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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-(3,4-dimethylphenyl)ethyl]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C19H25N3O2S
N-[(1R)-1-(3,4-dimethylphenyl)ethyl]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— (2R)-2-(2-chlorophenyl)sulfanyl-N-[(2R)-4-phenylbutan-2-yl]propanamide —— C19H22ClNOS
(2R)-2-(2-chlorophenyl)sulfanyl-N-[(2R)-4-phenylbutan-2-yl]propanamide
—— (2S)-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]propanamide —— C20H27N3O2S
(2S)-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]propanamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N,N-bis(2-cyanoethyl)acetamide —— C10H12N6OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N,N-bis(2-cyanoethyl)acetamide
—— (2R)-N-benzyl-N-methyl-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]propanamide —— C18H23N3O2S
(2R)-N-benzyl-N-methyl-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]propanamide
—— N-[(1R)-1-(1-adamantyl)ethyl]-2-(2-chlorophenyl)sulfanylacetamide —— C20H26ClNOS
N-[(1R)-1-(1-adamantyl)ethyl]-2-(2-chlorophenyl)sulfanylacetamide
—— ethyl 5-[(2S)-2-(2-chlorophenyl)sulfanylpropanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C18H20ClNO3S
ethyl 5-[(2S)-2-(2-chlorophenyl)sulfanylpropanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-benzyl-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide —— C15H18N4O3S3
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-benzyl-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide
—— 2-[(5-Amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[2,5-dimethyl-1-(2,2,2-trifluoroethyl)pyrrol-3-yl]ethanone —— C12H13F3N4OS2
2-[(5-Amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[2,5-dimethyl-1-(2,2,2-trifluoroethyl)pyrrol-3-yl]ethanone
—— Ethyl {[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]acetyl}carbamate —— C7H10N4O3S2
Ethyl {[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]acetyl}carbamate
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2-cyanoethyl)-N-methylacetamide —— C8H11N5OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2-cyanoethyl)-N-methylacetamide
—— (2R)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]propanamide —— C15H20N4OS2
(2R)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]propanamide
—— 2-[(3aR,5R,7aR)-3a,4,5,6,7,7a-hexahydro-1,3-benzodioxol-5-yl]-1,3-dithiane-2-carboxylate —— C12H17O4S2-
2-[(3aR,5R,7aR)-3a,4,5,6,7,7a-hexahydro-1,3-benzodioxol-5-yl]-1,3-dithiane-2-carboxylate
—— 4-[[5-(4-Methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-thiophen-2-ylbutan-1-one —— C17H17N3OS3
4-[[5-(4-Methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-thiophen-2-ylbutan-1-one
—— 5-[(4-chlorophenyl)methylsulfanyl]-N-(3,4-dimethylphenyl)-1,3,4-thiadiazol-2-amine —— C17H16ClN3S2
5-[(4-chlorophenyl)methylsulfanyl]-N-(3,4-dimethylphenyl)-1,3,4-thiadiazol-2-amine
—— 5-[(1S)-1-(2-chlorophenyl)ethyl]sulfanyl-N-(2-methylphenyl)-1,3,4-thiadiazol-2-amine —— C17H16ClN3S2
5-[(1S)-1-(2-chlorophenyl)ethyl]sulfanyl-N-(2-methylphenyl)-1,3,4-thiadiazol-2-amine
—— 5-[(1R)-1-(4-fluorophenyl)ethyl]sulfanyl-N-(4-methylphenyl)-1,3,4-thiadiazol-2-amine —— C17H16FN3S2
5-[(1R)-1-(4-fluorophenyl)ethyl]sulfanyl-N-(4-methylphenyl)-1,3,4-thiadiazol-2-amine
—— N-(3,4-dimethylphenyl)-5-(2-methylpropylsulfanyl)-1,3,4-thiadiazol-2-amine —— C14H19N3S2
N-(3,4-dimethylphenyl)-5-(2-methylpropylsulfanyl)-1,3,4-thiadiazol-2-amine
—— (2R)-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]cyclohexan-1-one —— C15H17N3OS2
(2R)-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]cyclohexan-1-one
—— (2S)-N-benzyl-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methylpropanamide —— C21H24N4OS2
(2S)-N-benzyl-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methylpropanamide
—— (2R)-N-[2-(cyclohexen-1-yl)ethyl]-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C20H26N4OS2
(2R)-N-[2-(cyclohexen-1-yl)ethyl]-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— N-[(2S)-1-methoxypropan-2-yl]-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C15H20N4O2S2
N-[(2S)-1-methoxypropan-2-yl]-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S,2S)-2-methylcyclohexyl]acetamide —— C19H26N4OS2
2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S,2S)-2-methylcyclohexyl]acetamide
—— N-[2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]-1-methylpyrrole-2-carboxamide —— C18H19N5O2S2
N-[2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]-1-methylpyrrole-2-carboxamide
—— Tert-butyl 2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C16H21N3O2S2
Tert-butyl 2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— 5-[(4-chlorophenyl)methylsulfanyl]-N-(2-methylphenyl)-1,3,4-thiadiazol-2-amine —— C16H14ClN3S2
5-[(4-chlorophenyl)methylsulfanyl]-N-(2-methylphenyl)-1,3,4-thiadiazol-2-amine
—— N-(2-methylphenyl)-5-[[2-(4-methylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C20H18N4S3
N-(2-methylphenyl)-5-[[2-(4-methylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— 5-[(3-bromophenyl)methylsulfanyl]-N-(3,4-dimethylphenyl)-1,3,4-thiadiazol-2-amine —— C17H16BrN3S2
5-[(3-bromophenyl)methylsulfanyl]-N-(3,4-dimethylphenyl)-1,3,4-thiadiazol-2-amine
—— Butyl 2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C16H21N3O2S2
Butyl 2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— 4-Ethyl-1-methyl-2-methylsulfanyl-6-oxopyrimidine-5-carbonitrile —— C9H11N3OS
4-Ethyl-1-methyl-2-methylsulfanyl-6-oxopyrimidine-5-carbonitrile
—— 2-(6,7-Dimethoxyquinazolin-4-yl)sulfanyl-1,3-benzothiazole —— C17H13N3O2S2
2-(6,7-Dimethoxyquinazolin-4-yl)sulfanyl-1,3-benzothiazole
—— 2-benzylsulfanyl-3-[(2-chlorophenyl)methyl]-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-one —— C21H19ClN2OS
2-benzylsulfanyl-3-[(2-chlorophenyl)methyl]-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-one
—— 3-[(4-fluorophenyl)methyl]-2-(2-phenylethylsulfanyl)-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-one —— C22H21FN2OS
3-[(4-fluorophenyl)methyl]-2-(2-phenylethylsulfanyl)-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-one
—— 2-(2-benzylsulfanyl-4-methyl-6-oxopyrimidin-1-yl)-N,N-diethylacetamide —— C18H23N3O2S
2-(2-benzylsulfanyl-4-methyl-6-oxopyrimidin-1-yl)-N,N-diethylacetamide
—— 2-Benzylsulfanyl-3-[(4-fluorophenyl)methyl]-6-methylpyrimidin-4-one —— C19H17FN2OS
2-Benzylsulfanyl-3-[(4-fluorophenyl)methyl]-6-methylpyrimidin-4-one
—— N,N-dibenzyl-2-(2-methylsulfanyl-4-oxo-6,7-dihydro-5H-cyclopenta[d]pyrimidin-3-yl)acetamide —— C24H25N3O2S
N,N-dibenzyl-2-(2-methylsulfanyl-4-oxo-6,7-dihydro-5H-cyclopenta[d]pyrimidin-3-yl)acetamide
—— 3-(2-oxo-2-pyrrolidin-1-ylethyl)-2-(2-phenylethylsulfanyl)-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-one —— C21H25N3O2S
3-(2-oxo-2-pyrrolidin-1-ylethyl)-2-(2-phenylethylsulfanyl)-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-one
—— 2-(2-methylsulfanyl-4-oxo-6,7-dihydro-5H-cyclopenta[d]pyrimidin-3-yl)-N-[(1R)-1-phenylethyl]acetamide —— C18H21N3O2S
2-(2-methylsulfanyl-4-oxo-6,7-dihydro-5H-cyclopenta[d]pyrimidin-3-yl)-N-[(1R)-1-phenylethyl]acetamide
—— 2-(4-methyl-2-methylsulfanyl-6-oxopyrimidin-1-yl)-N-(2-phenylethyl)acetamide —— C16H19N3O2S
2-(4-methyl-2-methylsulfanyl-6-oxopyrimidin-1-yl)-N-(2-phenylethyl)acetamide
—— 6-Methyl-3-[(4-methylphenyl)methyl]-2-methylsulfanylpyrimidin-4-one —— C14H16N2OS
6-Methyl-3-[(4-methylphenyl)methyl]-2-methylsulfanylpyrimidin-4-one
—— 2-[4-methyl-6-oxo-2-(2-phenylethylsulfanyl)pyrimidin-1-yl]-N-[(1S)-1-phenylethyl]acetamide —— C23H25N3O2S
2-[4-methyl-6-oxo-2-(2-phenylethylsulfanyl)pyrimidin-1-yl]-N-[(1S)-1-phenylethyl]acetamide
—— 2-[(2-chlorophenyl)methylsulfanyl]-3-(2-oxo-2-pyrrolidin-1-ylethyl)-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-one —— C20H22ClN3O2S
2-[(2-chlorophenyl)methylsulfanyl]-3-(2-oxo-2-pyrrolidin-1-ylethyl)-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-one
—— 2-benzylsulfanyl-3-[(4-chlorophenyl)methyl]-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-one —— C21H19ClN2OS
2-benzylsulfanyl-3-[(4-chlorophenyl)methyl]-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-one
—— 3-[(4-chlorophenyl)methyl]-2-methylsulfanyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-one —— C15H15ClN2OS
3-[(4-chlorophenyl)methyl]-2-methylsulfanyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-one
—— 2-(2-Benzylsulfanyl-4-methyl-6-oxopyrimidin-1-yl)acetamide —— C14H15N3O2S
2-(2-Benzylsulfanyl-4-methyl-6-oxopyrimidin-1-yl)acetamide
—— 2-(2-methyl-4-oxo-6,7-dihydro-5H-cyclopenta[d]pyrimidin-3-yl)-N-(2-phenylsulfanylphenyl)acetamide —— C22H21N3O2S
2-(2-methyl-4-oxo-6,7-dihydro-5H-cyclopenta[d]pyrimidin-3-yl)-N-(2-phenylsulfanylphenyl)acetamide
—— 3-[(4-Bromophenyl)methylsulfanyl]-5-butyl-1,2,4-triazol-4-amine —— C13H17BrN4S
3-[(4-Bromophenyl)methylsulfanyl]-5-butyl-1,2,4-triazol-4-amine
—— 3-[(3,5-Dimethylphenyl)methylsulfanyl]-1,2,4-triazol-4-amine —— C11H14N4S
3-[(3,5-Dimethylphenyl)methylsulfanyl]-1,2,4-triazol-4-amine
—— 2-[(4-amino-5-butyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2R)-butan-2-yl]acetamide —— C12H23N5OS
2-[(4-amino-5-butyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2R)-butan-2-yl]acetamide
—— 2-[[2-[(4-Amino-5-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetyl]amino]ethyl-diethylazanium —— C13H27N6OS+
2-[[2-[(4-Amino-5-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetyl]amino]ethyl-diethylazanium