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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-[[(2S,5S)-2-[4-(dimethylamino)phenyl]-1,3-oxazolidin-3-ium-5-yl]methylsulfanyl]-4-propyl-1H-pyrimidin-6-one —— C19H27N4O2S+
2-[[(2S,5S)-2-[4-(dimethylamino)phenyl]-1,3-oxazolidin-3-ium-5-yl]methylsulfanyl]-4-propyl-1H-pyrimidin-6-one
—— 2-[[(2R,5R)-2-[4-(dimethylamino)phenyl]-1,3-oxazolidin-3-ium-5-yl]methylsulfanyl]-4-propyl-1H-pyrimidin-6-one —— C19H27N4O2S+
2-[[(2R,5R)-2-[4-(dimethylamino)phenyl]-1,3-oxazolidin-3-ium-5-yl]methylsulfanyl]-4-propyl-1H-pyrimidin-6-one
—— 2-[[6-(2-aminophenyl)-5-oxo-4H-1,2,4-triazin-3-yl]sulfanyl]-N-[(2-chlorophenyl)methyl]acetamide —— C18H16ClN5O2S
2-[[6-(2-aminophenyl)-5-oxo-4H-1,2,4-triazin-3-yl]sulfanyl]-N-[(2-chlorophenyl)methyl]acetamide
—— 2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[(2S)-butan-2-yl]acetamide —— C14H20BrNOS
2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[(2S)-butan-2-yl]acetamide
—— (2R)-2-(4-bromophenyl)sulfanylpentan-3-one —— C11H13BrOS
(2R)-2-(4-bromophenyl)sulfanylpentan-3-one
—— (2S)-2-(2-bromophenyl)sulfanylpentan-3-one —— C11H13BrOS
(2S)-2-(2-bromophenyl)sulfanylpentan-3-one
—— (2R)-2-(2,5-dimethylphenyl)sulfanylpentan-3-one —— C13H18OS
(2R)-2-(2,5-dimethylphenyl)sulfanylpentan-3-one
—— (2S)-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-cyclohexyl-N-methylpropanamide —— C18H22ClN3O2S
(2S)-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-cyclohexyl-N-methylpropanamide
—— (2S)-2-(4-chlorophenyl)sulfanylpentan-3-one —— C11H13ClOS
(2S)-2-(4-chlorophenyl)sulfanylpentan-3-one
—— (2R)-2-(4-fluorophenyl)sulfanylpentan-3-one —— C11H13FOS
(2R)-2-(4-fluorophenyl)sulfanylpentan-3-one
—— (2R)-2-(4-chlorophenyl)sulfanylpentan-3-one —— C11H13ClOS
(2R)-2-(4-chlorophenyl)sulfanylpentan-3-one
—— (2R)-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]pentan-3-one —— C9H13NOS2
(2R)-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]pentan-3-one
—— 2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[(2R)-butan-2-yl]acetamide —— C14H20BrNOS
2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[(2R)-butan-2-yl]acetamide
—— (2S)-2-(4-bromophenyl)sulfanylpentan-3-one —— C11H13BrOS
(2S)-2-(4-bromophenyl)sulfanylpentan-3-one
—— (2R)-2-(2-fluorophenyl)sulfanylpentan-3-one —— C11H13FOS
(2R)-2-(2-fluorophenyl)sulfanylpentan-3-one
—— (2R)-2-(2-chlorophenyl)sulfanylpentan-3-one —— C11H13ClOS
(2R)-2-(2-chlorophenyl)sulfanylpentan-3-one
—— (2S)-2-(3,4-difluorophenyl)sulfanylpentan-3-one —— C11H12F2OS
(2S)-2-(3,4-difluorophenyl)sulfanylpentan-3-one
—— (2S)-2-(2-chlorophenyl)sulfanylpentan-3-one —— C11H13ClOS
(2S)-2-(2-chlorophenyl)sulfanylpentan-3-one
—— (2R)-2-(3,4-dimethylphenyl)sulfanylpentan-3-one —— C13H18OS
(2R)-2-(3,4-dimethylphenyl)sulfanylpentan-3-one
—— (2R)-2-(4-methylphenyl)sulfanylpentan-3-one —— C12H16OS
(2R)-2-(4-methylphenyl)sulfanylpentan-3-one
—— (2R)-2-(2-bromophenyl)sulfanylpentan-3-one —— C11H13BrOS
(2R)-2-(2-bromophenyl)sulfanylpentan-3-one
—— (2S)-2-(3,4-dimethylphenyl)sulfanylpentan-3-one —— C13H18OS
(2S)-2-(3,4-dimethylphenyl)sulfanylpentan-3-one
—— 5-methyl-N-[(1R)-1-(4-methylsulfanylphenyl)ethyl]-1H-pyrazole-4-carboxamide —— C14H17N3OS
5-methyl-N-[(1R)-1-(4-methylsulfanylphenyl)ethyl]-1H-pyrazole-4-carboxamide
—— (2S)-2-(2,4-dimethylphenyl)sulfanylpentan-3-one —— C13H18OS
(2S)-2-(2,4-dimethylphenyl)sulfanylpentan-3-one
—— (2S)-2-(4-methylphenyl)sulfanylpentan-3-one —— C12H16OS
(2S)-2-(4-methylphenyl)sulfanylpentan-3-one
—— 2-(3-Chlorophenyl)-5-[[2-(4-methylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-1,3,4-oxadiazole —— C19H14ClN3OS2
2-(3-Chlorophenyl)-5-[[2-(4-methylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-1,3,4-oxadiazole
—— N-[(1S)-1-(3-chlorophenyl)ethyl]-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H15Cl2N3O2S
N-[(1S)-1-(3-chlorophenyl)ethyl]-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— ethyl (2S)-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-2-phenylacetate —— C18H15ClN2O3S
ethyl (2S)-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-2-phenylacetate
—— 2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-cyano-1-cyclopropylethyl]acetamide —— C16H15ClN4O2S
2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-cyano-1-cyclopropylethyl]acetamide
—— 2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-(3,4-dimethylphenyl)ethyl]acetamide —— C20H20ClN3O2S
2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-(3,4-dimethylphenyl)ethyl]acetamide
—— ethyl (2R)-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-2-phenylacetate —— C18H15ClN2O3S
ethyl (2R)-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-2-phenylacetate
—— (2R)-N-benzyl-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylpropanamide —— C19H18ClN3O2S
(2R)-N-benzyl-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylpropanamide
—— (2S)-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C11H10ClN3O2S
(2S)-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— 2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-2-phenylpropyl]acetamide —— C19H18ClN3O2S
2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-2-phenylpropyl]acetamide
—— 2-(3-chlorophenyl)-5-[(1R)-1-(4-fluorophenyl)ethyl]sulfanyl-1,3,4-oxadiazole —— C16H12ClFN2OS
2-(3-chlorophenyl)-5-[(1R)-1-(4-fluorophenyl)ethyl]sulfanyl-1,3,4-oxadiazole
—— N-[(1R)-1-(3-chlorophenyl)ethyl]-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H15Cl2N3O2S
N-[(1R)-1-(3-chlorophenyl)ethyl]-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-benzyl-5-prop-2-enylsulfanyl-1,3,4-thiadiazol-2-amine —— C12H13N3S2
N-benzyl-5-prop-2-enylsulfanyl-1,3,4-thiadiazol-2-amine
—— (2S)-1-(2,4-dimethylphenyl)sulfanyl-3-propan-2-yloxypropan-2-ol —— C14H22O2S
(2S)-1-(2,4-dimethylphenyl)sulfanyl-3-propan-2-yloxypropan-2-ol
—— 2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methylacetamide —— C15H16ClN3O4S2
2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methylacetamide
—— 2-[(1R)-1-phenylethyl]sulfanylpyrimidine-4,6-diamine —— C12H14N4S
2-[(1R)-1-phenylethyl]sulfanylpyrimidine-4,6-diamine
—— 2-(3-Chlorophenyl)-5-[(2-methylphenyl)methylsulfanyl]-1,3,4-oxadiazole —— C16H13ClN2OS
2-(3-Chlorophenyl)-5-[(2-methylphenyl)methylsulfanyl]-1,3,4-oxadiazole
—— 7-[[5-(3-Chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-3-methyl-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C16H11ClN4O2S2
7-[[5-(3-Chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-3-methyl-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— N-[(1R)-1-(2-chlorophenyl)ethyl]-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H15Cl2N3O2S
N-[(1R)-1-(2-chlorophenyl)ethyl]-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (2R)-1-(2,4-dimethylphenyl)sulfanyl-3-propan-2-yloxypropan-2-ol —— C14H22O2S
(2R)-1-(2,4-dimethylphenyl)sulfanyl-3-propan-2-yloxypropan-2-ol
—— (2R)-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(furan-2-ylmethyl)propanamide —— C16H14ClN3O3S
(2R)-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(furan-2-ylmethyl)propanamide
—— (2R)-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C11H10ClN3O2S
(2R)-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-benzyl-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylpropanamide —— C19H18ClN3O2S
(2S)-N-benzyl-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylpropanamide
—— N-[(1S)-1-(4-chlorophenyl)ethyl]-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H15Cl2N3O2S
N-[(1S)-1-(4-chlorophenyl)ethyl]-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[(1S)-1-phenylethyl]sulfanylpyrimidine-4,6-diamine —— C12H14N4S
2-[(1S)-1-phenylethyl]sulfanylpyrimidine-4,6-diamine
—— (2R)-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-cyclopropylpropanamide —— C14H14ClN3O2S
(2R)-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-cyclopropylpropanamide