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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-[(1R)-1-cyclopropylethyl]-2-[[5-[2-[[(1S)-1-cyclopropylethyl]amino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C16H24N4O2S3
N-[(1R)-1-cyclopropylethyl]-2-[[5-[2-[[(1S)-1-cyclopropylethyl]amino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— [2-[(2-methylphenyl)methylamino]-2-oxoethyl] (2S)-2-(4-methylphenyl)sulfanylpropanoate —— C20H23NO3S
[2-[(2-methylphenyl)methylamino]-2-oxoethyl] (2S)-2-(4-methylphenyl)sulfanylpropanoate
—— [2-[2-(2-fluorophenyl)ethylamino]-2-oxoethyl] (2S)-2-(4-methylphenyl)sulfanylpropanoate —— C20H22FNO3S
[2-[2-(2-fluorophenyl)ethylamino]-2-oxoethyl] (2S)-2-(4-methylphenyl)sulfanylpropanoate
—— N-[(1R)-1-cyclopropylethyl]-2-[[5-[2-[[(1R)-1-cyclopropylethyl]amino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C16H24N4O2S3
N-[(1R)-1-cyclopropylethyl]-2-[[5-[2-[[(1R)-1-cyclopropylethyl]amino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (4S)-5-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methyl]-1,4,6,7-tetrahydroimidazo[4,5-c]pyridine-4-carboxylic acid —— C19H19N3O3S
(4S)-5-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methyl]-1,4,6,7-tetrahydroimidazo[4,5-c]pyridine-4-carboxylic acid
—— (4R)-5-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methyl]-1,4,6,7-tetrahydroimidazo[4,5-c]pyridine-4-carboxylic acid —— C19H19N3O3S
(4R)-5-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methyl]-1,4,6,7-tetrahydroimidazo[4,5-c]pyridine-4-carboxylic acid
—— [2-[Methyl-[(4-methylsulfanylphenyl)methyl]amino]-2-oxoethyl] 1-ethyl-2,5-dimethylpyrrole-3-carboxylate —— C20H26N2O3S
[2-[Methyl-[(4-methylsulfanylphenyl)methyl]amino]-2-oxoethyl] 1-ethyl-2,5-dimethylpyrrole-3-carboxylate
—— N-[(2-fluorophenyl)methyl]-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C14H17FN4OS2
N-[(2-fluorophenyl)methyl]-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[2-(2-methylphenyl)ethyl]-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C16H22N4OS2
N-[2-(2-methylphenyl)ethyl]-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[2-(2-fluorophenyl)ethyl]-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C15H19FN4OS2
N-[2-(2-fluorophenyl)ethyl]-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[(R)-phenyl(thiophen-2-yl)methyl]-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C18H20N4OS3
N-[(R)-phenyl(thiophen-2-yl)methyl]-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[[4-(dimethylamino)phenyl]methyl]-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C16H23N5OS2
N-[[4-(dimethylamino)phenyl]methyl]-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 1-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C18H22N4OS2
1-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— N-(1-adamantyl)-N-(2-cyanoethyl)-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C20H29N5OS2
N-(1-adamantyl)-N-(2-cyanoethyl)-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 1-(Azocan-1-yl)-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C14H24N4OS2
1-(Azocan-1-yl)-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— 5-[(5-phenyl-1,2-oxazol-3-yl)methylsulfanyl]-N-propyl-1,3,4-thiadiazol-2-amine —— C15H16N4OS2
5-[(5-phenyl-1,2-oxazol-3-yl)methylsulfanyl]-N-propyl-1,3,4-thiadiazol-2-amine
—— N-[(S)-phenyl(thiophen-2-yl)methyl]-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C18H20N4OS3
N-[(S)-phenyl(thiophen-2-yl)methyl]-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C19H24N4O4S
1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— 4-[4-Ethyl-5-[[5-(furan-2-yl)-1,2-oxazol-3-yl]methylsulfanyl]-1,2,4-triazol-3-yl]morpholine —— C16H19N5O3S
4-[4-Ethyl-5-[[5-(furan-2-yl)-1,2-oxazol-3-yl]methylsulfanyl]-1,2,4-triazol-3-yl]morpholine
—— 2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-methyl-N-(thiophen-3-ylmethyl)acetamide —— C16H23N5O2S2
2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-methyl-N-(thiophen-3-ylmethyl)acetamide
—— N-[2-(3-chlorophenyl)ethyl]-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C18H24ClN5O2S
N-[2-(3-chlorophenyl)ethyl]-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 4-[4-Ethyl-5-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1,2,4-triazol-3-yl]morpholine —— C18H22N6O2S
4-[4-Ethyl-5-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1,2,4-triazol-3-yl]morpholine
—— 4-[4-Ethyl-5-[(5-phenyl-1,2-oxazol-3-yl)methylsulfanyl]-1,2,4-triazol-3-yl]morpholine —— C18H21N5O2S
4-[4-Ethyl-5-[(5-phenyl-1,2-oxazol-3-yl)methylsulfanyl]-1,2,4-triazol-3-yl]morpholine
—— 2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2-fluorophenyl)methyl]acetamide —— C17H22FN5O2S
2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2-fluorophenyl)methyl]acetamide
—— 2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-methyl-N-[(5-methylfuran-2-yl)methyl]acetamide —— C17H25N5O3S
2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-methyl-N-[(5-methylfuran-2-yl)methyl]acetamide
—— N-[[4-(dimethylamino)phenyl]methyl]-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C19H28N6O2S
N-[[4-(dimethylamino)phenyl]methyl]-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2-methylphenyl)methyl]acetamide —— C18H25N5O2S
2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2-methylphenyl)methyl]acetamide
—— N-[[4-(dimethylamino)phenyl]methyl]-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-methylacetamide —— C20H30N6O2S
N-[[4-(dimethylamino)phenyl]methyl]-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-methylacetamide
—— 2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(4-ethylphenyl)methyl]-N-methylacetamide —— C20H29N5O2S
2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(4-ethylphenyl)methyl]-N-methylacetamide
—— 2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-1-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethanone —— C21H27N5O2S
2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-1-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethanone
—— N-(2-cyanoethyl)-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(furan-2-ylmethyl)acetamide —— C18H24N6O3S
N-(2-cyanoethyl)-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(furan-2-ylmethyl)acetamide
—— 2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[3-(N-methylanilino)propyl]acetamide —— C20H30N6O2S
2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[3-(N-methylanilino)propyl]acetamide
—— 2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[4-(2-methylbutan-2-yl)cyclohexyl]acetamide —— C21H37N5O2S
2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[4-(2-methylbutan-2-yl)cyclohexyl]acetamide
—— N-[(3-chlorophenyl)methyl]-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-methylacetamide —— C18H24ClN5O2S
N-[(3-chlorophenyl)methyl]-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-methylacetamide
—— 2-(5-Bromothiophen-2-yl)-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]-1,3,4-oxadiazole —— C10H8BrN5OS2
2-(5-Bromothiophen-2-yl)-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]-1,3,4-oxadiazole
—— 2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-(3-phenylsulfanylpropyl)acetamide —— C14H18N4OS2
2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-(3-phenylsulfanylpropyl)acetamide
—— N-[[4-(dimethylamino)phenyl]methyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C14H19N5OS
N-[[4-(dimethylamino)phenyl]methyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[(S)-(4-fluorophenyl)-thiophen-2-ylmethyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H15FN4OS2
N-[(S)-(4-fluorophenyl)-thiophen-2-ylmethyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[4-(2-methylbutan-2-yl)cyclohexyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H28N4OS
N-[4-(2-methylbutan-2-yl)cyclohexyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[(R)-(4-fluorophenyl)-thiophen-2-ylmethyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H15FN4OS2
N-[(R)-(4-fluorophenyl)-thiophen-2-ylmethyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[2-(2-fluorophenyl)ethyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C13H15FN4OS
N-[2-(2-fluorophenyl)ethyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[(2-methylphenyl)methyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C13H16N4OS
N-[(2-methylphenyl)methyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[(2-chlorophenyl)methyl]-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C12H13ClN4OS2
N-[(2-chlorophenyl)methyl]-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[3-(N-methylanilino)propyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C15H21N5OS
N-[3-(N-methylanilino)propyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 2-ethylsulfanyl-5-[1-[(1S)-1-(furan-2-yl)ethyl]imidazol-2-yl]pyrimidine —— C15H16N4OS
2-ethylsulfanyl-5-[1-[(1S)-1-(furan-2-yl)ethyl]imidazol-2-yl]pyrimidine
—— 1-(Azepan-1-yl)-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C11H18N4OS2
1-(Azepan-1-yl)-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— 2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-1-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethanone —— C16H18N4OS
2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-1-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethanone
—— N-methyl-N-[(4-methylsulfanylphenyl)methyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C14H18N4OS2
N-methyl-N-[(4-methylsulfanylphenyl)methyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— (2S)-4-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile —— C11H11N5OS3
(2S)-4-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile
—— N-benzyl-N-(furan-2-ylmethyl)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C17H18N4O2S
N-benzyl-N-(furan-2-ylmethyl)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide