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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
—— 1-(1-Adamantyl)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C20H21ClN2O2S
1-(1-Adamantyl)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— N-(1-adamantyl)-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C19H22N4O2S
N-(1-adamantyl)-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— (2S)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(furan-2-ylmethyl)propanamide —— C16H14ClN3O3S
(2S)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(furan-2-ylmethyl)propanamide
—— (2R)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[2-(cyclohexen-1-yl)ethyl]propanamide —— C19H22ClN3O2S
(2R)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[2-(cyclohexen-1-yl)ethyl]propanamide
—— ethyl 2,5-dimethyl-4-[2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetyl]-1H-pyrrole-3-carboxylate —— C18H18N4O4S
ethyl 2,5-dimethyl-4-[2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetyl]-1H-pyrrole-3-carboxylate
—— N-[(1S,2S)-2-methylcyclohexyl]-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C16H20N4O2S
N-[(1S,2S)-2-methylcyclohexyl]-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— 2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide —— C14H14ClN3O4S2
2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide
—— (2R)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-cyclopropylpropanamide —— C14H14ClN3O2S
(2R)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-cyclopropylpropanamide
—— (2R)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(cyclohexylmethyl)propanamide —— C18H22ClN3O2S
(2R)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(cyclohexylmethyl)propanamide
—— 2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-pentan-3-ylacetamide —— C15H18ClN3O2S
2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-pentan-3-ylacetamide
—— (2R)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one —— C15H16ClN3O2S
(2R)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one
—— (2R)-2-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-cyclopropylpropanamide —— C19H26N4OS2
(2R)-2-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-cyclopropylpropanamide
—— N-(1-cyanocyclopentyl)-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C11H14N4OS3
N-(1-cyanocyclopentyl)-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— 4-[[4-Cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-3,5-dimethyl-1,2-oxazole —— C19H24N4OS2
4-[[4-Cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-3,5-dimethyl-1,2-oxazole
—— 1-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C21H25N3O3S
1-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— N-[(1R)-1-(3-chlorophenyl)ethyl]-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H18ClN3O2S
N-[(1R)-1-(3-chlorophenyl)ethyl]-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (3S)-3-(4-chlorophenyl)sulfanylbutanoate —— C10H10ClO2S-
(3S)-3-(4-chlorophenyl)sulfanylbutanoate
—— N-benzyl-N-ethyl-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C20H21N3O2S
N-benzyl-N-ethyl-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (2R)-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C12H13N3O2S
(2R)-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— 3-Methyl-7-({[5-(4-methylphenyl)-1,3,4-oxadiazol-2-YL]sulfanyl}methyl)-5H-[1,3]thiazolo[3,2-A]pyrimidin-5-one —— C17H14N4O2S2
3-Methyl-7-({[5-(4-methylphenyl)-1,3,4-oxadiazol-2-YL]sulfanyl}methyl)-5H-[1,3]thiazolo[3,2-A]pyrimidin-5-one
—— ethyl 2,4-dimethyl-5-[(2S)-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate —— C21H23N3O4S
ethyl 2,4-dimethyl-5-[(2S)-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate
—— 2-[[5-(4-Methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(5-phenyl-3,4-dihydropyrazol-2-yl)ethanone —— C20H18N4O2S
2-[[5-(4-Methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(5-phenyl-3,4-dihydropyrazol-2-yl)ethanone
—— ethyl 2,4-dimethyl-5-[(2R)-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate —— C21H23N3O4S
ethyl 2,4-dimethyl-5-[(2R)-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate
—— N-[(3-chlorophenyl)methyl]-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H16ClN3O2S
N-[(3-chlorophenyl)methyl]-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[2-(4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl)ethyl]acetamide —— C16H16N4O3S3
2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[2-(4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl)ethyl]acetamide
—— N-[(1S)-1-(3-chlorophenyl)ethyl]-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H18ClN3O2S
N-[(1S)-1-(3-chlorophenyl)ethyl]-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-(4-Methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-thiophen-2-ylethanone —— C15H12N2O2S2
2-[[5-(4-Methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-thiophen-2-ylethanone
—— N-(2-cyanoethyl)-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C14H14N4O2S
N-(2-cyanoethyl)-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-(2-methoxyethyl)-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C14H17N3O3S
N-(2-methoxyethyl)-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— methyl 2,4-dimethyl-5-[(2R)-2-[2-(2-methylphenyl)sulfanylacetyl]oxypropanoyl]-1H-pyrrole-3-carboxylate —— C20H23NO5S
methyl 2,4-dimethyl-5-[(2R)-2-[2-(2-methylphenyl)sulfanylacetyl]oxypropanoyl]-1H-pyrrole-3-carboxylate
—— [2-[(1-Cyanocyclohexyl)amino]-2-oxoethyl] 2-(2-methylphenyl)sulfanylacetate —— C18H22N2O3S
[2-[(1-Cyanocyclohexyl)amino]-2-oxoethyl] 2-(2-methylphenyl)sulfanylacetate
—— (5-Phenyl-1,3,4-oxadiazol-2-yl)methyl 2-(2-methylphenyl)sulfanylacetate —— C18H16N2O3S
(5-Phenyl-1,3,4-oxadiazol-2-yl)methyl 2-(2-methylphenyl)sulfanylacetate
—— [5-(4-Bromophenyl)furan-2-yl]methyl-[2-(1-methyltetrazol-5-yl)sulfanylethyl]azanium —— C15H17BrN5OS+
[5-(4-Bromophenyl)furan-2-yl]methyl-[2-(1-methyltetrazol-5-yl)sulfanylethyl]azanium
—— (2S)-N-(1-cyanocyclohexyl)-2-(4-fluorophenyl)sulfanylpropanamide —— C16H19FN2OS
(2S)-N-(1-cyanocyclohexyl)-2-(4-fluorophenyl)sulfanylpropanamide
—— (2R)-N-(1-cyanocyclohexyl)-2-(4-fluorophenyl)sulfanylpropanamide —— C16H19FN2OS
(2R)-N-(1-cyanocyclohexyl)-2-(4-fluorophenyl)sulfanylpropanamide
—— [2-[4-(3,4-Dimethylphenyl)sulfanylanilino]-2-oxoethyl] 3,5-dimethyl-1,2-oxazole-4-carboxylate —— C22H22N2O4S
[2-[4-(3,4-Dimethylphenyl)sulfanylanilino]-2-oxoethyl] 3,5-dimethyl-1,2-oxazole-4-carboxylate
—— N,N-dimethyl-4-[(2S,5S)-5-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]aniline —— C21H25N4O2S+
N,N-dimethyl-4-[(2S,5S)-5-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]aniline
—— 4-[(2S,5R)-5-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]-N,N-dimethylaniline —— C19H24N5O2S+
4-[(2S,5R)-5-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]-N,N-dimethylaniline
—— 4-[(2S,5S)-5-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]-N,N-dimethylaniline —— C19H24N5O2S+
4-[(2S,5S)-5-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]-N,N-dimethylaniline
—— 4-[(2S,5R)-5-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3-oxazolidin-2-yl]-N,N-dimethylaniline —— C22H26N4O2S
4-[(2S,5R)-5-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3-oxazolidin-2-yl]-N,N-dimethylaniline
—— N,N-dimethyl-4-[(2R,5R)-5-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]aniline —— C20H26N5O2S+
N,N-dimethyl-4-[(2R,5R)-5-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]aniline
—— N,N-dimethyl-4-[(2R,5S)-5-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]aniline —— C21H25N4O2S+
N,N-dimethyl-4-[(2R,5S)-5-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]aniline
—— N,N-dimethyl-4-[(2R,5S)-5-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]aniline —— C20H26N5O2S+
N,N-dimethyl-4-[(2R,5S)-5-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]aniline
—— ethyl 2-[2-[[(2S,5S)-2-[4-(dimethylamino)phenyl]-1,3-oxazolidin-5-yl]methylsulfanyl]-1,3-thiazol-4-yl]acetate —— C19H25N3O3S2
ethyl 2-[2-[[(2S,5S)-2-[4-(dimethylamino)phenyl]-1,3-oxazolidin-5-yl]methylsulfanyl]-1,3-thiazol-4-yl]acetate
—— 4-[(2R,5S)-5-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]-N,N-dimethylaniline —— C20H22FN4O2S+
4-[(2R,5S)-5-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]-N,N-dimethylaniline
—— 4-[(2R,5S)-5-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3-oxazolidin-2-yl]-N,N-dimethylaniline —— C18H20N4O3S
4-[(2R,5S)-5-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3-oxazolidin-2-yl]-N,N-dimethylaniline
—— N,N-dimethyl-4-[(2R,5R)-5-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-1,3-oxazolidin-2-yl]aniline —— C18H21N5OS2
N,N-dimethyl-4-[(2R,5R)-5-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-1,3-oxazolidin-2-yl]aniline
—— N,N-dimethyl-4-[(2S,5S)-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanylmethyl]-1,3-oxazolidin-2-yl]aniline —— C20H22N4O2S
N,N-dimethyl-4-[(2S,5S)-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanylmethyl]-1,3-oxazolidin-2-yl]aniline
—— N,N-dimethyl-4-[(2R,5S)-5-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3-oxazolidin-2-yl]aniline —— C21H24N4O2S
N,N-dimethyl-4-[(2R,5S)-5-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3-oxazolidin-2-yl]aniline
—— N,N-dimethyl-4-[(2S,5S)-5-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3-oxazolidin-2-yl]aniline —— C21H24N4O2S
N,N-dimethyl-4-[(2S,5S)-5-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3-oxazolidin-2-yl]aniline