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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-[(1S)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)ethyl]-5-phenyl-1,3,4-oxadiazole —— C19H18N2O3S
2-[(1S)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)ethyl]-5-phenyl-1,3,4-oxadiazole
—— 4-butyl-3-[(1R)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1H-1,2,4-triazol-5-one —— C16H19N5O2S
4-butyl-3-[(1R)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1H-1,2,4-triazol-5-one
—— (1S)-1-[4-butyl-5-[(5-methyl-1,2-oxazol-3-yl)methylsulfanyl]-1,2,4-triazol-3-yl]-N,N-dimethylpropan-1-amine —— C16H27N5OS
(1S)-1-[4-butyl-5-[(5-methyl-1,2-oxazol-3-yl)methylsulfanyl]-1,2,4-triazol-3-yl]-N,N-dimethylpropan-1-amine
—— (3S)-3-[5-(3-cyclopentylpropylsulfanyl)-4-methyl-1,2,4-triazol-3-yl]thiolane 1,1-dioxide —— C15H25N3O2S2
(3S)-3-[5-(3-cyclopentylpropylsulfanyl)-4-methyl-1,2,4-triazol-3-yl]thiolane 1,1-dioxide
—— 6-methyl-2-[(1R)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanylpyrimidin-4-amine —— C15H15N5OS
6-methyl-2-[(1R)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanylpyrimidin-4-amine
—— 2-(4-fluorophenyl)sulfanyl-N-[(S)-furan-2-yl(phenyl)methyl]acetamide —— C19H16FNO2S
2-(4-fluorophenyl)sulfanyl-N-[(S)-furan-2-yl(phenyl)methyl]acetamide
—— (2R)-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2-thiophen-2-ylethyl)propanamide —— C13H17N3OS4
(2R)-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2-thiophen-2-ylethyl)propanamide
—— 2-[(1S)-1-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]ethyl]-5-phenyl-1,3,4-oxadiazole —— C14H13N3OS2
2-[(1S)-1-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]ethyl]-5-phenyl-1,3,4-oxadiazole
—— 4-butyl-3-[(1S)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1H-1,2,4-triazol-5-one —— C16H19N5O2S
4-butyl-3-[(1S)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1H-1,2,4-triazol-5-one
—— 2-[(1R)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)ethyl]-5-phenyl-1,3,4-oxadiazole —— C19H18N2O3S
2-[(1R)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)ethyl]-5-phenyl-1,3,4-oxadiazole
—— (2S)-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-(2-thiophen-2-ylethyl)propanamide —— C16H18N4O2S2
(2S)-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-(2-thiophen-2-ylethyl)propanamide
—— [2-Oxo-2-(3-phenylsulfanylpropylamino)ethyl] 2-(2-chloro-6-fluorophenyl)acetate —— C19H19ClFNO3S
[2-Oxo-2-(3-phenylsulfanylpropylamino)ethyl] 2-(2-chloro-6-fluorophenyl)acetate
—— 2-[(1S)-1-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-5-phenyl-1,3,4-oxadiazole —— C16H17N5OS
2-[(1S)-1-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-5-phenyl-1,3,4-oxadiazole
—— N-[(R)-furan-2-yl(phenyl)methyl]-2-phenylsulfanylacetamide —— C19H17NO2S
N-[(R)-furan-2-yl(phenyl)methyl]-2-phenylsulfanylacetamide
—— (1R)-1-[4-butyl-5-[(5-methyl-1,2-oxazol-3-yl)methylsulfanyl]-1,2,4-triazol-3-yl]-N,N-dimethylpropan-1-amine —— C16H27N5OS
(1R)-1-[4-butyl-5-[(5-methyl-1,2-oxazol-3-yl)methylsulfanyl]-1,2,4-triazol-3-yl]-N,N-dimethylpropan-1-amine
—— 2-[(1R)-1-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-5-phenyl-1,3,4-oxadiazole —— C16H17N5OS
2-[(1R)-1-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-5-phenyl-1,3,4-oxadiazole
—— ethyl (1S)-1-[2-[3-cyano-6-methyl-4-(trifluoromethyl)pyridin-2-yl]sulfanylethyl]-2-oxocyclopentane-1-carboxylate —— C18H19F3N2O3S
ethyl (1S)-1-[2-[3-cyano-6-methyl-4-(trifluoromethyl)pyridin-2-yl]sulfanylethyl]-2-oxocyclopentane-1-carboxylate
—— ethyl (1R)-1-[2-[3-cyano-6-methyl-4-(trifluoromethyl)pyridin-2-yl]sulfanylethyl]-2-oxocyclopentane-1-carboxylate —— C18H19F3N2O3S
ethyl (1R)-1-[2-[3-cyano-6-methyl-4-(trifluoromethyl)pyridin-2-yl]sulfanylethyl]-2-oxocyclopentane-1-carboxylate
—— N-[(S)-furan-2-yl(phenyl)methyl]-2-phenylsulfanylacetamide —— C19H17NO2S
N-[(S)-furan-2-yl(phenyl)methyl]-2-phenylsulfanylacetamide
—— 2-[(1R)-1-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]ethyl]-5-phenyl-1,3,4-oxadiazole —— C14H13N3OS2
2-[(1R)-1-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]ethyl]-5-phenyl-1,3,4-oxadiazole
—— 2-[(1S)-1-[(5-cyclopropyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-5-phenyl-1,3,4-oxadiazole —— C18H19N5OS
2-[(1S)-1-[(5-cyclopropyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-5-phenyl-1,3,4-oxadiazole
—— ethyl (1R)-2-oxo-1-[2-[[4-(2-thiophen-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]cyclopentane-1-carboxylate —— C18H23N3O3S2
ethyl (1R)-2-oxo-1-[2-[[4-(2-thiophen-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]cyclopentane-1-carboxylate
—— (3R)-3-[5-(3-cyclopentylpropylsulfanyl)-4-methyl-1,2,4-triazol-3-yl]thiolane 1,1-dioxide —— C15H25N3O2S2
(3R)-3-[5-(3-cyclopentylpropylsulfanyl)-4-methyl-1,2,4-triazol-3-yl]thiolane 1,1-dioxide
—— 1-(4-Benzylsulfonylpiperazin-1-yl)-2-pyrimidin-2-ylsulfanylethanone —— C17H20N4O3S2
1-(4-Benzylsulfonylpiperazin-1-yl)-2-pyrimidin-2-ylsulfanylethanone
—— 2-[(1R)-1-[(5-cyclopropyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-5-phenyl-1,3,4-oxadiazole —— C18H19N5OS
2-[(1R)-1-[(5-cyclopropyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-5-phenyl-1,3,4-oxadiazole
—— ethyl (1S)-2-oxo-1-[2-[[4-(2-thiophen-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]cyclopentane-1-carboxylate —— C18H23N3O3S2
ethyl (1S)-2-oxo-1-[2-[[4-(2-thiophen-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]cyclopentane-1-carboxylate
—— N-[(R)-(4-fluorophenyl)-thiophen-2-ylmethyl]-2-pyrimidin-2-ylsulfanylacetamide —— C17H14FN3OS2
N-[(R)-(4-fluorophenyl)-thiophen-2-ylmethyl]-2-pyrimidin-2-ylsulfanylacetamide
—— (2R)-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-(2-thiophen-2-ylethyl)propanamide —— C16H18N4O2S2
(2R)-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-(2-thiophen-2-ylethyl)propanamide
—— 3-[(5-methyl-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(5S)-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-yl]propanamide —— C17H22N4OS
3-[(5-methyl-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(5S)-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-yl]propanamide
—— N-[(1R)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-methylpropyl]-2-pyrimidin-2-ylsulfanylacetamide —— C19H23N3O3S
N-[(1R)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-methylpropyl]-2-pyrimidin-2-ylsulfanylacetamide
—— N-[2-(2-methylphenyl)ethyl]-2-pyrimidin-2-ylsulfanylacetamide —— C15H17N3OS
N-[2-(2-methylphenyl)ethyl]-2-pyrimidin-2-ylsulfanylacetamide
—— N-[(1R)-1-(furan-2-yl)ethyl]-2-pyrimidin-2-ylsulfanylacetamide —— C12H13N3O2S
N-[(1R)-1-(furan-2-yl)ethyl]-2-pyrimidin-2-ylsulfanylacetamide
—— 2-(5-Bromothiophen-2-yl)-5-(pyrimidin-2-ylsulfanylmethyl)-1,3,4-oxadiazole —— C11H7BrN4OS2
2-(5-Bromothiophen-2-yl)-5-(pyrimidin-2-ylsulfanylmethyl)-1,3,4-oxadiazole
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-(2-methoxyethyl)-2-pyrimidin-2-ylsulfanylacetamide —— C13H19N3O4S2
N-[(3S)-1,1-dioxothiolan-3-yl]-N-(2-methoxyethyl)-2-pyrimidin-2-ylsulfanylacetamide
—— [2-[2-(4-Bromophenyl)sulfanylethylamino]-2-oxoethyl] 2-cyclopentylacetate —— C17H22BrNO3S
[2-[2-(4-Bromophenyl)sulfanylethylamino]-2-oxoethyl] 2-cyclopentylacetate
—— N-[3-(N-methylanilino)propyl]-2-pyrimidin-2-ylsulfanylacetamide —— C16H20N4OS
N-[3-(N-methylanilino)propyl]-2-pyrimidin-2-ylsulfanylacetamide
—— N-[2-(3-chlorophenyl)ethyl]-2-pyrimidin-2-ylsulfanylacetamide —— C14H14ClN3OS
N-[2-(3-chlorophenyl)ethyl]-2-pyrimidin-2-ylsulfanylacetamide
—— N-[[4-(dimethylamino)phenyl]methyl]-N-[[(2S)-oxolan-2-yl]methyl]-2-pyrimidin-2-ylsulfanylacetamide —— C20H26N4O2S
N-[[4-(dimethylamino)phenyl]methyl]-N-[[(2S)-oxolan-2-yl]methyl]-2-pyrimidin-2-ylsulfanylacetamide
—— N-[(2-fluorophenyl)methyl]-2-pyrimidin-2-ylsulfanylacetamide —— C13H12FN3OS
N-[(2-fluorophenyl)methyl]-2-pyrimidin-2-ylsulfanylacetamide
—— 1-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)-2-pyrimidin-2-ylsulfanylethanone —— C17H17N3OS
1-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)-2-pyrimidin-2-ylsulfanylethanone
—— 3-[(5-methyl-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(5R)-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-yl]propanamide —— C17H22N4OS
3-[(5-methyl-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(5R)-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-yl]propanamide
—— N-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]methyl]-N-cyclopropyl-2-pyrimidin-2-ylsulfanylacetamide —— C18H16ClN5O2S
N-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]methyl]-N-cyclopropyl-2-pyrimidin-2-ylsulfanylacetamide
—— N-[(R)-phenyl(thiophen-2-yl)methyl]-2-pyrimidin-2-ylsulfanylacetamide —— C17H15N3OS2
N-[(R)-phenyl(thiophen-2-yl)methyl]-2-pyrimidin-2-ylsulfanylacetamide
—— (2R)-2-methylsulfonylbutane —— C5H12O2S
(2R)-2-methylsulfonylbutane
—— N-[(1S)-1-(furan-2-yl)ethyl]-2-pyrimidin-2-ylsulfanylacetamide —— C12H13N3O2S
N-[(1S)-1-(furan-2-yl)ethyl]-2-pyrimidin-2-ylsulfanylacetamide
—— 1-Methyl-2-[[3-[(1-methylimidazol-2-yl)sulfanylmethyl]phenyl]methylsulfanyl]imidazole —— C16H18N4S2
1-Methyl-2-[[3-[(1-methylimidazol-2-yl)sulfanylmethyl]phenyl]methylsulfanyl]imidazole
—— N-[4-(2-methylbutan-2-yl)cyclohexyl]-2-(1-methylimidazol-2-yl)sulfanylacetamide —— C17H29N3OS
N-[4-(2-methylbutan-2-yl)cyclohexyl]-2-(1-methylimidazol-2-yl)sulfanylacetamide
—— 2-(1-methylimidazol-2-yl)sulfanyl-N-[(S)-phenyl(thiophen-2-yl)methyl]acetamide —— C17H17N3OS2
2-(1-methylimidazol-2-yl)sulfanyl-N-[(S)-phenyl(thiophen-2-yl)methyl]acetamide
—— N-[[4-(dimethylamino)phenyl]methyl]-2-(1-methylimidazol-2-yl)sulfanylacetamide —— C15H20N4OS
N-[[4-(dimethylamino)phenyl]methyl]-2-(1-methylimidazol-2-yl)sulfanylacetamide
—— N-[(S)-(4-fluorophenyl)-thiophen-2-ylmethyl]-2-(1-methylimidazol-2-yl)sulfanylacetamide —— C17H16FN3OS2
N-[(S)-(4-fluorophenyl)-thiophen-2-ylmethyl]-2-(1-methylimidazol-2-yl)sulfanylacetamide