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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
—— 2-[(2-Chlorophenyl)methylsulfanyl]-5-(3,4-dimethylphenyl)-1,3,4-oxadiazole —— C17H15ClN2OS
2-[(2-Chlorophenyl)methylsulfanyl]-5-(3,4-dimethylphenyl)-1,3,4-oxadiazole
—— [2-(2-cyanoethylamino)-2-oxoethyl] (2R)-2-phenylsulfanylpropanoate —— C14H16N2O3S
[2-(2-cyanoethylamino)-2-oxoethyl] (2R)-2-phenylsulfanylpropanoate
—— [2-[2,5-dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]-2-oxoethyl] (2S)-2-phenylsulfanylpropanoate —— C20H20N2O3S2
[2-[2,5-dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]-2-oxoethyl] (2S)-2-phenylsulfanylpropanoate
—— [2-[2-(4-fluorophenyl)ethylamino]-2-oxoethyl] (2R)-2-phenylsulfanylpropanoate —— C19H20FNO3S
[2-[2-(4-fluorophenyl)ethylamino]-2-oxoethyl] (2R)-2-phenylsulfanylpropanoate
—— [2-(ethoxycarbonylamino)-2-oxoethyl] (2R)-2-phenylsulfanylpropanoate —— C14H17NO5S
[2-(ethoxycarbonylamino)-2-oxoethyl] (2R)-2-phenylsulfanylpropanoate
—— N-[(1S)-1-(3-chlorophenyl)ethyl]-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C20H20ClN3O2S
N-[(1S)-1-(3-chlorophenyl)ethyl]-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (2S)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-(4-fluorophenyl)ethyl]propanamide —— C21H22FN3O2S
(2S)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-(4-fluorophenyl)ethyl]propanamide
—— 2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methyl-N-(thiophen-2-ylmethyl)acetamide —— C18H19N3O2S2
2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methyl-N-(thiophen-2-ylmethyl)acetamide
—— [2-[2-(4-fluorophenyl)ethylamino]-2-oxoethyl] (2S)-2-phenylsulfanylpropanoate —— C19H20FNO3S
[2-[2-(4-fluorophenyl)ethylamino]-2-oxoethyl] (2S)-2-phenylsulfanylpropanoate
—— (3S)-3-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]oxolan-2-one —— C14H14N2O3S
(3S)-3-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]oxolan-2-one
—— [2-[(2-chlorophenyl)methylamino]-2-oxoethyl] (2S)-2-phenylsulfanylpropanoate —— C18H18ClNO3S
[2-[(2-chlorophenyl)methylamino]-2-oxoethyl] (2S)-2-phenylsulfanylpropanoate
—— (5-phenyl-1,3,4-oxadiazol-2-yl)methyl (2R)-2-phenylsulfanylpropanoate —— C18H16N2O3S
(5-phenyl-1,3,4-oxadiazol-2-yl)methyl (2R)-2-phenylsulfanylpropanoate
—— N-[(1R)-1-cyano-1-cyclopropylethyl]-2-[[4-(4-methylphenyl)-1,3-thiazol-2-yl]sulfanyl]acetamide —— C18H19N3OS2
N-[(1R)-1-cyano-1-cyclopropylethyl]-2-[[4-(4-methylphenyl)-1,3-thiazol-2-yl]sulfanyl]acetamide
—— [2-[(1-cyanocyclohexyl)amino]-2-oxoethyl] (2S)-2-phenylsulfanylpropanoate —— C18H22N2O3S
[2-[(1-cyanocyclohexyl)amino]-2-oxoethyl] (2S)-2-phenylsulfanylpropanoate
—— (2R)-N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C19H24N4O2S
(2R)-N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— [2-(ethoxycarbonylamino)-2-oxoethyl] (2S)-2-phenylsulfanylpropanoate —— C14H17NO5S
[2-(ethoxycarbonylamino)-2-oxoethyl] (2S)-2-phenylsulfanylpropanoate
—— 2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]-N-propylacetamide —— C19H25N3O4S2
2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]-N-propylacetamide
—— (2R)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C19H24N4O2S
(2R)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(4-ethylpiperazin-1-yl)propan-1-one —— C19H26N4O2S
(2R)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(4-ethylpiperazin-1-yl)propan-1-one
—— 1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[4-(4-methylphenyl)-1,3-thiazol-2-yl]sulfanyl]ethanone —— C20H20N2O2S2
1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[4-(4-methylphenyl)-1,3-thiazol-2-yl]sulfanyl]ethanone
—— N-(1-cyanocyclohexyl)-2-[[4-(4-methylphenyl)-1,3-thiazol-2-yl]sulfanyl]acetamide —— C19H21N3OS2
N-(1-cyanocyclohexyl)-2-[[4-(4-methylphenyl)-1,3-thiazol-2-yl]sulfanyl]acetamide
—— [2-Oxo-2-(2-phenylsulfanylanilino)ethyl] 1-oxidopyridin-1-ium-2-carboxylate —— C20H16N2O4S
[2-Oxo-2-(2-phenylsulfanylanilino)ethyl] 1-oxidopyridin-1-ium-2-carboxylate
—— N-benzyl-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C14H16N4OS
N-benzyl-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-propan-2-ylacetamide —— C15H19N3O2S
2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-propan-2-ylacetamide
—— [(1S)-1-[4-benzyl-5-[(2-methyl-1,3-thiazol-4-yl)methylsulfanyl]-1,2,4-triazol-3-yl]propyl]-dimethylazanium —— C19H26N5S2+
[(1S)-1-[4-benzyl-5-[(2-methyl-1,3-thiazol-4-yl)methylsulfanyl]-1,2,4-triazol-3-yl]propyl]-dimethylazanium
—— (2S)-N-benzyl-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C20H21N3O2S
(2S)-N-benzyl-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— 1-[(2S,6R)-2,6-dimethylmorpholin-4-yl]-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C18H23N3O3S
1-[(2S,6R)-2,6-dimethylmorpholin-4-yl]-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— (2S)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-(4-fluorophenyl)ethyl]propanamide —— C21H22FN3O2S
(2S)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-(4-fluorophenyl)ethyl]propanamide
—— 2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S,2R)-2-methylcyclohexyl]acetamide —— C19H25N3O2S
2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S,2R)-2-methylcyclohexyl]acetamide
—— ethyl N-[2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]carbamate —— C15H17N3O4S
ethyl N-[2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]carbamate
—— (3S)-3-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]oxolan-2-one —— C14H14N2O3S
(3S)-3-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]oxolan-2-one
—— 2-[[5-(3,5-Dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetonitrile —— C12H11N3OS
2-[[5-(3,5-Dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetonitrile
—— N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-(2,4,6-trimethylphenyl)sulfanylacetamide —— C17H24N2OS
N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-(2,4,6-trimethylphenyl)sulfanylacetamide
—— N-[(1R)-1-phenylethyl]-2-(2,4,6-trimethylphenyl)sulfanylacetamide —— C19H23NOS
N-[(1R)-1-phenylethyl]-2-(2,4,6-trimethylphenyl)sulfanylacetamide
—— 1-(5-Phenyl-3,4-dihydropyrazol-2-yl)-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C16H17N5OS2
1-(5-Phenyl-3,4-dihydropyrazol-2-yl)-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— 2-[[5-(Prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-pyrrolidin-1-ylethanone —— C11H16N4OS2
2-[[5-(Prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-pyrrolidin-1-ylethanone
—— N-[(1S)-1-(2-chlorophenyl)ethyl]-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C15H17ClN4OS2
N-[(1S)-1-(2-chlorophenyl)ethyl]-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-(2-methoxyethyl)-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C10H16N4O2S2
N-(2-methoxyethyl)-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 5-[(3-fluorophenyl)methylsulfanyl]-N-prop-2-enyl-1,3,4-thiadiazol-2-amine —— C12H12FN3S2
5-[(3-fluorophenyl)methylsulfanyl]-N-prop-2-enyl-1,3,4-thiadiazol-2-amine
—— N-cyclopentyl-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C12H18N4OS2
N-cyclopentyl-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-methyl-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(thiophen-2-ylmethyl)acetamide —— C13H16N4OS3
N-methyl-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(thiophen-2-ylmethyl)acetamide
—— N-(2-cyanoethyl)-N-methyl-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C11H15N5OS2
N-(2-cyanoethyl)-N-methyl-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 1-(5-Bromothiophen-2-yl)-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C11H10BrN3OS3
1-(5-Bromothiophen-2-yl)-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— N-(2-phenylethyl)-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C15H18N4OS2
N-(2-phenylethyl)-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[(2S)-2-(dimethylamino)-2-phenylethyl]-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C17H23N5OS2
N-[(2S)-2-(dimethylamino)-2-phenylethyl]-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 5-[2-(2-fluorophenyl)sulfanylethylsulfanyl]-N-prop-2-enyl-1,3,4-thiadiazol-2-amine —— C13H14FN3S3
5-[2-(2-fluorophenyl)sulfanylethylsulfanyl]-N-prop-2-enyl-1,3,4-thiadiazol-2-amine
—— (2R)-N-cyclopropyl-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C11H16N4OS2
(2R)-N-cyclopropyl-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylacetamide —— C10H16N4OS2
2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylacetamide
—— ethyl 2,4-dimethyl-5-[(2S)-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate —— C17H22N4O3S2
ethyl 2,4-dimethyl-5-[(2S)-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate
—— N-benzyl-N-ethyl-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C16H20N4OS2
N-benzyl-N-ethyl-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide