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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-(4-chlorophenyl)sulfanyl-N-[(2R)-4-phenylbutan-2-yl]propanamide —— C19H22ClNOS
(2R)-2-(4-chlorophenyl)sulfanyl-N-[(2R)-4-phenylbutan-2-yl]propanamide
—— (2R)-2-(4-chlorophenyl)sulfanyl-N-[(2S)-4-phenylbutan-2-yl]propanamide —— C19H22ClNOS
(2R)-2-(4-chlorophenyl)sulfanyl-N-[(2S)-4-phenylbutan-2-yl]propanamide
—— (2R)-2-(4-chlorophenyl)sulfanyl-N-(furan-2-ylmethyl)propanamide —— C14H14ClNO2S
(2R)-2-(4-chlorophenyl)sulfanyl-N-(furan-2-ylmethyl)propanamide
—— methyl 5-[(2R)-2-(4-chlorophenyl)sulfanylpropanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C17H18ClNO3S
methyl 5-[(2R)-2-(4-chlorophenyl)sulfanylpropanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— (2R)-N-benzyl-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C20H22N4OS2
(2R)-N-benzyl-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 5-(cyclohexylmethylsulfanyl)-N-(4-ethylphenyl)-1,3,4-thiadiazol-2-amine —— C17H23N3S2
5-(cyclohexylmethylsulfanyl)-N-(4-ethylphenyl)-1,3,4-thiadiazol-2-amine
—— 5-[(3,5-dimethyl-1,2-oxazol-4-yl)methylsulfanyl]-N-(4-ethylphenyl)-1,3,4-thiadiazol-2-amine —— C16H18N4OS2
5-[(3,5-dimethyl-1,2-oxazol-4-yl)methylsulfanyl]-N-(4-ethylphenyl)-1,3,4-thiadiazol-2-amine
—— N,N-bis(2-cyanoethyl)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C18H20N6OS2
N,N-bis(2-cyanoethyl)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[2-(4-chlorophenyl)sulfanylphenyl]-2-(2-fluorophenoxy)acetamide —— C20H15ClFNO2S
N-[2-(4-chlorophenyl)sulfanylphenyl]-2-(2-fluorophenoxy)acetamide
—— 4-[(6S)-6H-benzo[c][1,5]benzoxathiepin-6-yl]-1-methylpiperidine —— C19H21NOS
4-[(6S)-6H-benzo[c][1,5]benzoxathiepin-6-yl]-1-methylpiperidine
—— Propan-2-yl 2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C15H19N3O2S2
Propan-2-yl 2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— N-(4-ethylphenyl)-5-[(2-fluorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C17H16FN3S2
N-(4-ethylphenyl)-5-[(2-fluorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— 2-(5-nitro-2-oxopyridin-1-yl)-N-(2-phenylsulfanylphenyl)acetamide —— C19H15N3O4S
2-(5-nitro-2-oxopyridin-1-yl)-N-(2-phenylsulfanylphenyl)acetamide
—— 4-[(6R)-6H-benzo[c][1,5]benzoxathiepin-6-yl]-1-methylpiperidine —— C19H21NOS
4-[(6R)-6H-benzo[c][1,5]benzoxathiepin-6-yl]-1-methylpiperidine
—— (3S)-3-(4-chlorophenyl)sulfanyloxolane-2,5-dione —— C10H7ClO3S
(3S)-3-(4-chlorophenyl)sulfanyloxolane-2,5-dione
—— [2-Oxo-2-(1,2,5-trimethylpyrrol-3-yl)ethyl] 2-(2,5-dimethylphenyl)sulfanylacetate —— C19H23NO3S
[2-Oxo-2-(1,2,5-trimethylpyrrol-3-yl)ethyl] 2-(2,5-dimethylphenyl)sulfanylacetate
—— [2-(Cycloheptylamino)-2-oxoethyl] 2-(2,5-dimethylphenyl)sulfanylacetate —— C19H27NO3S
[2-(Cycloheptylamino)-2-oxoethyl] 2-(2,5-dimethylphenyl)sulfanylacetate
—— [2-(3-Methylbutylamino)-2-oxoethyl] 2-(4-bromo-2,5-dimethylphenyl)sulfanylacetate —— C17H24BrNO3S
[2-(3-Methylbutylamino)-2-oxoethyl] 2-(4-bromo-2,5-dimethylphenyl)sulfanylacetate
—— [2-[2-Cyanoethyl(methyl)amino]-2-oxoethyl] 2-(4-bromo-2,5-dimethylphenyl)sulfanylacetate —— C16H19BrN2O3S
[2-[2-Cyanoethyl(methyl)amino]-2-oxoethyl] 2-(4-bromo-2,5-dimethylphenyl)sulfanylacetate
—— [2-[(4-Chlorophenyl)methylamino]-2-oxoethyl] 2-(2,5-dimethylphenyl)sulfanylacetate —— C19H20ClNO3S
[2-[(4-Chlorophenyl)methylamino]-2-oxoethyl] 2-(2,5-dimethylphenyl)sulfanylacetate
—— [(2S)-1-(cyclopentylamino)-1-oxopropan-2-yl] 2-(4-bromo-2,5-dimethylphenyl)sulfanylacetate —— C18H24BrNO3S
[(2S)-1-(cyclopentylamino)-1-oxopropan-2-yl] 2-(4-bromo-2,5-dimethylphenyl)sulfanylacetate
—— [2-(4-Methylanilino)-1,3-thiazol-4-yl]methyl 2-(2,5-dimethylphenyl)sulfanylacetate —— C21H22N2O2S2
[2-(4-Methylanilino)-1,3-thiazol-4-yl]methyl 2-(2,5-dimethylphenyl)sulfanylacetate
—— N-(cyclohexen-1-yl)-N-(furan-2-ylmethyl)-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C18H24N4O3S
N-(cyclohexen-1-yl)-N-(furan-2-ylmethyl)-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-(1-adamantyl)-2-[[5-(pyrrolidin-1-ium-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H29N4O2S+
N-(1-adamantyl)-2-[[5-(pyrrolidin-1-ium-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— [2-[[(1S)-1-(1-adamantyl)ethyl]amino]-2-oxoethyl] 2-(2,5-dimethylphenyl)sulfanylacetate —— C24H33NO3S
[2-[[(1S)-1-(1-adamantyl)ethyl]amino]-2-oxoethyl] 2-(2,5-dimethylphenyl)sulfanylacetate
—— 1-Morpholin-4-yl-2-[5-[2-(1,3,4-thiadiazol-2-ylsulfanyl)acetyl]thiophen-2-yl]ethanone —— C14H15N3O3S3
1-Morpholin-4-yl-2-[5-[2-(1,3,4-thiadiazol-2-ylsulfanyl)acetyl]thiophen-2-yl]ethanone
—— 2-[5-[2-(3,4-Dimethylphenyl)sulfanylacetyl]thiophen-2-yl]-1-morpholin-4-ylethanone —— C20H23NO3S2
2-[5-[2-(3,4-Dimethylphenyl)sulfanylacetyl]thiophen-2-yl]-1-morpholin-4-ylethanone
—— N-(2-benzylsulfanylethyl)-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C18H20N4O2S2
N-(2-benzylsulfanylethyl)-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 1-methyl-2-[(Z)-3,3,3-trifluoroprop-1-enyl]sulfanylbenzene —— C10H9F3S
1-methyl-2-[(Z)-3,3,3-trifluoroprop-1-enyl]sulfanylbenzene
—— (3aR)-5-(trifluoromethyl)-3aH-thieno[2,3-b]pyrrole-4-carboxylic acid —— C8H4F3NO2S
(3aR)-5-(trifluoromethyl)-3aH-thieno[2,3-b]pyrrole-4-carboxylic acid
—— 2-[[5-[[2-(4-Methylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C15H14N4OS4
2-[[5-[[2-(4-Methylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-[2-[Benzyl(methyl)amino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C14H16N4O2S3
2-[[5-[2-[Benzyl(methyl)amino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-[2-[(4-Fluorophenyl)methylamino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C13H13FN4O2S3
2-[[5-[2-[(4-Fluorophenyl)methylamino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (2S)-2-[[5-(2-amino-2-oxoethyl)sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S)-1-(4-fluorophenyl)ethyl]propanamide —— C15H17FN4O2S3
(2S)-2-[[5-(2-amino-2-oxoethyl)sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S)-1-(4-fluorophenyl)ethyl]propanamide
—— 2-[[5-[2-[[(1S,2R)-2-methylcyclohexyl]amino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C13H20N4O2S3
2-[[5-[2-[[(1S,2R)-2-methylcyclohexyl]amino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-[2-[[(1S,2S)-2-methylcyclohexyl]amino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C13H20N4O2S3
2-[[5-[2-[[(1S,2S)-2-methylcyclohexyl]amino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-benzyl-2-[[5-[2-(diethylamino)-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C17H22N4O2S3
N-benzyl-2-[[5-[2-(diethylamino)-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (2R)-2-ethanimidoyl-4-[[5-(2-methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-3-oxobutanenitrile —— C16H17N5O2S
(2R)-2-ethanimidoyl-4-[[5-(2-methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-3-oxobutanenitrile
—— 2-[(4-amino-5-benzylsulfanyl-1,2,4-triazol-3-yl)sulfanyl]-N,N-diethylacetamide —— C15H21N5OS2
2-[(4-amino-5-benzylsulfanyl-1,2,4-triazol-3-yl)sulfanyl]-N,N-diethylacetamide
—— 2-[[4-amino-5-[2-(diethylamino)-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]sulfanyl]-N-propan-2-ylacetamide —— C13H24N6O2S2
2-[[4-amino-5-[2-(diethylamino)-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]sulfanyl]-N-propan-2-ylacetamide
—— N-[(4-chlorophenyl)methyl]-N-methyl-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C17H15ClN4O2S
N-[(4-chlorophenyl)methyl]-N-methyl-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-[(2R)-4-phenylbutan-2-yl]-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C19H20N4O2S
N-[(2R)-4-phenylbutan-2-yl]-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-[(1S)-1-(4-ethylphenyl)ethyl]-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C19H20N4O2S
N-[(1S)-1-(4-ethylphenyl)ethyl]-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-[(2R)-2-phenylpropyl]-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C18H18N4O2S
N-[(2R)-2-phenylpropyl]-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— (2S)-N-[2-(4-fluorophenyl)ethyl]-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C18H17FN4O2S
(2S)-N-[2-(4-fluorophenyl)ethyl]-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— 2-[[2-(4-Chlorophenyl)-1,3-thiazol-4-yl]methylsulfanyl]-5-pyridin-3-yl-1,3,4-oxadiazole —— C17H11ClN4OS2
2-[[2-(4-Chlorophenyl)-1,3-thiazol-4-yl]methylsulfanyl]-5-pyridin-3-yl-1,3,4-oxadiazole
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-(2-methylpropyl)-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C17H22N4O4S2
N-[(3S)-1,1-dioxothiolan-3-yl]-N-(2-methylpropyl)-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— [2-(Cyclopropylamino)-2-oxoethyl] 2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetate —— C15H14ClN3O4S
[2-(Cyclopropylamino)-2-oxoethyl] 2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetate
—— Cyanomethyl 2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetate —— C12H8ClN3O3S
Cyanomethyl 2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetate
—— N-cyclopropyl-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C12H12N4O2S
N-cyclopropyl-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide