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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-ethyl-2-[4-(methylsulfamoyl)phenyl]sulfanyl-N-[[(3R)-oxolan-3-yl]methyl]benzamide —— C21H26N2O4S2
N-ethyl-2-[4-(methylsulfamoyl)phenyl]sulfanyl-N-[[(3R)-oxolan-3-yl]methyl]benzamide
—— (2R)-2-(1H-imidazol-2-ylsulfanyl)-N-(2,2,2-trifluoroethyl)propanamide —— C8H10F3N3OS
(2R)-2-(1H-imidazol-2-ylsulfanyl)-N-(2,2,2-trifluoroethyl)propanamide
—— 3-[2-[[(2R)-oxolan-2-yl]methoxy]ethylsulfanyl]-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepine —— C14H23N3O2S
3-[2-[[(2R)-oxolan-2-yl]methoxy]ethylsulfanyl]-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepine
—— 3-[2-[[(2S)-oxolan-2-yl]methoxy]ethylsulfanyl]-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepine —— C14H23N3O2S
3-[2-[[(2S)-oxolan-2-yl]methoxy]ethylsulfanyl]-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepine
—— N-ethyl-2-[4-(methylsulfamoyl)phenyl]sulfanyl-N-[[(3S)-oxolan-3-yl]methyl]benzamide —— C21H26N2O4S2
N-ethyl-2-[4-(methylsulfamoyl)phenyl]sulfanyl-N-[[(3S)-oxolan-3-yl]methyl]benzamide
—— (2R)-2-(1H-imidazol-2-ylsulfanyl)-1-pyrrolidin-1-ylpropan-1-one —— C10H15N3OS
(2R)-2-(1H-imidazol-2-ylsulfanyl)-1-pyrrolidin-1-ylpropan-1-one
—— (2S)-2-(1H-imidazol-2-ylsulfanyl)-N-(2,2,2-trifluoroethyl)propanamide —— C8H10F3N3OS
(2S)-2-(1H-imidazol-2-ylsulfanyl)-N-(2,2,2-trifluoroethyl)propanamide
—— (2S)-2-(1H-imidazol-2-ylsulfanyl)-1-pyrrolidin-1-ylpropan-1-one —— C10H15N3OS
(2S)-2-(1H-imidazol-2-ylsulfanyl)-1-pyrrolidin-1-ylpropan-1-one
—— 3-ethyl-5-[(1S)-1-(1H-imidazol-2-ylsulfanyl)ethyl]-1,2,4-oxadiazole —— C9H12N4OS
3-ethyl-5-[(1S)-1-(1H-imidazol-2-ylsulfanyl)ethyl]-1,2,4-oxadiazole
—— 3-ethyl-5-[(1R)-1-(1H-imidazol-2-ylsulfanyl)ethyl]-1,2,4-oxadiazole —— C9H12N4OS
3-ethyl-5-[(1R)-1-(1H-imidazol-2-ylsulfanyl)ethyl]-1,2,4-oxadiazole
—— N-(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)-3-phenyl-2,1-benzoxazole-5-carboxamide —— C18H14N4O2S2
N-(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)-3-phenyl-2,1-benzoxazole-5-carboxamide
—— 3-methyl-5-[(1S)-1-(3-methylphenyl)ethyl]sulfanyl-1,2,4-triazol-4-amine —— C12H16N4S
3-methyl-5-[(1S)-1-(3-methylphenyl)ethyl]sulfanyl-1,2,4-triazol-4-amine
—— 3-methyl-5-[(1R)-1-(3-methylphenyl)ethyl]sulfanyl-1,2,4-triazol-4-amine —— C12H16N4S
3-methyl-5-[(1R)-1-(3-methylphenyl)ethyl]sulfanyl-1,2,4-triazol-4-amine
—— 4-Amino-6-methyl-3-(3-methylsulfanylpropylsulfanyl)-1,2,4-triazin-5-one —— C8H14N4OS2
4-Amino-6-methyl-3-(3-methylsulfanylpropylsulfanyl)-1,2,4-triazin-5-one
—— (2R)-N-[(3-fluorophenyl)methyl]-2-[[4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-methylpropanamide —— C16H21FN4O2S
(2R)-N-[(3-fluorophenyl)methyl]-2-[[4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-methylpropanamide
—— 5-[(1R)-1-(3-methylphenyl)ethyl]sulfanyl-1H-1,2,4-triazole —— C11H13N3S
5-[(1R)-1-(3-methylphenyl)ethyl]sulfanyl-1H-1,2,4-triazole
—— 5-[(1S)-1-(3-methylphenyl)ethyl]sulfanyl-1H-1,2,4-triazole —— C11H13N3S
5-[(1S)-1-(3-methylphenyl)ethyl]sulfanyl-1H-1,2,4-triazole
—— (2S)-N-[(3-fluorophenyl)methyl]-2-[[4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-methylpropanamide —— C16H21FN4O2S
(2S)-N-[(3-fluorophenyl)methyl]-2-[[4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-methylpropanamide
—— (2S)-N-[(3-fluorophenyl)methyl]-N-methyl-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C17H21FN4OS
(2S)-N-[(3-fluorophenyl)methyl]-N-methyl-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2R)-N-[(3-fluorophenyl)methyl]-N-methyl-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C17H21FN4OS
(2R)-N-[(3-fluorophenyl)methyl]-N-methyl-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— 2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-1-[(2S)-2-thiophen-2-ylpyrrolidin-1-yl]ethanone —— C16H20N4OS2
2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-1-[(2S)-2-thiophen-2-ylpyrrolidin-1-yl]ethanone
—— 2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-1-[(2R)-2-thiophen-2-ylpyrrolidin-1-yl]ethanone —— C16H20N4OS2
2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-1-[(2R)-2-thiophen-2-ylpyrrolidin-1-yl]ethanone
—— 2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)-N-[(1R)-1-thiophen-2-ylethyl]acetamide —— C17H19NO3S2
2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)-N-[(1R)-1-thiophen-2-ylethyl]acetamide
—— N-[(1R)-1-(4-chlorophenyl)ethyl]-2-(2,5-difluorophenyl)sulfanylacetamide —— C16H14ClF2NOS
N-[(1R)-1-(4-chlorophenyl)ethyl]-2-(2,5-difluorophenyl)sulfanylacetamide
—— (2R)-2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)propanenitrile —— C12H13NO2S
(2R)-2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)propanenitrile
—— N-butyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-(2-fluorophenyl)sulfanylacetamide —— C16H22FNO3S2
N-butyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-(2-fluorophenyl)sulfanylacetamide
—— N-[(1S)-1-(4-chlorophenyl)ethyl]-3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanamide —— C18H22ClN3OS
N-[(1S)-1-(4-chlorophenyl)ethyl]-3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanamide
—— (2S)-2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)propanenitrile —— C12H13NO2S
(2S)-2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)propanenitrile
—— N-butyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-(2-fluorophenyl)sulfanylacetamide —— C16H22FNO3S2
N-butyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-(2-fluorophenyl)sulfanylacetamide
—— 2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)-N-[(1S)-1-thiophen-2-ylethyl]acetamide —— C17H19NO3S2
2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)-N-[(1S)-1-thiophen-2-ylethyl]acetamide
—— N-[(1S)-1-(4-bromophenyl)ethyl]-3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanamide —— C18H22BrN3OS
N-[(1S)-1-(4-bromophenyl)ethyl]-3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanamide
—— 2-tert-butyl-5-[(1S)-1-[3-(1H-1,2,4-triazol-5-yl)-1,2,4-oxadiazol-5-yl]ethyl]sulfanyl-1,3,4-oxadiazole —— C12H15N7O2S
2-tert-butyl-5-[(1S)-1-[3-(1H-1,2,4-triazol-5-yl)-1,2,4-oxadiazol-5-yl]ethyl]sulfanyl-1,3,4-oxadiazole
—— 2-tert-butyl-5-[(1R)-1-[3-(1H-1,2,4-triazol-5-yl)-1,2,4-oxadiazol-5-yl]ethyl]sulfanyl-1,3,4-oxadiazole —— C12H15N7O2S
2-tert-butyl-5-[(1R)-1-[3-(1H-1,2,4-triazol-5-yl)-1,2,4-oxadiazol-5-yl]ethyl]sulfanyl-1,3,4-oxadiazole
—— 5-[(1S)-1-[[5-(2-cyclopentylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]ethyl]-3-(1H-1,2,4-triazol-5-yl)-1,2,4-oxadiazole —— C15H20N8OS
5-[(1S)-1-[[5-(2-cyclopentylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]ethyl]-3-(1H-1,2,4-triazol-5-yl)-1,2,4-oxadiazole
—— 5-[(1R)-1-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-3-propan-2-yl-1,2,4-oxadiazole —— C13H21N5O2S
5-[(1R)-1-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-3-propan-2-yl-1,2,4-oxadiazole
—— 5-[(1R)-1-(1-methylimidazol-2-yl)sulfanylethyl]-3-(1H-1,2,4-triazol-5-yl)-1,2,4-oxadiazole —— C10H11N7OS
5-[(1R)-1-(1-methylimidazol-2-yl)sulfanylethyl]-3-(1H-1,2,4-triazol-5-yl)-1,2,4-oxadiazole
—— 5-[(1S)-1-(1-methylimidazol-2-yl)sulfanylethyl]-3-(1H-1,2,4-triazol-5-yl)-1,2,4-oxadiazole —— C10H11N7OS
5-[(1S)-1-(1-methylimidazol-2-yl)sulfanylethyl]-3-(1H-1,2,4-triazol-5-yl)-1,2,4-oxadiazole
—— 5-[(1S)-1-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-3-propan-2-yl-1,2,4-oxadiazole —— C13H21N5O2S
5-[(1S)-1-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-3-propan-2-yl-1,2,4-oxadiazole
—— 5-[(1S)-1-[[5-cyclopropyl-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-3-(1H-1,2,4-triazol-5-yl)-1,2,4-oxadiazole —— C16H16N8O2S
5-[(1S)-1-[[5-cyclopropyl-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-3-(1H-1,2,4-triazol-5-yl)-1,2,4-oxadiazole
—— 5-[(1R)-1-[[5-cyclopropyl-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-3-(1H-1,2,4-triazol-5-yl)-1,2,4-oxadiazole —— C16H16N8O2S
5-[(1R)-1-[[5-cyclopropyl-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-3-(1H-1,2,4-triazol-5-yl)-1,2,4-oxadiazole
—— 5-[(1R)-1-[[5-(2-cyclopentylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]ethyl]-3-(1H-1,2,4-triazol-5-yl)-1,2,4-oxadiazole —— C15H20N8OS
5-[(1R)-1-[[5-(2-cyclopentylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]ethyl]-3-(1H-1,2,4-triazol-5-yl)-1,2,4-oxadiazole
—— 3-[4,6-dimethyl-2-(methylsulfanyl)pyrimidin-5-yl]-N-[(2-methylphenyl)methyl]propanamide —— C18H23N3OS
3-[4,6-dimethyl-2-(methylsulfanyl)pyrimidin-5-yl]-N-[(2-methylphenyl)methyl]propanamide
—— N-[(1S)-2-ethyl-1-phenylbutyl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C19H28N4OS
N-[(1S)-2-ethyl-1-phenylbutyl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[(1R)-2-ethyl-1-phenylbutyl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C19H28N4OS
N-[(1R)-2-ethyl-1-phenylbutyl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 3-(4,6-Dimethyl-2-methylsulfanylpyrimidin-5-yl)-1-[4-(thiophen-3-ylmethyl)piperazin-1-yl]propan-1-one —— C19H26N4OS2
3-(4,6-Dimethyl-2-methylsulfanylpyrimidin-5-yl)-1-[4-(thiophen-3-ylmethyl)piperazin-1-yl]propan-1-one
—— 2-[[4-Ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-1-[4-(thiophen-3-ylmethyl)piperazin-4-ium-1-yl]ethanone —— C19H24N5O2S2+
2-[[4-Ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-1-[4-(thiophen-3-ylmethyl)piperazin-4-ium-1-yl]ethanone
—— N-[(1S)-1-(3-chlorophenyl)ethyl]-2-(2,5-difluorophenyl)sulfanylacetamide —— C16H14ClF2NOS
N-[(1S)-1-(3-chlorophenyl)ethyl]-2-(2,5-difluorophenyl)sulfanylacetamide
—— 2-[[4-[(Z)-(2,4-difluorophenyl)methylideneamino]-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C16H12F2N4O3S
2-[[4-[(Z)-(2,4-difluorophenyl)methylideneamino]-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— 2-[[4-[(Z)-(2,4-dimethylphenyl)methylideneamino]-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C18H17N4O3S-
2-[[4-[(Z)-(2,4-dimethylphenyl)methylideneamino]-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— 2-[[5-(2-methylfuran-3-yl)-4-[(Z)-(3-methylphenyl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetate —— C17H15N4O3S-
2-[[5-(2-methylfuran-3-yl)-4-[(Z)-(3-methylphenyl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetate