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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)-2-(3,4-dimethylphenyl)sulfanyl-N-[2-(2,4-dioxo-1,3-thiazolidin-3-yl)ethyl]propanamide —— C16H20N2O3S2
(2R)-2-(3,4-dimethylphenyl)sulfanyl-N-[2-(2,4-dioxo-1,3-thiazolidin-3-yl)ethyl]propanamide
—— (2R)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-methoxyethyl)propanamide —— C14H16BrN3O3S
(2R)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-methoxyethyl)propanamide
—— (2S)-2-(3,4-dimethylphenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethylpropanamide —— C17H25NO3S2
(2S)-2-(3,4-dimethylphenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethylpropanamide
—— (2R)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-cyanoethyl)-N-methylpropanamide —— C15H15BrN4O2S
(2R)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-cyanoethyl)-N-methylpropanamide
—— methyl N-[(2S)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoyl]carbamate —— C13H12BrN3O4S
methyl N-[(2S)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoyl]carbamate
—— (2S)-1-(azepan-1-yl)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one —— C17H20BrN3O2S
(2S)-1-(azepan-1-yl)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one
—— (2S)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N,N-di(propan-2-yl)propanamide —— C17H22BrN3O2S
(2S)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N,N-di(propan-2-yl)propanamide
—— (2S)-2-(3,4-dimethylphenyl)sulfanyl-N-[2-(2,4-dioxo-1,3-thiazolidin-3-yl)ethyl]propanamide —— C16H20N2O3S2
(2S)-2-(3,4-dimethylphenyl)sulfanyl-N-[2-(2,4-dioxo-1,3-thiazolidin-3-yl)ethyl]propanamide
—— (2S)-2-(3,4-dimethylphenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]propanamide —— C15H21NO3S2
(2S)-2-(3,4-dimethylphenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]propanamide
—— (2R)-2-(3,4-dimethylphenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethylpropanamide —— C17H25NO3S2
(2R)-2-(3,4-dimethylphenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethylpropanamide
—— [(2S)-1-[2-cyanoethyl(methyl)amino]-1-oxopropan-2-yl] 2-(4-bromophenyl)sulfanylacetate —— C15H17BrN2O3S
[(2S)-1-[2-cyanoethyl(methyl)amino]-1-oxopropan-2-yl] 2-(4-bromophenyl)sulfanylacetate
—— [(2R)-1-(2-methylpropylamino)-1-oxopropan-2-yl] 2-(4-bromophenyl)sulfanylacetate —— C15H20BrNO3S
[(2R)-1-(2-methylpropylamino)-1-oxopropan-2-yl] 2-(4-bromophenyl)sulfanylacetate
—— (2S)-N-(thiophen-2-ylmethyl)-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylpropanamide —— C15H19N3OS2
(2S)-N-(thiophen-2-ylmethyl)-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylpropanamide
—— (2R)-N-tert-butyl-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylpropanamide —— C14H23N3OS
(2R)-N-tert-butyl-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylpropanamide
—— (2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylpropanamide —— C14H21N3O3S2
(2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylpropanamide
—— (2S)-N-propyl-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylpropanamide —— C13H21N3OS
(2S)-N-propyl-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylpropanamide
—— (2R)-N-(2-methoxyethyl)-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylpropanamide —— C13H21N3O2S
(2R)-N-(2-methoxyethyl)-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylpropanamide
—— (2R)-N-[(4-fluorophenyl)methyl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylpropanamide —— C17H20FN3OS
(2R)-N-[(4-fluorophenyl)methyl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylpropanamide
—— (2R)-N-prop-2-enyl-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylpropanamide —— C13H19N3OS
(2R)-N-prop-2-enyl-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylpropanamide
—— (2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylpropanamide —— C14H21N3O3S2
(2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylpropanamide
—— (2S)-2-(2,4-dimethylphenyl)sulfanyl-N-(thiophen-2-ylmethyl)propanamide —— C16H19NOS2
(2S)-2-(2,4-dimethylphenyl)sulfanyl-N-(thiophen-2-ylmethyl)propanamide
—— (2S)-2-(2,5-dimethylphenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethylpropanamide —— C17H25NO3S2
(2S)-2-(2,5-dimethylphenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethylpropanamide
—— (2R)-N-propyl-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylpropanamide —— C13H21N3OS
(2R)-N-propyl-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylpropanamide
—— (2S)-2-(2,4-dimethylphenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethylpropanamide —— C17H25NO3S2
(2S)-2-(2,4-dimethylphenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethylpropanamide
—— (2S)-2-[[5-(4-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-prop-2-enylpropanamide —— C14H14BrN3O2S
(2S)-2-[[5-(4-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-prop-2-enylpropanamide
—— [(2S)-1-oxo-1-(2-phenylsulfanylanilino)propan-2-yl] (2S)-oxolane-2-carboxylate —— C20H21NO4S
[(2S)-1-oxo-1-(2-phenylsulfanylanilino)propan-2-yl] (2S)-oxolane-2-carboxylate
—— [(2R)-1-oxo-1-(2-phenylsulfanylanilino)propan-2-yl] (2S)-oxolane-2-carboxylate —— C20H21NO4S
[(2R)-1-oxo-1-(2-phenylsulfanylanilino)propan-2-yl] (2S)-oxolane-2-carboxylate
—— (2S)-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N,N-di(propan-2-yl)propanamide —— C17H26N4O2S
(2S)-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N,N-di(propan-2-yl)propanamide
—— (2S)-N-cycloheptyl-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C18H26N4O2S
(2S)-N-cycloheptyl-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2R)-N-(2-cyanoethyl)-N-methyl-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C15H19N5O2S
(2R)-N-(2-cyanoethyl)-N-methyl-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2R)-N-cycloheptyl-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C18H26N4O2S
(2R)-N-cycloheptyl-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2S)-N-[(2-chlorophenyl)methyl]-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C18H19ClN4O2S
(2S)-N-[(2-chlorophenyl)methyl]-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C17H24N4O4S2
(2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2S)-1-(azepan-1-yl)-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propan-1-one —— C17H24N4O2S
(2S)-1-(azepan-1-yl)-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propan-1-one
—— (2S)-2-[(5-cyclopropyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-phenylbutyl]propanamide —— C20H28N4OS
(2S)-2-[(5-cyclopropyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-phenylbutyl]propanamide
—— 4-[(5-Cyclopropyl-4-ethyl-1,2,4-triazol-3-yl)sulfanylmethyl]-2-(4-methylphenyl)-1,3-thiazole —— C18H20N4S2
4-[(5-Cyclopropyl-4-ethyl-1,2,4-triazol-3-yl)sulfanylmethyl]-2-(4-methylphenyl)-1,3-thiazole
—— 2-[(4-cyclopropyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(2,4-difluorophenyl)ethyl]acetamide —— C16H18F2N4OS
2-[(4-cyclopropyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(2,4-difluorophenyl)ethyl]acetamide
—— 2-[(4-cyclopropyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(3,4-dimethylphenyl)ethyl]acetamide —— C18H24N4OS
2-[(4-cyclopropyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(3,4-dimethylphenyl)ethyl]acetamide
—— 3-((4-chlorobenzyl)thio)-1-(m-tolyl)pyrazin-2(1H)-one —— C18H15ClN2OS
3-((4-chlorobenzyl)thio)-1-(m-tolyl)pyrazin-2(1H)-one
—— N-cyclohexyl-2-[4-(3,4-dimethylphenyl)-3-oxopyrazin-2-yl]sulfanylacetamide —— C20H25N3O2S
N-cyclohexyl-2-[4-(3,4-dimethylphenyl)-3-oxopyrazin-2-yl]sulfanylacetamide
—— 2-[4-(3,4-dimethylphenyl)-3-oxopyrazin-2-yl]sulfanyl-N-[(4-methylphenyl)methyl]acetamide —— C22H23N3O2S
2-[4-(3,4-dimethylphenyl)-3-oxopyrazin-2-yl]sulfanyl-N-[(4-methylphenyl)methyl]acetamide
—— N-benzyl-2-{[4-(3-fluorophenyl)-3-oxo-3,4-dihydropyrazin-2-yl]sulfanyl}acetamide —— C19H16FN3O2S
N-benzyl-2-{[4-(3-fluorophenyl)-3-oxo-3,4-dihydropyrazin-2-yl]sulfanyl}acetamide
—— 1-(4-Chlorophenyl)-3-{[(2-fluorophenyl)methyl]sulfanyl}-1,2-dihydropyrazin-2-one —— C17H12ClFN2OS
1-(4-Chlorophenyl)-3-{[(2-fluorophenyl)methyl]sulfanyl}-1,2-dihydropyrazin-2-one
—— (2S)-N-[(4-chlorophenyl)methyl]-2-phenylsulfanylpropanamide —— C16H16ClNOS
(2S)-N-[(4-chlorophenyl)methyl]-2-phenylsulfanylpropanamide
—— 2-Benzylsulfanyl-5-propyl-1,3,4-oxadiazole —— C12H14N2OS
2-Benzylsulfanyl-5-propyl-1,3,4-oxadiazole
—— 2-Ethyl-5-ethylsulfanyl-1,3,4-oxadiazole —— C6H10N2OS
2-Ethyl-5-ethylsulfanyl-1,3,4-oxadiazole
—— Ethyl 2-[(5-propyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetate —— C9H14N2O3S
Ethyl 2-[(5-propyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetate
—— Methyl 2-[(4-ethyl-5-propyl-1,2,4-triazol-3-yl)sulfanyl]acetate —— C10H17N3O2S
Methyl 2-[(4-ethyl-5-propyl-1,2,4-triazol-3-yl)sulfanyl]acetate
—— 2-[(5-benzyl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-5-methyl-1,3,4-oxadiazole —— C13H13N5OS
2-[(5-benzyl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-5-methyl-1,3,4-oxadiazole
—— Ethyl 2-[(4-ethyl-5-propyl-1,2,4-triazol-3-yl)sulfanyl]acetate —— C11H19N3O2S
Ethyl 2-[(4-ethyl-5-propyl-1,2,4-triazol-3-yl)sulfanyl]acetate