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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-(1-adamantyl)ethyl]-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C18H28N4OS
N-[(1R)-1-(1-adamantyl)ethyl]-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-benzyl-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-phenylethyl)acetamide —— C21H24N4OS
N-benzyl-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-phenylethyl)acetamide
—— N-[2-(4-chlorophenyl)ethyl]-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C14H17ClN4OS
N-[2-(4-chlorophenyl)ethyl]-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[3-[(4-methylphenyl)methyl]-1,3-thiazol-2-ylidene]acetamide —— C17H19N5OS2
2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[3-[(4-methylphenyl)methyl]-1,3-thiazol-2-ylidene]acetamide
—— 2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S,2S)-2-methylcyclohexyl]acetamide —— C13H22N4OS
2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S,2S)-2-methylcyclohexyl]acetamide
—— 2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S,2R)-2-methylcyclohexyl]acetamide —— C13H22N4OS
2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S,2R)-2-methylcyclohexyl]acetamide
—— 3-[[4-[(4,5-Dimethyl-1,2,4-triazol-3-yl)sulfanylmethyl]phenyl]methylsulfanyl]-4,5-dimethyl-1,2,4-triazole —— C16H20N6S2
3-[[4-[(4,5-Dimethyl-1,2,4-triazol-3-yl)sulfanylmethyl]phenyl]methylsulfanyl]-4,5-dimethyl-1,2,4-triazole
—— 2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-N-methyl-N-[(2-methylphenyl)methyl]acetamide —— C15H20N4OS
2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-N-methyl-N-[(2-methylphenyl)methyl]acetamide
—— (2R)-N-benzyl-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-N-methylpropanamide —— C15H20N4OS
(2R)-N-benzyl-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-N-methylpropanamide
—— N-cyclopentyl-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C11H18N4OS
N-cyclopentyl-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[(1S)-1-(4-bromophenyl)ethyl]-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C14H17BrN4OS
N-[(1S)-1-(4-bromophenyl)ethyl]-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 1-[2,5-Dimethyl-1-(2-phenylethyl)pyrrol-3-yl]-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C20H24N4OS
1-[2,5-Dimethyl-1-(2-phenylethyl)pyrrol-3-yl]-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— 2-(4-Chlorophenyl)-4-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanylmethyl]-1,3-thiazole —— C14H13ClN4S2
2-(4-Chlorophenyl)-4-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanylmethyl]-1,3-thiazole
—— ethyl 5-[(2S)-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C16H22N4O3S
ethyl 5-[(2S)-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— (2R)-N-(1-cyanocyclohexyl)-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C14H21N5OS
(2R)-N-(1-cyanocyclohexyl)-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— 2-[(4,5-Dimethyl-1,2,4-triazol-3-yl)sulfanyl]-1-(5-phenyl-3,4-dihydropyrazol-2-yl)ethanone —— C15H17N5OS
2-[(4,5-Dimethyl-1,2,4-triazol-3-yl)sulfanyl]-1-(5-phenyl-3,4-dihydropyrazol-2-yl)ethanone
—— Methyl 4-[3-[2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]-2,5-dimethylpyrrol-1-yl]butanoate —— C17H24N4O3S
Methyl 4-[3-[2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]-2,5-dimethylpyrrol-1-yl]butanoate
—— 1-[2,5-dimethyl-1-[[(2S)-oxolan-2-yl]methyl]pyrrol-3-yl]-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C17H24N4O2S
1-[2,5-dimethyl-1-[[(2S)-oxolan-2-yl]methyl]pyrrol-3-yl]-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— 2-[(4,5-Dimethyl-1,2,4-triazol-3-yl)sulfanyl]-1-[1-(2-methoxyethyl)-2,5-dimethylpyrrol-3-yl]ethanone —— C15H22N4O2S
2-[(4,5-Dimethyl-1,2,4-triazol-3-yl)sulfanyl]-1-[1-(2-methoxyethyl)-2,5-dimethylpyrrol-3-yl]ethanone
—— 1-[1-(Furan-2-ylmethyl)-2,5-dimethylpyrrol-3-yl]-2-[[5-(2-methylpropylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C19H23N3O2S3
1-[1-(Furan-2-ylmethyl)-2,5-dimethylpyrrol-3-yl]-2-[[5-(2-methylpropylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— ethyl 2,5-dimethyl-4-[2-[[5-(2-methylpropylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]-1H-pyrrole-3-carboxylate —— C17H23N3O3S3
ethyl 2,5-dimethyl-4-[2-[[5-(2-methylpropylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]-1H-pyrrole-3-carboxylate
—— (2R)-N-(1-adamantyl)-2-[[5-(2-methylpropylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C19H29N3OS3
(2R)-N-(1-adamantyl)-2-[[5-(2-methylpropylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[[5-(2-methylpropylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C17H22FN3OS3
(2R)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[[5-(2-methylpropylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— N-benzyl-2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C15H17N3OS3
N-benzyl-2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (2S)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C17H20FN3OS3
(2S)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— N-(1-cyanocyclopentyl)-2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C14H18N4OS3
N-(1-cyanocyclopentyl)-2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— ethyl 2,5-dimethyl-4-[2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]-1H-pyrrole-3-carboxylate —— C17H21N3O3S3
ethyl 2,5-dimethyl-4-[2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]-1H-pyrrole-3-carboxylate
—— methyl 2,4-dimethyl-5-[(2S)-2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate —— C17H21N3O3S3
methyl 2,4-dimethyl-5-[(2S)-2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate
—— 2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S)-1-phenylethyl]acetamide —— C16H19N3OS3
2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S)-1-phenylethyl]acetamide
—— 2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]-N-methylacetamide —— C16H22N6O2S
2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]-N-methylacetamide
—— 3-[5-[2-[2,5-Dimethyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrol-3-yl]-2-oxoethyl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]propanamide —— C19H24N6O3S
3-[5-[2-[2,5-Dimethyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrol-3-yl]-2-oxoethyl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]propanamide
—— 3-[5-[2-(5-Bromothiophen-2-yl)-2-oxoethyl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]propanamide —— C13H15BrN4O2S2
3-[5-[2-(5-Bromothiophen-2-yl)-2-oxoethyl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]propanamide
—— 2-[(4-amino-5-tert-butyl-1,2,4-triazol-3-yl)sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]acetamide —— C17H26N6OS
2-[(4-amino-5-tert-butyl-1,2,4-triazol-3-yl)sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]acetamide
—— 2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-methylbutan-2-yl)acetamide —— C17H24N4OS2
2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-methylbutan-2-yl)acetamide
—— 3-[5-[2-(1-Benzyl-2,5-dimethylpyrrol-3-yl)-2-oxoethyl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]propanamide —— C22H27N5O2S
3-[5-[2-(1-Benzyl-2,5-dimethylpyrrol-3-yl)-2-oxoethyl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]propanamide
—— 3-[4-Ethyl-5-[[2-(4-methylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-1,2,4-triazol-3-yl]propanamide —— C18H21N5OS2
3-[4-Ethyl-5-[[2-(4-methylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-1,2,4-triazol-3-yl]propanamide
—— 2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1R)-1-(furan-2-yl)ethyl]acetamide —— C18H20N4O2S2
2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1R)-1-(furan-2-yl)ethyl]acetamide
—— (2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C15H17N3O4S2
(2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— methyl N-[(2S)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoyl]carbamate —— C13H13N3O4S
methyl N-[(2S)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoyl]carbamate
—— 3-[5-[2-[[(1S)-1-(3-chlorophenyl)ethyl]amino]-2-oxoethyl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]propanamide —— C17H22ClN5O2S
3-[5-[2-[[(1S)-1-(3-chlorophenyl)ethyl]amino]-2-oxoethyl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]propanamide
—— (2S)-N-[2-(2,4-dioxo-1,3-thiazolidin-3-yl)ethyl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C16H16N4O4S2
(2S)-N-[2-(2,4-dioxo-1,3-thiazolidin-3-yl)ethyl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2R)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-propylpropanamide —— C14H17N3O2S
(2R)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-propylpropanamide
—— 3-[4-Ethyl-5-[2-oxo-2-(1,2,5-trimethylpyrrol-3-yl)ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide —— C16H23N5O2S
3-[4-Ethyl-5-[2-oxo-2-(1,2,5-trimethylpyrrol-3-yl)ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide
—— 3-[5-[2-(1-Adamantyl)-2-oxoethyl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]propanamide —— C19H28N4O2S
3-[5-[2-(1-Adamantyl)-2-oxoethyl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]propanamide
—— 3-[5-[(4-Chlorophenyl)methylsulfanyl]-4-ethyl-1,2,4-triazol-3-yl]propanamide —— C14H17ClN4OS
3-[5-[(4-Chlorophenyl)methylsulfanyl]-4-ethyl-1,2,4-triazol-3-yl]propanamide
—— (2R)-N-(2-methylpropyl)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C15H19N3O2S
(2R)-N-(2-methylpropyl)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— 3-[4-Ethyl-5-[2-oxo-2-(pentan-3-ylamino)ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide —— C14H25N5O2S
3-[4-Ethyl-5-[2-oxo-2-(pentan-3-ylamino)ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide
—— (2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C17H21N3O4S2
(2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— 3-[5-[2-[2,5-Dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]-2-oxoethyl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]propanamide —— C18H22N6O2S2
3-[5-[2-[2,5-Dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]-2-oxoethyl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]propanamide
—— (2R)-N-[2-(2,4-dioxo-1,3-thiazolidin-3-yl)ethyl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C16H16N4O4S2
(2R)-N-[2-(2,4-dioxo-1,3-thiazolidin-3-yl)ethyl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide