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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-[3-(N-methylanilino)propyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C16H20N4O2S
N-[3-(N-methylanilino)propyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-hexyl-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C12H19N3O2S
N-hexyl-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-[(3R)-1,1-dioxothiolan-3-yl]-N-(2-methoxyethyl)-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C13H19N3O5S2
N-[(3R)-1,1-dioxothiolan-3-yl]-N-(2-methoxyethyl)-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-[[4-(dimethylamino)phenyl]methyl]-N-methyl-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C16H20N4O2S
N-[[4-(dimethylamino)phenyl]methyl]-N-methyl-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— (4-oxo-6,7,8,9-tetrahydropyrimido[2,1-b][1,3]benzothiazol-2-yl)methyl (2R)-2-phenylsulfanylpropanoate —— C20H20N2O3S2
(4-oxo-6,7,8,9-tetrahydropyrimido[2,1-b][1,3]benzothiazol-2-yl)methyl (2R)-2-phenylsulfanylpropanoate
—— N-[(5-chlorothiophen-2-yl)methyl]-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-prop-2-enylacetamide —— C17H17ClN4O2S2
N-[(5-chlorothiophen-2-yl)methyl]-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-prop-2-enylacetamide
—— 5-[[(1S)-2,2-dichlorocyclopropyl]methylsulfanyl]-N-prop-2-enyl-1,3,4-thiadiazol-2-amine —— C9H11Cl2N3S2
5-[[(1S)-2,2-dichlorocyclopropyl]methylsulfanyl]-N-prop-2-enyl-1,3,4-thiadiazol-2-amine
—— 2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanylmethyl)-6,7,8,9-tetrahydropyrimido[2,1-b][1,3]benzothiazol-4-one —— C20H20N2O3S2
2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanylmethyl)-6,7,8,9-tetrahydropyrimido[2,1-b][1,3]benzothiazol-4-one
—— [(1R)-1-[5-(2-acetamidoethylsulfanyl)-4-benzyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium —— C18H28N5OS+
[(1R)-1-[5-(2-acetamidoethylsulfanyl)-4-benzyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium
—— (6-Methyl-4-oxopyrido[1,2-a]pyrimidin-2-yl)methyl 2-(4-methylphenyl)sulfanylpyridine-3-carboxylate —— C23H19N3O3S
(6-Methyl-4-oxopyrido[1,2-a]pyrimidin-2-yl)methyl 2-(4-methylphenyl)sulfanylpyridine-3-carboxylate
—— [(2R)-1-(ethylamino)-1-oxopropan-2-yl] 2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetate —— C15H16ClN3O4S
[(2R)-1-(ethylamino)-1-oxopropan-2-yl] 2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetate
—— N-[3-(3,5-dimethylpyrazol-1-yl)propyl]-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H23N5O2S
N-[3-(3,5-dimethylpyrazol-1-yl)propyl]-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[3-(3,5-dimethylpyrazol-1-yl)propyl]-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C17H22N6O2S
N-[3-(3,5-dimethylpyrazol-1-yl)propyl]-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (2R)-2-[[5-(butylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-ethylpropanamide —— C11H20N4OS2
(2R)-2-[[5-(butylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-ethylpropanamide
—— 2-(4-methylphenyl)-5-[(1S)-1-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethyl]-1,3,4-oxadiazole —— C19H16N4O2S
2-(4-methylphenyl)-5-[(1S)-1-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethyl]-1,3,4-oxadiazole
—— 2-(4-fluorophenyl)-5-[(1R)-1-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethyl]-1,3,4-oxadiazole —— C18H13FN4O2S
2-(4-fluorophenyl)-5-[(1R)-1-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethyl]-1,3,4-oxadiazole
—— (2R)-N-ethyl-2-[[5-(2-methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C15H20N4O2S
(2R)-N-ethyl-2-[[5-(2-methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2S)-N,N-dimethyl-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C12H15N3O3S
(2S)-N,N-dimethyl-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-2-[[5,6-bis(4-methylphenyl)-1,2,4-triazin-3-yl]sulfanyl]-N,N-dimethylpropanamide —— C22H24N4OS
(2R)-2-[[5,6-bis(4-methylphenyl)-1,2,4-triazin-3-yl]sulfanyl]-N,N-dimethylpropanamide
—— (2S)-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N,N-dimethylpropanamide —— C13H18N4OS2
(2S)-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N,N-dimethylpropanamide
—— [2-[[(3R)-3-methyl-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 2-(2,5-difluorophenyl)sulfanylacetate —— C15H17F2NO5S2
[2-[[(3R)-3-methyl-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 2-(2,5-difluorophenyl)sulfanylacetate
—— [(2R)-1-oxo-1-[[(2S)-2-phenylpropyl]amino]propan-2-yl] 2-(2,5-difluorophenyl)sulfanylacetate —— C20H21F2NO3S
[(2R)-1-oxo-1-[[(2S)-2-phenylpropyl]amino]propan-2-yl] 2-(2,5-difluorophenyl)sulfanylacetate
—— [2-[(2-Methylphenyl)methylamino]-2-oxoethyl] 2-(2,5-difluorophenyl)sulfanylacetate —— C18H17F2NO3S
[2-[(2-Methylphenyl)methylamino]-2-oxoethyl] 2-(2,5-difluorophenyl)sulfanylacetate
—— [2-[5-(Acetamidomethyl)thiophen-2-yl]-2-oxoethyl] 2-(2,5-difluorophenyl)sulfanylacetate —— C17H15F2NO4S2
[2-[5-(Acetamidomethyl)thiophen-2-yl]-2-oxoethyl] 2-(2,5-difluorophenyl)sulfanylacetate
—— methyl 5-[(2R)-2-[2-(2,5-difluorophenyl)sulfanylacetyl]oxypropanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C19H19F2NO5S
methyl 5-[(2R)-2-[2-(2,5-difluorophenyl)sulfanylacetyl]oxypropanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— [(1R)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl] 2-(2,5-difluorophenyl)sulfanylacetate —— C19H16F2N2O3S
[(1R)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl] 2-(2,5-difluorophenyl)sulfanylacetate
—— [2-[(4-Chlorophenyl)methylamino]-2-oxoethyl] 2-(2,5-difluorophenyl)sulfanylacetate —— C17H14ClF2NO3S
[2-[(4-Chlorophenyl)methylamino]-2-oxoethyl] 2-(2,5-difluorophenyl)sulfanylacetate
—— [(2R)-1-(cyclohexylmethylamino)-1-oxopropan-2-yl] 2-(2,5-difluorophenyl)sulfanylacetate —— C18H23F2NO3S
[(2R)-1-(cyclohexylmethylamino)-1-oxopropan-2-yl] 2-(2,5-difluorophenyl)sulfanylacetate
—— (2R)-2-[(4-benzyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N,N-dimethylpropanamide —— C18H20N4OS2
(2R)-2-[(4-benzyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N,N-dimethylpropanamide
—— [2-[[(2R)-2-cyano-3-methylbutan-2-yl]amino]-2-oxoethyl] 2-(2,5-difluorophenyl)sulfanylacetate —— C16H18F2N2O3S
[2-[[(2R)-2-cyano-3-methylbutan-2-yl]amino]-2-oxoethyl] 2-(2,5-difluorophenyl)sulfanylacetate
—— [(2R)-1-[2-(4-fluorophenyl)ethylamino]-1-oxopropan-2-yl] 2-(2,5-difluorophenyl)sulfanylacetate —— C19H18F3NO3S
[(2R)-1-[2-(4-fluorophenyl)ethylamino]-1-oxopropan-2-yl] 2-(2,5-difluorophenyl)sulfanylacetate
—— [2-(2-Cyanoethylamino)-2-oxoethyl] 2-(2,5-difluorophenyl)sulfanylacetate —— C13H12F2N2O3S
[2-(2-Cyanoethylamino)-2-oxoethyl] 2-(2,5-difluorophenyl)sulfanylacetate
—— [2-[2-(4-Fluorophenyl)ethylamino]-2-oxoethyl] 2-(2,5-difluorophenyl)sulfanylacetate —— C18H16F3NO3S
[2-[2-(4-Fluorophenyl)ethylamino]-2-oxoethyl] 2-(2,5-difluorophenyl)sulfanylacetate
—— [(3S)-3-cyano-3-(4-methyl-1,3-thiazol-2-yl)-2-oxopropyl] 2-(2,5-difluorophenyl)sulfanylacetate —— C16H12F2N2O3S2
[(3S)-3-cyano-3-(4-methyl-1,3-thiazol-2-yl)-2-oxopropyl] 2-(2,5-difluorophenyl)sulfanylacetate
—— (2-Amino-2-oxoethyl) 2-(2,5-difluorophenyl)sulfanylacetate —— C10H9F2NO3S
(2-Amino-2-oxoethyl) 2-(2,5-difluorophenyl)sulfanylacetate
—— [2-(2-Acetylhydrazinyl)-2-oxoethyl] 2-(2,5-difluorophenyl)sulfanylacetate —— C12H12F2N2O4S
[2-(2-Acetylhydrazinyl)-2-oxoethyl] 2-(2,5-difluorophenyl)sulfanylacetate
—— [2-oxo-2-[[(2R)-4-phenylbutan-2-yl]amino]ethyl] 2-(2,5-difluorophenyl)sulfanylacetate —— C20H21F2NO3S
[2-oxo-2-[[(2R)-4-phenylbutan-2-yl]amino]ethyl] 2-(2,5-difluorophenyl)sulfanylacetate
—— [2-[(1-Cyanocyclopentyl)amino]-2-oxoethyl] 2-(2,5-difluorophenyl)sulfanylacetate —— C16H16F2N2O3S
[2-[(1-Cyanocyclopentyl)amino]-2-oxoethyl] 2-(2,5-difluorophenyl)sulfanylacetate
—— [(2R)-1-[[(1S,2R)-2-methylcyclohexyl]amino]-1-oxopropan-2-yl] 2-(2,5-difluorophenyl)sulfanylacetate —— C18H23F2NO3S
[(2R)-1-[[(1S,2R)-2-methylcyclohexyl]amino]-1-oxopropan-2-yl] 2-(2,5-difluorophenyl)sulfanylacetate
—— (2R)-2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-ethylpropanamide —— C9H15N5O2S
(2R)-2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-ethylpropanamide
—— N-[2-(2-fluorophenyl)ethyl]-2-[[4-(2-methylpropyl)-5-morpholin-4-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C20H28FN5O2S
N-[2-(2-fluorophenyl)ethyl]-2-[[4-(2-methylpropyl)-5-morpholin-4-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— [2-[2-(4-bromophenyl)sulfanylethylamino]-2-oxoethyl] 2-[(1S)-cyclopent-2-en-1-yl]acetate —— C17H20BrNO3S
[2-[2-(4-bromophenyl)sulfanylethylamino]-2-oxoethyl] 2-[(1S)-cyclopent-2-en-1-yl]acetate
—— (2S)-2-[(4-amino-5-tert-butyl-1,2,4-triazol-3-yl)sulfanyl]-N-ethylpropanamide —— C11H21N5OS
(2S)-2-[(4-amino-5-tert-butyl-1,2,4-triazol-3-yl)sulfanyl]-N-ethylpropanamide
—— N-cyclopropyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)acetamide —— C16H24N4O3S2
N-cyclopropyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)acetamide
—— 4-[4-(2-Methylpropyl)-5-[(5-phenyl-1,2-oxazol-3-yl)methylsulfanyl]-1,2,4-triazol-3-yl]morpholine —— C20H25N5O2S
4-[4-(2-Methylpropyl)-5-[(5-phenyl-1,2-oxazol-3-yl)methylsulfanyl]-1,2,4-triazol-3-yl]morpholine
—— (2R)-N-ethyl-2-[[4-(2-phenylethyl)-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C20H24N4OS2
(2R)-N-ethyl-2-[[4-(2-phenylethyl)-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— 3-cyclopropyl-5-[(1R)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-1,2,4-triazol-4-amine —— C16H18N6OS
3-cyclopropyl-5-[(1R)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-1,2,4-triazol-4-amine
—— N-[(1S)-1-cyclopropylethyl]-2-[[5-[2-[[(1S)-1-cyclopropylethyl]amino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C16H24N4O2S3
N-[(1S)-1-cyclopropylethyl]-2-[[5-[2-[[(1S)-1-cyclopropylethyl]amino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[[4-amino-5-[(4-fluorophenyl)methyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[(2-methylphenyl)methyl]acetamide —— C19H20FN5OS
2-[[4-amino-5-[(4-fluorophenyl)methyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[(2-methylphenyl)methyl]acetamide
—— 2-[[5-(3-chloroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S)-1-(furan-2-yl)ethyl]acetamide —— C16H15ClN4O2S2
2-[[5-(3-chloroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S)-1-(furan-2-yl)ethyl]acetamide