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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
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[3-(N-methylanilino)propyl]acetamide —— C14H19N5OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[3-(N-methylanilino)propyl]acetamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-cyclopropyl-N-[(2-fluorophenyl)methyl]acetamide —— C14H15FN4OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-cyclopropyl-N-[(2-fluorophenyl)methyl]acetamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]acetamide —— C13H17N5OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]acetamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[2-(2-fluorophenyl)ethyl]acetamide —— C12H13FN4OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[2-(2-fluorophenyl)ethyl]acetamide
—— 5-[[5-(3-Methylphenyl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C12H11N5OS2
5-[[5-(3-Methylphenyl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-hexylacetamide —— C10H18N4OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-hexylacetamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(R)-phenyl(thiophen-2-yl)methyl]acetamide —— C15H14N4OS3
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(R)-phenyl(thiophen-2-yl)methyl]acetamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[[5-(4-chlorophenyl)furan-2-yl]methyl]-N-methylacetamide —— C16H15ClN4O2S2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[[5-(4-chlorophenyl)furan-2-yl]methyl]-N-methylacetamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[2-(2-methylphenyl)ethyl]acetamide —— C13H16N4OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[2-(2-methylphenyl)ethyl]acetamide
—— 5-[(1-Propyltetrazol-5-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C7H11N7S2
5-[(1-Propyltetrazol-5-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-benzyl-N-[(3R)-1,1-dioxo-2,3-dihydrothiophen-3-yl]acetamide —— C15H16N4O3S3
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-benzyl-N-[(3R)-1,1-dioxo-2,3-dihydrothiophen-3-yl]acetamide
—— 2-((1,3-Dimethyl-4-(methylthio)-1H-pyrazol-5-yl)oxy)acetic acid —— C8H12N2O3S
2-((1,3-Dimethyl-4-(methylthio)-1H-pyrazol-5-yl)oxy)acetic acid
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide —— C18H25N5O2S2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1S)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-methylpropyl]acetamide —— C17H22N4O3S2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1S)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-methylpropyl]acetamide
—— 2-Methyl-2-(2-methyl-4-methylsulfanyl-2H-pyrazol-3-yloxy)-propionic acid —— C9H14N2O3S
2-Methyl-2-(2-methyl-4-methylsulfanyl-2H-pyrazol-3-yloxy)-propionic acid
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-benzyl-N-[(3S)-1,1-dioxo-2,3-dihydrothiophen-3-yl]acetamide —— C15H16N4O3S3
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-benzyl-N-[(3S)-1,1-dioxo-2,3-dihydrothiophen-3-yl]acetamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-methyl-N-[(4-methylsulfanylphenyl)methyl]acetamide —— C13H16N4OS3
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-methyl-N-[(4-methylsulfanylphenyl)methyl]acetamide
—— 1-[(3S,3aR,7Z)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-(4,6-diaminopyrimidin-2-yl)sulfanylethanone —— C22H22N6O3S
1-[(3S,3aR,7Z)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-(4,6-diaminopyrimidin-2-yl)sulfanylethanone
—— 1-[(3R,3aS,7Z)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone —— C21H20N4O3S2
1-[(3R,3aS,7Z)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone
—— 1-[(3S,3aS,7Z)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C22H20F3N5O3S
1-[(3S,3aS,7Z)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— 1-[(3S,3aS,7Z)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone —— C21H20N4O3S2
1-[(3S,3aS,7Z)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone
—— 4-Chloro-5-[(2-methylphenyl)methylsulfanyl]-2-phenylpyridazin-3-one —— C18H15ClN2OS
4-Chloro-5-[(2-methylphenyl)methylsulfanyl]-2-phenylpyridazin-3-one
—— 1-[(3S,3aS,7Z)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-(4,6-diaminopyrimidin-2-yl)sulfanylethanone —— C22H22N6O3S
1-[(3S,3aS,7Z)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-(4,6-diaminopyrimidin-2-yl)sulfanylethanone
—— 1-[4-(2-Fluorophenyl)sulfanyl-3-nitrophenyl]sulfonylpiperidine —— C17H17FN2O4S2
1-[4-(2-Fluorophenyl)sulfanyl-3-nitrophenyl]sulfonylpiperidine
—— 3-[2-(2-Methyl-1,3-dioxolan-2-yl)ethyl]-5-(2-prop-2-enylsulfanylpyridin-3-yl)-1,3,4-oxadiazol-2-one —— C16H19N3O4S
3-[2-(2-Methyl-1,3-dioxolan-2-yl)ethyl]-5-(2-prop-2-enylsulfanylpyridin-3-yl)-1,3,4-oxadiazol-2-one
—— N-methyl-3-nitro-4-[3-(trifluoromethyl)phenyl]sulfanylbenzenesulfonamide —— C14H11F3N2O4S2
N-methyl-3-nitro-4-[3-(trifluoromethyl)phenyl]sulfanylbenzenesulfonamide
—— 1-[4-(2-Fluorophenyl)sulfanyl-3-nitrophenyl]sulfonylpyrrolidine —— C16H15FN2O4S2
1-[4-(2-Fluorophenyl)sulfanyl-3-nitrophenyl]sulfonylpyrrolidine
—— 3-Nitro-4-[3-(trifluoromethyl)phenyl]sulfanylbenzenesulfonamide —— C13H9F3N2O4S2
3-Nitro-4-[3-(trifluoromethyl)phenyl]sulfanylbenzenesulfonamide
—— (2S)-1-(3-bromopyridin-2-yl)sulfanyl-3-morpholin-4-ylpropan-2-ol —— C12H17BrN2O2S
(2S)-1-(3-bromopyridin-2-yl)sulfanyl-3-morpholin-4-ylpropan-2-ol
—— (2S)-2-(4-pyridin-2-ylsulfanylpiperidin-1-yl)propanenitrile —— C13H17N3S
(2S)-2-(4-pyridin-2-ylsulfanylpiperidin-1-yl)propanenitrile
—— (2R)-2-[(5-ethyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-methyl-3-phenylpropanamide —— C15H20N4OS
(2R)-2-[(5-ethyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-methyl-3-phenylpropanamide
—— (2S)-N-methyl-3-phenyl-2-pyrazin-2-ylsulfanylpropanamide —— C14H15N3OS
(2S)-N-methyl-3-phenyl-2-pyrazin-2-ylsulfanylpropanamide
—— (2R)-2-(4-pyridin-2-ylsulfanylpiperidin-1-yl)propanenitrile —— C13H17N3S
(2R)-2-(4-pyridin-2-ylsulfanylpiperidin-1-yl)propanenitrile
—— (2S)-2-[(5-ethyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-methyl-3-phenylpropanamide —— C15H20N4OS
(2S)-2-[(5-ethyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-methyl-3-phenylpropanamide
—— (2R)-N-methyl-3-phenyl-2-pyrazin-2-ylsulfanylpropanamide —— C14H15N3OS
(2R)-N-methyl-3-phenyl-2-pyrazin-2-ylsulfanylpropanamide
—— (2R)-1-[[5-(dimethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-(4-methylpiperidin-1-yl)propan-2-ol —— C13H24N4OS2
(2R)-1-[[5-(dimethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-(4-methylpiperidin-1-yl)propan-2-ol
—— (2S)-1-[[5-(dimethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-(4-methylpiperidin-1-yl)propan-2-ol —— C13H24N4OS2
(2S)-1-[[5-(dimethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-(4-methylpiperidin-1-yl)propan-2-ol
—— (3S)-3-[(4-propan-2-ylsulfanylphenyl)methylsulfanyl]pyrrolidin-2-one —— C14H19NOS2
(3S)-3-[(4-propan-2-ylsulfanylphenyl)methylsulfanyl]pyrrolidin-2-one
—— (3R)-3-[(4-propan-2-ylsulfanylphenyl)methylsulfanyl]pyrrolidin-2-one —— C14H19NOS2
(3R)-3-[(4-propan-2-ylsulfanylphenyl)methylsulfanyl]pyrrolidin-2-one
—— 2-[[5-[(Z)-3-chloroprop-2-enyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C7H8ClN3OS3
2-[[5-[(Z)-3-chloroprop-2-enyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 1-[(3S,3aS,7Z)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C24H25N5O3S
1-[(3S,3aS,7Z)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— 1-[(3S,3aS,7Z)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone —— C25H21N5O4S
1-[(3S,3aS,7Z)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone
—— 1-[(3R,3aS,7Z)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone —— C25H21N5O4S
1-[(3R,3aS,7Z)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone
—— N-[(1S,2S)-2-methylcyclopentyl]-2-[(3-pyridin-3-yl-1,2,4-oxadiazol-5-yl)sulfanyl]acetamide —— C15H18N4O2S
N-[(1S,2S)-2-methylcyclopentyl]-2-[(3-pyridin-3-yl-1,2,4-oxadiazol-5-yl)sulfanyl]acetamide
—— N-[(1S,2R)-2-methylcyclopentyl]-2-[(3-pyridin-3-yl-1,2,4-oxadiazol-5-yl)sulfanyl]acetamide —— C15H18N4O2S
N-[(1S,2R)-2-methylcyclopentyl]-2-[(3-pyridin-3-yl-1,2,4-oxadiazol-5-yl)sulfanyl]acetamide
—— N-[(1R,2R)-2-methylcyclopentyl]-2-[(3-pyridin-3-yl-1,2,4-oxadiazol-5-yl)sulfanyl]acetamide —— C15H18N4O2S
N-[(1R,2R)-2-methylcyclopentyl]-2-[(3-pyridin-3-yl-1,2,4-oxadiazol-5-yl)sulfanyl]acetamide
—— N-[(1R,2S)-2-methylcyclopentyl]-2-[(3-pyridin-3-yl-1,2,4-oxadiazol-5-yl)sulfanyl]acetamide —— C15H18N4O2S
N-[(1R,2S)-2-methylcyclopentyl]-2-[(3-pyridin-3-yl-1,2,4-oxadiazol-5-yl)sulfanyl]acetamide
—— 2-[[(3R)-oxan-3-yl]methylsulfanyl]-3,5,6,7-tetrahydrocyclopenta[d]pyrimidin-4-one —— C13H18N2O2S
2-[[(3R)-oxan-3-yl]methylsulfanyl]-3,5,6,7-tetrahydrocyclopenta[d]pyrimidin-4-one
—— 2-[[(3S)-oxan-3-yl]methylsulfanyl]-3,5,6,7-tetrahydrocyclopenta[d]pyrimidin-4-one —— C13H18N2O2S
2-[[(3S)-oxan-3-yl]methylsulfanyl]-3,5,6,7-tetrahydrocyclopenta[d]pyrimidin-4-one
—— 4-[2-(2-fluorophenyl)sulfanylethyl]-3-[(R)-methylsulfinyl]-1,2,4-triazole —— C11H12FN3OS2
4-[2-(2-fluorophenyl)sulfanylethyl]-3-[(R)-methylsulfinyl]-1,2,4-triazole