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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)-4-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile —— C11H11N5OS3
(2R)-4-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile
—— 2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-propyl-N-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)methyl]acetamide —— C15H18N6O2S2
2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-propyl-N-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)methyl]acetamide
—— N-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]methyl]-N-cyclopropyl-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C17H17ClN6O2S
N-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]methyl]-N-cyclopropyl-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-benzyl-N-methyl-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C13H16N4OS2
N-benzyl-N-methyl-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-(1-adamantyl)-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C15H22N4OS2
N-(1-adamantyl)-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[[5-(4-chlorophenyl)furan-2-yl]methyl]-N-methyl-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C17H17ClN4O2S
N-[[5-(4-chlorophenyl)furan-2-yl]methyl]-N-methyl-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 2-ethylsulfanyl-5-[1-[(1R)-1-(furan-2-yl)ethyl]imidazol-2-yl]pyrimidine —— C15H16N4OS
2-ethylsulfanyl-5-[1-[(1R)-1-(furan-2-yl)ethyl]imidazol-2-yl]pyrimidine
—— N-(cyclohexylmethyl)-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C12H20N4OS2
N-(cyclohexylmethyl)-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-(3-Methylphenyl)-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]-1,3,4-oxadiazole —— C13H13N5OS
2-(3-Methylphenyl)-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]-1,3,4-oxadiazole
—— N-methyl-N-[(5-methylfuran-2-yl)methyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C12H16N4O2S
N-methyl-N-[(5-methylfuran-2-yl)methyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— (2R)-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]cyclohexan-1-one —— C9H13N3OS2
(2R)-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]cyclohexan-1-one
—— 5-[(2-chlorophenyl)methylsulfanyl]-N-methyl-1,3,4-thiadiazol-2-amine —— C10H10ClN3S2
5-[(2-chlorophenyl)methylsulfanyl]-N-methyl-1,3,4-thiadiazol-2-amine
—— N-[[4-(dimethylamino)phenyl]methyl]-N-methyl-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C15H21N5OS
N-[[4-(dimethylamino)phenyl]methyl]-N-methyl-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 3,3-Dimethyl-1-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]butan-2-one —— C9H15N3OS2
3,3-Dimethyl-1-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]butan-2-one
—— 1-(4-Benzylsulfonylpiperazin-1-yl)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C16H21N5O3S2
1-(4-Benzylsulfonylpiperazin-1-yl)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— N-methyl-5-[[4-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]phenyl]methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C14H16N6S4
N-methyl-5-[[4-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]phenyl]methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— (3S)-3-[(2-pyridin-2-ylsulfanylethylamino)methyl]piperidin-3-ol —— C13H21N3OS
(3S)-3-[(2-pyridin-2-ylsulfanylethylamino)methyl]piperidin-3-ol
—— (3R)-3-[(2-pyridin-2-ylsulfanylethylamino)methyl]piperidin-3-ol —— C13H21N3OS
(3R)-3-[(2-pyridin-2-ylsulfanylethylamino)methyl]piperidin-3-ol
—— (7R)-7-(2-hydroxyethyl)-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-one —— C6H8N4O2S
(7R)-7-(2-hydroxyethyl)-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-one
—— (7S)-7-(2-hydroxyethyl)-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-one —— C6H8N4O2S
(7S)-7-(2-hydroxyethyl)-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-one
—— (7S)-7-(2-hydroxyethyl)-3-methyl-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-one —— C7H10N4O2S
(7S)-7-(2-hydroxyethyl)-3-methyl-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-one
—— (7R)-7-(2-hydroxyethyl)-3-methyl-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-one —— C7H10N4O2S
(7R)-7-(2-hydroxyethyl)-3-methyl-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-one
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3S)-3,5-bis(4-chlorophenyl)-3,4-dihydropyrazol-2-yl]ethanone —— C19H15Cl2N5OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3S)-3,5-bis(4-chlorophenyl)-3,4-dihydropyrazol-2-yl]ethanone
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3R)-3,5-bis(4-chlorophenyl)-3,4-dihydropyrazol-2-yl]ethanone —— C19H15Cl2N5OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3R)-3,5-bis(4-chlorophenyl)-3,4-dihydropyrazol-2-yl]ethanone
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3S)-5-(2-chlorophenyl)-3-(4-chlorophenyl)-3,4-dihydropyrazol-2-yl]ethanone —— C19H15Cl2N5OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3S)-5-(2-chlorophenyl)-3-(4-chlorophenyl)-3,4-dihydropyrazol-2-yl]ethanone
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3R)-5-(3-bromophenyl)-3-(4-chlorophenyl)-3,4-dihydropyrazol-2-yl]ethanone —— C19H15BrClN5OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3R)-5-(3-bromophenyl)-3-(4-chlorophenyl)-3,4-dihydropyrazol-2-yl]ethanone
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3R)-5-(4-bromophenyl)-3-(4-chlorophenyl)-3,4-dihydropyrazol-2-yl]ethanone —— C19H15BrClN5OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3R)-5-(4-bromophenyl)-3-(4-chlorophenyl)-3,4-dihydropyrazol-2-yl]ethanone
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3S)-3-(4-chlorophenyl)-5-phenyl-3,4-dihydropyrazol-2-yl]ethanone —— C19H16ClN5OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3S)-3-(4-chlorophenyl)-5-phenyl-3,4-dihydropyrazol-2-yl]ethanone
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3S)-5-(4-bromophenyl)-3-(4-chlorophenyl)-3,4-dihydropyrazol-2-yl]ethanone —— C19H15BrClN5OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3S)-5-(4-bromophenyl)-3-(4-chlorophenyl)-3,4-dihydropyrazol-2-yl]ethanone
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3S)-5-(3-bromophenyl)-3-(4-chlorophenyl)-3,4-dihydropyrazol-2-yl]ethanone —— C19H15BrClN5OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3S)-5-(3-bromophenyl)-3-(4-chlorophenyl)-3,4-dihydropyrazol-2-yl]ethanone
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3R)-3-(4-chlorophenyl)-5-phenyl-3,4-dihydropyrazol-2-yl]ethanone —— C19H16ClN5OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3R)-3-(4-chlorophenyl)-5-phenyl-3,4-dihydropyrazol-2-yl]ethanone
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3R)-5-(2-chlorophenyl)-3-(4-chlorophenyl)-3,4-dihydropyrazol-2-yl]ethanone —— C19H15Cl2N5OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3R)-5-(2-chlorophenyl)-3-(4-chlorophenyl)-3,4-dihydropyrazol-2-yl]ethanone
—— (12R)-12-(4-chlorophenyl)-6-methyl-2-thia-4,5,7,8,14-pentazatricyclo[8.4.0.03,7]tetradeca-1(14),3,5,8,10-pentaene —— C15H12ClN5S
(12R)-12-(4-chlorophenyl)-6-methyl-2-thia-4,5,7,8,14-pentazatricyclo[8.4.0.03,7]tetradeca-1(14),3,5,8,10-pentaene
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3R)-5-(4-fluorophenyl)-3-thiophen-2-yl-3,4-dihydropyrazol-2-yl]ethanone —— C17H14FN5OS3
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3R)-5-(4-fluorophenyl)-3-thiophen-2-yl-3,4-dihydropyrazol-2-yl]ethanone
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3S)-5-(2-chlorophenyl)-3-thiophen-2-yl-3,4-dihydropyrazol-2-yl]ethanone —— C17H14ClN5OS3
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3S)-5-(2-chlorophenyl)-3-thiophen-2-yl-3,4-dihydropyrazol-2-yl]ethanone
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3S)-5-(4-chlorophenyl)-3-thiophen-2-yl-3,4-dihydropyrazol-2-yl]ethanone —— C17H14ClN5OS3
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3S)-5-(4-chlorophenyl)-3-thiophen-2-yl-3,4-dihydropyrazol-2-yl]ethanone
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3S)-5-(4-fluorophenyl)-3-thiophen-2-yl-3,4-dihydropyrazol-2-yl]ethanone —— C17H14FN5OS3
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3S)-5-(4-fluorophenyl)-3-thiophen-2-yl-3,4-dihydropyrazol-2-yl]ethanone
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3R)-5-(4-chlorophenyl)-3-thiophen-2-yl-3,4-dihydropyrazol-2-yl]ethanone —— C17H14ClN5OS3
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3R)-5-(4-chlorophenyl)-3-thiophen-2-yl-3,4-dihydropyrazol-2-yl]ethanone
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3R)-5-phenyl-3-thiophen-2-yl-3,4-dihydropyrazol-2-yl]ethanone —— C17H15N5OS3
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3R)-5-phenyl-3-thiophen-2-yl-3,4-dihydropyrazol-2-yl]ethanone
—— 2-(4-chlorophenyl)sulfanylethyl 3-(5-cyano-2,4-dimethyl-6-oxo-1H-pyridin-3-yl)propanoate —— C19H19ClN2O3S
2-(4-chlorophenyl)sulfanylethyl 3-(5-cyano-2,4-dimethyl-6-oxo-1H-pyridin-3-yl)propanoate
—— 2-(2-fluorophenyl)sulfanylethyl 3-(5-cyano-2,4-dimethyl-6-oxo-1H-pyridin-3-yl)propanoate —— C19H19FN2O3S
2-(2-fluorophenyl)sulfanylethyl 3-(5-cyano-2,4-dimethyl-6-oxo-1H-pyridin-3-yl)propanoate
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3S)-5-(4-bromophenyl)-3-thiophen-2-yl-3,4-dihydropyrazol-2-yl]ethanone —— C17H14BrN5OS3
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3S)-5-(4-bromophenyl)-3-thiophen-2-yl-3,4-dihydropyrazol-2-yl]ethanone
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3R)-5-(3-bromophenyl)-3-thiophen-2-yl-3,4-dihydropyrazol-2-yl]ethanone —— C17H14BrN5OS3
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3R)-5-(3-bromophenyl)-3-thiophen-2-yl-3,4-dihydropyrazol-2-yl]ethanone
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3R)-5-(4-bromophenyl)-3-thiophen-2-yl-3,4-dihydropyrazol-2-yl]ethanone —— C17H14BrN5OS3
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3R)-5-(4-bromophenyl)-3-thiophen-2-yl-3,4-dihydropyrazol-2-yl]ethanone
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3S)-5-phenyl-3-thiophen-2-yl-3,4-dihydropyrazol-2-yl]ethanone —— C17H15N5OS3
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3S)-5-phenyl-3-thiophen-2-yl-3,4-dihydropyrazol-2-yl]ethanone
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3R)-5-(2-chlorophenyl)-3-thiophen-2-yl-3,4-dihydropyrazol-2-yl]ethanone —— C17H14ClN5OS3
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3R)-5-(2-chlorophenyl)-3-thiophen-2-yl-3,4-dihydropyrazol-2-yl]ethanone
—— (2R)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-ethylpropanamide —— C15H19N3O2S
(2R)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-ethylpropanamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3S)-5-(3-bromophenyl)-3-thiophen-2-yl-3,4-dihydropyrazol-2-yl]ethanone —— C17H14BrN5OS3
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3S)-5-(3-bromophenyl)-3-thiophen-2-yl-3,4-dihydropyrazol-2-yl]ethanone
—— 2-(3,5-dimethylphenyl)-5-[(1S)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-1,3,4-oxadiazole —— C21H20N4O2S
2-(3,5-dimethylphenyl)-5-[(1S)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-1,3,4-oxadiazole
—— 2-(3,5-dimethylphenyl)-5-[(1S)-1-[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-1,3,4-oxadiazole —— C20H17FN4O2S
2-(3,5-dimethylphenyl)-5-[(1S)-1-[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-1,3,4-oxadiazole