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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)-1-(4-fluoro-2-methylphenyl)sulfanyl-3-methylbutan-2-amine —— C12H18FNS
(2R)-1-(4-fluoro-2-methylphenyl)sulfanyl-3-methylbutan-2-amine
—— (2R)-1-(4-fluoro-3-methylphenyl)sulfanyl-3-methylbutan-2-amine —— C12H18FNS
(2R)-1-(4-fluoro-3-methylphenyl)sulfanyl-3-methylbutan-2-amine
—— (2S)-1-(4-fluoro-3-methylphenyl)sulfanyl-3-methylbutan-2-amine —— C12H18FNS
(2S)-1-(4-fluoro-3-methylphenyl)sulfanyl-3-methylbutan-2-amine
—— (2S)-1-(4-fluoro-2-methylphenyl)sulfanyl-3-methylbutan-2-amine —— C12H18FNS
(2S)-1-(4-fluoro-2-methylphenyl)sulfanyl-3-methylbutan-2-amine
—— 3-[[4-Methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-5-thiophen-2-yl-1,2-oxazole —— C12H9F3N4OS2
3-[[4-Methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-5-thiophen-2-yl-1,2-oxazole
—— 3-[2-[(4-cyclopropyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]acetyl]-1,3-oxazolidin-2-one —— C10H12N4O4S
3-[2-[(4-cyclopropyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]acetyl]-1,3-oxazolidin-2-one
—— 5-(4-Fluorophenyl)-4-methyl-3-[(4-methyl-1,3-thiazol-2-yl)sulfanylmethyl]-1,2-oxazole —— C15H13FN2OS2
5-(4-Fluorophenyl)-4-methyl-3-[(4-methyl-1,3-thiazol-2-yl)sulfanylmethyl]-1,2-oxazole
—— (2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]propan-1-one —— C15H18N2O2S2
(2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]propan-1-one
—— 4-cyclopropyl-3-[(2-thiophen-3-yl-1,3-thiazol-4-yl)methylsulfanyl]-1H-1,2,4-triazol-5-one —— C13H12N4OS3
4-cyclopropyl-3-[(2-thiophen-3-yl-1,3-thiazol-4-yl)methylsulfanyl]-1H-1,2,4-triazol-5-one
—— (2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one —— C20H21N3O3S
(2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one
—— 4-cyclopropyl-3-[[5-(4-fluorophenyl)-4-methyl-1,2-oxazol-3-yl]methylsulfanyl]-1H-1,2,4-triazol-5-one —— C16H15FN4O2S
4-cyclopropyl-3-[[5-(4-fluorophenyl)-4-methyl-1,2-oxazol-3-yl]methylsulfanyl]-1H-1,2,4-triazol-5-one
—— (2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propan-1-one —— C19H22N4O2S2
(2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propan-1-one
—— [(2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-1-oxopropan-2-yl] (2S)-2-(4-chlorophenyl)sulfanylpropanoate —— C20H22ClNO4S
[(2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-1-oxopropan-2-yl] (2S)-2-(4-chlorophenyl)sulfanylpropanoate
—— 2-[[5-(4-Fluorophenyl)-4-methyl-1,2-oxazol-3-yl]methylsulfanyl]-5-(2-methylphenyl)-1,3,4-oxadiazole —— C20H16FN3O2S
2-[[5-(4-Fluorophenyl)-4-methyl-1,2-oxazol-3-yl]methylsulfanyl]-5-(2-methylphenyl)-1,3,4-oxadiazole
—— [(2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-1-oxopropan-2-yl] (2R)-2-(4-chlorophenyl)sulfanylpropanoate —— C20H22ClNO4S
[(2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-1-oxopropan-2-yl] (2R)-2-(4-chlorophenyl)sulfanylpropanoate
—— (2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propan-1-one —— C15H19N3O2S3
(2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propan-1-one
—— 3-[2-[[5-(Furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetyl]-1,3-oxazolidin-2-one —— C12H12N4O4S
3-[2-[[5-(Furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetyl]-1,3-oxazolidin-2-one
—— 4-[[5-(Furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanylmethyl]-2-thiophen-3-yl-1,3-thiazole —— C15H12N4OS3
4-[[5-(Furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanylmethyl]-2-thiophen-3-yl-1,3-thiazole
—— (2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propan-1-one —— C14H17N3O2S3
(2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propan-1-one
—— 2-[[5-(4-Fluorophenyl)-4-methyl-1,2-oxazol-3-yl]methylsulfanyl]-5-(3-methylphenyl)-1,3,4-oxadiazole —— C20H16FN3O2S
2-[[5-(4-Fluorophenyl)-4-methyl-1,2-oxazol-3-yl]methylsulfanyl]-5-(3-methylphenyl)-1,3,4-oxadiazole
—— (2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propan-1-one —— C14H17N3O2S3
(2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propan-1-one
—— (2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propan-1-one —— C14H17N3O2S2
(2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propan-1-one
—— 5-(4-Fluorophenyl)-3-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanylmethyl]-4-methyl-1,2-oxazole —— C18H15FN4O2S
5-(4-Fluorophenyl)-3-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanylmethyl]-4-methyl-1,2-oxazole
—— (2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one —— C20H21N3O3S
(2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one
—— (2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one —— C20H21N3O3S
(2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one
—— 1-[(6S)-6-hydroxy-6-(pyrrolidin-1-ylmethyl)-1,4-oxazepan-4-yl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]ethanone —— C16H25N3O3S2
1-[(6S)-6-hydroxy-6-(pyrrolidin-1-ylmethyl)-1,4-oxazepan-4-yl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]ethanone
—— N-[[4-(dimethylamino)phenyl]methyl]-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H21N5OS
N-[[4-(dimethylamino)phenyl]methyl]-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[(R)-(4-fluorophenyl)-thiophen-2-ylmethyl]-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C18H17FN4OS2
N-[(R)-(4-fluorophenyl)-thiophen-2-ylmethyl]-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 1-[(6R)-6-hydroxy-6-(pyrrolidin-1-ylmethyl)-1,4-oxazepan-4-yl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]ethanone —— C16H25N3O3S2
1-[(6R)-6-hydroxy-6-(pyrrolidin-1-ylmethyl)-1,4-oxazepan-4-yl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]ethanone
—— 2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N-[(Z)-[(2S)-2-phenylpropylidene]amino]acetamide —— C16H19N5O3S
2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N-[(Z)-[(2S)-2-phenylpropylidene]amino]acetamide
—— N-[(Z)-1-(4-butylphenyl)ethylideneamino]-2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]acetamide —— C19H25N5O3S
N-[(Z)-1-(4-butylphenyl)ethylideneamino]-2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]acetamide
—— 2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N-[(Z)-(2,4,5-trimethylphenyl)methylideneamino]acetamide —— C17H21N5O3S
2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N-[(Z)-(2,4,5-trimethylphenyl)methylideneamino]acetamide
—— (2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one —— C21H23N3O3S
(2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one
—— 2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N-[(Z)-1-phenylhexylideneamino]acetamide —— C19H25N5O3S
2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N-[(Z)-1-phenylhexylideneamino]acetamide
—— N-[(Z)-[(4aR,8aR)-3,4,4a,5,6,7,8,8a-octahydro-1H-naphthalen-2-ylidene]amino]-2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]acetamide —— C17H25N5O3S
N-[(Z)-[(4aR,8aR)-3,4,4a,5,6,7,8,8a-octahydro-1H-naphthalen-2-ylidene]amino]-2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]acetamide
—— N-[(Z)-[(4aR,8aS)-3,4,4a,5,6,7,8,8a-octahydro-1H-naphthalen-2-ylidene]amino]-2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]acetamide —— C17H25N5O3S
N-[(Z)-[(4aR,8aS)-3,4,4a,5,6,7,8,8a-octahydro-1H-naphthalen-2-ylidene]amino]-2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]acetamide
—— [2-Oxo-2-(2-oxo-1,3-oxazolidin-3-yl)ethyl] 2-(3,4-dimethylphenyl)sulfanylpyridine-3-carboxylate —— C19H18N2O5S
[2-Oxo-2-(2-oxo-1,3-oxazolidin-3-yl)ethyl] 2-(3,4-dimethylphenyl)sulfanylpyridine-3-carboxylate
—— 2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N-[(Z)-[(2R)-2-phenylcyclohexylidene]amino]acetamide —— C19H23N5O3S
2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N-[(Z)-[(2R)-2-phenylcyclohexylidene]amino]acetamide
—— 2-(3,4-Dimethylphenyl)-5-[[5-(4-fluorophenyl)-4-methyl-1,2-oxazol-3-yl]methylsulfanyl]-1,3,4-oxadiazole —— C21H18FN3O2S
2-(3,4-Dimethylphenyl)-5-[[5-(4-fluorophenyl)-4-methyl-1,2-oxazol-3-yl]methylsulfanyl]-1,3,4-oxadiazole
—— 2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N'-[(3S)-4-fluoro-3-methyl-7-oxo-2,3-dihydroinden-1-yl]acetohydrazide —— C17H18FN5O4S
2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N'-[(3S)-4-fluoro-3-methyl-7-oxo-2,3-dihydroinden-1-yl]acetohydrazide
—— [2-Oxo-2-(2-oxo-1,3-oxazolidin-3-yl)ethyl] 2-(4-methylphenyl)sulfanylpyridine-3-carboxylate —— C18H16N2O5S
[2-Oxo-2-(2-oxo-1,3-oxazolidin-3-yl)ethyl] 2-(4-methylphenyl)sulfanylpyridine-3-carboxylate
—— 2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N'-[(2,5-dimethylpyrrol-3-ylidene)methyl]acetohydrazide —— C14H18N6O3S
2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N'-[(2,5-dimethylpyrrol-3-ylidene)methyl]acetohydrazide
—— N-[(Z)-(2,4-difluorophenyl)methylideneamino]-2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]acetamide —— C14H13F2N5O3S
N-[(Z)-(2,4-difluorophenyl)methylideneamino]-2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]acetamide
—— N-[(S)-(4-fluorophenyl)-thiophen-2-ylmethyl]-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C18H17FN4OS2
N-[(S)-(4-fluorophenyl)-thiophen-2-ylmethyl]-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— methyl (2S)-2-(4-ethylsulfanylphenyl)-2-hydroxyacetate —— C11H14O3S
methyl (2S)-2-(4-ethylsulfanylphenyl)-2-hydroxyacetate
—— 2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N'-[(3R)-4-fluoro-3-methyl-7-oxo-2,3-dihydroinden-1-yl]acetohydrazide —— C17H18FN5O4S
2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N'-[(3R)-4-fluoro-3-methyl-7-oxo-2,3-dihydroinden-1-yl]acetohydrazide
—— 2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N-[(Z)-1-(2,5-dimethylfuran-3-yl)ethylideneamino]acetamide —— C15H19N5O4S
2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N-[(Z)-1-(2,5-dimethylfuran-3-yl)ethylideneamino]acetamide
—— N-[(Z)-1-(4-chlorophenyl)butylideneamino]-2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]acetamide —— C17H20ClN5O3S
N-[(Z)-1-(4-chlorophenyl)butylideneamino]-2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]acetamide
—— 2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N-[(Z)-pentan-2-ylideneamino]acetamide —— C12H19N5O3S
2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N-[(Z)-pentan-2-ylideneamino]acetamide
—— methyl (2R)-2-(4-ethylsulfanylphenyl)-2-hydroxyacetate —— C11H14O3S
methyl (2R)-2-(4-ethylsulfanylphenyl)-2-hydroxyacetate