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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
—— (1R)-2,2-dichloro-N-[3-[4-(2-methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propyl]cyclopropane-1-carboxamide —— C14H22Cl2N4OS
(1R)-2,2-dichloro-N-[3-[4-(2-methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propyl]cyclopropane-1-carboxamide
—— 2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[(1S,2S)-2-methylcyclohexyl]acetamide —— C16H19N5OS
2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[(1S,2S)-2-methylcyclohexyl]acetamide
—— 2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[(1S,2R)-2-methylcyclohexyl]acetamide —— C16H19N5OS
2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[(1S,2R)-2-methylcyclohexyl]acetamide
—— 2-Amino-6-(2-oxo-2-pyrrolidin-1-ylethyl)sulfanylpyridine-3,5-dicarbonitrile —— C13H13N5OS
2-Amino-6-(2-oxo-2-pyrrolidin-1-ylethyl)sulfanylpyridine-3,5-dicarbonitrile
—— 2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-benzyl-N-methylacetamide —— C17H15N5OS
2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-benzyl-N-methylacetamide
—— 2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-[(1R)-1-phenylethyl]acetamide —— C17H16N5OS+
2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-[(1R)-1-phenylethyl]acetamide
—— ethyl (4S)-6-amino-5-cyano-2-[(3-cyano-6,7-dihydro-5H-cyclopenta[b]pyridin-2-yl)sulfanylmethyl]-4-(4-methylsulfanylphenyl)-4H-pyran-3-carboxylate —— C26H24N4O3S2
ethyl (4S)-6-amino-5-cyano-2-[(3-cyano-6,7-dihydro-5H-cyclopenta[b]pyridin-2-yl)sulfanylmethyl]-4-(4-methylsulfanylphenyl)-4H-pyran-3-carboxylate
—— ethyl (4S)-6-amino-2-[(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanylmethyl]-5-cyano-4-thiophen-2-yl-4H-pyran-3-carboxylate —— C21H17N6O3S2+
ethyl (4S)-6-amino-2-[(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanylmethyl]-5-cyano-4-thiophen-2-yl-4H-pyran-3-carboxylate
—— ethyl (4S)-6-amino-2-[(6-amino-3,5-dicyanopyridin-2-yl)sulfanylmethyl]-5-cyano-4-thiophen-2-yl-4H-pyran-3-carboxylate —— C21H16N6O3S2
ethyl (4S)-6-amino-2-[(6-amino-3,5-dicyanopyridin-2-yl)sulfanylmethyl]-5-cyano-4-thiophen-2-yl-4H-pyran-3-carboxylate
—— 2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-1-(1H-pyrrol-2-yl)ethanone —— C13H12N4O2S
2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-1-(1H-pyrrol-2-yl)ethanone
—— (2S)-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one —— C14H17N3O3S
(2S)-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one
—— 2-(3-chloro-4-fluorophenyl)sulfanyl-N-[(1S)-1-cyano-1-cyclopropylethyl]acetamide —— C14H14ClFN2OS
2-(3-chloro-4-fluorophenyl)sulfanyl-N-[(1S)-1-cyano-1-cyclopropylethyl]acetamide
—— 4-(1,1-dioxothian-4-yl)-2-methylsulfanylpyrimidin-5-amine —— C10H15N3O2S2
4-(1,1-dioxothian-4-yl)-2-methylsulfanylpyrimidin-5-amine
—— 2-(3-chloro-4-fluorophenyl)sulfanyl-N-[(1S,2S)-2-methylcyclohexyl]acetamide —— C15H19ClFNOS
2-(3-chloro-4-fluorophenyl)sulfanyl-N-[(1S,2S)-2-methylcyclohexyl]acetamide
—— 2-(3-chloro-4-fluorophenyl)sulfanyl-N-(1-cyanocyclopentyl)acetamide —— C14H14ClFN2OS
2-(3-chloro-4-fluorophenyl)sulfanyl-N-(1-cyanocyclopentyl)acetamide
—— 2-(3-chloro-4-fluorophenyl)sulfanyl-N-(2-phenylethyl)acetamide —— C16H15ClFNOS
2-(3-chloro-4-fluorophenyl)sulfanyl-N-(2-phenylethyl)acetamide
—— 2-(3-chloro-4-fluorophenyl)sulfanyl-N-[(1S)-1-phenylethyl]acetamide —— C16H15ClFNOS
2-(3-chloro-4-fluorophenyl)sulfanyl-N-[(1S)-1-phenylethyl]acetamide
—— 1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-(3-chloro-4-fluorophenyl)sulfanylethanone —— C16H15ClFNO2S
1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-(3-chloro-4-fluorophenyl)sulfanylethanone
—— (2S)-2-(3-cyano-4,5,6-trimethylpyridin-2-yl)sulfanyl-N-propan-2-ylpropanamide —— C15H21N3OS
(2S)-2-(3-cyano-4,5,6-trimethylpyridin-2-yl)sulfanyl-N-propan-2-ylpropanamide
—— N-[(Z)-[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-2-naphthalen-1-yloxyacetamide —— C24H17N3O3S2
N-[(Z)-[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-2-naphthalen-1-yloxyacetamide
—— 3-Benzylsulfanyl-5-(methoxymethyl)-1,2,4-triazol-4-amine —— C11H14N4OS
3-Benzylsulfanyl-5-(methoxymethyl)-1,2,4-triazol-4-amine
—— N-benzyl-2-(3-chloro-4-fluorophenyl)sulfanylacetamide —— C15H13ClFNOS
N-benzyl-2-(3-chloro-4-fluorophenyl)sulfanylacetamide
—— N-methyl-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-phenylethyl]acetamide —— C21H24N4O2S
N-methyl-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-phenylethyl]acetamide
—— [2-[2-(4-chlorophenyl)sulfanylethylamino]-2-oxoethyl] (1S,2R)-2-methylcyclopropane-1-carboxylate —— C15H18ClNO3S
[2-[2-(4-chlorophenyl)sulfanylethylamino]-2-oxoethyl] (1S,2R)-2-methylcyclopropane-1-carboxylate
—— 5-[(Z)-2-(5-methylfuran-2-yl)ethenyl]-3-[[(2R)-oxolan-2-yl]methylsulfanyl]-1H-1,2,4-triazole —— C14H17N3O2S
5-[(Z)-2-(5-methylfuran-2-yl)ethenyl]-3-[[(2R)-oxolan-2-yl]methylsulfanyl]-1H-1,2,4-triazole
—— [(1R,3S)-3-methylcyclohexyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C17H26N2O2S
[(1R,3S)-3-methylcyclohexyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [(1S,3R)-3-methylcyclohexyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C17H26N2O2S
[(1S,3R)-3-methylcyclohexyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [(1R,3R)-3-methylcyclohexyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C17H26N2O2S
[(1R,3R)-3-methylcyclohexyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [(1S,3S)-3-methylcyclohexyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C17H26N2O2S
[(1S,3S)-3-methylcyclohexyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— methyl (2R)-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]propanoate —— C10H17N3O3S
methyl (2R)-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]propanoate
—— 4-(2-methoxyethyl)-3-[(1S)-1-phenylethyl]sulfanyl-1,2,4-triazole —— C13H17N3OS
4-(2-methoxyethyl)-3-[(1S)-1-phenylethyl]sulfanyl-1,2,4-triazole
—— 1-[(3S)-3-(furan-2-yl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C19H21N5O3S2
1-[(3S)-3-(furan-2-yl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— methyl (2S)-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]propanoate —— C10H17N3O3S
methyl (2S)-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]propanoate
—— (2S)-N-cyclohexyl-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]-N-methylpropanamide —— C16H28N4O2S
(2S)-N-cyclohexyl-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]-N-methylpropanamide
—— (2R)-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2,2,2-trifluoroethyl)propanamide —— C11H17F3N4O2S
(2R)-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2,2,2-trifluoroethyl)propanamide
—— (2R)-2-[[4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2,2,2-trifluoroethyl)propanamide —— C10H15F3N4O2S
(2R)-2-[[4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2,2,2-trifluoroethyl)propanamide
—— N-cyclohexyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-(2-fluorophenyl)sulfanylacetamide —— C18H24FNO3S2
N-cyclohexyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-(2-fluorophenyl)sulfanylacetamide
—— (2R)-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-propan-2-ylpropanamide —— C17H23N3O2S2
(2R)-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-propan-2-ylpropanamide
—— (2S)-N-(cyclohexylmethyl)-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C16H28N4O2S
(2S)-N-(cyclohexylmethyl)-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2S)-2-[[4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2,2,2-trifluoroethyl)propanamide —— C10H15F3N4O2S
(2S)-2-[[4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2,2,2-trifluoroethyl)propanamide
—— 3-propan-2-yl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-amine —— C7H11N5S
3-propan-2-yl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-amine
—— 4-(2-methoxyethyl)-3-[(1R)-1-phenylethyl]sulfanyl-1,2,4-triazole —— C13H17N3OS
4-(2-methoxyethyl)-3-[(1R)-1-phenylethyl]sulfanyl-1,2,4-triazole
—— 1-[(3R)-3-(furan-2-yl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C22H25N5O3S
1-[(3R)-3-(furan-2-yl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— (2R)-N-cyclohexyl-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]-N-methylpropanamide —— C16H28N4O2S
(2R)-N-cyclohexyl-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]-N-methylpropanamide
—— 1-[(3R)-3-(furan-2-yl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C19H21N5O3S2
1-[(3R)-3-(furan-2-yl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— (2S)-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-propan-2-ylpropanamide —— C17H23N3O2S2
(2S)-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-propan-2-ylpropanamide
—— (2R)-2-(2-fluorophenyl)sulfanyl-N-(2,2,2-trifluoroethyl)propanamide —— C11H11F4NOS
(2R)-2-(2-fluorophenyl)sulfanyl-N-(2,2,2-trifluoroethyl)propanamide
—— (2S)-2-(2-fluorophenyl)sulfanyl-N-(2,2,2-trifluoroethyl)propanamide —— C11H11F4NOS
(2S)-2-(2-fluorophenyl)sulfanyl-N-(2,2,2-trifluoroethyl)propanamide
—— (2R)-N-(cyclohexylmethyl)-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C16H28N4O2S
(2R)-N-(cyclohexylmethyl)-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— 1-[(3S)-3-(furan-2-yl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C22H25N5O3S
1-[(3S)-3-(furan-2-yl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone