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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-benzyl-2-[[4-butyl-5-[(1R)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-cyclopropylethyl]acetamide —— C25H39N5OS
N-benzyl-2-[[4-butyl-5-[(1R)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-cyclopropylethyl]acetamide
—— (3S)-1-cyclopentyl-5-oxo-N-(2-phenylsulfanylphenyl)pyrrolidine-3-carboxamide —— C22H24N2O2S
(3S)-1-cyclopentyl-5-oxo-N-(2-phenylsulfanylphenyl)pyrrolidine-3-carboxamide
—— N-benzyl-2-[[4-butyl-5-[(1S)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-cyclopropylethyl]acetamide —— C25H39N5OS
N-benzyl-2-[[4-butyl-5-[(1S)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-cyclopropylethyl]acetamide
—— 1-[3-(4,6-Dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoylamino]-3-(3-methoxypropyl)-1-methylthiourea —— C16H27N5O2S2
1-[3-(4,6-Dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoylamino]-3-(3-methoxypropyl)-1-methylthiourea
—— 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-[2-[(2-fluorophenyl)methylsulfanyl]ethyl]propanamide —— C19H24FN3OS2
3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-[2-[(2-fluorophenyl)methylsulfanyl]ethyl]propanamide
—— N-[(4-methylphenyl)methyl]-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-propylacetamide —— C24H29N3O2S
N-[(4-methylphenyl)methyl]-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-propylacetamide
—— N-methyl-2-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]-N-(thiophen-3-ylmethyl)acetamide —— C19H22N4O2S3
N-methyl-2-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]-N-(thiophen-3-ylmethyl)acetamide
—— N-methyl-2-[[4-[[(2R)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]-N-(thiophen-3-ylmethyl)acetamide —— C19H22N4O2S3
N-methyl-2-[[4-[[(2R)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]-N-(thiophen-3-ylmethyl)acetamide
—— 2-[(2S)-2-phenylpropyl]-5-[3-(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)propylsulfanyl]-1,3,4-oxadiazole —— C20H20N4O2S2
2-[(2S)-2-phenylpropyl]-5-[3-(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)propylsulfanyl]-1,3,4-oxadiazole
—— 2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[(1S)-1-thiophen-2-ylethyl]acetamide —— C16H15N3O2S2
2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[(1S)-1-thiophen-2-ylethyl]acetamide
—— N-[(3S)-3-methyl-1,1-dioxothiolan-3-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C15H17N3O4S2
N-[(3S)-3-methyl-1,1-dioxothiolan-3-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— 2-[(2R)-2-phenylpropyl]-5-[3-(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)propylsulfanyl]-1,3,4-oxadiazole —— C20H20N4O2S2
2-[(2R)-2-phenylpropyl]-5-[3-(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)propylsulfanyl]-1,3,4-oxadiazole
—— N-benzyl-N-[(1R)-1-cyclopropylethyl]-2-[[4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C19H26N4O2S
N-benzyl-N-[(1R)-1-cyclopropylethyl]-2-[[4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-benzyl-2-[[4-butyl-5-[(1R)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-cyclopropylethyl]acetamide —— C25H39N5OS
N-benzyl-2-[[4-butyl-5-[(1R)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-cyclopropylethyl]acetamide
—— 1-(4-Acetylpiperazin-1-yl)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone —— C16H18N4O3S
1-(4-Acetylpiperazin-1-yl)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone
—— N-[(4-methylphenyl)methyl]-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-propylacetamide —— C24H29N3O2S
N-[(4-methylphenyl)methyl]-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-propylacetamide
—— N-benzyl-N-[(1S)-1-cyclopropylethyl]-2-[[4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C19H26N4O2S
N-benzyl-N-[(1S)-1-cyclopropylethyl]-2-[[4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-Methyl-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanylmethyl]-1,3,4-oxadiazole —— C12H10N4O2S
2-Methyl-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanylmethyl]-1,3,4-oxadiazole
—— (2S)-N-(furan-2-ylmethyl)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C16H15N3O3S
(2S)-N-(furan-2-ylmethyl)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— N-hexyl-2-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C19H28N4O2S2
N-hexyl-2-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-(furan-2-ylmethyl)-2-[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanylacetamide —— C13H13N5O2S2
N-(furan-2-ylmethyl)-2-[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanylacetamide
—— 1-[1-(Furan-2-ylmethyl)-2,5-dimethylpyrrol-3-yl]-2-[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanylethanone —— C19H19N5O2S2
1-[1-(Furan-2-ylmethyl)-2,5-dimethylpyrrol-3-yl]-2-[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanylethanone
—— N-hexyl-2-[[4-[[(2R)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C19H28N4O2S2
N-hexyl-2-[[4-[[(2R)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-[(3S)-3-methyl-1,1-dioxothiolan-3-yl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C13H16N4O3S3
N-[(3S)-3-methyl-1,1-dioxothiolan-3-yl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— (2S)-N-cyclohexyl-N-ethyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C17H24N4OS2
(2S)-N-cyclohexyl-N-ethyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2S)-N-cyclopropyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C12H14N4OS2
(2S)-N-cyclopropyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— 3-propylsulfanyl-5-thiophen-2-yl-1H-1,2,4-triazole —— C9H11N3S2
3-propylsulfanyl-5-thiophen-2-yl-1H-1,2,4-triazole
—— (2R)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanenitrile —— C9H8N4S2
(2R)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanenitrile
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-propyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C15H20N4O3S3
N-[(3S)-1,1-dioxothiolan-3-yl]-N-propyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 6-Amino-5-[2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]-1-cyclopropylpyrimidine-2,4-dione —— C19H20N6O3S
6-Amino-5-[2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]-1-cyclopropylpyrimidine-2,4-dione
—— 2-(4-fluorophenyl)-4-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-1,3-thiazole —— C16H11FN4S3
2-(4-fluorophenyl)-4-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-1,3-thiazole
—— N-[(1R)-1-(2-chlorophenyl)ethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H15ClN4OS2
N-[(1R)-1-(2-chlorophenyl)ethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[(3R)-1,1-dioxothiolan-3-yl]-N-propyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C15H20N4O3S3
N-[(3R)-1,1-dioxothiolan-3-yl]-N-propyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 4-[(2S)-oxolane-2-carbonyl]-N-(2-phenylsulfanylethyl)piperazine-1-carbothioamide —— C18H25N3O2S2
4-[(2S)-oxolane-2-carbonyl]-N-(2-phenylsulfanylethyl)piperazine-1-carbothioamide
—— 3-[(1R)-1-phenylethyl]sulfanyl-5-thiophen-2-yl-1H-1,2,4-triazole —— C14H13N3S2
3-[(1R)-1-phenylethyl]sulfanyl-5-thiophen-2-yl-1H-1,2,4-triazole
—— N-[(1S)-1-(2,4-difluorophenyl)ethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H14F2N4OS2
N-[(1S)-1-(2,4-difluorophenyl)ethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 2-(furan-2-yl)-5-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-1,3,4-oxadiazole —— C13H9N5O2S2
2-(furan-2-yl)-5-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-1,3,4-oxadiazole
—— 4-[(2R)-oxolane-2-carbonyl]-N-(2-phenylsulfanylethyl)piperazine-1-carbothioamide —— C18H25N3O2S2
4-[(2R)-oxolane-2-carbonyl]-N-(2-phenylsulfanylethyl)piperazine-1-carbothioamide
—— (2S)-N-(1-cyanocyclohexyl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C16H19N5OS2
(2S)-N-(1-cyanocyclohexyl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2R)-1-(4-ethylpiperazin-1-yl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propan-1-one —— C15H21N5OS2
(2R)-1-(4-ethylpiperazin-1-yl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propan-1-one
—— (2R)-N-[(1S,2S)-2-methylcyclohexyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C16H22N4OS2
(2R)-N-[(1S,2S)-2-methylcyclohexyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C14H17N5OS2
N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— (2S)-N-[2-(4-fluorophenyl)ethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C17H17FN4OS2
(2S)-N-[2-(4-fluorophenyl)ethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— N-[(4-fluorophenyl)methyl]-N-methyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H15FN4OS2
N-[(4-fluorophenyl)methyl]-N-methyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— (2R)-2-[[5-benzyl-4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]propanenitrile —— C15H18N4OS
(2R)-2-[[5-benzyl-4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]propanenitrile
—— N-methyl-N-(4-methylcyclohexyl)-2-[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanylacetamide —— C16H23N5OS2
N-methyl-N-(4-methylcyclohexyl)-2-[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanylacetamide
—— (2S)-1-(4-ethylpiperazin-1-yl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propan-1-one —— C15H21N5OS2
(2S)-1-(4-ethylpiperazin-1-yl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propan-1-one
—— (E)-3-[5-chloro-3-methyl-1-(2-methylpropyl)pyrazol-4-yl]-N-[3-(4-cyclopentyl-5-methylsulfanyl-1,2,4-triazol-3-yl)propyl]prop-2-enamide —— C22H33ClN6OS
(E)-3-[5-chloro-3-methyl-1-(2-methylpropyl)pyrazol-4-yl]-N-[3-(4-cyclopentyl-5-methylsulfanyl-1,2,4-triazol-3-yl)propyl]prop-2-enamide
—— [(2S)-1-(1-adamantyl)-1-oxopropan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C23H32N2O3S
[(2S)-1-(1-adamantyl)-1-oxopropan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— 2-(1-oxidopyridin-1-ium-2-yl)oxy-N-(2-phenylsulfanylethyl)acetamide —— C15H16N2O3S
2-(1-oxidopyridin-1-ium-2-yl)oxy-N-(2-phenylsulfanylethyl)acetamide