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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
—— [(E)-(5-methylsulfanylthiophen-3-yl)methylideneamino]urea —— C7H9N3OS2
[(E)-(5-methylsulfanylthiophen-3-yl)methylideneamino]urea
—— (3S)-3-[[5-[(1R)-1-(2,5-difluorophenyl)ethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]methyl]thiolane 1,1-dioxide —— C16H19F2N3O2S2
(3S)-3-[[5-[(1R)-1-(2,5-difluorophenyl)ethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]methyl]thiolane 1,1-dioxide
—— 3-[5-[(1S)-1-(2,5-difluorophenyl)ethyl]sulfanyl-4-(2-methylpropyl)-1,2,4-triazol-3-yl]propanamide —— C17H22F2N4OS
3-[5-[(1S)-1-(2,5-difluorophenyl)ethyl]sulfanyl-4-(2-methylpropyl)-1,2,4-triazol-3-yl]propanamide
—— 1-[(2R)-2-[(2-chlorophenyl)methyl]pyrrolidin-1-yl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C18H23ClN4OS
1-[(2R)-2-[(2-chlorophenyl)methyl]pyrrolidin-1-yl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— 1-[(2S)-2-[(2-chlorophenyl)methyl]pyrrolidin-1-yl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C18H23ClN4OS
1-[(2S)-2-[(2-chlorophenyl)methyl]pyrrolidin-1-yl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— N'-[(E)-[4-(Methylsulfanyl)phenyl]methylidene]-3-phenylpropanehydrazide —— C17H18N2OS
N'-[(E)-[4-(Methylsulfanyl)phenyl]methylidene]-3-phenylpropanehydrazide
—— 3-[(1R)-1-(2,5-difluorophenyl)ethyl]sulfanyl-4-[[(2R)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazole —— C19H19F2N3OS2
3-[(1R)-1-(2,5-difluorophenyl)ethyl]sulfanyl-4-[[(2R)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazole
—— 3-[(1S)-1-(2,5-difluorophenyl)ethyl]sulfanyl-4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazole —— C19H19F2N3OS2
3-[(1S)-1-(2,5-difluorophenyl)ethyl]sulfanyl-4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazole
—— 3-cyclopropyl-5-[(1R)-1-(2,5-difluorophenyl)ethyl]sulfanyl-4-(furan-2-ylmethyl)-1,2,4-triazole —— C18H17F2N3OS
3-cyclopropyl-5-[(1R)-1-(2,5-difluorophenyl)ethyl]sulfanyl-4-(furan-2-ylmethyl)-1,2,4-triazole
—— N-[(R)-(4-chlorophenyl)-cyclopropylmethyl]-3-(1-methyltetrazol-5-yl)sulfanylpropanamide —— C15H18ClN5OS
N-[(R)-(4-chlorophenyl)-cyclopropylmethyl]-3-(1-methyltetrazol-5-yl)sulfanylpropanamide
—— N'-[(E)-(2-chlorophenyl)methylidene]-2-(pyridin-2-ylsulfanyl)acetohydrazide —— C14H12ClN3OS
N'-[(E)-(2-chlorophenyl)methylidene]-2-(pyridin-2-ylsulfanyl)acetohydrazide
—— 2-(2-pyridinylsulfanyl)-N'-(2-thienylmethylene)acetohydrazide —— C12H11N3OS2
2-(2-pyridinylsulfanyl)-N'-(2-thienylmethylene)acetohydrazide
—— N'-[(E)-(4-fluorophenyl)methylidene]-2-(pyridin-2-ylsulfanyl)acetohydrazide —— C14H12FN3OS
N'-[(E)-(4-fluorophenyl)methylidene]-2-(pyridin-2-ylsulfanyl)acetohydrazide
—— N'-[(E)-(2-fluorophenyl)methylidene]-2-(pyridin-2-ylsulfanyl)acetohydrazide —— C14H12FN3OS
N'-[(E)-(2-fluorophenyl)methylidene]-2-(pyridin-2-ylsulfanyl)acetohydrazide
—— N-[(S)-(4-chlorophenyl)-cyclopropylmethyl]-3-(1-methyltetrazol-5-yl)sulfanylpropanamide —— C15H18ClN5OS
N-[(S)-(4-chlorophenyl)-cyclopropylmethyl]-3-(1-methyltetrazol-5-yl)sulfanylpropanamide
—— N'-[(E)-(4-chlorophenyl)methylidene]-2-(pyridin-2-ylsulfanyl)acetohydrazide —— C14H12ClN3OS
N'-[(E)-(4-chlorophenyl)methylidene]-2-(pyridin-2-ylsulfanyl)acetohydrazide
—— (2R)-N-[[1-(4-fluorophenyl)cyclohexyl]methyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C19H25FN4OS
(2R)-N-[[1-(4-fluorophenyl)cyclohexyl]methyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— N'-[(E)-furan-2-ylmethylidene]-2-(pyridin-2-ylsulfanyl)acetohydrazide —— C12H11N3O2S
N'-[(E)-furan-2-ylmethylidene]-2-(pyridin-2-ylsulfanyl)acetohydrazide
—— (2S)-N-[[1-(4-fluorophenyl)cyclohexyl]methyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C19H25FN4OS
(2S)-N-[[1-(4-fluorophenyl)cyclohexyl]methyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (E)-N-((5-bromofuran-2-yl)methylene)-3-((4-chlorobenzyl)thio)-4H-1,2,4-triazol-4-amine —— C14H10BrClN4OS
(E)-N-((5-bromofuran-2-yl)methylene)-3-((4-chlorobenzyl)thio)-4H-1,2,4-triazol-4-amine
—— N-[(1S)-2-(dimethylamino)-1-phenylethyl]-3-(1-methyltetrazol-5-yl)sulfanylpropanamide —— C15H22N6OS
N-[(1S)-2-(dimethylamino)-1-phenylethyl]-3-(1-methyltetrazol-5-yl)sulfanylpropanamide
—— 2-[(4-chlorophenyl)thio]-4-oxo-4H-pyrido[1,2-a]pyrimidine-3-carbaldehyde N-phenylthiosemicarbazone —— C22H16ClN5OS2
2-[(4-chlorophenyl)thio]-4-oxo-4H-pyrido[1,2-a]pyrimidine-3-carbaldehyde N-phenylthiosemicarbazone
—— N'-[(E)-pyridin-4-ylmethylidene]-2-(pyridin-2-ylsulfanyl)acetohydrazide —— C13H12N4OS
N'-[(E)-pyridin-4-ylmethylidene]-2-(pyridin-2-ylsulfanyl)acetohydrazide
—— (E)-2-((3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazin-6-yl)thio)-N'-(furan-2-ylmethylene)acetohydrazide —— C10H9N5O4S
(E)-2-((3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazin-6-yl)thio)-N'-(furan-2-ylmethylene)acetohydrazide
—— (E)-3-((4-chlorobenzyl)thio)-N-(thiophen-2-ylmethylene)-4H-1,2,4-triazol-4-amine —— C14H11ClN4S2
(E)-3-((4-chlorobenzyl)thio)-N-(thiophen-2-ylmethylene)-4H-1,2,4-triazol-4-amine
—— 2-[(5-hydroxy-3-oxo-2,3-dihydro-1,2,4-triazin-6-yl)sulfanyl]-N'-[(1E,2E)-2-methyl-3-phenylprop-2-en-1-ylidene]acetohydrazide —— C15H15N5O3S
2-[(5-hydroxy-3-oxo-2,3-dihydro-1,2,4-triazin-6-yl)sulfanyl]-N'-[(1E,2E)-2-methyl-3-phenylprop-2-en-1-ylidene]acetohydrazide
—— (E)-3-((4-methylbenzyl)thio)-N-(pyridin-2-ylmethylene)-4H-1,2,4-triazol-4-amine —— C16H15N5S
(E)-3-((4-methylbenzyl)thio)-N-(pyridin-2-ylmethylene)-4H-1,2,4-triazol-4-amine
—— 5-(5-methyl-1H-pyrazol-3-yl)-4-({(E)-[4-(methylsulfanyl)phenyl]methylidene}amino)-4H-1,2,4-triazole-3-thiol —— C14H14N6S2
5-(5-methyl-1H-pyrazol-3-yl)-4-({(E)-[4-(methylsulfanyl)phenyl]methylidene}amino)-4H-1,2,4-triazole-3-thiol
—— 2-Hydroxy-N'-{(E)-[4-oxo-2-(2-pyrimidinylsulfanyl)-4H-pyrido[1,2-A]pyrimidin-3-YL]methylidene}benzohydrazide —— C20H14N6O3S
2-Hydroxy-N'-{(E)-[4-oxo-2-(2-pyrimidinylsulfanyl)-4H-pyrido[1,2-A]pyrimidin-3-YL]methylidene}benzohydrazide
—— 2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(E)-[4-(dimethylamino)phenyl]methylideneamino]acetamide —— C20H20ClN5OS3
2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(E)-[4-(dimethylamino)phenyl]methylideneamino]acetamide
—— 3-[(E)-[[1-(4-azaniumyl-1,2,5-oxadiazol-3-yl)-5-[(4-methylphenyl)sulfanylmethyl]triazole-4-carbonyl]hydrazinylidene]methyl]phenolate —— C20H18N8O3S
3-[(E)-[[1-(4-azaniumyl-1,2,5-oxadiazol-3-yl)-5-[(4-methylphenyl)sulfanylmethyl]triazole-4-carbonyl]hydrazinylidene]methyl]phenolate
—— N'-[(E)-{4-[(4-ethyl-5-phenyl-4H-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl}methylidene]pyridine-4-carbohydrazide —— C23H19N7O3S
N'-[(E)-{4-[(4-ethyl-5-phenyl-4H-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl}methylidene]pyridine-4-carbohydrazide
—— 3-[(E)-[[1-(4-azaniumyl-1,2,5-oxadiazol-3-yl)-5-[(4-chlorophenyl)sulfanylmethyl]triazole-4-carbonyl]hydrazinylidene]methyl]phenolate —— C19H15ClN8O3S
3-[(E)-[[1-(4-azaniumyl-1,2,5-oxadiazol-3-yl)-5-[(4-chlorophenyl)sulfanylmethyl]triazole-4-carbonyl]hydrazinylidene]methyl]phenolate
—— 2-[(4,6-dimethyl-2-pyrimidinyl)sulfanyl]-N'-(3-hydroxybenzylidene)acetohydrazide —— C15H16N4O2S
2-[(4,6-dimethyl-2-pyrimidinyl)sulfanyl]-N'-(3-hydroxybenzylidene)acetohydrazide
—— 2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(E)-(3-fluorophenyl)methylideneamino]acetamide —— C18H14ClFN4OS3
2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(E)-(3-fluorophenyl)methylideneamino]acetamide
—— N-[(3S)-1-[(1S)-1-phenylethyl]pyrrolidin-3-yl]-2-[5-(trifluoromethyl)pyridin-2-yl]sulfanylacetamide —— C20H22F3N3OS
N-[(3S)-1-[(1S)-1-phenylethyl]pyrrolidin-3-yl]-2-[5-(trifluoromethyl)pyridin-2-yl]sulfanylacetamide
—— 2-({5-[(4-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(E)-pyridin-3-ylmethylidene]acetohydrazide —— C17H14ClN5OS3
2-({5-[(4-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(E)-pyridin-3-ylmethylidene]acetohydrazide
—— 2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(E)-[(Z)-2-chloro-3-phenylprop-2-enylidene]amino]acetamide —— C20H16Cl2N4OS3
2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(E)-[(Z)-2-chloro-3-phenylprop-2-enylidene]amino]acetamide
—— 2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(E)-thiophen-2-ylmethylidene]acetohydrazide —— C17H16N4OS4
2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(E)-thiophen-2-ylmethylidene]acetohydrazide
—— 2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(E)-(2-methylphenyl)methylidene]acetohydrazide —— C20H20N4OS3
2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(E)-(2-methylphenyl)methylidene]acetohydrazide
—— N'-{(E)-[4-(dimethylamino)phenyl]methylidene}-2-(pyridin-2-ylsulfanyl)acetohydrazide —— C16H18N4OS
N'-{(E)-[4-(dimethylamino)phenyl]methylidene}-2-(pyridin-2-ylsulfanyl)acetohydrazide
—— 2-({5-[(4-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(1E,2E)-2-methyl-3-phenylprop-2-en-1-ylidene]acetohydrazide —— C21H19ClN4OS3
2-({5-[(4-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(1E,2E)-2-methyl-3-phenylprop-2-en-1-ylidene]acetohydrazide
—— 2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(E)-(4-methylphenyl)methylidene]acetohydrazide —— C20H20N4OS3
2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(E)-(4-methylphenyl)methylidene]acetohydrazide
—— N-benzyl-N-[[(2S)-oxolan-2-yl]methyl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C19H26N4O2S
N-benzyl-N-[[(2S)-oxolan-2-yl]methyl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-benzyl-N-[[(2R)-oxolan-2-yl]methyl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C19H26N4O2S
N-benzyl-N-[[(2R)-oxolan-2-yl]methyl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N'-[(E)-(2-chlorophenyl)methylidene]-2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)acetohydrazide —— C19H17ClN4OS3
N'-[(E)-(2-chlorophenyl)methylidene]-2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)acetohydrazide
—— 2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(E)-(5-methylfuran-2-yl)methylidene]acetohydrazide —— C18H18N4O2S3
2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(E)-(5-methylfuran-2-yl)methylidene]acetohydrazide
—— 2-({5-[(4-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(E)-thiophen-2-ylmethylidene]acetohydrazide —— C16H13ClN4OS4
2-({5-[(4-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(E)-thiophen-2-ylmethylidene]acetohydrazide
—— N-[(E)-(2-chlorophenyl)methylideneamino]-2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C18H14Cl2N4OS3
N-[(E)-(2-chlorophenyl)methylideneamino]-2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-({5-[(4-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(E)-(4-ethylphenyl)methylidene]acetohydrazide —— C20H19ClN4OS3
2-({5-[(4-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(E)-(4-ethylphenyl)methylidene]acetohydrazide