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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-(2,5-dimethyl-1-propylpyrrol-3-yl)-2-oxoethyl] 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate —— C20H23N3O4S
[2-(2,5-dimethyl-1-propylpyrrol-3-yl)-2-oxoethyl] 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate
—— [2-[2-(4-fluorophenyl)ethylamino]-2-oxoethyl] 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate —— C19H18FN3O4S
[2-[2-(4-fluorophenyl)ethylamino]-2-oxoethyl] 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate
—— (2R)-N-ethyl-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C14H18N4OS2
(2R)-N-ethyl-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 2-Ethanimidoyl-4-[[5-(3-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-oxobutanenitrile —— C14H12FN5OS2
2-Ethanimidoyl-4-[[5-(3-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-oxobutanenitrile
—— N-(2-methylphenyl)-5-[[(2R)-oxolan-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C14H17N3OS2
N-(2-methylphenyl)-5-[[(2R)-oxolan-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— N-(2,4-dimethylphenyl)-5-[[(2R)-oxolan-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C15H19N3OS2
N-(2,4-dimethylphenyl)-5-[[(2R)-oxolan-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— N-[(1S)-3-methyl-1-phenylbutyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C17H21N3O2S
N-[(1S)-3-methyl-1-phenylbutyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— (2S)-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-ethylpropanamide —— C15H20N4OS2
(2S)-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-ethylpropanamide
—— (2S)-2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-ethylpropanamide —— C15H20N4OS2
(2S)-2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-ethylpropanamide
—— (2R)-N,N-dimethyl-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C14H18N4OS2
(2R)-N,N-dimethyl-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2S)-2-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]propanenitrile —— C14H16N4OS2
(2S)-2-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]propanenitrile
—— 1-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-3-pentylthiourea —— C14H21N3S2
1-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-3-pentylthiourea
—— ethyl (2S)-2-phenyl-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)acetate —— C17H21N3O2S
ethyl (2S)-2-phenyl-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)acetate
—— 2-methyl-4-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanylmethyl]-1,3-thiazole —— C16H18N4OS3
2-methyl-4-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanylmethyl]-1,3-thiazole
—— (4R)-N-[2-(4-chlorophenyl)sulfanylethyl]-4-ethyl-1,3-thiazolidin-2-imine —— C13H17ClN2S2
(4R)-N-[2-(4-chlorophenyl)sulfanylethyl]-4-ethyl-1,3-thiazolidin-2-imine
—— 2-[[4-amino-5-[(2S)-2-phenylpropyl]-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C13H16N4O2S
2-[[4-amino-5-[(2S)-2-phenylpropyl]-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— (2S)-2-ethanimidoyl-3-oxo-4-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]butanenitrile —— C11H15N5OS2
(2S)-2-ethanimidoyl-3-oxo-4-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]butanenitrile
—— (2S)-4-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile —— C17H15N5OS3
(2S)-4-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile
—— 2-[(1R)-1-[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-4-propyl-1H-pyrimidin-6-one —— C17H17FN4O2S
2-[(1R)-1-[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-4-propyl-1H-pyrimidin-6-one
—— [2-[(1-Cyanocyclohexyl)amino]-2-oxoethyl] 2-phenylsulfanylacetate —— C17H20N2O3S
[2-[(1-Cyanocyclohexyl)amino]-2-oxoethyl] 2-phenylsulfanylacetate
—— N-cyclopentyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C18H27N3O4S2
N-cyclopentyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— [(2R)-1-[[(1S,2S)-2-methylcyclohexyl]amino]-1-oxopropan-2-yl] 2-phenylsulfanylacetate —— C18H25NO3S
[(2R)-1-[[(1S,2S)-2-methylcyclohexyl]amino]-1-oxopropan-2-yl] 2-phenylsulfanylacetate
—— [(2R)-1-(1-adamantylamino)-1-oxopropan-2-yl] 2-phenylsulfanylacetate —— C21H27NO3S
[(2R)-1-(1-adamantylamino)-1-oxopropan-2-yl] 2-phenylsulfanylacetate
—— [(2R)-1-[(1-cyanocyclohexyl)amino]-1-oxopropan-2-yl] 2-phenylsulfanylacetate —— C18H22N2O3S
[(2R)-1-[(1-cyanocyclohexyl)amino]-1-oxopropan-2-yl] 2-phenylsulfanylacetate
—— (2S)-2-(2,4-dimethylphenyl)sulfanyl-N-[2-(4-fluorophenyl)ethyl]propanamide —— C19H22FNOS
(2S)-2-(2,4-dimethylphenyl)sulfanyl-N-[2-(4-fluorophenyl)ethyl]propanamide
—— [2-[2,5-Dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]-2-oxoethyl] 2-phenylsulfanylacetate —— C19H18N2O3S2
[2-[2,5-Dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]-2-oxoethyl] 2-phenylsulfanylacetate
—— [2-[2-(2,4-Dioxo-1,3-thiazolidin-3-yl)ethylamino]-2-oxoethyl] 2-phenylsulfanylacetate —— C15H16N2O5S2
[2-[2-(2,4-Dioxo-1,3-thiazolidin-3-yl)ethylamino]-2-oxoethyl] 2-phenylsulfanylacetate
—— [(2R)-1-[[(1S,2R)-2-methylcyclohexyl]amino]-1-oxopropan-2-yl] 2-phenylsulfanylacetate —— C18H25NO3S
[(2R)-1-[[(1S,2R)-2-methylcyclohexyl]amino]-1-oxopropan-2-yl] 2-phenylsulfanylacetate
—— 2-[(1R)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-4-propyl-1H-pyrimidin-6-one —— C18H20N4O2S
2-[(1R)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-4-propyl-1H-pyrimidin-6-one
—— 2-(2,4-dimethylphenyl)sulfanyl-N-[(2S)-2-phenylpropyl]acetamide —— C19H23NOS
2-(2,4-dimethylphenyl)sulfanyl-N-[(2S)-2-phenylpropyl]acetamide
—— 2-(2,4-dimethylphenyl)sulfanyl-N-[(3S)-3-methyl-1,1-dioxothiolan-3-yl]acetamide —— C15H21NO3S2
2-(2,4-dimethylphenyl)sulfanyl-N-[(3S)-3-methyl-1,1-dioxothiolan-3-yl]acetamide
—— 2-(2,4-dimethylphenyl)sulfanyl-N-[[(2S)-oxolan-2-yl]methyl]acetamide —— C15H21NO2S
2-(2,4-dimethylphenyl)sulfanyl-N-[[(2S)-oxolan-2-yl]methyl]acetamide
—— N-[2-(4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl)ethyl]-2-pyrimidin-2-ylsulfanylacetamide —— C11H12N4O2S3
N-[2-(4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl)ethyl]-2-pyrimidin-2-ylsulfanylacetamide
—— (2R)-2-(2,5-dimethylphenyl)sulfanyl-N-[2-(4-fluorophenyl)ethyl]propanamide —— C19H22FNOS
(2R)-2-(2,5-dimethylphenyl)sulfanyl-N-[2-(4-fluorophenyl)ethyl]propanamide
—— 2-(2,4-dimethylphenyl)sulfanyl-1-[1-[(3S)-1,1-dioxothiolan-3-yl]-2,5-dimethylpyrrol-3-yl]ethanone —— C20H25NO3S2
2-(2,4-dimethylphenyl)sulfanyl-1-[1-[(3S)-1,1-dioxothiolan-3-yl]-2,5-dimethylpyrrol-3-yl]ethanone
—— (2S)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-pyrimidin-2-ylsulfanylpropanamide —— C15H16FN3OS
(2S)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-pyrimidin-2-ylsulfanylpropanamide
—— N-[(1S)-1-cyano-1-cyclopropylethyl]-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C18H21N5OS2
N-[(1S)-1-cyano-1-cyclopropylethyl]-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (2R)-1-[(3R)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-pyrimidin-2-ylsulfanylpropan-1-one —— C20H17ClN4O2S
(2R)-1-[(3R)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-pyrimidin-2-ylsulfanylpropan-1-one
—— (2R)-1-[1-(furan-2-ylmethyl)-2,5-dimethylpyrrol-3-yl]-2-pyrimidin-2-ylsulfanylpropan-1-one —— C18H19N3O2S
(2R)-1-[1-(furan-2-ylmethyl)-2,5-dimethylpyrrol-3-yl]-2-pyrimidin-2-ylsulfanylpropan-1-one
—— N-[2-(4-fluorophenyl)ethyl]-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H19FN4OS
N-[2-(4-fluorophenyl)ethyl]-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— (2R)-N-(1-adamantyl)-2-pyrimidin-2-ylsulfanylpropanamide —— C17H23N3OS
(2R)-N-(1-adamantyl)-2-pyrimidin-2-ylsulfanylpropanamide
—— 2-[[5-(2-Methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]acetonitrile —— C12H12N4OS
2-[[5-(2-Methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]acetonitrile
—— N-tert-butyl-2-[[5-(2-methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C16H22N4O2S
N-tert-butyl-2-[[5-(2-methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-benzyl-2-[[5-(2-methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C19H20N4O2S
N-benzyl-2-[[5-(2-methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 6-Amino-5-[2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]-1-propylpyrimidine-2,4-dione —— C15H20N6O3S
6-Amino-5-[2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]-1-propylpyrimidine-2,4-dione
—— 2-(Furan-2-yl)-5-(pyrimidin-2-ylsulfanylmethyl)-1,3,4-oxadiazole —— C11H8N4O2S
2-(Furan-2-yl)-5-(pyrimidin-2-ylsulfanylmethyl)-1,3,4-oxadiazole
—— 1-[1-(Furan-2-ylmethyl)-2,5-dimethylpyrrol-3-yl]-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C19H22N4O2S
1-[1-(Furan-2-ylmethyl)-2,5-dimethylpyrrol-3-yl]-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— N-[(4-fluorophenyl)methyl]-2-[[5-(2-methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C19H19FN4O2S
N-[(4-fluorophenyl)methyl]-2-[[5-(2-methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (2R)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-pyrimidin-2-ylsulfanylpropanamide —— C15H16FN3OS
(2R)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-pyrimidin-2-ylsulfanylpropanamide
—— 2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methylacetamide —— C16H20N4O3S3
2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methylacetamide