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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)-N-cyclopropyl-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C15H18N4OS2
(2R)-N-cyclopropyl-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2R)-1-[3-(4-chlorophenyl)sulfanylpropylamino]propan-2-ol —— C12H18ClNOS
(2R)-1-[3-(4-chlorophenyl)sulfanylpropylamino]propan-2-ol
—— (2S)-2-(4-methylphenyl)sulfanyl-N-(3-phenylpropyl)propanamide —— C19H23NOS
(2S)-2-(4-methylphenyl)sulfanyl-N-(3-phenylpropyl)propanamide
—— (5S)-2-(1-adamantyl)-5-(4-fluorophenyl)-5,6-dihydro-[1,2,4]triazolo[5,1-b][1,3]thiazin-7-one —— C21H22FN3OS
(5S)-2-(1-adamantyl)-5-(4-fluorophenyl)-5,6-dihydro-[1,2,4]triazolo[5,1-b][1,3]thiazin-7-one
—— (2S)-N-(1-adamantyl)-2-(4-methylphenyl)sulfanylpropanamide —— C20H27NOS
(2S)-N-(1-adamantyl)-2-(4-methylphenyl)sulfanylpropanamide
—— (2S)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]propanamide —— C18H22FN3O2S
(2S)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]propanamide
—— (2S)-2-ethanimidoyl-3-oxo-4-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]butanenitrile —— C13H16N4O2S
(2S)-2-ethanimidoyl-3-oxo-4-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]butanenitrile
—— 2-[(3,5-dimethyl-1,2-oxazol-4-yl)methylsulfanyl]-4-propyl-1H-pyrimidin-6-one —— C13H17N3O2S
2-[(3,5-dimethyl-1,2-oxazol-4-yl)methylsulfanyl]-4-propyl-1H-pyrimidin-6-one
—— 2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-methoxyethyl)acetamide —— C11H13N3O4S
2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-methoxyethyl)acetamide
—— (2S)-1-[3-(4-chlorophenyl)sulfanylpropylamino]propan-2-ol —— C12H18ClNOS
(2S)-1-[3-(4-chlorophenyl)sulfanylpropylamino]propan-2-ol
—— N-[(1S)-1-(2,4-difluorophenyl)ethyl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C16H13F2N3O3S
N-[(1S)-1-(2,4-difluorophenyl)ethyl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 4-propyl-2-[(2-thiophen-2-yl-1,3-oxazol-4-yl)methylsulfanyl]-1H-pyrimidin-6-one —— C15H15N3O2S2
4-propyl-2-[(2-thiophen-2-yl-1,3-oxazol-4-yl)methylsulfanyl]-1H-pyrimidin-6-one
—— 4-[(5,6-Diphenyl-1,2,4-triazin-3-yl)sulfanyl]-2-ethanimidoyl-3-oxobutanenitrile —— C21H17N5OS
4-[(5,6-Diphenyl-1,2,4-triazin-3-yl)sulfanyl]-2-ethanimidoyl-3-oxobutanenitrile
—— (2S)-N-cyclopropyl-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C12H13N3O3S
(2S)-N-cyclopropyl-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— 2-[2-oxo-2-(5-phenyl-3,4-dihydropyrazol-2-yl)ethyl]sulfanyl-4-propyl-1H-pyrimidin-6-one —— C18H20N4O2S
2-[2-oxo-2-(5-phenyl-3,4-dihydropyrazol-2-yl)ethyl]sulfanyl-4-propyl-1H-pyrimidin-6-one
—— (2R)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]propanamide —— C18H22FN3O2S
(2R)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]propanamide
—— N-[(1S)-1-cyano-1-cyclopropylethyl]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C15H20N4O2S
N-[(1S)-1-cyano-1-cyclopropylethyl]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— (2S)-N-(cyclohexylmethyl)-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C16H21N3O3S
(2S)-N-(cyclohexylmethyl)-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— methyl 5-[(2R)-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C17H17N3O5S
methyl 5-[(2R)-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— methyl (2R)-2-[1,4-dimethyl-5-[(4-methylphenyl)methyl]-6-oxopyrimidin-2-yl]sulfanylpropanoate —— C18H22N2O3S
methyl (2R)-2-[1,4-dimethyl-5-[(4-methylphenyl)methyl]-6-oxopyrimidin-2-yl]sulfanylpropanoate
—— N-cyclohexyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C19H29N3O4S2
N-cyclohexyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-[(1R)-1-(2,4-difluorophenyl)ethyl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C16H13F2N3O3S
N-[(1R)-1-(2,4-difluorophenyl)ethyl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-(Furan-2-yl)-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,3,4-oxadiazole —— C15H10N4O3S
2-(Furan-2-yl)-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,3,4-oxadiazole
—— 2-(4-Bromophenyl)-5-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3,4-oxadiazole —— C15H9BrN4O3S
2-(4-Bromophenyl)-5-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3,4-oxadiazole
—— 1-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylethanone —— C20H16ClN3O3S
1-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylethanone
—— 1-[(1S,2S,6S)-3-acetyl-4,6-dihydroxy-6-methyl-2-(4-methylsulfanylphenyl)cyclohex-3-en-1-yl]ethanone —— C18H22O4S
1-[(1S,2S,6S)-3-acetyl-4,6-dihydroxy-6-methyl-2-(4-methylsulfanylphenyl)cyclohex-3-en-1-yl]ethanone
—— (2S)-N-(cyclohexylcarbamoyl)-2-(1-methylimidazol-2-yl)sulfanylpropanamide —— C14H22N4O2S
(2S)-N-(cyclohexylcarbamoyl)-2-(1-methylimidazol-2-yl)sulfanylpropanamide
—— 2-(1-Methylimidazol-2-yl)sulfanyl-1-(1,2,5-trimethylpyrrol-3-yl)ethanone —— C13H17N3OS
2-(1-Methylimidazol-2-yl)sulfanyl-1-(1,2,5-trimethylpyrrol-3-yl)ethanone
—— 1-[2,5-dimethyl-1-[[(2S)-oxolan-2-yl]methyl]pyrrol-3-yl]-2-(1-methylimidazol-2-yl)sulfanylethanone —— C17H23N3O2S
1-[2,5-dimethyl-1-[[(2S)-oxolan-2-yl]methyl]pyrrol-3-yl]-2-(1-methylimidazol-2-yl)sulfanylethanone
—— N-[2-(4-chlorophenyl)ethyl]-2-(1-methylimidazol-2-yl)sulfanylacetamide —— C14H16ClN3OS
N-[2-(4-chlorophenyl)ethyl]-2-(1-methylimidazol-2-yl)sulfanylacetamide
—— 3-Benzyl-5-[(4-bromo-2-fluorophenyl)methylsulfanyl]-4-methyl-1,2,4-triazole —— C17H15BrFN3S
3-Benzyl-5-[(4-bromo-2-fluorophenyl)methylsulfanyl]-4-methyl-1,2,4-triazole
—— (2S)-3-methylbutane-2-thiol —— C5H12S
(2S)-3-methylbutane-2-thiol
—— 2-{[(4-Fluorophenyl)methyl]sulfanyl}-3,6-dimethyl-5-[(3-methylphenyl)methyl]-3,4-dihydropyrimidin-4-one —— C21H21FN2OS
2-{[(4-Fluorophenyl)methyl]sulfanyl}-3,6-dimethyl-5-[(3-methylphenyl)methyl]-3,4-dihydropyrimidin-4-one
—— 4-Methyl-3-[(4-methylsulfanylphenyl)methylsulfanyl]-5-(thiophen-2-ylmethyl)-1,2,4-triazole —— C16H17N3S3
4-Methyl-3-[(4-methylsulfanylphenyl)methylsulfanyl]-5-(thiophen-2-ylmethyl)-1,2,4-triazole
—— [(2S)-1-(cyclopentylamino)-1-oxopropan-2-yl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C18H24N4O4S
[(2S)-1-(cyclopentylamino)-1-oxopropan-2-yl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— [2-[[(2S)-butan-2-yl]amino]-2-oxoethyl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C16H22N4O4S
[2-[[(2S)-butan-2-yl]amino]-2-oxoethyl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— [2-[[(1R)-1-cyano-1-cyclopropylethyl]amino]-2-oxoethyl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C18H21N5O4S
[2-[[(1R)-1-cyano-1-cyclopropylethyl]amino]-2-oxoethyl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— [(2R)-1-[cyclohexyl(methyl)amino]-1-oxopropan-2-yl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C20H28N4O4S
[(2R)-1-[cyclohexyl(methyl)amino]-1-oxopropan-2-yl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— 2-{[(4-Chlorophenyl)methyl]sulfanyl}-3,6-dimethyl-5-[(3-methylphenyl)methyl]-3,4-dihydropyrimidin-4-one —— C21H21ClN2OS
2-{[(4-Chlorophenyl)methyl]sulfanyl}-3,6-dimethyl-5-[(3-methylphenyl)methyl]-3,4-dihydropyrimidin-4-one
—— [2-oxo-2-[[(2R)-pentan-2-yl]amino]ethyl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C17H24N4O4S
[2-oxo-2-[[(2R)-pentan-2-yl]amino]ethyl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— 2-(2-Fluorophenyl)sulfanylethyl 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C18H18FN3O3S2
2-(2-Fluorophenyl)sulfanylethyl 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— [2-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C18H24N4O5S
[2-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— (2R)-2-(4-methylphenyl)sulfanyl-N-(2-morpholin-4-ium-4-ylethyl)propanamide —— C16H25N2O2S+
(2R)-2-(4-methylphenyl)sulfanyl-N-(2-morpholin-4-ium-4-ylethyl)propanamide
—— (2R)-2-(4-chlorophenyl)sulfanyl-N-(3-morpholin-4-ium-4-ylpropyl)propanamide —— C16H24ClN2O2S+
(2R)-2-(4-chlorophenyl)sulfanyl-N-(3-morpholin-4-ium-4-ylpropyl)propanamide
—— methyl (4R)-1,6-dimethyl-4-(4-methylsulfanylphenyl)-2-oxo-3,4-dihydropyridine-5-carboxylate —— C16H19NO3S
methyl (4R)-1,6-dimethyl-4-(4-methylsulfanylphenyl)-2-oxo-3,4-dihydropyridine-5-carboxylate
—— [2-[[(1S)-1-(3-chlorophenyl)ethyl]amino]-2-oxoethyl] 2-(2,4-dimethylphenyl)sulfanylacetate —— C20H22ClNO3S
[2-[[(1S)-1-(3-chlorophenyl)ethyl]amino]-2-oxoethyl] 2-(2,4-dimethylphenyl)sulfanylacetate
—— [2-Oxo-2-(thiophen-2-ylmethylamino)ethyl] 2-(2-fluorophenyl)sulfanylacetate —— C15H14FNO3S2
[2-Oxo-2-(thiophen-2-ylmethylamino)ethyl] 2-(2-fluorophenyl)sulfanylacetate
—— [2-(Cyclohexylamino)-2-oxoethyl] 2-(2-fluorophenyl)sulfanylacetate —— C16H20FNO3S
[2-(Cyclohexylamino)-2-oxoethyl] 2-(2-fluorophenyl)sulfanylacetate
—— [2-(4-Methylphenyl)-1,3-thiazol-4-yl]methyl 2-(2-fluorophenyl)sulfanylacetate —— C19H16FNO2S2
[2-(4-Methylphenyl)-1,3-thiazol-4-yl]methyl 2-(2-fluorophenyl)sulfanylacetate
—— [(2S)-1-oxo-1-[[(2S)-4-phenylbutan-2-yl]amino]propan-2-yl] 2-(2-fluorophenyl)sulfanylacetate —— C21H24FNO3S
[(2S)-1-oxo-1-[[(2S)-4-phenylbutan-2-yl]amino]propan-2-yl] 2-(2-fluorophenyl)sulfanylacetate