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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
—— (3S,4R)-4-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1,1-dioxothiolan-3-ol —— C13H15N3O3S3
(3S,4R)-4-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1,1-dioxothiolan-3-ol
—— (3R,4S)-4-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1,1-dioxothiolan-3-ol —— C13H15N3O3S3
(3R,4S)-4-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1,1-dioxothiolan-3-ol
—— methyl 2-[2-[2-[(4-ethylphenyl)methyl-methylamino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C19H23N3O4S
methyl 2-[2-[2-[(4-ethylphenyl)methyl-methylamino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[(2R)-1-(azepan-1-yl)-1-oxopropan-2-yl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C16H23N3O4S
methyl 2-[2-[(2R)-1-(azepan-1-yl)-1-oxopropan-2-yl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[methyl-[(1R)-1-phenylethyl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C18H21N3O4S
methyl 2-[2-[2-[methyl-[(1R)-1-phenylethyl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[furan-2-ylmethyl(methyl)amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C15H17N3O5S
methyl 2-[2-[2-[furan-2-ylmethyl(methyl)amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[6-oxo-2-[2-oxo-2-(2,4,4-trimethylpentan-2-ylamino)ethyl]sulfanyl-1H-pyrimidin-4-yl]acetate —— C17H27N3O4S
methyl 2-[6-oxo-2-[2-oxo-2-(2,4,4-trimethylpentan-2-ylamino)ethyl]sulfanyl-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[(2R)-1-(cycloheptylamino)-1-oxopropan-2-yl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C17H25N3O4S
methyl 2-[2-[(2R)-1-(cycloheptylamino)-1-oxopropan-2-yl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-(2-methylbutan-2-ylamino)-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C14H21N3O4S
methyl 2-[2-[2-(2-methylbutan-2-ylamino)-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[[5-(2,5-dimethylfuran-3-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-6-oxo-1H-pyrimidin-4-yl]acetate —— C16H16N4O5S
methyl 2-[2-[[5-(2,5-dimethylfuran-3-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[6-oxo-2-[2-oxo-2-[[(1S)-1-phenylbutyl]amino]ethyl]sulfanyl-1H-pyrimidin-4-yl]acetate —— C19H23N3O4S
methyl 2-[6-oxo-2-[2-oxo-2-[[(1S)-1-phenylbutyl]amino]ethyl]sulfanyl-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[2-(3-chlorophenyl)ethylamino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C17H18ClN3O4S
methyl 2-[2-[2-[2-(3-chlorophenyl)ethylamino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[6-oxo-2-[2-oxo-2-(prop-2-ynylamino)ethyl]sulfanyl-1H-pyrimidin-4-yl]acetate —— C12H13N3O4S
methyl 2-[6-oxo-2-[2-oxo-2-(prop-2-ynylamino)ethyl]sulfanyl-1H-pyrimidin-4-yl]acetate
—— methyl 2-[6-oxo-2-[2-oxo-2-[[(1S)-1-thiophen-2-ylethyl]amino]ethyl]sulfanyl-1H-pyrimidin-4-yl]acetate —— C15H17N3O4S2
methyl 2-[6-oxo-2-[2-oxo-2-[[(1S)-1-thiophen-2-ylethyl]amino]ethyl]sulfanyl-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[[(1S)-1-(furan-2-yl)ethyl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C15H17N3O5S
methyl 2-[2-[2-[[(1S)-1-(furan-2-yl)ethyl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[(2S)-1-[(1-cyanocyclohexyl)-methylamino]-1-oxopropan-2-yl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C18H24N4O4S
methyl 2-[2-[(2S)-1-[(1-cyanocyclohexyl)-methylamino]-1-oxopropan-2-yl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[(2R)-1-(tert-butylamino)-1-oxopropan-2-yl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C14H21N3O4S
methyl 2-[2-[(2R)-1-(tert-butylamino)-1-oxopropan-2-yl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[butyl(ethyl)amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C15H23N3O4S
methyl 2-[2-[2-[butyl(ethyl)amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[6-oxo-2-[(1S)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1H-pyrimidin-4-yl]acetate —— C17H16N4O4S
methyl 2-[6-oxo-2-[(1S)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[[4-(dimethylamino)phenyl]methyl-methylamino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C19H24N4O4S
methyl 2-[2-[2-[[4-(dimethylamino)phenyl]methyl-methylamino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-(5-ethylthiophen-2-yl)-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C15H16N2O4S2
methyl 2-[2-[2-(5-ethylthiophen-2-yl)-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[[(2R)-butan-2-yl]-[(2S)-butan-2-yl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C17H27N3O4S
methyl 2-[2-[2-[[(2R)-butan-2-yl]-[(2S)-butan-2-yl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[(3-fluorophenyl)methyl-methylamino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C17H18FN3O4S
methyl 2-[2-[2-[(3-fluorophenyl)methyl-methylamino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[methyl-[(4-methylsulfanylphenyl)methyl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C18H21N3O4S2
methyl 2-[2-[2-[methyl-[(4-methylsulfanylphenyl)methyl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[(2S)-1-[(3-fluorophenyl)methyl-methylamino]-1-oxopropan-2-yl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C18H20FN3O4S
methyl 2-[2-[(2S)-1-[(3-fluorophenyl)methyl-methylamino]-1-oxopropan-2-yl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[[(1S)-2,2-dichlorocyclopropyl]methylsulfanyl]-6-oxo-1H-pyrimidin-4-yl]acetate —— C11H12Cl2N2O3S
methyl 2-[2-[[(1S)-2,2-dichlorocyclopropyl]methylsulfanyl]-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[6-oxo-2-[[(2R)-oxolan-2-yl]methylsulfanyl]-1H-pyrimidin-4-yl]acetate —— C12H16N2O4S
methyl 2-[6-oxo-2-[[(2R)-oxolan-2-yl]methylsulfanyl]-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[(4-fluorophenyl)methyl-methylamino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C17H18FN3O4S
methyl 2-[2-[2-[(4-fluorophenyl)methyl-methylamino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[6-oxo-2-[2-oxo-2-[[(2R)-oxolan-2-yl]methylamino]ethyl]sulfanyl-1H-pyrimidin-4-yl]acetate —— C14H19N3O5S
methyl 2-[6-oxo-2-[2-oxo-2-[[(2R)-oxolan-2-yl]methylamino]ethyl]sulfanyl-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-(3-methylbut-2-enylsulfanyl)-6-oxo-1H-pyrimidin-4-yl]acetate —— C12H16N2O3S
methyl 2-[2-(3-methylbut-2-enylsulfanyl)-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[6-oxo-2-[(2R)-1-oxo-1-[[(2R)-2-phenylpropyl]amino]propan-2-yl]sulfanyl-1H-pyrimidin-4-yl]acetate —— C19H23N3O4S
methyl 2-[6-oxo-2-[(2R)-1-oxo-1-[[(2R)-2-phenylpropyl]amino]propan-2-yl]sulfanyl-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[[(4S)-1,3-dioxan-4-yl]methylsulfanyl]-6-oxo-1H-pyrimidin-4-yl]acetate —— C12H16N2O5S
methyl 2-[2-[[(4S)-1,3-dioxan-4-yl]methylsulfanyl]-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[(4-chlorophenyl)methyl-methylamino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C17H18ClN3O4S
methyl 2-[2-[2-[(4-chlorophenyl)methyl-methylamino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-(2-methylsulfanyl-6-oxo-1H-pyrimidin-4-yl)acetate —— C8H10N2O3S
methyl 2-(2-methylsulfanyl-6-oxo-1H-pyrimidin-4-yl)acetate
—— methyl 2-[2-[2-[ethyl-[(3-fluorophenyl)methyl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C18H20FN3O4S
methyl 2-[2-[2-[ethyl-[(3-fluorophenyl)methyl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-(5-chlorothiophen-2-yl)-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C13H11ClN2O4S2
methyl 2-[2-[2-(5-chlorothiophen-2-yl)-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[[(1S)-1-(2,4-difluorophenyl)ethyl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C17H17F2N3O4S
methyl 2-[2-[2-[[(1S)-1-(2,4-difluorophenyl)ethyl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-(2-methylprop-2-enylsulfanyl)-6-oxo-1H-pyrimidin-4-yl]acetate —— C11H14N2O3S
methyl 2-[2-(2-methylprop-2-enylsulfanyl)-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-(dimethylamino)-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C11H15N3O4S
methyl 2-[2-[2-(dimethylamino)-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-6-oxo-1H-pyrimidin-4-yl]acetate —— C14H12N4O5S
methyl 2-[2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-6-oxo-1H-pyrimidin-4-yl]acetate —— C16H13ClN4O4S
methyl 2-[2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-(2-butylsulfanyl-6-oxo-1H-pyrimidin-4-yl)acetate —— C11H16N2O3S
methyl 2-(2-butylsulfanyl-6-oxo-1H-pyrimidin-4-yl)acetate
—— 1-[3-(4-Methylpiperidin-1-yl)propyl]-3-(2-phenylsulfanylethyl)thiourea —— C18H29N3S2
1-[3-(4-Methylpiperidin-1-yl)propyl]-3-(2-phenylsulfanylethyl)thiourea
—— methyl 2-[6-oxo-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1H-pyrimidin-4-yl]acetate —— C16H14N4O4S
methyl 2-[6-oxo-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1H-pyrimidin-4-yl]acetate
—— 1-Cyclohexyl-3-[3-(4-cyclopentyl-5-methylsulfanyl-1,2,4-triazol-3-yl)propyl]thiourea —— C18H31N5S2
1-Cyclohexyl-3-[3-(4-cyclopentyl-5-methylsulfanyl-1,2,4-triazol-3-yl)propyl]thiourea
—— N-(1-adamantyl)-N-(2-cyanoethyl)-2-(2-fluorophenyl)sulfanylacetamide —— C21H25FN2OS
N-(1-adamantyl)-N-(2-cyanoethyl)-2-(2-fluorophenyl)sulfanylacetamide
—— 2-[4-(dimethylsulfamoyl)-3,5-dimethylpyrazol-1-yl]-N-[2-(4-methylphenyl)sulfanylethyl]acetamide —— C18H26N4O3S2
2-[4-(dimethylsulfamoyl)-3,5-dimethylpyrazol-1-yl]-N-[2-(4-methylphenyl)sulfanylethyl]acetamide
—— N-[2-(2-methylphenyl)ethyl]-2-[[5-[(2-methyl-1,3-thiazol-4-yl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H20N4O2S2
N-[2-(2-methylphenyl)ethyl]-2-[[5-[(2-methyl-1,3-thiazol-4-yl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[[4-amino-5-(2-cyclohexylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]acetamide —— C21H32N6OS
2-[[4-amino-5-(2-cyclohexylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]acetamide
—— N-[(2-methylphenyl)methyl]-2-[[5-[(2-methyl-1,3-thiazol-4-yl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C17H18N4O2S2
N-[(2-methylphenyl)methyl]-2-[[5-[(2-methyl-1,3-thiazol-4-yl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide