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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-(3-methoxypropyl)-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C15H19N3O3S
N-(3-methoxypropyl)-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-benzyl-N-methyl-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H19N3O2S
N-benzyl-N-methyl-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 1-[2,5-Dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C20H18N4O2S2
1-[2,5-Dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— 2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-propan-2-ylacetamide —— C16H22N4OS
2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-propan-2-ylacetamide
—— N-(1-cyanocyclohexyl)-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H20N4O2S
N-(1-cyanocyclohexyl)-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 1-(2,5-Dimethyl-1-prop-2-enylpyrrol-3-yl)-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C20H21N3O2S
1-(2,5-Dimethyl-1-prop-2-enylpyrrol-3-yl)-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— (2R)-N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C18H22N4O2S
(2R)-N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-[2-(4-fluorophenyl)ethyl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C20H20FN3O2S
(2R)-N-[2-(4-fluorophenyl)ethyl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— 2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide —— C17H22N4O3S2
2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide
—— 2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]acetamide —— C21H23N3O2S
2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]acetamide
—— N-[(1R)-1-(3-chlorophenyl)ethyl]-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H18ClN3O2S
N-[(1R)-1-(3-chlorophenyl)ethyl]-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— Methyl 3-[2,5-dimethyl-3-[2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]pyrrol-1-yl]propanoate —— C21H23N3O4S
Methyl 3-[2,5-dimethyl-3-[2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]pyrrol-1-yl]propanoate
—— N-[(1S)-1-(2,4-difluorophenyl)ethyl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H17F2N3O2S
N-[(1S)-1-(2,4-difluorophenyl)ethyl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (2S)-1-(4-ethylpiperazin-4-ium-1-yl)-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one —— C18H25N4O2S+
(2S)-1-(4-ethylpiperazin-4-ium-1-yl)-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one
—— 2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(thiophen-2-ylmethyl)acetamide —— C16H15N3O2S2
2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(thiophen-2-ylmethyl)acetamide
—— 2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-methylacetamide —— C14H18N4OS
2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-methylacetamide
—— (2R)-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(4-fluorophenyl)ethyl]propanamide —— C22H25FN4OS
(2R)-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(4-fluorophenyl)ethyl]propanamide
—— 2-[(5-Benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-1-(1-ethyl-2,5-dimethylpyrrol-3-yl)ethanone —— C21H26N4OS
2-[(5-Benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-1-(1-ethyl-2,5-dimethylpyrrol-3-yl)ethanone
—— N'-acetyl-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]acetohydrazide —— C15H19N5O2S
N'-acetyl-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]acetohydrazide
—— 2-[(5-Benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanylmethyl]-5-(furan-2-yl)-1,3,4-oxadiazole —— C18H17N5O2S
2-[(5-Benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanylmethyl]-5-(furan-2-yl)-1,3,4-oxadiazole
—— 2-[(5-Benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-1-(5-chlorothiophen-2-yl)ethanone —— C17H16ClN3OS2
2-[(5-Benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-1-(5-chlorothiophen-2-yl)ethanone
—— 2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(4-fluorophenyl)ethyl]acetamide —— C21H23FN4OS
2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(4-fluorophenyl)ethyl]acetamide
—— N-(1-adamantyl)-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C23H30N4OS
N-(1-adamantyl)-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— [2-[[(1R)-1-(2,4-difluorophenyl)ethyl]amino]-2-oxoethyl] 2-(2-fluorophenyl)sulfanylacetate —— C18H16F3NO3S
[2-[[(1R)-1-(2,4-difluorophenyl)ethyl]amino]-2-oxoethyl] 2-(2-fluorophenyl)sulfanylacetate
—— [2-[[(1R)-1-(4-chlorophenyl)ethyl]amino]-2-oxoethyl] 2-(2-fluorophenyl)sulfanylacetate —— C18H17ClFNO3S
[2-[[(1R)-1-(4-chlorophenyl)ethyl]amino]-2-oxoethyl] 2-(2-fluorophenyl)sulfanylacetate
—— [2-(1-Adamantylamino)-2-oxoethyl] 2-(2,4-dimethylphenyl)sulfanylacetate —— C22H29NO3S
[2-(1-Adamantylamino)-2-oxoethyl] 2-(2,4-dimethylphenyl)sulfanylacetate
—— [2-oxo-2-[[(2S)-oxolan-2-yl]methylamino]ethyl] 2-(2-fluorophenyl)sulfanylacetate —— C15H18FNO4S
[2-oxo-2-[[(2S)-oxolan-2-yl]methylamino]ethyl] 2-(2-fluorophenyl)sulfanylacetate
—— [2-oxo-2-[[(2R)-2-phenylpropyl]amino]ethyl] 2-(2-fluorophenyl)sulfanylacetate —— C19H20FNO3S
[2-oxo-2-[[(2R)-2-phenylpropyl]amino]ethyl] 2-(2-fluorophenyl)sulfanylacetate
—— [2-(Tert-butylamino)-2-oxoethyl] 2-(2,4-dimethylphenyl)sulfanylacetate —— C16H23NO3S
[2-(Tert-butylamino)-2-oxoethyl] 2-(2,4-dimethylphenyl)sulfanylacetate
—— [2-[(1-Cyanocyclopentyl)amino]-2-oxoethyl] 2-(2,4-dimethylphenyl)sulfanylacetate —— C18H22N2O3S
[2-[(1-Cyanocyclopentyl)amino]-2-oxoethyl] 2-(2,4-dimethylphenyl)sulfanylacetate
—— 2-[(4-Propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C7H12N4OS
2-[(4-Propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— [2-[[(1R)-1-(3,4-dimethylphenyl)ethyl]amino]-2-oxoethyl] 2-(2-fluorophenyl)sulfanylacetate —— C20H22FNO3S
[2-[[(1R)-1-(3,4-dimethylphenyl)ethyl]amino]-2-oxoethyl] 2-(2-fluorophenyl)sulfanylacetate
—— [2-[[(3R)-3-methyl-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 2-(2,4-dimethylphenyl)sulfanylacetate —— C17H23NO5S2
[2-[[(3R)-3-methyl-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 2-(2,4-dimethylphenyl)sulfanylacetate
—— N-[(1R)-1-(3-chlorophenyl)ethyl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C15H19ClN4OS
N-[(1R)-1-(3-chlorophenyl)ethyl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— (2S)-N-(1-adamantyl)-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C18H28N4OS
(2S)-N-(1-adamantyl)-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— ethyl 2,4-dimethyl-5-[(2R)-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate —— C17H24N4O3S
ethyl 2,4-dimethyl-5-[(2R)-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate
—— N-[2-(4-chlorophenyl)sulfanylphenyl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C19H19ClN4OS2
N-[2-(4-chlorophenyl)sulfanylphenyl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— [2-(6-Amino-2,4-dioxo-1-propylpyrimidin-5-yl)-2-oxoethyl] 2-(2,4-dimethylphenyl)sulfanylacetate —— C19H23N3O5S
[2-(6-Amino-2,4-dioxo-1-propylpyrimidin-5-yl)-2-oxoethyl] 2-(2,4-dimethylphenyl)sulfanylacetate
—— [(2R)-1-[(1-cyanocyclohexyl)amino]-1-oxopropan-2-yl] 2-(2,4-dimethylphenyl)sulfanylacetate —— C20H26N2O3S
[(2R)-1-[(1-cyanocyclohexyl)amino]-1-oxopropan-2-yl] 2-(2,4-dimethylphenyl)sulfanylacetate
—— N-[(1S)-1-phenylethyl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C15H20N4OS
N-[(1S)-1-phenylethyl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— (2-Thiophen-2-yl-1,3-oxazol-4-yl)methyl 2-(2,4-dimethylphenyl)sulfanylacetate —— C18H17NO3S2
(2-Thiophen-2-yl-1,3-oxazol-4-yl)methyl 2-(2,4-dimethylphenyl)sulfanylacetate
—— 7-[(4-Propan-2-yl-1,2,4-triazol-3-yl)sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C12H13N5OS2
7-[(4-Propan-2-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-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C15H19ClN4OS
N-[(1S)-1-(3-chlorophenyl)ethyl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[(4-fluorophenyl)methyl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C14H17FN4OS
N-[(4-fluorophenyl)methyl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— (2S)-N-cyclopropyl-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C11H18N4OS
(2S)-N-cyclopropyl-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— 1-[1-[(3S)-1,1-dioxothiolan-3-yl]-2,5-dimethylpyrrol-3-yl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C17H24N4O3S2
1-[1-[(3S)-1,1-dioxothiolan-3-yl]-2,5-dimethylpyrrol-3-yl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— [2-oxo-2-[[(1R)-1-thiophen-2-ylethyl]amino]ethyl] 2-(2,4-dimethylphenyl)sulfanylacetate —— C18H21NO3S2
[2-oxo-2-[[(1R)-1-thiophen-2-ylethyl]amino]ethyl] 2-(2,4-dimethylphenyl)sulfanylacetate
—— 3-[[4-[(4-Amino-5-propyl-1,2,4-triazol-3-yl)sulfanylmethyl]phenyl]methylsulfanyl]-5-propyl-1,2,4-triazol-4-amine —— C18H26N8S2
3-[[4-[(4-Amino-5-propyl-1,2,4-triazol-3-yl)sulfanylmethyl]phenyl]methylsulfanyl]-5-propyl-1,2,4-triazol-4-amine
—— [2-[4-(2,5-Dimethylphenyl)sulfanylanilino]-2-oxoethyl] 2-(methylamino)benzoate —— C24H24N2O3S
[2-[4-(2,5-Dimethylphenyl)sulfanylanilino]-2-oxoethyl] 2-(methylamino)benzoate
—— [2-Oxo-2-(2-phenylsulfanylanilino)ethyl] 2-(methylamino)benzoate —— C22H20N2O3S
[2-Oxo-2-(2-phenylsulfanylanilino)ethyl] 2-(methylamino)benzoate