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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
—— 2-[2-[5-(2-morpholin-4-yl-2-oxoethyl)thiophen-2-yl]-2-oxoethyl]sulfanyl-4-propyl-1H-pyrimidin-6-one —— C19H23N3O4S2
2-[2-[5-(2-morpholin-4-yl-2-oxoethyl)thiophen-2-yl]-2-oxoethyl]sulfanyl-4-propyl-1H-pyrimidin-6-one
—— 2-methylsulfanyl-5-[(2S)-pyrrolidin-1-ium-2-yl]-1,3,4-oxadiazole —— C7H12N3OS+
2-methylsulfanyl-5-[(2S)-pyrrolidin-1-ium-2-yl]-1,3,4-oxadiazole
—— (2R)-2-[(4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-2-phenylacetate —— C13H11N2O3S-
(2R)-2-[(4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-2-phenylacetate
—— N-(2-benzylsulfanylethyl)-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C18H23N3O2S2
N-(2-benzylsulfanylethyl)-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-[(1R)-1-(1-adamantyl)ethyl]-2-(2-amino-5-cyano-6-methylsulfanylpyrimidin-4-yl)sulfanylacetamide —— C20H27N5OS2
N-[(1R)-1-(1-adamantyl)ethyl]-2-(2-amino-5-cyano-6-methylsulfanylpyrimidin-4-yl)sulfanylacetamide
—— N-[(1S)-1-(1-adamantyl)ethyl]-2-(2-amino-5-cyano-6-methylsulfanylpyrimidin-4-yl)sulfanylacetamide —— C20H27N5OS2
N-[(1S)-1-(1-adamantyl)ethyl]-2-(2-amino-5-cyano-6-methylsulfanylpyrimidin-4-yl)sulfanylacetamide
—— 2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(furan-2-ylmethyl)-N-methylacetamide —— C16H14FN3O2S3
2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(furan-2-ylmethyl)-N-methylacetamide
—— (2S)-1-(4-ethylpiperazin-4-ium-1-yl)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one —— C17H22FN4OS3+
(2S)-1-(4-ethylpiperazin-4-ium-1-yl)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one
—— (2R)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]cyclohexan-1-one —— C14H13FN2OS3
(2R)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]cyclohexan-1-one
—— (2R)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1R,2S)-2-methylcyclohexyl]propanamide —— C18H22FN3OS3
(2R)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1R,2S)-2-methylcyclohexyl]propanamide
—— N-[(1S)-1-cyano-1-cyclopropylethyl]-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C16H15FN4OS3
N-[(1S)-1-cyano-1-cyclopropylethyl]-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— methyl (2S)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate —— C12H11FN2O2S3
methyl (2S)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate
—— (2R)-N-(cyclohexylmethyl)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C18H22FN3OS3
(2R)-N-(cyclohexylmethyl)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (3S)-3-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]oxolan-2-one —— C12H9FN2O2S3
(3S)-3-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]oxolan-2-one
—— (2R)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S,2S)-2-methylcyclohexyl]propanamide —— C18H22FN3OS3
(2R)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S,2S)-2-methylcyclohexyl]propanamide
—— 3-(4-Fluorophenyl)-5-[(2-methylphenyl)methylsulfanyl]-1,3,4-thiadiazole-2-thione —— C16H13FN2S3
3-(4-Fluorophenyl)-5-[(2-methylphenyl)methylsulfanyl]-1,3,4-thiadiazole-2-thione
—— 2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S)-1-phenylethyl]acetamide —— C18H16FN3OS3
2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S)-1-phenylethyl]acetamide
—— 2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1R)-1-phenylethyl]acetamide —— C18H16FN3OS3
2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1R)-1-phenylethyl]acetamide
—— 2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-phenylethyl)acetamide —— C18H16FN3OS3
2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-phenylethyl)acetamide
—— (2R)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C17H19FN4OS3
(2R)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2R)-4-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-2-ethanimidoyl-3-oxobutanenitrile —— C16H16N4O2S
(2R)-4-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-2-ethanimidoyl-3-oxobutanenitrile
—— N-[2-[[6-(2-aminophenyl)-5-oxo-4H-1,2,4-triazin-3-yl]sulfanyl]acetyl]-1-methylpyrrole-2-carboxamide —— C17H16N6O3S
N-[2-[[6-(2-aminophenyl)-5-oxo-4H-1,2,4-triazin-3-yl]sulfanyl]acetyl]-1-methylpyrrole-2-carboxamide
—— (2R)-N-(4,5-dihydro-1,3-thiazol-2-yl)-2-phenylsulfanylpropanamide —— C12H14N2OS2
(2R)-N-(4,5-dihydro-1,3-thiazol-2-yl)-2-phenylsulfanylpropanamide
—— (2R)-3-(4-ethylphenyl)sulfanyl-2-methylpropan-1-amine —— C12H19NS
(2R)-3-(4-ethylphenyl)sulfanyl-2-methylpropan-1-amine
—— (2S)-3-(4-ethylphenyl)sulfanyl-2-methylpropan-1-amine —— C12H19NS
(2S)-3-(4-ethylphenyl)sulfanyl-2-methylpropan-1-amine
—— 6-chloro-2-methylsulfanyl-N-[[(2R)-oxolan-2-yl]methyl]pyrimidin-4-amine —— C10H14ClN3OS
6-chloro-2-methylsulfanyl-N-[[(2R)-oxolan-2-yl]methyl]pyrimidin-4-amine
—— 2-[(3R)-2-oxo-1-propylpyrido[2,3-b][1,4]thiazin-3-yl]acetic acid —— C12H14N2O3S
2-[(3R)-2-oxo-1-propylpyrido[2,3-b][1,4]thiazin-3-yl]acetic acid
—— 6-chloro-2-methylsulfanyl-N-[[(2S)-oxolan-2-yl]methyl]pyrimidin-4-amine —— C10H14ClN3OS
6-chloro-2-methylsulfanyl-N-[[(2S)-oxolan-2-yl]methyl]pyrimidin-4-amine
—— 2-[(3S)-2-oxo-1-propylpyrido[2,3-b][1,4]thiazin-3-yl]acetic acid —— C12H14N2O3S
2-[(3S)-2-oxo-1-propylpyrido[2,3-b][1,4]thiazin-3-yl]acetic acid
—— (2S)-2-[[6-(2-aminophenyl)-5-oxo-4H-1,2,4-triazin-3-yl]sulfanyl]propanamide —— C12H13N5O2S
(2S)-2-[[6-(2-aminophenyl)-5-oxo-4H-1,2,4-triazin-3-yl]sulfanyl]propanamide
—— 7-[[6-(2-aminophenyl)-5-oxo-4H-1,2,4-triazin-3-yl]sulfanylmethyl]-3-methyl-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C17H14N6O2S2
7-[[6-(2-aminophenyl)-5-oxo-4H-1,2,4-triazin-3-yl]sulfanylmethyl]-3-methyl-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— 2-[[6-(2-aminophenyl)-5-oxo-4H-1,2,4-triazin-3-yl]sulfanyl]-N-propan-2-ylacetamide —— C14H17N5O2S
2-[[6-(2-aminophenyl)-5-oxo-4H-1,2,4-triazin-3-yl]sulfanyl]-N-propan-2-ylacetamide
—— 2-[[6-(2-aminophenyl)-5-oxo-4H-1,2,4-triazin-3-yl]sulfanyl]-N-(1-cyanocyclohexyl)acetamide —— C18H20N6O2S
2-[[6-(2-aminophenyl)-5-oxo-4H-1,2,4-triazin-3-yl]sulfanyl]-N-(1-cyanocyclohexyl)acetamide
—— (2R)-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]butanoic acid —— C8H13N3O2S
(2R)-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]butanoic acid
—— 2-[[6-(2-aminophenyl)-5-oxo-4H-1,2,4-triazin-3-yl]sulfanyl]-N-[2-(4-fluorophenyl)ethyl]acetamide —— C19H18FN5O2S
2-[[6-(2-aminophenyl)-5-oxo-4H-1,2,4-triazin-3-yl]sulfanyl]-N-[2-(4-fluorophenyl)ethyl]acetamide
—— (2R)-2-[[6-(2-aminophenyl)-5-oxo-4H-1,2,4-triazin-3-yl]sulfanyl]propanamide —— C12H13N5O2S
(2R)-2-[[6-(2-aminophenyl)-5-oxo-4H-1,2,4-triazin-3-yl]sulfanyl]propanamide
—— 3-[2-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-oxoethyl]sulfanyl-6-(2-aminophenyl)-4H-1,2,4-triazin-5-one —— C19H19N5O3S
3-[2-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-oxoethyl]sulfanyl-6-(2-aminophenyl)-4H-1,2,4-triazin-5-one
—— (2R)-2-[5-(trifluoromethyl)pyridin-2-yl]sulfanylpentan-3-one —— C11H12F3NOS
(2R)-2-[5-(trifluoromethyl)pyridin-2-yl]sulfanylpentan-3-one
—— (2S)-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]butanoic acid —— C8H13N3O2S
(2S)-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]butanoic acid
—— 2-[[6-(2-aminophenyl)-5-oxo-4H-1,2,4-triazin-3-yl]sulfanyl]-N-propylacetamide —— C14H17N5O2S
2-[[6-(2-aminophenyl)-5-oxo-4H-1,2,4-triazin-3-yl]sulfanyl]-N-propylacetamide
—— (2S)-2-[[6-(2-aminophenyl)-5-oxo-4H-1,2,4-triazin-3-yl]sulfanyl]-N-cyclopropylpropanamide —— C15H17N5O2S
(2S)-2-[[6-(2-aminophenyl)-5-oxo-4H-1,2,4-triazin-3-yl]sulfanyl]-N-cyclopropylpropanamide
—— 2-[[6-(2-aminophenyl)-5-oxo-4H-1,2,4-triazin-3-yl]sulfanyl]-N-tert-butylacetamide —— C15H19N5O2S
2-[[6-(2-aminophenyl)-5-oxo-4H-1,2,4-triazin-3-yl]sulfanyl]-N-tert-butylacetamide
—— 2-[[6-(2-aminophenyl)-5-oxo-4H-1,2,4-triazin-3-yl]sulfanyl]-N-(2-methylpropyl)acetamide —— C15H19N5O2S
2-[[6-(2-aminophenyl)-5-oxo-4H-1,2,4-triazin-3-yl]sulfanyl]-N-(2-methylpropyl)acetamide
—— 2-[[(2R,5S)-2-[4-(dimethylamino)phenyl]-1,3-oxazolidin-3-ium-5-yl]methylsulfanyl]-4-propyl-1H-pyrimidin-6-one —— C19H27N4O2S+
2-[[(2R,5S)-2-[4-(dimethylamino)phenyl]-1,3-oxazolidin-3-ium-5-yl]methylsulfanyl]-4-propyl-1H-pyrimidin-6-one
—— 2-(2-methylphenyl)sulfanyl-N-(thiophen-2-ylmethyl)acetamide —— C14H15NOS2
2-(2-methylphenyl)sulfanyl-N-(thiophen-2-ylmethyl)acetamide
—— 2-[[(2S,5S)-2-[4-(dimethylamino)phenyl]-1,3-oxazolidin-5-yl]methylsulfanyl]-4-propyl-1H-pyrimidin-6-one —— C19H26N4O2S
2-[[(2S,5S)-2-[4-(dimethylamino)phenyl]-1,3-oxazolidin-5-yl]methylsulfanyl]-4-propyl-1H-pyrimidin-6-one
—— (2S)-2-(4-chlorophenyl)sulfanyl-N-(thiophen-2-ylmethyl)propanamide —— C14H14ClNOS2
(2S)-2-(4-chlorophenyl)sulfanyl-N-(thiophen-2-ylmethyl)propanamide
—— 2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-(thiophen-2-ylmethyl)acetamide —— C15H16BrNOS2
2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-(thiophen-2-ylmethyl)acetamide
—— 2-[[(2R,5S)-2-[4-(dimethylamino)phenyl]-1,3-oxazolidin-5-yl]methylsulfanyl]-4-propyl-1H-pyrimidin-6-one —— C19H26N4O2S
2-[[(2R,5S)-2-[4-(dimethylamino)phenyl]-1,3-oxazolidin-5-yl]methylsulfanyl]-4-propyl-1H-pyrimidin-6-one
—— N-(1-adamantyl)-2-[[6-(2-aminophenyl)-5-oxo-4H-1,2,4-triazin-3-yl]sulfanyl]acetamide —— C21H25N5O2S
N-(1-adamantyl)-2-[[6-(2-aminophenyl)-5-oxo-4H-1,2,4-triazin-3-yl]sulfanyl]acetamide