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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
—— (2R)-2-[(4,5-dimethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanoate —— C9H11N2O3S-
(2R)-2-[(4,5-dimethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanoate
—— methyl (3R)-3-(4-methylsulfanylphenyl)-3-(pyridin-2-ylcarbamoylamino)propanoate —— C17H19N3O3S
methyl (3R)-3-(4-methylsulfanylphenyl)-3-(pyridin-2-ylcarbamoylamino)propanoate
—— 2-(4-methyl-6-oxo-2-propan-2-ylsulfanyl-1H-pyrimidin-5-yl)acetate —— C10H13N2O3S-
2-(4-methyl-6-oxo-2-propan-2-ylsulfanyl-1H-pyrimidin-5-yl)acetate
—— methyl (3S)-3-(4-methylsulfanylphenyl)-3-(pyridin-2-ylcarbamoylamino)propanoate —— C17H19N3O3S
methyl (3S)-3-(4-methylsulfanylphenyl)-3-(pyridin-2-ylcarbamoylamino)propanoate
—— N-[(2S)-2-(dimethylamino)-2-phenylethyl]-2-[5-(trifluoromethyl)pyridin-2-yl]sulfanylacetamide —— C18H20F3N3OS
N-[(2S)-2-(dimethylamino)-2-phenylethyl]-2-[5-(trifluoromethyl)pyridin-2-yl]sulfanylacetamide
—— N-[(1S)-1-[4-(2-methoxyethylsulfanyl)phenyl]ethyl]tetrazolo[1,5-b]pyridazin-6-amine —— C15H18N6OS
N-[(1S)-1-[4-(2-methoxyethylsulfanyl)phenyl]ethyl]tetrazolo[1,5-b]pyridazin-6-amine
—— 5-[[(2S)-oxan-2-yl]methylsulfanyl]-1-(2,2,2-trifluoroethyl)tetrazole —— C9H13F3N4OS
5-[[(2S)-oxan-2-yl]methylsulfanyl]-1-(2,2,2-trifluoroethyl)tetrazole
—— 1-cyclopropyl-2-[[(2S)-oxan-2-yl]methylsulfanyl]pyrimidin-4-one —— C13H18N2O2S
1-cyclopropyl-2-[[(2S)-oxan-2-yl]methylsulfanyl]pyrimidin-4-one
—— (2R)-N-cyclohexyl-2-(4-oxo-1-propan-2-ylpyrimidin-2-yl)sulfanylpropanamide —— C16H25N3O2S
(2R)-N-cyclohexyl-2-(4-oxo-1-propan-2-ylpyrimidin-2-yl)sulfanylpropanamide
—— 5-[[(2R)-oxan-2-yl]methylsulfanyl]-1-(2,2,2-trifluoroethyl)tetrazole —— C9H13F3N4OS
5-[[(2R)-oxan-2-yl]methylsulfanyl]-1-(2,2,2-trifluoroethyl)tetrazole
—— (2S)-N-cyclohexyl-2-(4-oxo-1-propan-2-ylpyrimidin-2-yl)sulfanylpropanamide —— C16H25N3O2S
(2S)-N-cyclohexyl-2-(4-oxo-1-propan-2-ylpyrimidin-2-yl)sulfanylpropanamide
—— N-[(1R)-1-[4-(2-methoxyethylsulfanyl)phenyl]ethyl]tetrazolo[1,5-b]pyridazin-6-amine —— C15H18N6OS
N-[(1R)-1-[4-(2-methoxyethylsulfanyl)phenyl]ethyl]tetrazolo[1,5-b]pyridazin-6-amine
—— 1-cyclopropyl-2-[[(2R)-oxan-2-yl]methylsulfanyl]pyrimidin-4-one —— C13H18N2O2S
1-cyclopropyl-2-[[(2R)-oxan-2-yl]methylsulfanyl]pyrimidin-4-one
—— N-[(4-fluorophenyl)methyl]-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C19H19FN4O2S
N-[(4-fluorophenyl)methyl]-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2S)-1-methoxypropan-2-yl]acetamide —— C8H14N4O2S2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2S)-1-methoxypropan-2-yl]acetamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2R)-1-methoxypropan-2-yl]acetamide —— C8H14N4O2S2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2R)-1-methoxypropan-2-yl]acetamide
—— 2-[[5-(2-Fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(5-phenyl-3,4-dihydropyrazol-2-yl)ethanone —— C19H15FN4O2S
2-[[5-(2-Fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(5-phenyl-3,4-dihydropyrazol-2-yl)ethanone
—— (2R)-N-[(2-ethyl-1,3-thiazol-4-yl)methyl]-N-methyl-2,3-dihydro-1,4-benzoxathiine-2-carboxamide —— C16H18N2O2S2
(2R)-N-[(2-ethyl-1,3-thiazol-4-yl)methyl]-N-methyl-2,3-dihydro-1,4-benzoxathiine-2-carboxamide
—— 4-[4-[[(2R)-oxolan-2-yl]methyl]-5-prop-2-enylsulfanyl-1,2,4-triazol-3-yl]morpholine —— C14H22N4O2S
4-[4-[[(2R)-oxolan-2-yl]methyl]-5-prop-2-enylsulfanyl-1,2,4-triazol-3-yl]morpholine
—— (2S)-N-[(2-ethyl-1,3-thiazol-4-yl)methyl]-N-methyl-2,3-dihydro-1,4-benzoxathiine-2-carboxamide —— C16H18N2O2S2
(2S)-N-[(2-ethyl-1,3-thiazol-4-yl)methyl]-N-methyl-2,3-dihydro-1,4-benzoxathiine-2-carboxamide
—— N-[(1R)-1-(4-chlorophenyl)ethyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H15ClFN3O2S
N-[(1R)-1-(4-chlorophenyl)ethyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C16H18FN3O3S
1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— 7-({[5-(2-Fluorophenyl)-1,3,4-oxadiazol-2-YL]sulfanyl}methyl)-3-methyl-5H-[1,3]thiazolo[3,2-A]pyrimidin-5-one —— C16H11FN4O2S2
7-({[5-(2-Fluorophenyl)-1,3,4-oxadiazol-2-YL]sulfanyl}methyl)-3-methyl-5H-[1,3]thiazolo[3,2-A]pyrimidin-5-one
—— 4-[4-[[(2S)-oxolan-2-yl]methyl]-5-prop-2-enylsulfanyl-1,2,4-triazol-3-yl]morpholine —— C14H22N4O2S
4-[4-[[(2S)-oxolan-2-yl]methyl]-5-prop-2-enylsulfanyl-1,2,4-triazol-3-yl]morpholine
—— 2-[(1S)-1-(2-chlorophenyl)ethyl]sulfanyl-5-(2-fluorophenyl)-1,3,4-oxadiazole —— C16H12ClFN2OS
2-[(1S)-1-(2-chlorophenyl)ethyl]sulfanyl-5-(2-fluorophenyl)-1,3,4-oxadiazole
—— 1-[(2S,6R)-2,6-dimethylmorpholin-4-yl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C16H18FN3O3S
1-[(2S,6R)-2,6-dimethylmorpholin-4-yl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— N-[(3R)-1,1-dioxothiolan-3-yl]-2-(4-methylphenyl)sulfanyl-N-propylacetamide —— C16H23NO3S2
N-[(3R)-1,1-dioxothiolan-3-yl]-2-(4-methylphenyl)sulfanyl-N-propylacetamide
—— (2S)-N-cyclopropyl-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C14H14FN3O2S
(2S)-N-cyclopropyl-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— N-[(1S)-1-(3-chlorophenyl)ethyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H15ClFN3O2S
N-[(1S)-1-(3-chlorophenyl)ethyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(1S)-1-(2-chlorophenyl)ethyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H15ClFN3O2S
N-[(1S)-1-(2-chlorophenyl)ethyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— methyl 5-[(2S)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C19H18FN3O4S
methyl 5-[(2S)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— (2R)-N-cyclohexyl-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C17H20FN3O2S
(2R)-N-cyclohexyl-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— methyl 5-[(2R)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C19H18FN3O4S
methyl 5-[(2R)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— (2S)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C11H10FN3O2S
(2S)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— N-[(1S)-1-(4-chlorophenyl)ethyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H15ClFN3O2S
N-[(1S)-1-(4-chlorophenyl)ethyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (2R)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C19H17F2N3O2S
(2R)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C19H17F2N3O2S
(2S)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— 2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methyl-N-[(2-methylphenyl)methyl]acetamide —— C19H18FN3O2S
2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methyl-N-[(2-methylphenyl)methyl]acetamide
—— N-(cyclohexylmethyl)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C17H20FN3O2S
N-(cyclohexylmethyl)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-cyclopropyl-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C13H12FN3O2S
N-cyclopropyl-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-(1-cyanocyclopentyl)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C16H15FN4O2S
N-(1-cyanocyclopentyl)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (2R)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C11H10FN3O2S
(2R)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile —— C11H8FN3OS
(2R)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile
—— (2S)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C19H17F2N3O2S
(2S)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— ethyl (2S)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-2-phenylacetate —— C18H15FN2O3S
ethyl (2S)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-2-phenylacetate
—— (2S)-N-cyclohexyl-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C17H20FN3O2S
(2S)-N-cyclohexyl-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— N-benzyl-N-ethyl-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H18FN3O2S
N-benzyl-N-ethyl-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C14H14FN3O4S2
N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[(3,5-Dimethyl-1,2-oxazol-4-yl)methylsulfanyl]-5-(2-fluorophenyl)-1,3,4-oxadiazole —— C14H12FN3O2S
2-[(3,5-Dimethyl-1,2-oxazol-4-yl)methylsulfanyl]-5-(2-fluorophenyl)-1,3,4-oxadiazole
—— 2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone —— C20H22FN3O3S
2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone