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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-[(2S)-1-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-1-oxopropan-2-yl]sulfanylpyridine-4-carbonitrile —— C22H17ClN4O2S
2-[(2S)-1-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-1-oxopropan-2-yl]sulfanylpyridine-4-carbonitrile
—— 2-[2-[(3R)-3,5-dithiophen-2-yl-3,4-dihydropyrazol-2-yl]-2-oxoethyl]sulfanylpyridine-4-carbonitrile —— C19H14N4OS3
2-[2-[(3R)-3,5-dithiophen-2-yl-3,4-dihydropyrazol-2-yl]-2-oxoethyl]sulfanylpyridine-4-carbonitrile
—— 3-(3-methoxypropylsulfanyl)-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one —— C11H19N3O3S
3-(3-methoxypropylsulfanyl)-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one
—— N-[(1R)-1-cyano-1-cyclopropylethyl]-2-(4-cyanopyridin-2-yl)sulfanylacetamide —— C14H14N4OS
N-[(1R)-1-cyano-1-cyclopropylethyl]-2-(4-cyanopyridin-2-yl)sulfanylacetamide
—— 1-[2-(4-chlorophenyl)sulfanylethyl]-3-[(3R)-4,4,4-trifluoro-3-hydroxy-3-(1-methylimidazol-2-yl)butyl]urea —— C17H20ClF3N4O2S
1-[2-(4-chlorophenyl)sulfanylethyl]-3-[(3R)-4,4,4-trifluoro-3-hydroxy-3-(1-methylimidazol-2-yl)butyl]urea
—— 1-[2-(4-chlorophenyl)sulfanylethyl]-3-[(3S)-4,4,4-trifluoro-3-hydroxy-3-(1-methylimidazol-2-yl)butyl]urea —— C17H20ClF3N4O2S
1-[2-(4-chlorophenyl)sulfanylethyl]-3-[(3S)-4,4,4-trifluoro-3-hydroxy-3-(1-methylimidazol-2-yl)butyl]urea
—— N-[(1R)-2-methyl-1-(5-methyl-1H-1,2,4-triazol-3-yl)propyl]-2-(2-methylphenyl)sulfanylacetamide —— C16H22N4OS
N-[(1R)-2-methyl-1-(5-methyl-1H-1,2,4-triazol-3-yl)propyl]-2-(2-methylphenyl)sulfanylacetamide
—— N-[(1S)-2-methyl-1-(5-methyl-1H-1,2,4-triazol-3-yl)propyl]-2-(2-methylphenyl)sulfanylacetamide —— C16H22N4OS
N-[(1S)-2-methyl-1-(5-methyl-1H-1,2,4-triazol-3-yl)propyl]-2-(2-methylphenyl)sulfanylacetamide
—— (5R)-3-(2,6-difluorophenyl)-5-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-4,5-dihydro-1,2-oxazole —— C14H14F2N4OS
(5R)-3-(2,6-difluorophenyl)-5-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-4,5-dihydro-1,2-oxazole
—— (5R)-3-(2,6-difluorophenyl)-5-[(1-methyltetrazol-5-yl)sulfanylmethyl]-4,5-dihydro-1,2-oxazole —— C12H11F2N5OS
(5R)-3-(2,6-difluorophenyl)-5-[(1-methyltetrazol-5-yl)sulfanylmethyl]-4,5-dihydro-1,2-oxazole
—— (5S)-3-(2,6-difluorophenyl)-5-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-4,5-dihydro-1,2-oxazole —— C14H14F2N4OS
(5S)-3-(2,6-difluorophenyl)-5-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-4,5-dihydro-1,2-oxazole
—— 2-[[5-(4-methoxyanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-phenylsulfanylphenyl)acetamide —— C23H20N4O2S3
2-[[5-(4-methoxyanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-phenylsulfanylphenyl)acetamide
—— (5S)-3-(2,6-difluorophenyl)-5-[(1-methyltetrazol-5-yl)sulfanylmethyl]-4,5-dihydro-1,2-oxazole —— C12H11F2N5OS
(5S)-3-(2,6-difluorophenyl)-5-[(1-methyltetrazol-5-yl)sulfanylmethyl]-4,5-dihydro-1,2-oxazole
—— 1-[(2R)-2-[4-(2-methylpropyl)-1,2,4-triazol-3-yl]pyrrolidin-1-yl]-2-phenylsulfanylethanone —— C18H24N4OS
1-[(2R)-2-[4-(2-methylpropyl)-1,2,4-triazol-3-yl]pyrrolidin-1-yl]-2-phenylsulfanylethanone
—— 1-[(2S)-2-[4-(2-methylpropyl)-1,2,4-triazol-3-yl]pyrrolidin-1-yl]-2-phenylsulfanylethanone —— C18H24N4OS
1-[(2S)-2-[4-(2-methylpropyl)-1,2,4-triazol-3-yl]pyrrolidin-1-yl]-2-phenylsulfanylethanone
—— 6-[(1R)-1-thiophen-2-ylethyl]sulfanyltetrazolo[1,5-b]pyridazine —— C10H9N5S2
6-[(1R)-1-thiophen-2-ylethyl]sulfanyltetrazolo[1,5-b]pyridazine
—— 2-[2-[3-[(2S)-butan-2-yl]sulfanyl-1,2,4-triazol-4-yl]ethyl]pyridine —— C13H18N4S
2-[2-[3-[(2S)-butan-2-yl]sulfanyl-1,2,4-triazol-4-yl]ethyl]pyridine
—— 6-[(1S)-1-thiophen-2-ylethyl]sulfanyltetrazolo[1,5-b]pyridazine —— C10H9N5S2
6-[(1S)-1-thiophen-2-ylethyl]sulfanyltetrazolo[1,5-b]pyridazine
—— 2-[2-[3-[(2R)-butan-2-yl]sulfanyl-1,2,4-triazol-4-yl]ethyl]pyridine —— C13H18N4S
2-[2-[3-[(2R)-butan-2-yl]sulfanyl-1,2,4-triazol-4-yl]ethyl]pyridine
—— 2-[5-[(2S)-butan-2-yl]sulfanyltetrazol-1-yl]-N,N-dimethylethanamine —— C9H19N5S
2-[5-[(2S)-butan-2-yl]sulfanyltetrazol-1-yl]-N,N-dimethylethanamine
—— 4-[(1-cyclopentyltetrazol-5-yl)sulfanylmethyl]-2-[(1S)-1-ethoxyethyl]-1,3-thiazole —— C14H21N5OS2
4-[(1-cyclopentyltetrazol-5-yl)sulfanylmethyl]-2-[(1S)-1-ethoxyethyl]-1,3-thiazole
—— 2-[5-[(2R)-butan-2-yl]sulfanyltetrazol-1-yl]-N,N-dimethylethanamine —— C9H19N5S
2-[5-[(2R)-butan-2-yl]sulfanyltetrazol-1-yl]-N,N-dimethylethanamine
—— 3-[(1R)-1-ethoxyethyl]-5-[(5-pyrrolidin-1-yl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-1,2,4-oxadiazole —— C13H19N5O2S2
3-[(1R)-1-ethoxyethyl]-5-[(5-pyrrolidin-1-yl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-1,2,4-oxadiazole
—— (2R)-2-(3-bromopyridin-2-yl)sulfanyl-N-(2,2,2-trifluoroethyl)propanamide —— C10H10BrF3N2OS
(2R)-2-(3-bromopyridin-2-yl)sulfanyl-N-(2,2,2-trifluoroethyl)propanamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C14H16N4O4S2
N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-(1-adamantylmethyl)-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C24H31N3O2S
N-(1-adamantylmethyl)-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(1S,2R)-2-methylcyclohexyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide —— C14H20N2O2S
N-[(1S,2R)-2-methylcyclohexyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide
—— (2S)-2-(3-bromopyridin-2-yl)sulfanyl-N-(2,2,2-trifluoroethyl)propanamide —— C10H10BrF3N2OS
(2S)-2-(3-bromopyridin-2-yl)sulfanyl-N-(2,2,2-trifluoroethyl)propanamide
—— 2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]-1-[(1R,5S)-1,3,3-trimethyl-6-azabicyclo[3.2.1]octan-6-yl]ethanone —— C19H24N4O2S
2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]-1-[(1R,5S)-1,3,3-trimethyl-6-azabicyclo[3.2.1]octan-6-yl]ethanone
—— 2-[(3-Bromophenyl)methylsulfanyl]-5-(4-chlorophenyl)-1,3,4-oxadiazole —— C15H10BrClN2OS
2-[(3-Bromophenyl)methylsulfanyl]-5-(4-chlorophenyl)-1,3,4-oxadiazole
—— 3-Methyl-7-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C15H11N5O2S2
3-Methyl-7-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— N-[(1S)-1-(1-adamantyl)ethyl]-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C21H26N4O2S
N-[(1S)-1-(1-adamantyl)ethyl]-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— 2-(4-Chlorophenyl)-5-[(4-methylsulfanylphenyl)methylsulfanyl]-1,3,4-oxadiazole —— C16H13ClN2OS2
2-(4-Chlorophenyl)-5-[(4-methylsulfanylphenyl)methylsulfanyl]-1,3,4-oxadiazole
—— N-[(1S)-1-(2-chlorophenyl)ethyl]-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H15Cl2N3O2S
N-[(1S)-1-(2-chlorophenyl)ethyl]-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[(1R,5S)-1,3,3-trimethyl-6-azabicyclo[3.2.1]octan-6-yl]ethanone —— C20H24ClN3O2S
2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[(1R,5S)-1,3,3-trimethyl-6-azabicyclo[3.2.1]octan-6-yl]ethanone
—— N-[(3R)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C14H16N4O4S2
N-[(3R)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— (2R)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]cyclohexan-1-one —— C14H13ClN2O2S
(2R)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]cyclohexan-1-one
—— 2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[(1S,5R)-1,3,3-trimethyl-6-azabicyclo[3.2.1]octan-6-yl]ethanone —— C20H24ClN3O2S
2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[(1S,5R)-1,3,3-trimethyl-6-azabicyclo[3.2.1]octan-6-yl]ethanone
—— N-[(1S)-1-(4-chlorophenyl)ethyl]-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H15Cl2N3O2S
N-[(1S)-1-(4-chlorophenyl)ethyl]-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-2-phenylpropyl]acetamide —— C19H18ClN3O2S
2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-2-phenylpropyl]acetamide
—— 2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone —— C20H22ClN3O3S
2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone
—— N-[(4-chlorophenyl)methyl]-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C17H13Cl2N3O2S
N-[(4-chlorophenyl)methyl]-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (2S)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]cyclohexan-1-one —— C14H13ClN2O2S
(2S)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]cyclohexan-1-one
—— 2-[(2-Chloro-6-fluorophenyl)methylsulfanyl]-5-(4-chlorophenyl)-1,3,4-oxadiazole —— C15H9Cl2FN2OS
2-[(2-Chloro-6-fluorophenyl)methylsulfanyl]-5-(4-chlorophenyl)-1,3,4-oxadiazole
—— N-[(1R)-1-(4-chlorophenyl)ethyl]-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H15Cl2N3O2S
N-[(1R)-1-(4-chlorophenyl)ethyl]-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (2S)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-cyclohexyl-N-methylpropanamide —— C18H22ClN3O2S
(2S)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-cyclohexyl-N-methylpropanamide
—— N-[(2-chlorophenyl)methyl]-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C17H13Cl2N3O2S
N-[(2-chlorophenyl)methyl]-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-2-phenylpropyl]acetamide —— C19H18ClN3O2S
2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-2-phenylpropyl]acetamide
—— 2-(4-Chlorophenyl)-5-[(3-methylphenyl)methylsulfanyl]-1,3,4-oxadiazole —— C16H13ClN2OS
2-(4-Chlorophenyl)-5-[(3-methylphenyl)methylsulfanyl]-1,3,4-oxadiazole
—— (2R)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-cyclohexyl-N-methylpropanamide —— C18H22ClN3O2S
(2R)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-cyclohexyl-N-methylpropanamide