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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-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-(cyclohexylcarbamoyl)propanamide —— C19H24N4O3S
(2R)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-(cyclohexylcarbamoyl)propanamide
—— (3S)-3-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]oxolan-2-one —— C12H10N2O2S3
(3S)-3-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]oxolan-2-one
—— 2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide —— C15H17N3O4S2
2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide
—— (2R)-N-(1-adamantyl)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C22H27N3O2S
(2R)-N-(1-adamantyl)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— 2-Benzyl-5-[[2-(4-methylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-1,3,4-oxadiazole —— C20H17N3OS2
2-Benzyl-5-[[2-(4-methylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-1,3,4-oxadiazole
—— (2S)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[(1S)-1-(4-fluorophenyl)ethyl]propanamide —— C20H20FN3O2S
(2S)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[(1S)-1-(4-fluorophenyl)ethyl]propanamide
—— 1-(1-Adamantyl)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone —— C21H24N2O2S
1-(1-Adamantyl)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone
—— 2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-(2,2,2-trifluoroethyl)acetamide —— C13H12F3N3O2S
2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-(2,2,2-trifluoroethyl)acetamide
—— N-[(2-chlorophenyl)methyl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C17H14ClN3OS3
N-[(2-chlorophenyl)methyl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— (2R)-N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C17H20N4OS3
(2R)-N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— 4-Phenyl-5-thioxo-2-(2-cyan-aethylmercapto)-1.3.4-thiadiazolin —— C11H9N3S3
4-Phenyl-5-thioxo-2-(2-cyan-aethylmercapto)-1.3.4-thiadiazolin
—— 2-[(2-chloro-6-fluorophenyl)methyl]-5-[(1R)-1-(2-fluorophenyl)ethyl]sulfanyl-1,3,4-oxadiazole —— C17H13ClF2N2OS
2-[(2-chloro-6-fluorophenyl)methyl]-5-[(1R)-1-(2-fluorophenyl)ethyl]sulfanyl-1,3,4-oxadiazole
—— (2S)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]cyclohexan-1-one —— C14H14N2OS3
(2S)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]cyclohexan-1-one
—— N-[(1S)-1-cyano-1-cyclopropylethyl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C16H16N4OS3
N-[(1S)-1-cyano-1-cyclopropylethyl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— 2-[(4-Phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]-1-thiophen-2-ylethanone —— C14H10N2OS4
2-[(4-Phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]-1-thiophen-2-ylethanone
—— 2-[(2-chloro-6-fluorophenyl)methyl]-5-[(1S)-1-(2-fluorophenyl)ethyl]sulfanyl-1,3,4-oxadiazole —— C17H13ClF2N2OS
2-[(2-chloro-6-fluorophenyl)methyl]-5-[(1S)-1-(2-fluorophenyl)ethyl]sulfanyl-1,3,4-oxadiazole
—— 2-(2,4-dimethylphenyl)-5-[(1S)-1-(2-fluorophenyl)ethyl]sulfanyl-1,3,4-oxadiazole —— C18H17FN2OS
2-(2,4-dimethylphenyl)-5-[(1S)-1-(2-fluorophenyl)ethyl]sulfanyl-1,3,4-oxadiazole
—— 2-(2,4-dimethylphenyl)-5-[(1R)-1-(2-fluorophenyl)ethyl]sulfanyl-1,3,4-oxadiazole —— C18H17FN2OS
2-(2,4-dimethylphenyl)-5-[(1R)-1-(2-fluorophenyl)ethyl]sulfanyl-1,3,4-oxadiazole
—— N-(3-phenylpropyl)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C19H19N3OS3
N-(3-phenylpropyl)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— (2R)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]cyclohexan-1-one —— C14H14N2OS3
(2R)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]cyclohexan-1-one
—— 5-[[2-(4-Methylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-3-phenyl-1,3,4-thiadiazole-2-thione —— C19H15N3S4
5-[[2-(4-Methylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-3-phenyl-1,3,4-thiadiazole-2-thione
—— (2R)-2-[[4-(4-chlorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-cyclohexylpropanamide —— C17H20ClN3OS3
(2R)-2-[[4-(4-chlorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-cyclohexylpropanamide
—— N-[(1R)-1-(1-adamantyl)ethyl]-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C23H29N3O2S
N-[(1R)-1-(1-adamantyl)ethyl]-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— 2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-(2-cyanoethyl)acetamide —— C14H14N4O2S
2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-(2-cyanoethyl)acetamide
—— (2R)-1-(4-ethylpiperazin-4-ium-1-yl)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propan-1-one —— C17H23N4OS3+
(2R)-1-(4-ethylpiperazin-4-ium-1-yl)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propan-1-one
—— 2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[(1R,2S)-2-methylcyclohexyl]acetamide —— C18H23N3O2S
2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[(1R,2S)-2-methylcyclohexyl]acetamide
—— (2R)-N-[(1S,2R)-2-methylcyclohexyl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C18H23N3OS3
(2R)-N-[(1S,2R)-2-methylcyclohexyl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— 2-[(5-Benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-1-(2,5-dimethyl-1-propan-2-ylpyrrol-3-yl)ethanone —— C20H23N3O2S
2-[(5-Benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-1-(2,5-dimethyl-1-propan-2-ylpyrrol-3-yl)ethanone
—— (2R)-N-[(1R,2S)-2-methylcyclohexyl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C18H23N3OS3
(2R)-N-[(1R,2S)-2-methylcyclohexyl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— 2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[(1S,2S)-2-methylcyclohexyl]acetamide —— C18H23N3O2S
2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[(1S,2S)-2-methylcyclohexyl]acetamide
—— (2R)-N-[(1R,2R)-2-methylcyclohexyl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C18H23N3OS3
(2R)-N-[(1R,2R)-2-methylcyclohexyl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— 5-[(4-Methylsulfanylphenyl)methylsulfanyl]-3-phenyl-1,3,4-thiadiazole-2-thione —— C16H14N2S4
5-[(4-Methylsulfanylphenyl)methylsulfanyl]-3-phenyl-1,3,4-thiadiazole-2-thione
—— (2R)-N-cyclohexyl-N-ethyl-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C19H25N3OS3
(2R)-N-cyclohexyl-N-ethyl-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— 5-[(2-Methylphenyl)methylsulfanyl]-3-phenyl-1,3,4-thiadiazole-2-thione —— C16H14N2S3
5-[(2-Methylphenyl)methylsulfanyl]-3-phenyl-1,3,4-thiadiazole-2-thione
—— N-[[(2S)-oxolan-2-yl]methyl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C15H17N3O2S3
N-[[(2S)-oxolan-2-yl]methyl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— methyl (2R)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanoate —— C12H12N2O2S3
methyl (2R)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanoate
—— (2S)-2-[[4-(4-chlorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-cyclohexylpropanamide —— C17H20ClN3OS3
(2S)-2-[[4-(4-chlorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-cyclohexylpropanamide
—— (2R)-N-cyclopropyl-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C14H15N3OS3
(2R)-N-cyclopropyl-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— ethyl 4-[2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetyl]-2,5-dimethyl-1H-pyrrole-3-carboxylate —— C20H21N3O4S
ethyl 4-[2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetyl]-2,5-dimethyl-1H-pyrrole-3-carboxylate
—— (2R)-N-[(1S,2S)-2-methylcyclohexyl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C18H23N3OS3
(2R)-N-[(1S,2S)-2-methylcyclohexyl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-(1-adamantyl)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C22H27N3O2S
(2S)-N-(1-adamantyl)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— 2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-propan-2-ylacetamide —— C14H17N3O2S
2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-propan-2-ylacetamide
—— 2-Benzyl-5-[[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methylsulfanyl]-1,3,4-oxadiazole —— C19H14ClN3OS2
2-Benzyl-5-[[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methylsulfanyl]-1,3,4-oxadiazole
—— (2S)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-(cyclohexylcarbamoyl)propanamide —— C19H24N4O3S
(2S)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-(cyclohexylcarbamoyl)propanamide
—— N-benzyl-N-methyl-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C18H17N3OS3
N-benzyl-N-methyl-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— (2R)-1-(4-ethylpiperazin-1-yl)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propan-1-one —— C17H22N4OS3
(2R)-1-(4-ethylpiperazin-1-yl)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propan-1-one
—— (2R)-N-benzyl-N-methyl-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C19H19N3OS3
(2R)-N-benzyl-N-methyl-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-cyclopropyl-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C14H15N3OS3
(2S)-N-cyclopropyl-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— 5-[(2-Chlorophenyl)methylsulfanyl]-3-phenyl-1,3,4-thiadiazole-2-thione —— C15H11ClN2S3
5-[(2-Chlorophenyl)methylsulfanyl]-3-phenyl-1,3,4-thiadiazole-2-thione
—— 2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[2-(4-fluorophenyl)ethyl]acetamide —— C19H18FN3O2S
2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[2-(4-fluorophenyl)ethyl]acetamide