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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
—— N-[(1S)-1-(3-chlorophenyl)ethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C14H14ClN3O2S
N-[(1S)-1-(3-chlorophenyl)ethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— 2-[2-[(3R)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-oxoethyl]sulfanyl-1H-pyrimidin-6-one —— C19H15ClN4O3S
2-[2-[(3R)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-oxoethyl]sulfanyl-1H-pyrimidin-6-one
—— 2-(2-methylphenyl)sulfanyl-N-[5-(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)pentyl]acetamide —— C20H23N3O2S2
2-(2-methylphenyl)sulfanyl-N-[5-(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)pentyl]acetamide
—— N-[(2R)-butan-2-yl]-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C14H21N3O4S2
N-[(2R)-butan-2-yl]-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-(2-methylpropyl)-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C14H21N3O4S2
N-[(3S)-1,1-dioxothiolan-3-yl]-N-(2-methylpropyl)-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— 2-phenylsulfanyl-N-[5-(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)pentyl]acetamide —— C19H21N3O2S2
2-phenylsulfanyl-N-[5-(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)pentyl]acetamide
—— N-[(1R)-1-(2-chlorophenyl)ethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C14H14ClN3O2S
N-[(1R)-1-(2-chlorophenyl)ethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-[(1R)-1-(3-chlorophenyl)ethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C14H14ClN3O2S
N-[(1R)-1-(3-chlorophenyl)ethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— 2-[[2-(Hexahydro-1H-azepin-1-yl)-2-oxoethyl]thio]-4(3H)-pyrimidinone 948291-82-5 C12H17N3O2S
2-[[2-(Hexahydro-1H-azepin-1-yl)-2-oxoethyl]thio]-4(3H)-pyrimidinone
—— [(3S)-3-cyano-4-imino-2-oxopentyl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate —— C14H16N4O3S
[(3S)-3-cyano-4-imino-2-oxopentyl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate
—— (2S)-N-cyclopentyl-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanamide —— C12H17N3O2S
(2S)-N-cyclopentyl-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanamide
—— (2R)-N-(1-cyanocyclohexyl)-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanamide —— C14H18N4O2S
(2R)-N-(1-cyanocyclohexyl)-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanamide
—— (2R)-3-methyl-1-morpholin-4-yl-2-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylbutan-1-one —— C14H18F3N3O2S
(2R)-3-methyl-1-morpholin-4-yl-2-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylbutan-1-one
—— 2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-(thiophen-2-ylmethyl)acetamide —— C11H11N3O2S2
2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-(thiophen-2-ylmethyl)acetamide
—— (2R)-N-cyclopentyl-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanamide —— C12H17N3O2S
(2R)-N-cyclopentyl-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanamide
—— (2S)-N-[2-(cyclohexen-1-yl)ethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanamide —— C15H21N3O2S
(2S)-N-[2-(cyclohexen-1-yl)ethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanamide
—— ethyl 2,4-dimethyl-5-[2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetyl]-1H-pyrrole-3-carboxylate —— C15H17N3O4S
ethyl 2,4-dimethyl-5-[2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetyl]-1H-pyrrole-3-carboxylate
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C12H17N3O4S2
N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-[(3R)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C11H15N3O4S2
N-[(3R)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-[(4-fluorophenyl)methyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C13H12FN3O2S
N-[(4-fluorophenyl)methyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— 2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-(2,2,2-trifluoroethyl)acetamide —— C8H8F3N3O2S
2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-(2,2,2-trifluoroethyl)acetamide
—— 2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-propylacetamide —— C9H13N3O2S
2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-propylacetamide
—— 2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[(2R)-pentan-2-yl]acetamide —— C11H17N3O2S
2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[(2R)-pentan-2-yl]acetamide
—— N-[(2R)-3-methylbutan-2-yl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C11H17N3O2S
N-[(2R)-3-methylbutan-2-yl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-butyl-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C10H15N3O2S
N-butyl-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C12H16N4O2S
N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— (2S)-3-methyl-1-morpholin-4-yl-2-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylbutan-1-one —— C14H18F3N3O2S
(2S)-3-methyl-1-morpholin-4-yl-2-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylbutan-1-one
—— N-[(1S)-1-(2-bromophenyl)ethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C14H14BrN3O2S
N-[(1S)-1-(2-bromophenyl)ethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-[(3S)-3-methyl-1,1-dioxothiolan-3-yl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C11H15N3O4S2
N-[(3S)-3-methyl-1,1-dioxothiolan-3-yl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-(1-adamantylmethyl)-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C17H23N3O2S
N-(1-adamantylmethyl)-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— (3S)-1-methyl-3-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]pyrrolidin-2-one —— C9H12N2OS2
(3S)-1-methyl-3-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]pyrrolidin-2-one
—— (3S)-1-methyl-3-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]pyrrolidin-2-one —— C13H13N3OS3
(3S)-1-methyl-3-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]pyrrolidin-2-one
—— N-[2-(4-chlorophenyl)sulfanylphenyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C18H14ClN3O2S2
N-[2-(4-chlorophenyl)sulfanylphenyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— (3S)-1-methyl-3-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]pyrrolidin-2-one —— C11H16N4OS
(3S)-1-methyl-3-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]pyrrolidin-2-one
—— (3R)-1-methyl-3-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]pyrrolidin-2-one —— C12H13N3O3S
(3R)-1-methyl-3-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]pyrrolidin-2-one
—— 2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-pentan-3-ylacetamide —— C11H17N3O2S
2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-pentan-3-ylacetamide
—— (3R)-3-[(5-cyclopropyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-1-methylpyrrolidin-2-one —— C13H18N4OS
(3R)-3-[(5-cyclopropyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-1-methylpyrrolidin-2-one
—— (3S)-1-methyl-3-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]pyrrolidin-2-one —— C13H16N4O2S
(3S)-1-methyl-3-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]pyrrolidin-2-one
—— (3S)-1-methyl-3-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]pyrrolidin-2-one —— C16H19N3O2S
(3S)-1-methyl-3-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]pyrrolidin-2-one
—— (3S)-1-methyl-3-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]pyrrolidin-2-one —— C12H13N3O3S
(3S)-1-methyl-3-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]pyrrolidin-2-one
—— (3S)-1-methyl-3-(1-methyltetrazol-5-yl)sulfanylpyrrolidin-2-one —— C7H11N5OS
(3S)-1-methyl-3-(1-methyltetrazol-5-yl)sulfanylpyrrolidin-2-one
—— (3S)-3-[(5-cyclopropyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-1-methylpyrrolidin-2-one —— C13H18N4OS
(3S)-3-[(5-cyclopropyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-1-methylpyrrolidin-2-one
—— (3S)-3-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-methylpyrrolidin-2-one —— C13H20N4OS2
(3S)-3-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-methylpyrrolidin-2-one
—— (3S)-1-methyl-3-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]pyrrolidin-2-one —— C16H19N3O2S
(3S)-1-methyl-3-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]pyrrolidin-2-one
—— N-[(1S)-1-(4-ethylphenyl)ethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C16H19N3O2S
N-[(1S)-1-(4-ethylphenyl)ethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— (3R)-3-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-methylpyrrolidin-2-one —— C13H20N4OS2
(3R)-3-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-methylpyrrolidin-2-one
—— (3R)-1-methyl-3-[[5-(2-methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]pyrrolidin-2-one —— C15H18N4O2S
(3R)-1-methyl-3-[[5-(2-methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]pyrrolidin-2-one
—— (3R)-1-methyl-3-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]pyrrolidin-2-one —— C16H19N3O2S
(3R)-1-methyl-3-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]pyrrolidin-2-one
—— (3R)-3-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-methylpyrrolidin-2-one —— C15H18N4OS2
(3R)-3-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-methylpyrrolidin-2-one
—— (3R)-3-[[4-amino-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-1-methylpyrrolidin-2-one —— C12H15N5O2S
(3R)-3-[[4-amino-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-1-methylpyrrolidin-2-one