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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
—— [(2S)-1-(cyclopropylamino)-1-oxopropan-2-yl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C16H20N4O4S
[(2S)-1-(cyclopropylamino)-1-oxopropan-2-yl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— [2-Oxo-2-(propylamino)ethyl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C15H20N4O4S
[2-Oxo-2-(propylamino)ethyl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— [2-[[(2R)-2-cyano-3-methylbutan-2-yl]amino]-2-oxoethyl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C18H23N5O4S
[2-[[(2R)-2-cyano-3-methylbutan-2-yl]amino]-2-oxoethyl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— N-[(1S)-1-(3-chlorophenyl)ethyl]-2-(3,4-difluorophenyl)sulfanylacetamide —— C16H14ClF2NOS
N-[(1S)-1-(3-chlorophenyl)ethyl]-2-(3,4-difluorophenyl)sulfanylacetamide
—— 2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]acetamide —— C16H21N3OS3
2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]acetamide
—— (2S)-N-(6-methylsulfanylpyridin-3-yl)-2-phenylpropane-1-sulfonamide —— C15H18N2O2S2
(2S)-N-(6-methylsulfanylpyridin-3-yl)-2-phenylpropane-1-sulfonamide
—— [2-(5-Chlorothiophen-2-yl)-2-oxoethyl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C16H14ClN3O4S2
[2-(5-Chlorothiophen-2-yl)-2-oxoethyl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— [2-[[(2S)-2-cyano-3-methylbutan-2-yl]amino]-2-oxoethyl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C18H23N5O4S
[2-[[(2S)-2-cyano-3-methylbutan-2-yl]amino]-2-oxoethyl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— N-(1-cyanocyclohexyl)-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-methylacetamide —— C14H20N4OS3
N-(1-cyanocyclohexyl)-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-methylacetamide
—— [(3R)-2-oxooxolan-3-yl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C14H15N3O5S
[(3R)-2-oxooxolan-3-yl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— (2R)-2-(3,4-difluorophenyl)sulfanyl-N-[(2S)-4-phenylbutan-2-yl]propanamide —— C19H21F2NOS
(2R)-2-(3,4-difluorophenyl)sulfanyl-N-[(2S)-4-phenylbutan-2-yl]propanamide
—— (2R)-N-(6-methylsulfanylpyridin-3-yl)-2-phenylpropane-1-sulfonamide —— C15H18N2O2S2
(2R)-N-(6-methylsulfanylpyridin-3-yl)-2-phenylpropane-1-sulfonamide
—— 1-[(2S)-butan-2-yl]-N-(4-methylsulfanyl-1H-pyrazol-5-yl)imidazole-4-sulfonamide —— C11H17N5O2S2
1-[(2S)-butan-2-yl]-N-(4-methylsulfanyl-1H-pyrazol-5-yl)imidazole-4-sulfonamide
—— 1-[(2R)-butan-2-yl]-N-(4-methylsulfanyl-1H-pyrazol-5-yl)imidazole-4-sulfonamide —— C11H17N5O2S2
1-[(2R)-butan-2-yl]-N-(4-methylsulfanyl-1H-pyrazol-5-yl)imidazole-4-sulfonamide
—— 2-(3,4-Difluorophenyl)sulfanyl-1-[2,5-dimethyl-1-(thiophen-2-ylmethyl)pyrrol-3-yl]ethanone —— C19H17F2NOS2
2-(3,4-Difluorophenyl)sulfanyl-1-[2,5-dimethyl-1-(thiophen-2-ylmethyl)pyrrol-3-yl]ethanone
—— N-benzyl-2-(3,4-difluorophenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide —— C19H19F2NO3S2
N-benzyl-2-(3,4-difluorophenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide
—— N-benzyl-2-(3,4-difluorophenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide —— C19H19F2NO3S2
N-benzyl-2-(3,4-difluorophenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide
—— 2-(3,4-Difluorophenyl)sulfanyl-1-[1-[2-(4-fluorophenyl)ethyl]-2,5-dimethylpyrrol-3-yl]ethanone —— C22H20F3NOS
2-(3,4-Difluorophenyl)sulfanyl-1-[1-[2-(4-fluorophenyl)ethyl]-2,5-dimethylpyrrol-3-yl]ethanone
—— 2-(3,4-difluorophenyl)sulfanyl-N-[(1S)-1-(3,4-dimethylphenyl)ethyl]acetamide —— C18H19F2NOS
2-(3,4-difluorophenyl)sulfanyl-N-[(1S)-1-(3,4-dimethylphenyl)ethyl]acetamide
—— N-[(4-chlorophenyl)methyl]-2-(3,4-difluorophenyl)sulfanylacetamide —— C15H12ClF2NOS
N-[(4-chlorophenyl)methyl]-2-(3,4-difluorophenyl)sulfanylacetamide
—— 2-(3,4-difluorophenyl)sulfanyl-N-(2-phenylsulfanylphenyl)acetamide —— C20H15F2NOS2
2-(3,4-difluorophenyl)sulfanyl-N-(2-phenylsulfanylphenyl)acetamide
—— N-[(1R)-1-cyano-1-cyclopropylethyl]-2-(3,4-difluorophenyl)sulfanylacetamide —— C14H14F2N2OS
N-[(1R)-1-cyano-1-cyclopropylethyl]-2-(3,4-difluorophenyl)sulfanylacetamide
—— N-[(1R)-1-(1-adamantyl)ethyl]-2-(3,4-difluorophenyl)sulfanylacetamide —— C20H25F2NOS
N-[(1R)-1-(1-adamantyl)ethyl]-2-(3,4-difluorophenyl)sulfanylacetamide
—— 2-(3,4-difluorophenyl)sulfanyl-1-[(3R)-3-(furan-2-yl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]ethanone —— C22H18F2N2O2S
2-(3,4-difluorophenyl)sulfanyl-1-[(3R)-3-(furan-2-yl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]ethanone
—— (2S)-2-(3,4-difluorophenyl)sulfanylpropanamide —— C9H9F2NOS
(2S)-2-(3,4-difluorophenyl)sulfanylpropanamide
—— [(3R)-3-(phenylsulfanylmethyl)pyrrolidin-1-yl]-[(1R,2S)-2-(1H-1,2,4-triazol-5-yl)cyclopropyl]methanone —— C17H20N4OS
[(3R)-3-(phenylsulfanylmethyl)pyrrolidin-1-yl]-[(1R,2S)-2-(1H-1,2,4-triazol-5-yl)cyclopropyl]methanone
—— (2R)-2-[(4-oxo-3,5,6,7-tetrahydrocyclopenta[d]pyrimidin-2-yl)sulfanyl]-N-(thiophen-2-ylmethyl)propanamide —— C15H17N3O2S2
(2R)-2-[(4-oxo-3,5,6,7-tetrahydrocyclopenta[d]pyrimidin-2-yl)sulfanyl]-N-(thiophen-2-ylmethyl)propanamide
—— (2S)-2-[(4-oxo-3,5,6,7-tetrahydrocyclopenta[d]pyrimidin-2-yl)sulfanyl]-N-(thiophen-2-ylmethyl)propanamide —— C15H17N3O2S2
(2S)-2-[(4-oxo-3,5,6,7-tetrahydrocyclopenta[d]pyrimidin-2-yl)sulfanyl]-N-(thiophen-2-ylmethyl)propanamide
—— N-[(1S)-1-cyclopropylethyl]-2-[(4-oxo-3,5,6,7-tetrahydrocyclopenta[d]pyrimidin-2-yl)sulfanyl]acetamide —— C14H19N3O2S
N-[(1S)-1-cyclopropylethyl]-2-[(4-oxo-3,5,6,7-tetrahydrocyclopenta[d]pyrimidin-2-yl)sulfanyl]acetamide
—— N-[(1R)-1-cyclopropylethyl]-2-[(4-oxo-3,5,6,7-tetrahydrocyclopenta[d]pyrimidin-2-yl)sulfanyl]acetamide —— C14H19N3O2S
N-[(1R)-1-cyclopropylethyl]-2-[(4-oxo-3,5,6,7-tetrahydrocyclopenta[d]pyrimidin-2-yl)sulfanyl]acetamide
—— 4-[(4-Chlorophenyl)methyl]-5-(2-phenylethylsulfanyl)-1,2,4-triazol-3-amine —— C17H17ClN4S
4-[(4-Chlorophenyl)methyl]-5-(2-phenylethylsulfanyl)-1,2,4-triazol-3-amine
—— 2-(3-amino-5-benzylsulfanyl-1,2,4-triazol-4-yl)-N-[(1R)-1-phenylethyl]acetamide —— C19H21N5OS
2-(3-amino-5-benzylsulfanyl-1,2,4-triazol-4-yl)-N-[(1R)-1-phenylethyl]acetamide
—— ethyl 2-[[5-[(1S,2R)-2-methyl-1-[(2-methylpropan-2-yl)oxycarbonylamino]butyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetate —— C16H27N3O5S
ethyl 2-[[5-[(1S,2R)-2-methyl-1-[(2-methylpropan-2-yl)oxycarbonylamino]butyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetate
—— (2R)-3-(4-fluorophenyl)sulfanyl-N-[[1-[(2S)-4-hydroxybutan-2-yl]cyclobutyl]methyl]-2-methylpropanamide —— C19H28FNO2S
(2R)-3-(4-fluorophenyl)sulfanyl-N-[[1-[(2S)-4-hydroxybutan-2-yl]cyclobutyl]methyl]-2-methylpropanamide
—— (2R)-3-(4-fluorophenyl)sulfanyl-N-[[1-[(2R)-4-hydroxybutan-2-yl]cyclobutyl]methyl]-2-methylpropanamide —— C19H28FNO2S
(2R)-3-(4-fluorophenyl)sulfanyl-N-[[1-[(2R)-4-hydroxybutan-2-yl]cyclobutyl]methyl]-2-methylpropanamide
—— 3-Imino-6-methyl-[1,3]thiazolo[3,2-b][1,2,4]triazin-7-one —— C6H6N4OS
3-Imino-6-methyl-[1,3]thiazolo[3,2-b][1,2,4]triazin-7-one
—— (2S)-3-(4-fluorophenyl)sulfanyl-N-[[1-[(2R)-4-hydroxybutan-2-yl]cyclobutyl]methyl]-2-methylpropanamide —— C19H28FNO2S
(2S)-3-(4-fluorophenyl)sulfanyl-N-[[1-[(2R)-4-hydroxybutan-2-yl]cyclobutyl]methyl]-2-methylpropanamide
—— (2S)-3-(4-fluorophenyl)sulfanyl-N-[[1-[(2S)-4-hydroxybutan-2-yl]cyclobutyl]methyl]-2-methylpropanamide —— C19H28FNO2S
(2S)-3-(4-fluorophenyl)sulfanyl-N-[[1-[(2S)-4-hydroxybutan-2-yl]cyclobutyl]methyl]-2-methylpropanamide
—— methyl (2R)-2-[(5-amino-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanylmethyl]-5-methyl-2,3-dihydrofuran-4-carboxylate —— C13H18N4O3S
methyl (2R)-2-[(5-amino-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanylmethyl]-5-methyl-2,3-dihydrofuran-4-carboxylate
—— 3-[(4-Methylphenyl)methylsulfanyl]-5-propan-2-yl-1,2,4-triazol-4-amine —— C13H18N4S
3-[(4-Methylphenyl)methylsulfanyl]-5-propan-2-yl-1,2,4-triazol-4-amine
—— methyl (2S)-2-[(5-amino-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanylmethyl]-5-methyl-2,3-dihydrofuran-4-carboxylate —— C13H18N4O3S
methyl (2S)-2-[(5-amino-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanylmethyl]-5-methyl-2,3-dihydrofuran-4-carboxylate
—— 2-[(4-amino-5-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-phenylethyl]acetamide —— C14H19N5OS
2-[(4-amino-5-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-phenylethyl]acetamide
—— 3-(2-Phenylethylsulfanyl)-5-propyl-1,2,4-triazol-4-amine —— C13H18N4S
3-(2-Phenylethylsulfanyl)-5-propyl-1,2,4-triazol-4-amine
—— 2-[(4-amino-5-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-benzylacetamide —— C13H17N5OS
2-[(4-amino-5-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-benzylacetamide
—— 2-[(4-amino-5-butyl-1,2,4-triazol-3-yl)sulfanyl]-N-benzylacetamide —— C15H21N5OS
2-[(4-amino-5-butyl-1,2,4-triazol-3-yl)sulfanyl]-N-benzylacetamide
—— 3-[(2-Bromophenyl)methylsulfanyl]-5-ethyl-1,2,4-triazol-4-amine —— C11H13BrN4S
3-[(2-Bromophenyl)methylsulfanyl]-5-ethyl-1,2,4-triazol-4-amine
—— 3-[(2-Methylphenyl)methylsulfanyl]-5-propyl-1,2,4-triazol-4-amine —— C13H18N4S
3-[(2-Methylphenyl)methylsulfanyl]-5-propyl-1,2,4-triazol-4-amine
—— 5-[(4-chlorophenyl)methyl]-2-ethylsulfanyl-4-methyl-1H-pyrimidin-6-one —— C14H15ClN2OS
5-[(4-chlorophenyl)methyl]-2-ethylsulfanyl-4-methyl-1H-pyrimidin-6-one
—— 3-Ethyl-5-[(2-methylphenyl)methylsulfanyl]-1,2,4-triazol-4-amine —— C12H16N4S
3-Ethyl-5-[(2-methylphenyl)methylsulfanyl]-1,2,4-triazol-4-amine
—— phenyl N-benzyl-3,4,4-trichloro-2-nitrobut-3-enimidothioate —— C17H13Cl3N2O2S
phenyl N-benzyl-3,4,4-trichloro-2-nitrobut-3-enimidothioate