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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
—— ethyl (2S)-4-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanoate —— C18H16ClN3O4S2
ethyl (2S)-4-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanoate
—— ethyl (2R)-4-[6-(3,5-dimethylpyrazol-1-yl)pyridazin-3-yl]sulfanyl-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanoate —— C19H21N5O3S2
ethyl (2R)-4-[6-(3,5-dimethylpyrazol-1-yl)pyridazin-3-yl]sulfanyl-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanoate
—— 2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)-N-methyl-N-[(4-methylsulfanylphenyl)methyl]acetamide —— C20H23NO3S2
2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)-N-methyl-N-[(4-methylsulfanylphenyl)methyl]acetamide
—— N-[[4-(dimethylamino)phenyl]methyl]-2-[[5-[(2-methyl-1,3-thiazol-4-yl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H21N5O2S2
N-[[4-(dimethylamino)phenyl]methyl]-2-[[5-[(2-methyl-1,3-thiazol-4-yl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— ethyl (2S)-4-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanoate —— C18H16ClN3O4S2
ethyl (2S)-4-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanoate
—— ethyl (2R)-4-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanoate —— C18H16ClN3O4S2
ethyl (2R)-4-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanoate
—— ethyl (2S)-4-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanoate —— C18H20N4O4S2
ethyl (2S)-4-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanoate
—— ethyl (2R)-2-(4-methyl-1,3-thiazol-2-yl)-4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-oxobutanoate —— C13H16N4O3S2
ethyl (2R)-2-(4-methyl-1,3-thiazol-2-yl)-4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-oxobutanoate
—— ethyl (2S)-4-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanoate —— C19H20N4O3S3
ethyl (2S)-4-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanoate
—— ethyl (2R)-4-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanoate —— C18H20N4O4S2
ethyl (2R)-4-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanoate
—— ethyl (2S)-2-(4-methyl-1,3-thiazol-2-yl)-4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-oxobutanoate —— C13H16N4O3S2
ethyl (2S)-2-(4-methyl-1,3-thiazol-2-yl)-4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-oxobutanoate
—— (Z)-2-cyano-N-(4-fluorophenyl)-3-[5-(4-methylphenyl)sulfanylthiophen-2-yl]prop-2-enamide —— C21H15FN2OS2
(Z)-2-cyano-N-(4-fluorophenyl)-3-[5-(4-methylphenyl)sulfanylthiophen-2-yl]prop-2-enamide
—— (Z)-3-[5-(4-methylphenyl)sulfanylthiophen-2-yl]-2-(4-oxo-1H-quinazolin-2-yl)prop-2-enenitrile —— C22H15N3OS2
(Z)-3-[5-(4-methylphenyl)sulfanylthiophen-2-yl]-2-(4-oxo-1H-quinazolin-2-yl)prop-2-enenitrile
—— (Z)-2-[4-(4-chlorophenyl)-1,3-thiazol-2-yl]-3-[5-(4-methylphenyl)sulfanylthiophen-2-yl]prop-2-enenitrile —— C23H15ClN2S3
(Z)-2-[4-(4-chlorophenyl)-1,3-thiazol-2-yl]-3-[5-(4-methylphenyl)sulfanylthiophen-2-yl]prop-2-enenitrile
—— (Z)-3-[5-(4-methylphenyl)sulfanylthiophen-2-yl]-2-(4-phenyl-1,3-thiazol-2-yl)prop-2-enenitrile —— C23H16N2S3
(Z)-3-[5-(4-methylphenyl)sulfanylthiophen-2-yl]-2-(4-phenyl-1,3-thiazol-2-yl)prop-2-enenitrile
—— ethyl (2S)-4-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanoate —— C18H20N4O4S2
ethyl (2S)-4-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanoate
—— 4-benzyl-3-[[(1S)-2,2-dichlorocyclopropyl]methylsulfanyl]-5-thiophen-2-yl-1,2,4-triazole —— C17H15Cl2N3S2
4-benzyl-3-[[(1S)-2,2-dichlorocyclopropyl]methylsulfanyl]-5-thiophen-2-yl-1,2,4-triazole
—— N-[2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]ethyl]acetamide —— C12H16N4OS2
N-[2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]ethyl]acetamide
—— 4-benzyl-3-[[(1S)-2,2-dichlorocyclopropyl]methylsulfanyl]-5-(furan-2-yl)-1,2,4-triazole —— C17H15Cl2N3OS
4-benzyl-3-[[(1S)-2,2-dichlorocyclopropyl]methylsulfanyl]-5-(furan-2-yl)-1,2,4-triazole
—— ethyl (2R)-4-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanoate —— C18H20N4O4S2
ethyl (2R)-4-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanoate
—— [2-oxo-2-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethyl] (2S)-2-phenylsulfanylpropanoate —— C22H23NO3S
[2-oxo-2-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethyl] (2S)-2-phenylsulfanylpropanoate
—— N-[(1S)-1-cyano-1-cyclopropylethyl]-2-(2-fluorophenyl)sulfanylacetamide —— C14H15FN2OS
N-[(1S)-1-cyano-1-cyclopropylethyl]-2-(2-fluorophenyl)sulfanylacetamide
—— [2-[(2-Methylphenyl)methylamino]-2-oxoethyl] 2-(2,4-dimethylphenyl)sulfanylacetate —— C20H23NO3S
[2-[(2-Methylphenyl)methylamino]-2-oxoethyl] 2-(2,4-dimethylphenyl)sulfanylacetate
—— [2-oxo-2-[[(S)-phenyl(thiophen-2-yl)methyl]amino]ethyl] 2-(2-fluorophenyl)sulfanylacetate —— C21H18FNO3S2
[2-oxo-2-[[(S)-phenyl(thiophen-2-yl)methyl]amino]ethyl] 2-(2-fluorophenyl)sulfanylacetate
—— (2R)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-(3,4-dimethylphenyl)sulfanylpropanamide —— C17H24N2OS
(2R)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-(3,4-dimethylphenyl)sulfanylpropanamide
—— [2-[[4-(Dimethylamino)phenyl]methyl-methylamino]-2-oxoethyl] 2-(2,4-dimethylphenyl)sulfanylacetate —— C22H28N2O3S
[2-[[4-(Dimethylamino)phenyl]methyl-methylamino]-2-oxoethyl] 2-(2,4-dimethylphenyl)sulfanylacetate
—— [2-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-oxoethyl] 2-(2,4-dimethylphenyl)sulfanylacetate —— C21H22O5S
[2-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-oxoethyl] 2-(2,4-dimethylphenyl)sulfanylacetate
—— [2-[[4-(Dimethylamino)phenyl]methyl-methylamino]-2-oxoethyl] 2-(2-fluorophenyl)sulfanylacetate —— C20H23FN2O3S
[2-[[4-(Dimethylamino)phenyl]methyl-methylamino]-2-oxoethyl] 2-(2-fluorophenyl)sulfanylacetate
—— 3-benzylsulfanyl-4-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-1H-1,2,4-triazole-5-thione —— C17H16N4S3
3-benzylsulfanyl-4-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-1H-1,2,4-triazole-5-thione
—— (5R)-N-[2-(4-chlorophenyl)sulfanylethyl]-5-methyl-4,5-dihydro-1,3-thiazol-2-amine —— C12H15ClN2S2
(5R)-N-[2-(4-chlorophenyl)sulfanylethyl]-5-methyl-4,5-dihydro-1,3-thiazol-2-amine
—— 2-[(3-tert-butyl-4-oxo-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-7-yl)sulfanyl]-N,N-bis(2-methylpropyl)acetamide —— C18H29N5O2S2
2-[(3-tert-butyl-4-oxo-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-7-yl)sulfanyl]-N,N-bis(2-methylpropyl)acetamide
—— (1'S,2S,4S,5'R,6'S)-2'-amino-4-methyl-6'-(4-methylsulfanylphenyl)spiro[1,3-dioxolane-2,4'-3-azabicyclo[3.1.0]hex-2-ene]-1',5'-dicarbonitrile —— C17H16N4O2S
(1'S,2S,4S,5'R,6'S)-2'-amino-4-methyl-6'-(4-methylsulfanylphenyl)spiro[1,3-dioxolane-2,4'-3-azabicyclo[3.1.0]hex-2-ene]-1',5'-dicarbonitrile
—— (1'S,2S,4S,5'S,6'R)-2'-amino-4-methyl-6'-(4-methylsulfanylphenyl)spiro[1,3-dioxolane-2,4'-3-azabicyclo[3.1.0]hex-2-ene]-1',5'-dicarbonitrile —— C17H16N4O2S
(1'S,2S,4S,5'S,6'R)-2'-amino-4-methyl-6'-(4-methylsulfanylphenyl)spiro[1,3-dioxolane-2,4'-3-azabicyclo[3.1.0]hex-2-ene]-1',5'-dicarbonitrile
—— (2S,3S,4R,5S)-1,1-bis(ethylsulfanyl)hexane-2,3,4,5-tetrol —— C10H22O4S2
(2S,3S,4R,5S)-1,1-bis(ethylsulfanyl)hexane-2,3,4,5-tetrol
—— N'-(2-phenylsulfanylacetyl)-1H-pyrrole-2-carbohydrazide —— C13H13N3O2S
N'-(2-phenylsulfanylacetyl)-1H-pyrrole-2-carbohydrazide
—— N'-[2-(3,4-dimethylphenyl)sulfanylacetyl]-1H-pyrrole-2-carbohydrazide —— C15H17N3O2S
N'-[2-(3,4-dimethylphenyl)sulfanylacetyl]-1H-pyrrole-2-carbohydrazide
—— 2-(4-methylphenyl)-5-[(1S)-1-pyrimidin-2-ylsulfanylethyl]-1,3,4-oxadiazole —— C15H14N4OS
2-(4-methylphenyl)-5-[(1S)-1-pyrimidin-2-ylsulfanylethyl]-1,3,4-oxadiazole
—— 2-(4-methylphenyl)-5-[(1S)-1-(1-oxidopyridin-1-ium-2-yl)sulfanylethyl]-1,3,4-oxadiazole —— C16H15N3O2S
2-(4-methylphenyl)-5-[(1S)-1-(1-oxidopyridin-1-ium-2-yl)sulfanylethyl]-1,3,4-oxadiazole
—— N-[[1-[(3S)-1,1-dioxothiolan-3-yl]-3,5-dimethylpyrazol-4-yl]methyl]-N-methyl-2-phenylsulfanylacetamide —— C19H25N3O3S2
N-[[1-[(3S)-1,1-dioxothiolan-3-yl]-3,5-dimethylpyrazol-4-yl]methyl]-N-methyl-2-phenylsulfanylacetamide
—— 5-[[5-(2,5-dimethylfuran-3-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-N-(3,4-dimethylphenyl)-1,3,4-thiadiazol-2-amine —— C19H19N5O2S2
5-[[5-(2,5-dimethylfuran-3-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-N-(3,4-dimethylphenyl)-1,3,4-thiadiazol-2-amine
—— Ethyl 4-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]butanoate —— C15H19N3O2S2
Ethyl 4-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]butanoate
—— Ethyl 4-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]butanoate —— C16H21N3O2S2
Ethyl 4-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]butanoate
—— 4-[(Z)-[4-(azepan-1-yl)phenyl]methylideneamino]-3-benzylsulfanyl-1H-1,2,4-triazole-5-thione —— C22H25N5S2
4-[(Z)-[4-(azepan-1-yl)phenyl]methylideneamino]-3-benzylsulfanyl-1H-1,2,4-triazole-5-thione
—— N-[4-(3,4-dimethylphenyl)sulfanylphenyl]-2-(3,6-dioxo-1H-pyridazin-2-yl)acetamide —— C20H19N3O3S
N-[4-(3,4-dimethylphenyl)sulfanylphenyl]-2-(3,6-dioxo-1H-pyridazin-2-yl)acetamide
—— 2-(4-bromo-2-methylphenyl)sulfanyl-N-[(2-fluorophenyl)methyl]acetamide —— C16H15BrFNOS
2-(4-bromo-2-methylphenyl)sulfanyl-N-[(2-fluorophenyl)methyl]acetamide
—— N-(3-methylphenyl)-5-[[(2S)-oxolan-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C14H17N3OS2
N-(3-methylphenyl)-5-[[(2S)-oxolan-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— (2S)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-ethylpropanamide —— C13H16N4OS2
(2S)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-ethylpropanamide
—— 2-[[5-(2,3-Dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanol —— C12H15N3OS2
2-[[5-(2,3-Dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanol
—— N-(3-methylphenyl)-5-[[(2R)-oxolan-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C14H17N3OS2
N-(3-methylphenyl)-5-[[(2R)-oxolan-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— [2-[(4-fluorophenyl)methylamino]-2-oxoethyl] 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate —— C18H16FN3O4S
[2-[(4-fluorophenyl)methylamino]-2-oxoethyl] 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate