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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
—— 2-(4-bromophenyl)sulfanyl-N-(pyridin-2-ylmethyl)acetamide —— C14H13BrN2OS
2-(4-bromophenyl)sulfanyl-N-(pyridin-2-ylmethyl)acetamide
—— [2-Oxo-2-(2-phenylsulfanylanilino)ethyl] pyridine-3-carboxylate —— C20H16N2O3S
[2-Oxo-2-(2-phenylsulfanylanilino)ethyl] pyridine-3-carboxylate
—— [2-[2-(4-Chlorophenyl)sulfanylanilino]-2-oxoethyl] pyridine-3-carboxylate —— C20H15ClN2O3S
[2-[2-(4-Chlorophenyl)sulfanylanilino]-2-oxoethyl] pyridine-3-carboxylate
—— [(2R)-1-(ethylamino)-1-oxopropan-2-yl] 2-(2,5-dimethylphenyl)sulfanylacetate —— C15H21NO3S
[(2R)-1-(ethylamino)-1-oxopropan-2-yl] 2-(2,5-dimethylphenyl)sulfanylacetate
—— [(2S)-1-(ethylamino)-1-oxopropan-2-yl] 2-(4-bromo-2,5-dimethylphenyl)sulfanylacetate —— C15H20BrNO3S
[(2S)-1-(ethylamino)-1-oxopropan-2-yl] 2-(4-bromo-2,5-dimethylphenyl)sulfanylacetate
—— [(2R)-1-(ethylamino)-1-oxopropan-2-yl] 2-(4-bromo-2,5-dimethylphenyl)sulfanylacetate —— C15H20BrNO3S
[(2R)-1-(ethylamino)-1-oxopropan-2-yl] 2-(4-bromo-2,5-dimethylphenyl)sulfanylacetate
—— 3-tert-butyl-4-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-1H-1,2,4-triazole-5-thione —— C14H18N4S2
3-tert-butyl-4-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-1H-1,2,4-triazole-5-thione
—— N-[(1R)-1-(4-fluorophenyl)ethyl]-3-(4-fluorophenyl)sulfanylpropanamide —— C17H17F2NOS
N-[(1R)-1-(4-fluorophenyl)ethyl]-3-(4-fluorophenyl)sulfanylpropanamide
—— 3-(4-chlorophenyl)sulfanyl-N-[(1S)-1-(4-fluorophenyl)ethyl]propanamide —— C17H17ClFNOS
3-(4-chlorophenyl)sulfanyl-N-[(1S)-1-(4-fluorophenyl)ethyl]propanamide
—— 3-(4-chlorophenyl)sulfanyl-N-[(1R)-1-(4-fluorophenyl)ethyl]propanamide —— C17H17ClFNOS
3-(4-chlorophenyl)sulfanyl-N-[(1R)-1-(4-fluorophenyl)ethyl]propanamide
—— N-butyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C18H23N3O4S2
N-butyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— 1-(5-Bromothiophen-2-yl)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone —— C14H9BrN2O2S2
1-(5-Bromothiophen-2-yl)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone
—— (2S)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C17H20N4O2S
(2S)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— 2-[[2-(4-Fluorophenyl)-1,3-thiazol-4-yl]methylsulfanyl]-5-phenyl-1,3,4-oxadiazole —— C18H12FN3OS2
2-[[2-(4-Fluorophenyl)-1,3-thiazol-4-yl]methylsulfanyl]-5-phenyl-1,3,4-oxadiazole
—— (2S)-1-(4-ethylpiperazin-1-yl)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propan-1-one —— C17H22N4O2S
(2S)-1-(4-ethylpiperazin-1-yl)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propan-1-one
—— 1-(5-Chlorothiophen-2-yl)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone —— C14H9ClN2O2S2
1-(5-Chlorothiophen-2-yl)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone
—— N-[(3-fluorophenyl)methyl]-N-methyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C18H16FN3O2S
N-[(3-fluorophenyl)methyl]-N-methyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— (2R)-1-[1-(furan-2-ylmethyl)-2,5-dimethylpyrrol-3-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propan-1-one —— C22H21N3O3S
(2R)-1-[1-(furan-2-ylmethyl)-2,5-dimethylpyrrol-3-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propan-1-one
—— N-[(1S)-1-cyano-1-cyclopropylethyl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C16H16N4O2S
N-[(1S)-1-cyano-1-cyclopropylethyl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— (2R)-1-(4-ethylpiperazin-1-yl)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propan-1-one —— C17H22N4O2S
(2R)-1-(4-ethylpiperazin-1-yl)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propan-1-one
—— (2S)-N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C17H20N4O2S
(2S)-N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2R)-1-(4-ethylpiperazin-4-ium-1-yl)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propan-1-one —— C17H23N4O2S+
(2R)-1-(4-ethylpiperazin-4-ium-1-yl)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propan-1-one
—— N-[(6-chloro-3,4-dihydro-2H-1,5-benzodioxepin-8-yl)methyl]-3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanamide —— C20H24ClN3O3S
N-[(6-chloro-3,4-dihydro-2H-1,5-benzodioxepin-8-yl)methyl]-3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanamide
—— N-[(6-chloro-3,4-dihydro-2H-1,5-benzodioxepin-8-yl)methyl]-2-(4-fluorophenyl)sulfanylacetamide —— C18H17ClFNO3S
N-[(6-chloro-3,4-dihydro-2H-1,5-benzodioxepin-8-yl)methyl]-2-(4-fluorophenyl)sulfanylacetamide
—— N-[(6-chloro-3,4-dihydro-2H-1,5-benzodioxepin-8-yl)methyl]-2-(3,4-dimethylphenyl)sulfanylacetamide —— C20H22ClNO3S
N-[(6-chloro-3,4-dihydro-2H-1,5-benzodioxepin-8-yl)methyl]-2-(3,4-dimethylphenyl)sulfanylacetamide
—— N-[(6-chloro-3,4-dihydro-2H-1,5-benzodioxepin-8-yl)methyl]-2-phenylsulfanylacetamide —— C18H18ClNO3S
N-[(6-chloro-3,4-dihydro-2H-1,5-benzodioxepin-8-yl)methyl]-2-phenylsulfanylacetamide
—— N-[(6-chloro-3,4-dihydro-2H-1,5-benzodioxepin-8-yl)methyl]-2-(4-methylphenyl)sulfanylacetamide —— C19H20ClNO3S
N-[(6-chloro-3,4-dihydro-2H-1,5-benzodioxepin-8-yl)methyl]-2-(4-methylphenyl)sulfanylacetamide
—— N-[4-(2-methylbutan-2-yl)cyclohexyl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C20H29N3O3S
N-[4-(2-methylbutan-2-yl)cyclohexyl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-6-methylheptan-2-yl]acetamide —— C17H25N3O3S
2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-6-methylheptan-2-yl]acetamide
—— 2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(3-propan-2-yloxypropyl)acetamide —— C15H21N3O4S
2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(3-propan-2-yloxypropyl)acetamide
—— 2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(S)-phenyl(thiophen-2-yl)methyl]acetamide —— C20H17N3O3S2
2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(S)-phenyl(thiophen-2-yl)methyl]acetamide
—— N-methyl-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3-methylthiophen-2-yl)methyl]acetamide —— C16H17N3O3S2
N-methyl-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3-methylthiophen-2-yl)methyl]acetamide
—— N-[(1S)-1-cyclopropylethyl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C14H17N3O3S
N-[(1S)-1-cyclopropylethyl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(2R)-2-ethylhexyl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C17H25N3O3S
N-[(2R)-2-ethylhexyl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(2S)-heptan-2-yl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C16H23N3O3S
N-[(2S)-heptan-2-yl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-octan-2-yl]acetamide —— C17H25N3O3S
2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-octan-2-yl]acetamide
—— N-[(1S)-1-(furan-2-yl)ethyl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C15H15N3O4S
N-[(1S)-1-(furan-2-yl)ethyl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[2-(2-methylphenyl)ethyl]acetamide —— C18H19N3O3S
2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[2-(2-methylphenyl)ethyl]acetamide
—— N-methyl-N-[(5-methylfuran-2-yl)methyl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C16H17N3O4S
N-methyl-N-[(5-methylfuran-2-yl)methyl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-(2-cyanopropan-2-yl)-N-methyl-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C14H16N4O3S
N-(2-cyanopropan-2-yl)-N-methyl-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethanone —— C20H19N3O3S
2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethanone
—— N-(2-cyanoethyl)-N-(furan-2-ylmethyl)-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C17H16N4O4S
N-(2-cyanoethyl)-N-(furan-2-ylmethyl)-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-(2-Methylfuran-3-yl)-5-[3-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propylsulfanyl]-1,3,4-oxadiazole —— C17H16N4O4S2
2-(2-Methylfuran-3-yl)-5-[3-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propylsulfanyl]-1,3,4-oxadiazole
—— N-[(1S,2R)-2-methylcyclohexyl]-4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrobenzamide —— C17H21N5O3S
N-[(1S,2R)-2-methylcyclohexyl]-4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrobenzamide
—— N-[2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetyl]-1-methylpyrrole-2-carboxamide —— C17H17N5O2S2
N-[2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetyl]-1-methylpyrrole-2-carboxamide
—— (3S)-5-oxo-N-(2-phenylsulfanylphenyl)-1-propan-2-ylpyrrolidine-3-carboxamide —— C20H22N2O2S
(3S)-5-oxo-N-(2-phenylsulfanylphenyl)-1-propan-2-ylpyrrolidine-3-carboxamide
—— N-cyclopentyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C15H22N2O3S3
N-cyclopentyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— (3R)-1-butyl-5-oxo-N-(2-phenylsulfanylphenyl)pyrrolidine-3-carboxamide —— C21H24N2O2S
(3R)-1-butyl-5-oxo-N-(2-phenylsulfanylphenyl)pyrrolidine-3-carboxamide
—— 2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N-[(Z)-[5-[(1S,2S)-2-methylcyclopropyl]furan-2-yl]methylideneamino]acetamide —— C16H19N5O4S
2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N-[(Z)-[5-[(1S,2S)-2-methylcyclopropyl]furan-2-yl]methylideneamino]acetamide
—— 2-(5-Methyl-3-phenyl-1,2-oxazol-4-yl)-5-(1,3,4-thiadiazol-2-ylsulfanylmethyl)-1,3,4-oxadiazole —— C15H11N5O2S2
2-(5-Methyl-3-phenyl-1,2-oxazol-4-yl)-5-(1,3,4-thiadiazol-2-ylsulfanylmethyl)-1,3,4-oxadiazole