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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
—— 3-[4-Amino-3-[(4-methylphenyl)methylsulfanyl]-5-oxo-1,2,4-triazin-6-yl]propanoate —— C14H15N4O3S-
3-[4-Amino-3-[(4-methylphenyl)methylsulfanyl]-5-oxo-1,2,4-triazin-6-yl]propanoate
—— (2R)-1-ethoxy-3-pyrimidin-2-ylsulfanylpropan-2-ol —— C9H14N2O2S
(2R)-1-ethoxy-3-pyrimidin-2-ylsulfanylpropan-2-ol
—— (2S)-1-ethoxy-3-pyrimidin-2-ylsulfanylpropan-2-ol —— C9H14N2O2S
(2S)-1-ethoxy-3-pyrimidin-2-ylsulfanylpropan-2-ol
—— N-[(2S)-2-(4-methylpiperidin-1-yl)-2-thiophen-2-ylethyl]-2-phenylsulfanylacetamide —— C20H26N2OS2
N-[(2S)-2-(4-methylpiperidin-1-yl)-2-thiophen-2-ylethyl]-2-phenylsulfanylacetamide
—— N-[(2R)-2-(4-methylpiperidin-1-yl)-2-thiophen-2-ylethyl]-2-phenylsulfanylacetamide —— C20H26N2OS2
N-[(2R)-2-(4-methylpiperidin-1-yl)-2-thiophen-2-ylethyl]-2-phenylsulfanylacetamide
—— (2S)-2-(4-chlorophenyl)sulfanyl-N-(2-methyl-2-piperidin-1-ylpropyl)propanamide —— C18H27ClN2OS
(2S)-2-(4-chlorophenyl)sulfanyl-N-(2-methyl-2-piperidin-1-ylpropyl)propanamide
—— (2R)-1-(azepan-1-yl)-2-(1-oxidopyridin-1-ium-2-yl)sulfanylpropan-1-one —— C14H20N2O2S
(2R)-1-(azepan-1-yl)-2-(1-oxidopyridin-1-ium-2-yl)sulfanylpropan-1-one
—— (2R)-2-(4-chlorophenyl)sulfanyl-N-(2-methyl-2-piperidin-1-ylpropyl)propanamide —— C18H27ClN2OS
(2R)-2-(4-chlorophenyl)sulfanyl-N-(2-methyl-2-piperidin-1-ylpropyl)propanamide
—— (2S)-N-(2-bromoprop-2-enyl)-2-propan-2-ylsulfonylpropanamide —— C9H16BrNO3S
(2S)-N-(2-bromoprop-2-enyl)-2-propan-2-ylsulfonylpropanamide
—— N-cyclopentyl-2-[4-(3,4-difluorophenyl)-3-oxopyrazin-2-yl]sulfanylacetamide —— C17H17F2N3O2S
N-cyclopentyl-2-[4-(3,4-difluorophenyl)-3-oxopyrazin-2-yl]sulfanylacetamide
—— 2-[4-(3,4-difluorophenyl)-3-oxopyrazin-2-yl]sulfanyl-N-[(4-methylphenyl)methyl]acetamide —— C20H17F2N3O2S
2-[4-(3,4-difluorophenyl)-3-oxopyrazin-2-yl]sulfanyl-N-[(4-methylphenyl)methyl]acetamide
—— 2-[4-(3-fluoro-4-methylphenyl)-3-oxopyrazin-2-yl]sulfanyl-N-[(4-methylphenyl)methyl]acetamide —— C21H20FN3O2S
2-[4-(3-fluoro-4-methylphenyl)-3-oxopyrazin-2-yl]sulfanyl-N-[(4-methylphenyl)methyl]acetamide
—— 2-[4-(4-Bromo-3-methylphenyl)-3-oxopyrazin-2-yl]sulfanylacetamide —— C13H12BrN3O2S
2-[4-(4-Bromo-3-methylphenyl)-3-oxopyrazin-2-yl]sulfanylacetamide
—— 2-[4-(3-chloro-4-methylphenyl)-3-oxopyrazin-2-yl]sulfanyl-N-cyclopentylacetamide —— C18H20ClN3O2S
2-[4-(3-chloro-4-methylphenyl)-3-oxopyrazin-2-yl]sulfanyl-N-cyclopentylacetamide
—— 2-((4-(3-chloro-4-methylphenyl)-3-oxo-3,4-dihydropyrazin-2-yl)thio)-N-phenethylacetamide —— C21H20ClN3O2S
2-((4-(3-chloro-4-methylphenyl)-3-oxo-3,4-dihydropyrazin-2-yl)thio)-N-phenethylacetamide
—— 2-((4-(3,4-difluorophenyl)-3-oxo-3,4-dihydropyrazin-2-yl)thio)-N-phenethylacetamide —— C20H17F2N3O2S
2-((4-(3,4-difluorophenyl)-3-oxo-3,4-dihydropyrazin-2-yl)thio)-N-phenethylacetamide
—— (2R)-N-(2-bromoprop-2-enyl)-2-propan-2-ylsulfonylpropanamide —— C9H16BrNO3S
(2R)-N-(2-bromoprop-2-enyl)-2-propan-2-ylsulfonylpropanamide
—— 2-[4-(3-chloro-4-methylphenyl)-3-oxopyrazin-2-yl]sulfanyl-N-[(4-methylphenyl)methyl]acetamide —— C21H20ClN3O2S
2-[4-(3-chloro-4-methylphenyl)-3-oxopyrazin-2-yl]sulfanyl-N-[(4-methylphenyl)methyl]acetamide
—— 1-(3,4-Difluorophenyl)-3-{[(3-fluorophenyl)methyl]sulfanyl}-1,2-dihydropyrazin-2-one —— C17H11F3N2OS
1-(3,4-Difluorophenyl)-3-{[(3-fluorophenyl)methyl]sulfanyl}-1,2-dihydropyrazin-2-one
—— N-cyclohexyl-2-[4-(3,4-difluorophenyl)-3-oxopyrazin-2-yl]sulfanylacetamide —— C18H19F2N3O2S
N-cyclohexyl-2-[4-(3,4-difluorophenyl)-3-oxopyrazin-2-yl]sulfanylacetamide
—— (2S)-1-(azepan-1-yl)-2-(1-oxidopyridin-1-ium-2-yl)sulfanylpropan-1-one —— C14H20N2O2S
(2S)-1-(azepan-1-yl)-2-(1-oxidopyridin-1-ium-2-yl)sulfanylpropan-1-one
—— 2-[4-(3-chloro-4-fluorophenyl)-3-oxopyrazin-2-yl]sulfanyl-N-cyclohexylacetamide —— C18H19ClFN3O2S
2-[4-(3-chloro-4-fluorophenyl)-3-oxopyrazin-2-yl]sulfanyl-N-cyclohexylacetamide
—— N-cyclohexyl-2-[4-(3-fluoro-4-methylphenyl)-3-oxopyrazin-2-yl]sulfanylacetamide —— C19H22FN3O2S
N-cyclohexyl-2-[4-(3-fluoro-4-methylphenyl)-3-oxopyrazin-2-yl]sulfanylacetamide
—— N-[(1S)-1-cyanoethyl]-2-(4-fluorophenyl)sulfanylacetamide —— C11H11FN2OS
N-[(1S)-1-cyanoethyl]-2-(4-fluorophenyl)sulfanylacetamide
—— N-[(1R)-1-cyanoethyl]-2-(4-fluorophenyl)sulfanylacetamide —— C11H11FN2OS
N-[(1R)-1-cyanoethyl]-2-(4-fluorophenyl)sulfanylacetamide
—— 2-[4-(3-Chloro-4-fluorophenyl)-3-oxopyrazin-2-yl]sulfanylacetamide —— C12H9ClFN3O2S
2-[4-(3-Chloro-4-fluorophenyl)-3-oxopyrazin-2-yl]sulfanylacetamide
—— 2-[4-(3-chloro-4-methylphenyl)-3-oxopyrazin-2-yl]sulfanyl-N-cyclohexylacetamide —— C19H22ClN3O2S
2-[4-(3-chloro-4-methylphenyl)-3-oxopyrazin-2-yl]sulfanyl-N-cyclohexylacetamide
—— N-benzyl-2-[4-(3-fluoro-4-methylphenyl)-3-oxopyrazin-2-yl]sulfanylacetamide —— C20H18FN3O2S
N-benzyl-2-[4-(3-fluoro-4-methylphenyl)-3-oxopyrazin-2-yl]sulfanylacetamide
—— N-[(1R)-1-cyanoethyl]-3-phenylsulfanylpropanamide —— C12H14N2OS
N-[(1R)-1-cyanoethyl]-3-phenylsulfanylpropanamide
—— N-[(1S)-1-cyanoethyl]-2-(4-methylphenyl)sulfanylacetamide —— C12H14N2OS
N-[(1S)-1-cyanoethyl]-2-(4-methylphenyl)sulfanylacetamide
—— N-[(1S)-1-cyanoethyl]-3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanamide —— C13H18N4OS
N-[(1S)-1-cyanoethyl]-3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanamide
—— N-[(1S)-1-cyanoethyl]-3-phenylsulfanylpropanamide —— C12H14N2OS
N-[(1S)-1-cyanoethyl]-3-phenylsulfanylpropanamide
—— N-[(1R)-1-cyanoethyl]-3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanamide —— C13H18N4OS
N-[(1R)-1-cyanoethyl]-3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanamide
—— N-[(1R)-1-cyanoethyl]-2-(2-fluorophenyl)sulfanyl-5-nitrobenzamide —— C16H12FN3O3S
N-[(1R)-1-cyanoethyl]-2-(2-fluorophenyl)sulfanyl-5-nitrobenzamide
—— 3-(4-chlorophenyl)sulfanyl-N-(3-morpholin-4-ium-4-ylpropyl)propanamide —— C16H24ClN2O2S+
3-(4-chlorophenyl)sulfanyl-N-(3-morpholin-4-ium-4-ylpropyl)propanamide
—— N-[(4-fluorophenyl)methyl]-N-methyl-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C21H22FN3O2S
N-[(4-fluorophenyl)methyl]-N-methyl-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(1S)-1-cyanoethyl]-2-(2-fluorophenyl)sulfanyl-5-nitrobenzamide —— C16H12FN3O3S
N-[(1S)-1-cyanoethyl]-2-(2-fluorophenyl)sulfanyl-5-nitrobenzamide
—— (2S)-2-(2,5-dimethylphenyl)sulfanyl-N-[(1S)-1-phenylethyl]propanamide —— C19H23NOS
(2S)-2-(2,5-dimethylphenyl)sulfanyl-N-[(1S)-1-phenylethyl]propanamide
—— N-(furan-2-ylmethyl)-N-methyl-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H21N3O3S
N-(furan-2-ylmethyl)-N-methyl-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(2R)-1-methoxypropan-2-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C9H15N3O2S2
N-[(2R)-1-methoxypropan-2-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— (2R)-2-(4-chlorophenyl)sulfanyl-N-(2-methyl-2-morpholin-4-ylpropyl)propanamide —— C17H25ClN2O2S
(2R)-2-(4-chlorophenyl)sulfanyl-N-(2-methyl-2-morpholin-4-ylpropyl)propanamide
—— N-[(1S)-1-(4-chlorophenyl)ethyl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C14H15ClN2OS2
N-[(1S)-1-(4-chlorophenyl)ethyl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— (2S)-2-(2,4-dimethylphenyl)sulfanyl-N-[(1S)-1-phenylethyl]propanamide —— C19H23NOS
(2S)-2-(2,4-dimethylphenyl)sulfanyl-N-[(1S)-1-phenylethyl]propanamide
—— N-(furan-2-ylmethyl)-N-methyl-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H21N3O3S
N-(furan-2-ylmethyl)-N-methyl-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-(2-chlorophenyl)-5-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3,4-oxadiazole —— C20H17ClN4O2S
2-(2-chlorophenyl)-5-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3,4-oxadiazole
—— (2S)-2-(4-chlorophenyl)sulfanyl-N-(2-methyl-2-morpholin-4-ylpropyl)propanamide —— C17H25ClN2O2S
(2S)-2-(4-chlorophenyl)sulfanyl-N-(2-methyl-2-morpholin-4-ylpropyl)propanamide
—— N-[(1R)-1-(4-chlorophenyl)ethyl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C14H15ClN2OS2
N-[(1R)-1-(4-chlorophenyl)ethyl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— N-[(2S)-1-methoxypropan-2-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C9H15N3O2S2
N-[(2S)-1-methoxypropan-2-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— N-[(4-fluorophenyl)methyl]-N-methyl-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C21H22FN3O2S
N-[(4-fluorophenyl)methyl]-N-methyl-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(2S)-2-(dimethylamino)-2-phenylethyl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide —— C14H18N4OS2
N-[(2S)-2-(dimethylamino)-2-phenylethyl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide