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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
—— methyl 2-[[5-[(1S,2S)-2-methyl-1-[(2-methylpropan-2-yl)oxycarbonylamino]butyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetate —— C15H25N3O5S
methyl 2-[[5-[(1S,2S)-2-methyl-1-[(2-methylpropan-2-yl)oxycarbonylamino]butyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetate
—— (3R)-N-methyl-N-[(1S)-1-(4-methylsulfanylphenyl)ethyl]piperidin-3-amine —— C15H24N2S
(3R)-N-methyl-N-[(1S)-1-(4-methylsulfanylphenyl)ethyl]piperidin-3-amine
—— 1-[5-(Methylsulfanyl)-1,3,4-oxadiazol-2-yl]methanamine —— C4H7N3OS
1-[5-(Methylsulfanyl)-1,3,4-oxadiazol-2-yl]methanamine
—— Tert-butyl N-{1-[5-(propylsulfanyl)-1,3,4-oxadiazol-2-YL]ethyl}carbamate —— C12H21N3O3S
Tert-butyl N-{1-[5-(propylsulfanyl)-1,3,4-oxadiazol-2-YL]ethyl}carbamate
—— Tert-butyl N-[1-(5-{[(3-bromophenyl)methyl]sulfanyl}-1,3,4-oxadiazol-2-YL)ethyl]carbamate —— C16H20BrN3O3S
Tert-butyl N-[1-(5-{[(3-bromophenyl)methyl]sulfanyl}-1,3,4-oxadiazol-2-YL)ethyl]carbamate
—— tert-butyl N-[2-[5-[(3-bromophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]ethyl]carbamate —— C16H20BrN3O3S
tert-butyl N-[2-[5-[(3-bromophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]ethyl]carbamate
—— methyl 2-[[5-[(1S,2R)-2-methyl-1-[(2-methylpropan-2-yl)oxycarbonylamino]butyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetate —— C15H25N3O5S
methyl 2-[[5-[(1S,2R)-2-methyl-1-[(2-methylpropan-2-yl)oxycarbonylamino]butyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetate
—— tert-butyl N-[2-[5-[(4-bromophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]ethyl]carbamate —— C16H20BrN3O3S
tert-butyl N-[2-[5-[(4-bromophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]ethyl]carbamate
—— 2-(4-chlorophenyl)sulfanyl-N-[(Z)-(2-fluorophenyl)methylideneamino]acetamide —— C15H12ClFN2OS
2-(4-chlorophenyl)sulfanyl-N-[(Z)-(2-fluorophenyl)methylideneamino]acetamide
—— 2-(4-chlorophenyl)sulfanyl-N-[(Z)-(2,4-difluorophenyl)methylideneamino]acetamide —— C15H11ClF2N2OS
2-(4-chlorophenyl)sulfanyl-N-[(Z)-(2,4-difluorophenyl)methylideneamino]acetamide
—— 2-(4-chlorophenyl)sulfanyl-N-[(Z)-[4-(dimethylamino)phenyl]methylideneamino]acetamide —— C17H18ClN3OS
2-(4-chlorophenyl)sulfanyl-N-[(Z)-[4-(dimethylamino)phenyl]methylideneamino]acetamide
—— 2-(4-chlorophenyl)sulfanyl-N-[(Z)-pyridin-2-ylmethylideneamino]acetamide —— C14H12ClN3OS
2-(4-chlorophenyl)sulfanyl-N-[(Z)-pyridin-2-ylmethylideneamino]acetamide
—— N-[(Z)-butan-2-ylideneamino]-2-(4-chlorophenyl)sulfanylacetamide —— C12H15ClN2OS
N-[(Z)-butan-2-ylideneamino]-2-(4-chlorophenyl)sulfanylacetamide
—— 3-chloro-2,2-dimethyl-N-[(1R)-1-(4-methylsulfanylphenyl)ethyl]propanamide —— C14H20ClNOS
3-chloro-2,2-dimethyl-N-[(1R)-1-(4-methylsulfanylphenyl)ethyl]propanamide
—— 3-chloro-2,2-dimethyl-N-[(1S)-1-(4-methylsulfanylphenyl)ethyl]propanamide —— C14H20ClNOS
3-chloro-2,2-dimethyl-N-[(1S)-1-(4-methylsulfanylphenyl)ethyl]propanamide
—— (2S)-2-(cyclopropylamino)-2-methyl-6-(2-methylsulfonylethylsulfanyl)hexanenitrile —— C13H24N2O2S2
(2S)-2-(cyclopropylamino)-2-methyl-6-(2-methylsulfonylethylsulfanyl)hexanenitrile
—— (2R)-2-(cyclopropylamino)-2-methyl-6-(2-methylsulfonylethylsulfanyl)hexanenitrile —— C13H24N2O2S2
(2R)-2-(cyclopropylamino)-2-methyl-6-(2-methylsulfonylethylsulfanyl)hexanenitrile
—— 2-(4-chlorophenyl)sulfanyl-N-[(Z)-[(3S)-3-methylcyclohexylidene]amino]acetamide —— C15H19ClN2OS
2-(4-chlorophenyl)sulfanyl-N-[(Z)-[(3S)-3-methylcyclohexylidene]amino]acetamide
—— N-(3-fluorophenyl)-5-(2-piperidin-1-ylethylsulfanyl)-1,3,4-thiadiazol-2-amine —— C15H19FN4S2
N-(3-fluorophenyl)-5-(2-piperidin-1-ylethylsulfanyl)-1,3,4-thiadiazol-2-amine
—— (2R)-2-methyl-6-(2-methylsulfonylethylsulfanyl)-2-(propylamino)hexanenitrile —— C13H26N2O2S2
(2R)-2-methyl-6-(2-methylsulfonylethylsulfanyl)-2-(propylamino)hexanenitrile
—— (2R)-2-methyl-4-(2-methylsulfonylethylsulfanyl)-2-(propan-2-ylamino)butanenitrile —— C11H22N2O2S2
(2R)-2-methyl-4-(2-methylsulfonylethylsulfanyl)-2-(propan-2-ylamino)butanenitrile
—— 2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[(2R)-2-thiophen-2-ylpyrrolidin-1-yl]ethanone —— C18H16FN3O2S2
2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[(2R)-2-thiophen-2-ylpyrrolidin-1-yl]ethanone
—— (2R)-2-(cyclopropylamino)-2-methyl-5-(2-methylsulfonylethylsulfanyl)pentanenitrile —— C12H22N2O2S2
(2R)-2-(cyclopropylamino)-2-methyl-5-(2-methylsulfonylethylsulfanyl)pentanenitrile
—— (2S)-2-(cyclopropylamino)-2-methyl-5-(2-methylsulfonylethylsulfanyl)pentanenitrile —— C12H22N2O2S2
(2S)-2-(cyclopropylamino)-2-methyl-5-(2-methylsulfonylethylsulfanyl)pentanenitrile
—— 1-[(3R)-3,5-bis(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)ethanone —— C20H21N5O3S
1-[(3R)-3,5-bis(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)ethanone
—— 2-(2-cyanophenyl)sulfanyl-N-[(2R)-2-(dimethylamino)-2-thiophen-2-ylethyl]benzamide —— C22H21N3OS2
2-(2-cyanophenyl)sulfanyl-N-[(2R)-2-(dimethylamino)-2-thiophen-2-ylethyl]benzamide
—— Methyl 2-[[4-(4-chlorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C11H9ClN2O2S3
Methyl 2-[[4-(4-chlorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— N-[(3S)-1-benzylpyrrolidin-3-yl]-2-phenylsulfanylpyridine-3-carboxamide —— C23H23N3OS
N-[(3S)-1-benzylpyrrolidin-3-yl]-2-phenylsulfanylpyridine-3-carboxamide
—— 2-[(2R)-1-[(6-methylpyridin-2-yl)methyl]-4-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]piperazin-2-yl]ethanol —— C21H28N6O2S
2-[(2R)-1-[(6-methylpyridin-2-yl)methyl]-4-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]piperazin-2-yl]ethanol
—— [(Z)-4-amino-3-cyano-2-oxopent-3-enyl] 4-(4-chlorophenyl)sulfanylbutanoate —— C16H17ClN2O3S
[(Z)-4-amino-3-cyano-2-oxopent-3-enyl] 4-(4-chlorophenyl)sulfanylbutanoate
—— (1R)-N-ethyl-1-[2-(2-methylsulfonylethylsulfanyl)phenyl]ethanamine —— C13H21NO2S2
(1R)-N-ethyl-1-[2-(2-methylsulfonylethylsulfanyl)phenyl]ethanamine
—— 3-benzylsulfanyl-4-[(1S,2S,4S)-2-bicyclo[2.2.1]hept-5-enyl]-1H-1,2,4-triazol-5-one —— C16H17N3OS
3-benzylsulfanyl-4-[(1S,2S,4S)-2-bicyclo[2.2.1]hept-5-enyl]-1H-1,2,4-triazol-5-one
—— (1R)-N-ethyl-1-[4-(2-methylsulfonylethylsulfanyl)phenyl]ethanamine —— C13H21NO2S2
(1R)-N-ethyl-1-[4-(2-methylsulfonylethylsulfanyl)phenyl]ethanamine
—— (1S)-N-ethyl-1-[2-(2-methylsulfonylethylsulfanyl)phenyl]ethanamine —— C13H21NO2S2
(1S)-N-ethyl-1-[2-(2-methylsulfonylethylsulfanyl)phenyl]ethanamine
—— 3-benzylsulfanyl-4-[(1S,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-1H-1,2,4-triazol-5-one —— C16H17N3OS
3-benzylsulfanyl-4-[(1S,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-1H-1,2,4-triazol-5-one
—— methyl 2,4-dimethyl-5-[2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetyl]-1H-pyrrole-3-carboxylate —— C19H18N2O3S2
methyl 2,4-dimethyl-5-[2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetyl]-1H-pyrrole-3-carboxylate
—— (1R)-1-[4-benzyl-5-[(3,5-dimethylphenyl)methylsulfanyl]-1,2,4-triazol-3-yl]-N,N-dimethylpropan-1-amine —— C23H30N4S
(1R)-1-[4-benzyl-5-[(3,5-dimethylphenyl)methylsulfanyl]-1,2,4-triazol-3-yl]-N,N-dimethylpropan-1-amine
—— (1R)-N-ethyl-1-[2-fluoro-6-(2-methylsulfonylethylsulfanyl)phenyl]ethanamine —— C13H20FNO2S2
(1R)-N-ethyl-1-[2-fluoro-6-(2-methylsulfonylethylsulfanyl)phenyl]ethanamine
—— (1S)-N-ethyl-1-[2-fluoro-6-(2-methylsulfonylethylsulfanyl)phenyl]ethanamine —— C13H20FNO2S2
(1S)-N-ethyl-1-[2-fluoro-6-(2-methylsulfonylethylsulfanyl)phenyl]ethanamine
—— 1-(2-Adamantyl)-3-(2-methylprop-2-enyl)thiourea —— C15H24N2S
1-(2-Adamantyl)-3-(2-methylprop-2-enyl)thiourea
—— 2-[(2R)-1-[(5-methylfuran-2-yl)methyl]-4-[(2-methylsulfanylpyrimidin-5-yl)methyl]piperazin-2-yl]ethanol —— C18H26N4O2S
2-[(2R)-1-[(5-methylfuran-2-yl)methyl]-4-[(2-methylsulfanylpyrimidin-5-yl)methyl]piperazin-2-yl]ethanol
—— N-benzyl-2-phenylsulfanyl-N-(4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)acetamide —— C22H22N2OS2
N-benzyl-2-phenylsulfanyl-N-(4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)acetamide
—— N-butyl-2-(3-cyanopyridin-2-yl)sulfanyl-3H-benzimidazole-5-sulfonamide —— C17H17N5O2S2
N-butyl-2-(3-cyanopyridin-2-yl)sulfanyl-3H-benzimidazole-5-sulfonamide
—— 2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-1-[(2R)-2-thiophen-2-ylpyrrolidin-1-yl]ethanone —— C16H19N3OS2
2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-1-[(2R)-2-thiophen-2-ylpyrrolidin-1-yl]ethanone
—— 1-[(3R,3aS,7Z)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[[5-(butylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C24H27N5O3S2
1-[(3R,3aS,7Z)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[[5-(butylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— (2R)-N-(3-ethoxypropyl)-2-(2-methylsulfonylethylsulfanyl)propan-1-amine —— C11H25NO3S2
(2R)-N-(3-ethoxypropyl)-2-(2-methylsulfonylethylsulfanyl)propan-1-amine
—— N'-hydroxy-6-(2-methylsulfonylethylsulfanyl)pyridine-3-carboximidamide —— C9H13N3O3S2
N'-hydroxy-6-(2-methylsulfonylethylsulfanyl)pyridine-3-carboximidamide
—— (2S)-N-(3-ethoxypropyl)-2-(2-methylsulfonylethylsulfanyl)propan-1-amine —— C11H25NO3S2
(2S)-N-(3-ethoxypropyl)-2-(2-methylsulfonylethylsulfanyl)propan-1-amine
—— N'-hydroxy-2-(2-methylsulfonylethylsulfanyl)benzenecarboximidamide —— C10H14N2O3S2
N'-hydroxy-2-(2-methylsulfonylethylsulfanyl)benzenecarboximidamide
—— 3-fluoro-N'-hydroxy-4-(2-methylsulfonylethylsulfanyl)benzenecarboximidamide —— C10H13FN2O3S2
3-fluoro-N'-hydroxy-4-(2-methylsulfonylethylsulfanyl)benzenecarboximidamide