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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-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]-N-[(1R)-1-phenylbutyl]acetamide —— C19H25N3O2S
2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]-N-[(1R)-1-phenylbutyl]acetamide
—— 2-(1-oxidopyridin-1-ium-2-yl)sulfanyl-N-[(1R)-1-phenylbutyl]acetamide —— C17H20N2O2S
2-(1-oxidopyridin-1-ium-2-yl)sulfanyl-N-[(1R)-1-phenylbutyl]acetamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1S)-1-phenylbutyl]acetamide —— C14H18N4OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1S)-1-phenylbutyl]acetamide
—— (3R)-3-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-methylpyrrolidin-2-one —— C13H12ClN3O2S
(3R)-3-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-methylpyrrolidin-2-one
—— (3S)-3-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-methylpyrrolidin-2-one —— C13H12ClN3O2S
(3S)-3-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-methylpyrrolidin-2-one
—— N-[(3S)-1-[2-(2-fluorophenyl)sulfanylethyl]piperidin-3-yl]acetamide —— C15H21FN2OS
N-[(3S)-1-[2-(2-fluorophenyl)sulfanylethyl]piperidin-3-yl]acetamide
—— N-[(3R)-1-[2-(2-fluorophenyl)sulfanylethyl]piperidin-3-yl]acetamide —— C15H21FN2OS
N-[(3R)-1-[2-(2-fluorophenyl)sulfanylethyl]piperidin-3-yl]acetamide
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-phenylbutyl]acetamide —— C14H19N5OS
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-phenylbutyl]acetamide
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-phenylbutyl]acetamide —— C14H19N5OS
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-phenylbutyl]acetamide
—— N-[4-(2,4-dimethylphenyl)sulfanylphenyl]-4-ethylbenzenesulfonamide —— C22H23NO2S2
N-[4-(2,4-dimethylphenyl)sulfanylphenyl]-4-ethylbenzenesulfonamide
—— (2R)-2-[[5-(3-bromoanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-thiophen-2-ylethyl)propanamide —— C17H17BrN4OS3
(2R)-2-[[5-(3-bromoanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-thiophen-2-ylethyl)propanamide
—— (2S)-2-[[5-(3-bromoanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-thiophen-2-ylethyl)propanamide —— C17H17BrN4OS3
(2S)-2-[[5-(3-bromoanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-thiophen-2-ylethyl)propanamide
—— 2-(3,4-difluorophenyl)sulfanyl-N-[(2S)-2-[(3R)-3-methylmorpholin-4-yl]propyl]acetamide —— C16H22F2N2O2S
2-(3,4-difluorophenyl)sulfanyl-N-[(2S)-2-[(3R)-3-methylmorpholin-4-yl]propyl]acetamide
—— (2Z,5Z)-2-[2-(furan-2-yl)-2-oxoethylidene]-5-[(4-methylsulfanylphenyl)methylidene]-1,3-thiazolidin-4-one —— C17H13NO3S2
(2Z,5Z)-2-[2-(furan-2-yl)-2-oxoethylidene]-5-[(4-methylsulfanylphenyl)methylidene]-1,3-thiazolidin-4-one
—— 2-(3,4-difluorophenyl)sulfanyl-N-[(2S)-2-[(3S)-3-methylmorpholin-4-yl]propyl]acetamide —— C16H22F2N2O2S
2-(3,4-difluorophenyl)sulfanyl-N-[(2S)-2-[(3S)-3-methylmorpholin-4-yl]propyl]acetamide
—— [(2R)-2,3-dihydro-1-benzothiophen-2-yl]-(4-pyridazin-3-yl-1,4-diazepan-1-yl)methanone —— C18H20N4OS
[(2R)-2,3-dihydro-1-benzothiophen-2-yl]-(4-pyridazin-3-yl-1,4-diazepan-1-yl)methanone
—— [(2S)-2,3-dihydro-1-benzothiophen-2-yl]-(4-pyridazin-3-yl-1,4-diazepan-1-yl)methanone —— C18H20N4OS
[(2S)-2,3-dihydro-1-benzothiophen-2-yl]-(4-pyridazin-3-yl-1,4-diazepan-1-yl)methanone
—— N-(1-cyanocyclohexyl)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C12H17N5OS
N-(1-cyanocyclohexyl)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[(2S)-butan-2-yl]-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C13H22N4O3S2
N-[(2S)-butan-2-yl]-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 1-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C18H16ClN5O2S
1-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— (2S)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C14H17FN4OS
(2S)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— N-[(1R)-1-(2-chlorophenyl)ethyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C13H15ClN4OS
N-[(1R)-1-(2-chlorophenyl)ethyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[(2S)-butan-2-yl]-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C13H22N4O3S2
N-[(2S)-butan-2-yl]-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— ethyl 2,4-dimethyl-5-[(2S)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate —— C15H20N4O3S
ethyl 2,4-dimethyl-5-[(2S)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-(2-methylpropyl)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C13H22N4O3S2
N-[(3S)-1,1-dioxothiolan-3-yl]-N-(2-methylpropyl)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— (2S)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C14H17FN4OS
(2S)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— 2-[(4-Methyl-1,2,4-triazol-3-yl)sulfanyl]-1-(5-phenyl-3,4-dihydropyrazol-2-yl)ethanone —— C14H15N5OS
2-[(4-Methyl-1,2,4-triazol-3-yl)sulfanyl]-1-(5-phenyl-3,4-dihydropyrazol-2-yl)ethanone
—— 2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]acetamide —— C15H20N4OS
2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]acetamide
—— N-(1-cyanocyclopentyl)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C11H15N5OS
N-(1-cyanocyclopentyl)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— [(1S)-3-methyl-1-(5-methylsulfanyl-1,3,4-oxadiazol-2-yl)butyl]azanium —— C8H16N3OS+
[(1S)-3-methyl-1-(5-methylsulfanyl-1,3,4-oxadiazol-2-yl)butyl]azanium
—— (2R)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C14H17FN4OS
(2R)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— 4-Methyl-3-[[3-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]phenyl]methylsulfanyl]-1,2,4-triazole —— C14H16N6S2
4-Methyl-3-[[3-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]phenyl]methylsulfanyl]-1,2,4-triazole
—— 4-Methyl-3-[[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]phenyl]methylsulfanyl]-1,2,4-triazole —— C14H16N6S2
4-Methyl-3-[[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]phenyl]methylsulfanyl]-1,2,4-triazole
—— ethyl 2,4-dimethyl-5-[(2R)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate —— C15H20N4O3S
ethyl 2,4-dimethyl-5-[(2R)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate
—— [(1S)-3-methyl-1-[5-[(3-methylphenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]butyl]azanium —— C15H22N3OS+
[(1S)-3-methyl-1-[5-[(3-methylphenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]butyl]azanium
—— 1-[(3R)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C18H16ClN5O2S
1-[(3R)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— N-[(1S)-1-(2-chlorophenyl)ethyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C13H15ClN4OS
N-[(1S)-1-(2-chlorophenyl)ethyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 3-butyl-5-[(1S)-1-[[4-(2-thiophen-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-1,2,4-oxadiazole —— C16H21N5OS2
3-butyl-5-[(1S)-1-[[4-(2-thiophen-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-1,2,4-oxadiazole
—— 1-[(3R)-3-(furan-2-yl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C19H19N5O2S
1-[(3R)-3-(furan-2-yl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— N-(1-cyanocyclohexyl)-N-methyl-2-[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C13H19N5OS
N-(1-cyanocyclohexyl)-N-methyl-2-[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[(2R)-butan-2-yl]-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C13H22N4O3S2
N-[(2R)-butan-2-yl]-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— (3S)-N-[4-(4,6-dimethylpyrimidin-2-yl)sulfanylphenyl]-1-(furan-2-ylmethyl)-5-oxopyrrolidine-3-carboxamide —— C22H22N4O3S
(3S)-N-[4-(4,6-dimethylpyrimidin-2-yl)sulfanylphenyl]-1-(furan-2-ylmethyl)-5-oxopyrrolidine-3-carboxamide
—— 3-butyl-5-[(1R)-1-[[4-(2-thiophen-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-1,2,4-oxadiazole —— C16H21N5OS2
3-butyl-5-[(1R)-1-[[4-(2-thiophen-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-1,2,4-oxadiazole
—— [(2R)-1-[di(propan-2-yl)amino]-1-oxopropan-2-yl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate —— C17H27N3O3S
[(2R)-1-[di(propan-2-yl)amino]-1-oxopropan-2-yl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate
—— 1-methyl-3-[2-[(1S,2R)-2-methylcyclohexyl]oxyethyl]-1-[(2S)-1-methylsulfonylpropan-2-yl]urea —— C15H30N2O4S
1-methyl-3-[2-[(1S,2R)-2-methylcyclohexyl]oxyethyl]-1-[(2S)-1-methylsulfonylpropan-2-yl]urea
—— [(2S)-1-[di(propan-2-yl)amino]-1-oxopropan-2-yl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate —— C17H27N3O3S
[(2S)-1-[di(propan-2-yl)amino]-1-oxopropan-2-yl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate
—— 1-methyl-3-[2-[(1R,2R)-2-methylcyclohexyl]oxyethyl]-1-[(2S)-1-methylsulfonylpropan-2-yl]urea —— C15H30N2O4S
1-methyl-3-[2-[(1R,2R)-2-methylcyclohexyl]oxyethyl]-1-[(2S)-1-methylsulfonylpropan-2-yl]urea
—— 1-methyl-3-[2-[(1S,2S)-2-methylcyclohexyl]oxyethyl]-1-[(2S)-1-methylsulfonylpropan-2-yl]urea —— C15H30N2O4S
1-methyl-3-[2-[(1S,2S)-2-methylcyclohexyl]oxyethyl]-1-[(2S)-1-methylsulfonylpropan-2-yl]urea
—— 1-methyl-3-[2-[(1R,2S)-2-methylcyclohexyl]oxyethyl]-1-[(2S)-1-methylsulfonylpropan-2-yl]urea —— C15H30N2O4S
1-methyl-3-[2-[(1R,2S)-2-methylcyclohexyl]oxyethyl]-1-[(2S)-1-methylsulfonylpropan-2-yl]urea
—— (2S)-2-[[1-[[(2S)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylmethyl]-4-propan-2-ylmorpholine —— C14H25N5O2S
(2S)-2-[[1-[[(2S)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylmethyl]-4-propan-2-ylmorpholine