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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-[(2R,4R)-1,4-dihydroxy-4-phenylbutan-2-yl]-2-[5-(trifluoromethyl)pyridin-2-yl]sulfanylacetamide —— C18H19F3N2O3S
N-[(2R,4R)-1,4-dihydroxy-4-phenylbutan-2-yl]-2-[5-(trifluoromethyl)pyridin-2-yl]sulfanylacetamide
—— 4-chloro-N-[[5-(4-methylphenyl)sulfanyl-2-phenylimidazol-4-ylidene]methyl]aniline —— C23H18ClN3S
4-chloro-N-[[5-(4-methylphenyl)sulfanyl-2-phenylimidazol-4-ylidene]methyl]aniline
—— 3,4-dimethyl-N-[[5-(4-methylphenyl)sulfanyl-2-phenylimidazol-4-ylidene]methyl]aniline —— C25H23N3S
3,4-dimethyl-N-[[5-(4-methylphenyl)sulfanyl-2-phenylimidazol-4-ylidene]methyl]aniline
—— 6-[[[2,6-bis(phenylsulfanyl)pyridin-3-yl]amino]methylidene]-2,4-dichlorocyclohexa-2,4-dien-1-one —— C24H16Cl2N2OS2
6-[[[2,6-bis(phenylsulfanyl)pyridin-3-yl]amino]methylidene]-2,4-dichlorocyclohexa-2,4-dien-1-one
—— 4-chloro-N-{2-[6-methyl-3-(propylsulfanyl)-1,2,4-triazin-5-yl]ethenyl}aniline —— C15H17ClN4S
4-chloro-N-{2-[6-methyl-3-(propylsulfanyl)-1,2,4-triazin-5-yl]ethenyl}aniline
—— 2-(3,4-Dimethylphenyl)-4-[[4-[4-[[1-(3,4-dimethylphenyl)-3-methyl-5-oxopyrazol-4-ylidene]methylamino]phenyl]sulfanylanilino]methylidene]-5-methylpyrazol-3-one —— C38H36N6O2S
2-(3,4-Dimethylphenyl)-4-[[4-[4-[[1-(3,4-dimethylphenyl)-3-methyl-5-oxopyrazol-4-ylidene]methylamino]phenyl]sulfanylanilino]methylidene]-5-methylpyrazol-3-one
—— 3-(2-fluorophenyl)sulfanyl-N-[(2S)-2-hydroxy-2-pyridin-4-ylethyl]propanamide —— C16H17FN2O2S
3-(2-fluorophenyl)sulfanyl-N-[(2S)-2-hydroxy-2-pyridin-4-ylethyl]propanamide
—— 3-(2-fluorophenyl)sulfanyl-N-[(2R)-2-hydroxy-2-pyridin-4-ylethyl]propanamide —— C16H17FN2O2S
3-(2-fluorophenyl)sulfanyl-N-[(2R)-2-hydroxy-2-pyridin-4-ylethyl]propanamide
—— 1-[(2R)-2-[(2-chlorophenyl)methyl]pyrrolidin-1-yl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylethanone —— C18H19ClN2O2S
1-[(2R)-2-[(2-chlorophenyl)methyl]pyrrolidin-1-yl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylethanone
—— [(1R)-1-cyclopropyl-2,2,2-trifluoroethyl] 2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetate —— C12H12F3NO3S
[(1R)-1-cyclopropyl-2,2,2-trifluoroethyl] 2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetate
—— 5-[2-[[3-(4-fluorophenyl)pyrazol-4-ylidene]methyl]hydrazinyl]-3-methylsulfanyl-1,2-thiazole-4-carbonitrile —— C15H11FN6S2
5-[2-[[3-(4-fluorophenyl)pyrazol-4-ylidene]methyl]hydrazinyl]-3-methylsulfanyl-1,2-thiazole-4-carbonitrile
—— [(1S)-1-cyclopropyl-2,2,2-trifluoroethyl] 2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetate —— C12H12F3NO3S
[(1S)-1-cyclopropyl-2,2,2-trifluoroethyl] 2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetate
—— 1-[(2S)-4-methylsulfonylbutan-2-yl]-3-[(1S,2S)-2-propan-2-ylcyclohexyl]urea —— C15H30N2O3S
1-[(2S)-4-methylsulfonylbutan-2-yl]-3-[(1S,2S)-2-propan-2-ylcyclohexyl]urea
—— (2R)-N-[(1S)-2-methyl-1-pyridin-2-ylpropyl]-2-pyridin-2-ylsulfanylpropanamide —— C17H21N3OS
(2R)-N-[(1S)-2-methyl-1-pyridin-2-ylpropyl]-2-pyridin-2-ylsulfanylpropanamide
—— 1-[(2S)-4-methylsulfonylbutan-2-yl]-3-[(1R,2R)-2-propan-2-ylcyclohexyl]urea —— C15H30N2O3S
1-[(2S)-4-methylsulfonylbutan-2-yl]-3-[(1R,2R)-2-propan-2-ylcyclohexyl]urea
—— 1-[(2S)-4-methylsulfonylbutan-2-yl]-3-[(1R,2S)-2-propan-2-ylcyclohexyl]urea —— C15H30N2O3S
1-[(2S)-4-methylsulfonylbutan-2-yl]-3-[(1R,2S)-2-propan-2-ylcyclohexyl]urea
—— (2R)-N-[(1R)-2-methyl-1-pyridin-2-ylpropyl]-2-pyridin-2-ylsulfanylpropanamide —— C17H21N3OS
(2R)-N-[(1R)-2-methyl-1-pyridin-2-ylpropyl]-2-pyridin-2-ylsulfanylpropanamide
—— 1-[(2S)-4-methylsulfonylbutan-2-yl]-3-[(1S,2R)-2-propan-2-ylcyclohexyl]urea —— C15H30N2O3S
1-[(2S)-4-methylsulfonylbutan-2-yl]-3-[(1S,2R)-2-propan-2-ylcyclohexyl]urea
—— (2S)-N-[(1S)-2-methyl-1-pyridin-2-ylpropyl]-2-pyridin-2-ylsulfanylpropanamide —— C17H21N3OS
(2S)-N-[(1S)-2-methyl-1-pyridin-2-ylpropyl]-2-pyridin-2-ylsulfanylpropanamide
—— (2S)-N-[(1R)-2-methyl-1-pyridin-2-ylpropyl]-2-pyridin-2-ylsulfanylpropanamide —— C17H21N3OS
(2S)-N-[(1R)-2-methyl-1-pyridin-2-ylpropyl]-2-pyridin-2-ylsulfanylpropanamide
—— 2-(4-bromophenyl)-5-[[4-[[(2R)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanylmethyl]-1,3,4-oxadiazole —— C20H18BrN5O2S2
2-(4-bromophenyl)-5-[[4-[[(2R)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanylmethyl]-1,3,4-oxadiazole
—— 2-(4-bromophenyl)-5-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanylmethyl]-1,3,4-oxadiazole —— C20H18BrN5O2S2
2-(4-bromophenyl)-5-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanylmethyl]-1,3,4-oxadiazole
—— (3S)-1-cyclopropyl-3-thiophen-2-ylsulfanylpyrrolidin-2-one —— C11H13NOS2
(3S)-1-cyclopropyl-3-thiophen-2-ylsulfanylpyrrolidin-2-one
—— (3R)-1-cyclopropyl-3-thiophen-2-ylsulfanylpyrrolidin-2-one —— C11H13NOS2
(3R)-1-cyclopropyl-3-thiophen-2-ylsulfanylpyrrolidin-2-one
—— 2-(4-fluorophenyl)sulfanyl-N-[(3S)-1-pyridazin-3-ylpiperidin-3-yl]acetamide —— C17H19FN4OS
2-(4-fluorophenyl)sulfanyl-N-[(3S)-1-pyridazin-3-ylpiperidin-3-yl]acetamide
—— 2-(4-fluorophenyl)sulfanyl-N-[(3R)-1-pyridazin-3-ylpiperidin-3-yl]acetamide —— C17H19FN4OS
2-(4-fluorophenyl)sulfanyl-N-[(3R)-1-pyridazin-3-ylpiperidin-3-yl]acetamide
—— [2-(3-{[(4-Chlorophenyl)methyl]sulfanyl}-6-methyl-1,2,4-triazin-5-yl)ethenyl]dimethylamine —— C15H17ClN4S
[2-(3-{[(4-Chlorophenyl)methyl]sulfanyl}-6-methyl-1,2,4-triazin-5-yl)ethenyl]dimethylamine
—— Methyl 3-[(5-phenyl-1,2,4-triazin-3-yl)sulfanyl]prop-2-enoate —— C13H11N3O2S
Methyl 3-[(5-phenyl-1,2,4-triazin-3-yl)sulfanyl]prop-2-enoate
—— (3S)-1-(1-methylpyrazol-4-yl)-3-(2H-triazol-4-ylsulfanyl)piperidin-2-one —— C11H14N6OS
(3S)-1-(1-methylpyrazol-4-yl)-3-(2H-triazol-4-ylsulfanyl)piperidin-2-one
—— (3R)-1-(1-methylpyrazol-4-yl)-3-(2H-triazol-4-ylsulfanyl)piperidin-2-one —— C11H14N6OS
(3R)-1-(1-methylpyrazol-4-yl)-3-(2H-triazol-4-ylsulfanyl)piperidin-2-one
—— (1S)-2-[(6-benzylsulfanylpyrazin-2-yl)amino]-1-(1-methylpyrazol-4-yl)ethanol —— C17H19N5OS
(1S)-2-[(6-benzylsulfanylpyrazin-2-yl)amino]-1-(1-methylpyrazol-4-yl)ethanol
—— (1R)-2-[(6-benzylsulfanylpyrazin-2-yl)amino]-1-(1-methylpyrazol-4-yl)ethanol —— C17H19N5OS
(1R)-2-[(6-benzylsulfanylpyrazin-2-yl)amino]-1-(1-methylpyrazol-4-yl)ethanol
—— 2-[(1S)-1-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethyl]-5-(trifluoromethyl)-1,3,4-oxadiazole —— C8H7F3N4OS2
2-[(1S)-1-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethyl]-5-(trifluoromethyl)-1,3,4-oxadiazole
—— 2-[(1R)-1-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethyl]-5-(trifluoromethyl)-1,3,4-oxadiazole —— C8H7F3N4OS2
2-[(1R)-1-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethyl]-5-(trifluoromethyl)-1,3,4-oxadiazole
—— 2-[(2R)-2-methyl-3-(2-methylimidazol-1-yl)propyl]sulfanylpyrimidine —— C12H16N4S
2-[(2R)-2-methyl-3-(2-methylimidazol-1-yl)propyl]sulfanylpyrimidine
—— 2-[(2S)-2-methyl-3-(2-methylimidazol-1-yl)propyl]sulfanylpyrimidine —— C12H16N4S
2-[(2S)-2-methyl-3-(2-methylimidazol-1-yl)propyl]sulfanylpyrimidine
—— 2-[(5-tert-butyl-1,3-thiazol-2-yl)sulfanyl]-N-[(1S)-1-cyano-1-cyclopropylethyl]acetamide —— C15H21N3OS2
2-[(5-tert-butyl-1,3-thiazol-2-yl)sulfanyl]-N-[(1S)-1-cyano-1-cyclopropylethyl]acetamide
—— 4-(4-chlorophenyl)sulfanyl-N-[(1S)-1-(5-methyl-1,2,4-oxadiazol-3-yl)ethyl]butanamide —— C15H18ClN3O2S
4-(4-chlorophenyl)sulfanyl-N-[(1S)-1-(5-methyl-1,2,4-oxadiazol-3-yl)ethyl]butanamide
—— 4-(4-chlorophenyl)sulfanyl-N-[(1R)-1-(5-methyl-1,2,4-oxadiazol-3-yl)ethyl]butanamide —— C15H18ClN3O2S
4-(4-chlorophenyl)sulfanyl-N-[(1R)-1-(5-methyl-1,2,4-oxadiazol-3-yl)ethyl]butanamide
—— 1-[(1R)-1-(2-methyl-1,3-thiazol-4-yl)ethyl]-3-[3-(1,3-thiazol-2-ylsulfanyl)propyl]urea —— C13H18N4OS3
1-[(1R)-1-(2-methyl-1,3-thiazol-4-yl)ethyl]-3-[3-(1,3-thiazol-2-ylsulfanyl)propyl]urea
—— 1-[(1S)-1-(2-methyl-1,3-thiazol-4-yl)ethyl]-3-[3-(1,3-thiazol-2-ylsulfanyl)propyl]urea —— C13H18N4OS3
1-[(1S)-1-(2-methyl-1,3-thiazol-4-yl)ethyl]-3-[3-(1,3-thiazol-2-ylsulfanyl)propyl]urea
—— (2S)-3-(4-methylphenyl)-2-[(5-methyl-4-propyl-1,2,4-triazol-3-yl)sulfanyl]propanenitrile —— C16H20N4S
(2S)-3-(4-methylphenyl)-2-[(5-methyl-4-propyl-1,2,4-triazol-3-yl)sulfanyl]propanenitrile
—— (2R)-3-(4-methylphenyl)-2-[(5-methyl-4-propyl-1,2,4-triazol-3-yl)sulfanyl]propanenitrile —— C16H20N4S
(2R)-3-(4-methylphenyl)-2-[(5-methyl-4-propyl-1,2,4-triazol-3-yl)sulfanyl]propanenitrile
—— (2R)-2-cyclohexyl-2-[(5-methyl-4-propyl-1,2,4-triazol-3-yl)sulfanyl]acetonitrile —— C14H22N4S
(2R)-2-cyclohexyl-2-[(5-methyl-4-propyl-1,2,4-triazol-3-yl)sulfanyl]acetonitrile
—— 2-[[(5-chloropyridin-2-yl)amino]methylidene]-1-benzothiophen-3-one —— C14H9ClN2OS
2-[[(5-chloropyridin-2-yl)amino]methylidene]-1-benzothiophen-3-one
—— (2S)-2-cyclohexyl-2-[(5-methyl-4-propyl-1,2,4-triazol-3-yl)sulfanyl]acetonitrile —— C14H22N4S
(2S)-2-cyclohexyl-2-[(5-methyl-4-propyl-1,2,4-triazol-3-yl)sulfanyl]acetonitrile
—— 1-[(1S)-1-(4-methyl-1,3-thiazol-2-yl)ethyl]-3-[3-(1,3-thiazol-2-ylsulfanyl)propyl]urea —— C13H18N4OS3
1-[(1S)-1-(4-methyl-1,3-thiazol-2-yl)ethyl]-3-[3-(1,3-thiazol-2-ylsulfanyl)propyl]urea
—— S-[4-[(4-cyclobutyl-6-oxopyrimidin-1-yl)methyl]phenyl] N,N-dimethylcarbamothioate —— C18H21N3O2S
S-[4-[(4-cyclobutyl-6-oxopyrimidin-1-yl)methyl]phenyl] N,N-dimethylcarbamothioate
—— 1-[(1R)-1-(4-methyl-1,3-thiazol-2-yl)ethyl]-3-[3-(1,3-thiazol-2-ylsulfanyl)propyl]urea —— C13H18N4OS3
1-[(1R)-1-(4-methyl-1,3-thiazol-2-yl)ethyl]-3-[3-(1,3-thiazol-2-ylsulfanyl)propyl]urea
—— 1-[(1R)-1-(5-methyl-1,3-thiazol-2-yl)ethyl]-3-[3-(1,3-thiazol-2-ylsulfanyl)propyl]urea —— C13H18N4OS3
1-[(1R)-1-(5-methyl-1,3-thiazol-2-yl)ethyl]-3-[3-(1,3-thiazol-2-ylsulfanyl)propyl]urea