triazin-6-yl]propanoate —— C14H15N4O3S-
3-[4-Amino-3-[(2-methylphenyl)methylsulfanyl]-5-oxo-1,2,4-triazin-6-yl]propanoate
—— 1-(3,4-Difluorophenyl)-3-{[(4-fluorophenyl)methyl]sulfanyl}-1,2-dihydropyrazin-2-one —— C17H11F3N2OS
1-(3,4-Difluorophenyl)-3-{[(4-fluorophenyl)methyl]sulfanyl}-1,2-dihydropyrazin-2-one
—— 2-((4-(3-fluoro-4-methylphenyl)-3-oxo-3,4-dihydropyrazin-2-yl)thio)-N-phenethylacetamide —— C21H20FN3O2S
2-((4-(3-fluoro-4-methylphenyl)-3-oxo-3,4-dihydropyrazin-2-yl)thio)-N-phenethylacetamide
—— N-benzyl-2-[4-(3-chloro-4-fluorophenyl)-3-oxopyrazin-2-yl]sulfanylacetamide —— C19H15ClFN3O2S
N-benzyl-2-[4-(3-chloro-4-fluorophenyl)-3-oxopyrazin-2-yl]sulfanylacetamide
—— 1-(2-methylsulfanylpyrimidin-4-yl)-N-[(1R)-1-(4-methyl-1,3-thiazol-2-yl)ethyl]piperidin-4-amine —— C16H23N5S2
1-(2-methylsulfanylpyrimidin-4-yl)-N-[(1R)-1-(4-methyl-1,3-thiazol-2-yl)ethyl]piperidin-4-amine
—— (4S)-1-(6-amino-2-butylsulfanylpyrimidin-4-yl)-4-(hydroxymethyl)azepan-4-ol —— C15H26N4O2S
(4S)-1-(6-amino-2-butylsulfanylpyrimidin-4-yl)-4-(hydroxymethyl)azepan-4-ol
—— 1-(2-methylsulfanylpyrimidin-4-yl)-N-[(1S)-1-(4-methyl-1,3-thiazol-2-yl)ethyl]piperidin-4-amine —— C16H23N5S2
1-(2-methylsulfanylpyrimidin-4-yl)-N-[(1S)-1-(4-methyl-1,3-thiazol-2-yl)ethyl]piperidin-4-amine
—— (4R)-1-(6-amino-2-butylsulfanylpyrimidin-4-yl)-4-(hydroxymethyl)azepan-4-ol —— C15H26N4O2S
(4R)-1-(6-amino-2-butylsulfanylpyrimidin-4-yl)-4-(hydroxymethyl)azepan-4-ol
—— (2R)-N-[2-[(2-chlorophenyl)methylsulfanyl]ethyl]-2-(4-chlorophenyl)sulfanylpropanamide —— C18H19Cl2NOS2
(2R)-N-[2-[(2-chlorophenyl)methylsulfanyl]ethyl]-2-(4-chlorophenyl)sulfanylpropanamide
—— 2-[4-(3-chloro-4-fluorophenyl)-3-oxopyrazin-2-yl]sulfanyl-N-cyclopentylacetamide —— C17H17ClFN3O2S
2-[4-(3-chloro-4-fluorophenyl)-3-oxopyrazin-2-yl]sulfanyl-N-cyclopentylacetamide
—— 6-[[4-[(3S)-piperidin-3-yl]triazol-1-yl]methyl]-2,3-dihydroimidazo[2,1-b][1,3]thiazole —— C13H18N6S
6-[[4-[(3S)-piperidin-3-yl]triazol-1-yl]methyl]-2,3-dihydroimidazo[2,1-b][1,3]thiazole