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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 (2R)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate —— C12H11FN2O2S3
methyl (2R)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate
—— (2S)-N-(4,5-dihydro-1,3-thiazol-2-yl)-2-phenylsulfanylpropanamide —— C12H14N2OS2
(2S)-N-(4,5-dihydro-1,3-thiazol-2-yl)-2-phenylsulfanylpropanamide
—— (3R)-3-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]oxolan-2-one —— C12H9FN2O2S3
(3R)-3-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]oxolan-2-one
—— 2-[[6-(2-aminophenyl)-5-oxo-4H-1,2,4-triazin-3-yl]sulfanyl]-N-cycloheptylacetamide —— C18H23N5O2S
2-[[6-(2-aminophenyl)-5-oxo-4H-1,2,4-triazin-3-yl]sulfanyl]-N-cycloheptylacetamide
—— 2-[[6-(2-aminophenyl)-5-oxo-4H-1,2,4-triazin-3-yl]sulfanyl]-N-[(1S)-1-(3-chlorophenyl)ethyl]acetamide —— C19H18ClN5O2S
2-[[6-(2-aminophenyl)-5-oxo-4H-1,2,4-triazin-3-yl]sulfanyl]-N-[(1S)-1-(3-chlorophenyl)ethyl]acetamide
—— 6-(2-aminophenyl)-3-[2-oxo-2-(5-phenyl-3,4-dihydropyrazol-2-yl)ethyl]sulfanyl-4H-1,2,4-triazin-5-one —— C20H18N6O2S
6-(2-aminophenyl)-3-[2-oxo-2-(5-phenyl-3,4-dihydropyrazol-2-yl)ethyl]sulfanyl-4H-1,2,4-triazin-5-one
—— 6-(2-aminophenyl)-3-[2-oxo-2-(2-oxopyrrolidin-1-yl)ethyl]sulfanyl-4H-1,2,4-triazin-5-one —— C15H15N5O3S
6-(2-aminophenyl)-3-[2-oxo-2-(2-oxopyrrolidin-1-yl)ethyl]sulfanyl-4H-1,2,4-triazin-5-one
—— 2-[[(2R,5R)-2-[4-(dimethylamino)phenyl]-1,3-oxazolidin-5-yl]methylsulfanyl]-4-propyl-1H-pyrimidin-6-one —— C19H26N4O2S
2-[[(2R,5R)-2-[4-(dimethylamino)phenyl]-1,3-oxazolidin-5-yl]methylsulfanyl]-4-propyl-1H-pyrimidin-6-one
—— (2S)-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(furan-2-ylmethyl)propanamide —— C16H14ClN3O3S
(2S)-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(furan-2-ylmethyl)propanamide
—— (2S)-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-cyclopropylpropanamide —— C14H14ClN3O2S
(2S)-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-cyclopropylpropanamide
—— N-[(1S)-1-(2-chlorophenyl)ethyl]-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H15Cl2N3O2S
N-[(1S)-1-(2-chlorophenyl)ethyl]-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[[(2S,5R)-2-[4-(dimethylamino)phenyl]-1,3-oxazolidin-5-yl]methylsulfanyl]-4-propyl-1H-pyrimidin-6-one —— C19H26N4O2S
2-[[(2S,5R)-2-[4-(dimethylamino)phenyl]-1,3-oxazolidin-5-yl]methylsulfanyl]-4-propyl-1H-pyrimidin-6-one
—— 2-[[(2S,5R)-2-[4-(dimethylamino)phenyl]-1,3-oxazolidin-3-ium-5-yl]methylsulfanyl]-4-propyl-1H-pyrimidin-6-one —— C19H27N4O2S+
2-[[(2S,5R)-2-[4-(dimethylamino)phenyl]-1,3-oxazolidin-3-ium-5-yl]methylsulfanyl]-4-propyl-1H-pyrimidin-6-one
—— (2R)-2-(4-chlorophenyl)sulfanyl-N-(4,5-dihydro-1,3-thiazol-2-yl)propanamide —— C12H13ClN2OS2
(2R)-2-(4-chlorophenyl)sulfanyl-N-(4,5-dihydro-1,3-thiazol-2-yl)propanamide
—— 2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-pentan-2-yl]acetamide —— C15H18ClN3O2S
2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-pentan-2-yl]acetamide
—— 2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(1-cyanocyclohexyl)acetamide —— C17H17ClN4O2S
2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(1-cyanocyclohexyl)acetamide
—— 4-[[5-(3-Chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-2-ethanimidoyl-3-oxobutanenitrile —— C14H11ClN4O2S
4-[[5-(3-Chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-2-ethanimidoyl-3-oxobutanenitrile
—— 2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-propylacetamide —— C13H14ClN3O2S
2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-propylacetamide
—— (2S)-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[2-(cyclohexen-1-yl)ethyl]propanamide —— C19H22ClN3O2S
(2S)-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[2-(cyclohexen-1-yl)ethyl]propanamide
—— 2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-methoxyethyl)acetamide —— C13H14ClN3O3S
2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-methoxyethyl)acetamide
—— 2-[(3R)-oxolan-3-yl]-N-(5-thiophen-2-ylsulfanylpyridin-2-yl)acetamide —— C15H16N2O2S2
2-[(3R)-oxolan-3-yl]-N-(5-thiophen-2-ylsulfanylpyridin-2-yl)acetamide
—— N-(3,4-dimethylphenyl)-5-prop-2-enylsulfanyl-1,3,4-thiadiazol-2-amine —— C13H15N3S2
N-(3,4-dimethylphenyl)-5-prop-2-enylsulfanyl-1,3,4-thiadiazol-2-amine
—— 1-[(3R)-3-(phenylsulfanylmethyl)pyrrolidin-1-yl]ethanone —— C13H17NOS
1-[(3R)-3-(phenylsulfanylmethyl)pyrrolidin-1-yl]ethanone
—— 2-[(3S)-oxolan-3-yl]-N-(5-thiophen-2-ylsulfanylpyridin-2-yl)acetamide —— C15H16N2O2S2
2-[(3S)-oxolan-3-yl]-N-(5-thiophen-2-ylsulfanylpyridin-2-yl)acetamide
—— N-[(3S)-2,3-dihydro-1-benzothiophen-3-yl]-4-prop-2-enoxybutanamide —— C15H19NO2S
N-[(3S)-2,3-dihydro-1-benzothiophen-3-yl]-4-prop-2-enoxybutanamide
—— 2-[[(4R)-1,3-dioxan-4-yl]methylsulfanyl]-5-(3-phenylpropyl)-1,3,4-oxadiazole —— C16H20N2O3S
2-[[(4R)-1,3-dioxan-4-yl]methylsulfanyl]-5-(3-phenylpropyl)-1,3,4-oxadiazole
—— 2-[[(4S)-1,3-dioxan-4-yl]methylsulfanyl]-5-(3-phenylpropyl)-1,3,4-oxadiazole —— C16H20N2O3S
2-[[(4S)-1,3-dioxan-4-yl]methylsulfanyl]-5-(3-phenylpropyl)-1,3,4-oxadiazole
—— 6-tert-butyl-2-(1H-imidazol-2-ylsulfanyl)imidazo[2,1-b][1,3,4]thiadiazole —— C11H13N5S2
6-tert-butyl-2-(1H-imidazol-2-ylsulfanyl)imidazo[2,1-b][1,3,4]thiadiazole
—— 2-(1H-imidazol-2-ylsulfanyl)-1,3-benzoxazole —— C10H7N3OS
2-(1H-imidazol-2-ylsulfanyl)-1,3-benzoxazole
—— N-[(3R)-2,3-dihydro-1-benzothiophen-3-yl]-4-prop-2-enoxybutanamide —— C15H19NO2S
N-[(3R)-2,3-dihydro-1-benzothiophen-3-yl]-4-prop-2-enoxybutanamide
—— 3-(2,5-Dimethylphenyl)sulfanyl-1-methylpyrazin-2-one —— C13H14N2OS
3-(2,5-Dimethylphenyl)sulfanyl-1-methylpyrazin-2-one
—— N-[(2S)-3-methyl-2-(4-methylpiperazin-1-yl)butyl]-6-methylsulfanylpyridazin-3-amine —— C15H27N5S
N-[(2S)-3-methyl-2-(4-methylpiperazin-1-yl)butyl]-6-methylsulfanylpyridazin-3-amine
—— 2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]-N-(2-phenylsulfanylethyl)acetamide —— C17H21N3O2S2
2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]-N-(2-phenylsulfanylethyl)acetamide
—— 1-Methyl-3-(4-methylphenyl)sulfanylpyrazin-2-one —— C12H12N2OS
1-Methyl-3-(4-methylphenyl)sulfanylpyrazin-2-one
—— N-[(2R)-3-methyl-2-(4-methylpiperazin-1-yl)butyl]-6-methylsulfanylpyridazin-3-amine —— C15H27N5S
N-[(2R)-3-methyl-2-(4-methylpiperazin-1-yl)butyl]-6-methylsulfanylpyridazin-3-amine
—— 1-Methyl-3-(2-methylphenyl)sulfanylpyrazin-2-one —— C12H12N2OS
1-Methyl-3-(2-methylphenyl)sulfanylpyrazin-2-one
—— 1-Methyl-3-[5-(trifluoromethyl)pyridin-2-yl]sulfanylpyrazin-2-one —— C11H8F3N3OS
1-Methyl-3-[5-(trifluoromethyl)pyridin-2-yl]sulfanylpyrazin-2-one
—— 2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-di(propan-2-yl)acetamide —— C16H20FN3OS3
2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-di(propan-2-yl)acetamide
—— 2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2R)-pentan-2-yl]acetamide —— C15H18FN3OS3
2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2R)-pentan-2-yl]acetamide
—— 2-[2-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl]sulfanyl-5-ethyl-4-methyl-1H-pyrimidin-6-one —— C15H23N3O3S
2-[2-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl]sulfanyl-5-ethyl-4-methyl-1H-pyrimidin-6-one
—— (2R)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanenitrile —— C11H8FN3S3
(2R)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanenitrile
—— ethyl (2S)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-2-phenylacetate —— C18H15FN2O2S3
ethyl (2S)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-2-phenylacetate
—— 1-(1-Adamantyl)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C20H21FN2OS3
1-(1-Adamantyl)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— (2S)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanenitrile —— C11H8FN3S3
(2S)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanenitrile
—— N-[(1R)-1-(4-methylsulfanylphenyl)ethyl]-1-(1,2-oxazol-3-yl)methanesulfonamide —— C13H16N2O3S2
N-[(1R)-1-(4-methylsulfanylphenyl)ethyl]-1-(1,2-oxazol-3-yl)methanesulfonamide
—— 2-[(4-Ethyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-1,3-benzoxazole —— C12H12N4OS
2-[(4-Ethyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-1,3-benzoxazole
—— N-[(1S)-1-(4-methylsulfanylphenyl)ethyl]-1-(1,2-oxazol-3-yl)methanesulfonamide —— C13H16N2O3S2
N-[(1S)-1-(4-methylsulfanylphenyl)ethyl]-1-(1,2-oxazol-3-yl)methanesulfonamide
—— 1-Methyl-3-phenylsulfanylpyrazin-2-one —— C11H10N2OS
1-Methyl-3-phenylsulfanylpyrazin-2-one
—— 5-[[(4R)-1,3-dioxan-4-yl]methylsulfanyl]-3-(4-fluorophenyl)-1,3,4-thiadiazole-2-thione —— C13H13FN2O2S3
5-[[(4R)-1,3-dioxan-4-yl]methylsulfanyl]-3-(4-fluorophenyl)-1,3,4-thiadiazole-2-thione
—— N-allyl-2-((5-ethyl-4-methyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio)acetamide —— C12H17N3O2S
N-allyl-2-((5-ethyl-4-methyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio)acetamide