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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-oxo-2-pyrrolidin-1-ylethyl) 3-(4-methylphenyl)sulfanylpropanoate —— C16H21NO3S
(2-oxo-2-pyrrolidin-1-ylethyl) 3-(4-methylphenyl)sulfanylpropanoate
—— (2S)-N-(cyclohexylmethyl)-2-pyridin-2-ylsulfanylpropanamide —— C15H22N2OS
(2S)-N-(cyclohexylmethyl)-2-pyridin-2-ylsulfanylpropanamide
—— 2-((4,6-Dimethylpyrimidin-2-yl)thio)-N'-(1-phenylethylidene)acetohydrazide 60458-66-4 C16H18N4OS
2-((4,6-Dimethylpyrimidin-2-yl)thio)-N'-(1-phenylethylidene)acetohydrazide
—— 2-(3,4-difluorophenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethylacetamide —— C14H17F2NO3S2
2-(3,4-difluorophenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethylacetamide
—— 2-[(1R)-1-(3,4-dimethylphenyl)sulfanylethyl]-5-thiophen-2-yl-1,3,4-oxadiazole —— C16H16N2OS2
2-[(1R)-1-(3,4-dimethylphenyl)sulfanylethyl]-5-thiophen-2-yl-1,3,4-oxadiazole
—— 3-(2-fluorophenyl)-N-[2-(4-methylphenyl)sulfanylethyl]propanamide —— C18H20FNOS
3-(2-fluorophenyl)-N-[2-(4-methylphenyl)sulfanylethyl]propanamide
—— N-(2-methylphenyl)-N-{(Z)-[4-(methylsulfanyl)phenyl]methylidene}amine oxide —— C15H15NOS
N-(2-methylphenyl)-N-{(Z)-[4-(methylsulfanyl)phenyl]methylidene}amine oxide
—— [(2S)-oxan-2-yl]methyl 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C16H24N2O3S
[(2S)-oxan-2-yl]methyl 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— N-[2-(4-methylphenyl)sulfanylethyl]cyclopentanecarboxamide —— C15H21NOS
N-[2-(4-methylphenyl)sulfanylethyl]cyclopentanecarboxamide
—— 3-(2-chlorophenyl)-N-[2-(4-methylphenyl)sulfanylethyl]propanamide —— C18H20ClNOS
3-(2-chlorophenyl)-N-[2-(4-methylphenyl)sulfanylethyl]propanamide
—— 2-[(1R)-1-(4-fluorophenyl)sulfanylethyl]-5-thiophen-2-yl-1,3,4-oxadiazole —— C14H11FN2OS2
2-[(1R)-1-(4-fluorophenyl)sulfanylethyl]-5-thiophen-2-yl-1,3,4-oxadiazole
—— (1R)-N-[2-(4-methylphenyl)sulfanylethyl]cyclohex-3-ene-1-carboxamide —— C16H21NOS
(1R)-N-[2-(4-methylphenyl)sulfanylethyl]cyclohex-3-ene-1-carboxamide
—— (2S)-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-thiophen-2-ylethyl)propanamide —— C14H18N4OS3
(2S)-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-thiophen-2-ylethyl)propanamide
—— 2-[(1S)-1-(2-fluorophenyl)sulfanylethyl]-5-phenyl-1,3,4-oxadiazole —— C16H13FN2OS
2-[(1S)-1-(2-fluorophenyl)sulfanylethyl]-5-phenyl-1,3,4-oxadiazole
—— N-[2-(4-chlorophenyl)sulfanylethyl]-2-methylpropanamide —— C12H16ClNOS
N-[2-(4-chlorophenyl)sulfanylethyl]-2-methylpropanamide
—— N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-4,5,6,7-tetrahydro-1H-indazole-3-carboxamide —— C16H18N4OS
N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-4,5,6,7-tetrahydro-1H-indazole-3-carboxamide
—— 2-[(1R)-1-(4-methylphenyl)sulfanylethyl]-5-thiophen-2-yl-1,3,4-oxadiazole —— C15H14N2OS2
2-[(1R)-1-(4-methylphenyl)sulfanylethyl]-5-thiophen-2-yl-1,3,4-oxadiazole
—— 2-[(1R)-1-(2,5-dimethylphenyl)sulfanylethyl]-5-phenyl-1,3,4-oxadiazole —— C18H18N2OS
2-[(1R)-1-(2,5-dimethylphenyl)sulfanylethyl]-5-phenyl-1,3,4-oxadiazole
—— 2-[(1S)-cyclopent-2-en-1-yl]-N-(3-phenylsulfanylpropyl)acetamide —— C16H21NOS
2-[(1S)-cyclopent-2-en-1-yl]-N-(3-phenylsulfanylpropyl)acetamide
—— 2-[(2R)-1-oxo-1-pyrrolidin-1-ylpropan-2-yl]sulfanyl-4-propyl-1H-pyrimidin-6-one —— C14H21N3O2S
2-[(2R)-1-oxo-1-pyrrolidin-1-ylpropan-2-yl]sulfanyl-4-propyl-1H-pyrimidin-6-one
—— 2-[(1R)-1-(3,4-dimethylphenyl)sulfanylethyl]-5-phenyl-1,3,4-oxadiazole —— C18H18N2OS
2-[(1R)-1-(3,4-dimethylphenyl)sulfanylethyl]-5-phenyl-1,3,4-oxadiazole
—— 2-[(1R)-1-(1-methylimidazol-2-yl)sulfanylethyl]-5-phenyl-1,3,4-oxadiazole —— C14H14N4OS
2-[(1R)-1-(1-methylimidazol-2-yl)sulfanylethyl]-5-phenyl-1,3,4-oxadiazole
—— N-[2-(4-chlorophenyl)sulfanylethyl]-3-(4-fluorophenyl)propanamide —— C17H17ClFNOS
N-[2-(4-chlorophenyl)sulfanylethyl]-3-(4-fluorophenyl)propanamide
—— 2-(1-methyl-1H-pyrrol-2-yl)-N'-{(E)-[4-(methylsulfanyl)phenyl]methylidene}acetohydrazide —— C15H17N3OS
2-(1-methyl-1H-pyrrol-2-yl)-N'-{(E)-[4-(methylsulfanyl)phenyl]methylidene}acetohydrazide
—— 2-[(4,6-dimethyl-2-pyrimidinyl)thio]-N'-[(3-methyl-2-thienyl)methylene]acetohydrazide —— C14H16N4OS2
2-[(4,6-dimethyl-2-pyrimidinyl)thio]-N'-[(3-methyl-2-thienyl)methylene]acetohydrazide
—— N'-[(Z)-[4-(Methylsulfanyl)phenyl]methylidene]-2-(thiophen-2-YL)acetohydrazide —— C14H14N2OS2
N'-[(Z)-[4-(Methylsulfanyl)phenyl]methylidene]-2-(thiophen-2-YL)acetohydrazide
—— N-[(Z)-1-(4-methylphenyl)ethylideneamino]-2-pyrimidin-2-ylsulfanylacetamide —— C15H16N4OS
N-[(Z)-1-(4-methylphenyl)ethylideneamino]-2-pyrimidin-2-ylsulfanylacetamide
—— (Z)-1-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]-N-(1,2,4-triazol-4-yl)methanimine —— C13H11N7O2S
(Z)-1-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]-N-(1,2,4-triazol-4-yl)methanimine
—— (3S,5S)-3-(2,5-dimethylphenyl)sulfanyl-5-methyloxolan-2-one —— C13H16O2S
(3S,5S)-3-(2,5-dimethylphenyl)sulfanyl-5-methyloxolan-2-one
—— (3R,5S)-3-(2-fluorophenyl)sulfanyl-5-methyloxolan-2-one —— C11H11FO2S
(3R,5S)-3-(2-fluorophenyl)sulfanyl-5-methyloxolan-2-one
—— 2-(4-bromophenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethylacetamide —— C14H18BrNO3S2
2-(4-bromophenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethylacetamide
—— 2-(4-bromophenyl)sulfanyl-1-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone —— C18H22BrNO2S
2-(4-bromophenyl)sulfanyl-1-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone
—— N-[(Z)-(4-methylphenyl)methylideneamino]-2-pyridin-2-ylsulfanylacetamide —— C15H15N3OS
N-[(Z)-(4-methylphenyl)methylideneamino]-2-pyridin-2-ylsulfanylacetamide
—— [(3S,5S)-5-methyl-2-oxooxolan-3-yl] 2-(5,6-dimethylthieno[2,3-d]pyrimidin-4-yl)sulfanylbenzoate —— C20H18N2O4S2
[(3S,5S)-5-methyl-2-oxooxolan-3-yl] 2-(5,6-dimethylthieno[2,3-d]pyrimidin-4-yl)sulfanylbenzoate
—— (2R)-N-(cyclohexylmethyl)-2-(4-methylphenyl)sulfanylpropanamide —— C17H25NOS
(2R)-N-(cyclohexylmethyl)-2-(4-methylphenyl)sulfanylpropanamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-(4-methylphenyl)sulfanylacetamide —— C15H21NO3S2
N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-(4-methylphenyl)sulfanylacetamide
—— N-[(Z)-[(1S)-cyclohex-3-en-1-yl]methylideneamino]-2-pyridin-2-ylsulfanylacetamide —— C14H17N3OS
N-[(Z)-[(1S)-cyclohex-3-en-1-yl]methylideneamino]-2-pyridin-2-ylsulfanylacetamide
—— N-butyl-N-[(3S)-1,1-dioxothiolan-3-yl]-3-phenylsulfanylpropanamide —— C17H25NO3S2
N-butyl-N-[(3S)-1,1-dioxothiolan-3-yl]-3-phenylsulfanylpropanamide
—— N-butyl-3-(4-chlorophenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]propanamide —— C17H24ClNO3S2
N-butyl-3-(4-chlorophenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]propanamide
—— (1S,2S)-N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-2-phenylcyclopropane-1-carboxamide —— C18H18N2OS
(1S,2S)-N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-2-phenylcyclopropane-1-carboxamide
—— N-[(Z)-(5-phenylsulfanylfuran-2-yl)methylideneamino]pyridine-4-carboxamide —— C17H13N3O2S
N-[(Z)-(5-phenylsulfanylfuran-2-yl)methylideneamino]pyridine-4-carboxamide
—— N-[(Z)-benzylideneamino]-3-(4-chlorophenyl)sulfanylpropanamide —— C16H15ClN2OS
N-[(Z)-benzylideneamino]-3-(4-chlorophenyl)sulfanylpropanamide
—— 2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-N-[(Z)-(3-hydroxyphenyl)methylideneamino]acetamide —— C15H16N4O2S
2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-N-[(Z)-(3-hydroxyphenyl)methylideneamino]acetamide
—— N-[(Z)-furan-2-ylmethylideneamino]-2-pyrimidin-2-ylsulfanylacetamide —— C11H10N4O2S
N-[(Z)-furan-2-ylmethylideneamino]-2-pyrimidin-2-ylsulfanylacetamide
—— (Z)-N-(3-methylsulfanyl-[1,2,4]triazolo[4,3-b][1,2,4]triazol-7-yl)-1-thiophen-2-ylmethanimine —— C9H8N6S2
(Z)-N-(3-methylsulfanyl-[1,2,4]triazolo[4,3-b][1,2,4]triazol-7-yl)-1-thiophen-2-ylmethanimine
—— N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-3-phenylpropanamide —— C17H18N2OS
N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-3-phenylpropanamide
—— (2R)-1-methyl-2-[2-(1-methyltetrazol-5-yl)sulfanylethyl]piperidine —— C10H19N5S
(2R)-1-methyl-2-[2-(1-methyltetrazol-5-yl)sulfanylethyl]piperidine
—— (2S)-1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-(1-methyltetrazol-5-yl)sulfanylpropan-1-one —— C11H19N5O2S
(2S)-1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-(1-methyltetrazol-5-yl)sulfanylpropan-1-one
—— (2R)-2-[[5-[(1R)-1-cyano-2-(4-methylphenyl)ethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-3-(4-methylphenyl)propanenitrile —— C22H20N4S3
(2R)-2-[[5-[(1R)-1-cyano-2-(4-methylphenyl)ethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-3-(4-methylphenyl)propanenitrile
—— 2-(3,5-dimethylphenyl)-5-[[(2R)-oxolan-2-yl]methylsulfanyl]-1,3,4-oxadiazole —— C15H18N2O2S
2-(3,5-dimethylphenyl)-5-[[(2R)-oxolan-2-yl]methylsulfanyl]-1,3,4-oxadiazole