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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
—— 5-[(1S)-1-[[4-benzyl-5-(piperidin-1-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-3-propan-2-yl-1,2,4-oxadiazole —— C22H30N6OS
5-[(1S)-1-[[4-benzyl-5-(piperidin-1-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-3-propan-2-yl-1,2,4-oxadiazole
—— 5-[(1S)-1-(3-butyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-N-(4-methylphenyl)-1,3,4-thiadiazol-2-amine —— C17H21N5OS2
5-[(1S)-1-(3-butyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-N-(4-methylphenyl)-1,3,4-thiadiazol-2-amine
—— 1-(4-Amino-furazan-3-yl)-5-(4-chloro-phenylsulfanylmethyl)-1H-[1,2,3]triazole-4-carboxylic acid [1-phenyl-meth-(E)-ylidene]-hydrazide —— C19H15ClN8O2S
1-(4-Amino-furazan-3-yl)-5-(4-chloro-phenylsulfanylmethyl)-1H-[1,2,3]triazole-4-carboxylic acid [1-phenyl-meth-(E)-ylidene]-hydrazide
—— N-[(E)-[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylideneamino]pyridine-4-carboxamide —— C18H12N4O2S2
N-[(E)-[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylideneamino]pyridine-4-carboxamide
—— N'-[(E)-{4-bromo-5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene]-2-(2-nitrophenyl)acetohydrazide —— C19H13BrClN3O4S
N'-[(E)-{4-bromo-5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene]-2-(2-nitrophenyl)acetohydrazide
—— 5-[(1R)-1-[[4-benzyl-5-(piperidin-1-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-3-propan-2-yl-1,2,4-oxadiazole —— C22H30N6OS
5-[(1R)-1-[[4-benzyl-5-(piperidin-1-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-3-propan-2-yl-1,2,4-oxadiazole
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-(5-chloro-2-hydroxyphenyl)methylidene]-5-[(phenylsulfanyl)methyl]-1H-1,2,3-triazole-4-carbohydrazide —— C19H15ClN8O3S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-(5-chloro-2-hydroxyphenyl)methylidene]-5-[(phenylsulfanyl)methyl]-1H-1,2,3-triazole-4-carbohydrazide
—— (2E)-N-methyl-2-[3-nitro-4-(pyrimidin-2-ylsulfanyl)benzylidene]hydrazinecarbothioamide —— C13H12N6O2S2
(2E)-N-methyl-2-[3-nitro-4-(pyrimidin-2-ylsulfanyl)benzylidene]hydrazinecarbothioamide
—— 2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-[(2R)-oxolan-2-yl]ethyl]acetamide —— C18H24N4O2S
2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-[(2R)-oxolan-2-yl]ethyl]acetamide
—— 2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[2-[(2R)-oxolan-2-yl]ethyl]acetamide —— C16H22BrNO2S
2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[2-[(2R)-oxolan-2-yl]ethyl]acetamide
—— 1-[4-(difluoromethylsulfanyl)phenyl]-3-[(E)-(3,5-dimethyl-1,2-oxazol-4-yl)methylideneamino]thiourea —— C14H14F2N4OS2
1-[4-(difluoromethylsulfanyl)phenyl]-3-[(E)-(3,5-dimethyl-1,2-oxazol-4-yl)methylideneamino]thiourea
—— 3-(difluoromethyl)-5-(methylsulfanyl)-N-[(E)-{5-[(4-nitro-1H-pyrazol-1-yl)methyl]furan-2-yl}methylidene]-4H-1,2,4-triazol-4-amine —— C13H11F2N7O3S
3-(difluoromethyl)-5-(methylsulfanyl)-N-[(E)-{5-[(4-nitro-1H-pyrazol-1-yl)methyl]furan-2-yl}methylidene]-4H-1,2,4-triazol-4-amine
—— 2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[2-[(2S)-oxolan-2-yl]ethyl]acetamide —— C16H22BrNO2S
2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[2-[(2S)-oxolan-2-yl]ethyl]acetamide
—— (Z)-3-amino-2-[2-(4,6-diaminopyrimidin-2-yl)sulfanylacetyl]but-2-enenitrile —— C10H12N6OS
(Z)-3-amino-2-[2-(4,6-diaminopyrimidin-2-yl)sulfanylacetyl]but-2-enenitrile
—— 2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-[(2S)-oxolan-2-yl]ethyl]acetamide —— C18H24N4O2S
2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-[(2S)-oxolan-2-yl]ethyl]acetamide
—— (Z)-3-amino-2-[2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetyl]but-2-enenitrile —— C13H16N4OS
(Z)-3-amino-2-[2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetyl]but-2-enenitrile
—— N'-((E)-{2-[(4-Methylphenyl)sulfanyl]-4-oxo-4H-pyrido[1,2-A]pyrimidin-3-YL}methylidene)-4-nitrobenzohydrazide —— C23H17N5O4S
N'-((E)-{2-[(4-Methylphenyl)sulfanyl]-4-oxo-4H-pyrido[1,2-A]pyrimidin-3-YL}methylidene)-4-nitrobenzohydrazide
—— N'-{[5-(1H-benzimidazol-2-ylsulfanyl)-2-furyl]methylene}-4-(decyloxy)benzohydrazide —— C29H34N4O3S
N'-{[5-(1H-benzimidazol-2-ylsulfanyl)-2-furyl]methylene}-4-(decyloxy)benzohydrazide
—— 2-(4-ethylphenoxy)-N-[(E)-[5-(4-oxo-3-phenylquinazolin-2-yl)sulfanylfuran-2-yl]methylideneamino]acetamide —— C29H24N4O4S
2-(4-ethylphenoxy)-N-[(E)-[5-(4-oxo-3-phenylquinazolin-2-yl)sulfanylfuran-2-yl]methylideneamino]acetamide
—— N-[(E)-(4-methylsulfanylphenyl)methylideneamino]-4-phenyl-1,3-thiazol-2-amine —— C17H15N3S2
N-[(E)-(4-methylsulfanylphenyl)methylideneamino]-4-phenyl-1,3-thiazol-2-amine
—— (E)-N-(3-benzylsulfanyl-[1,2,4]triazolo[4,3-b][1,2,4]triazol-7-yl)-1-phenylmethanimine —— C17H14N6S
(E)-N-(3-benzylsulfanyl-[1,2,4]triazolo[4,3-b][1,2,4]triazol-7-yl)-1-phenylmethanimine
—— 5-[(1-benzylimidazol-2-yl)methylsulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine —— C18H21N5OS2
5-[(1-benzylimidazol-2-yl)methylsulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine
—— 2-(4-chlorophenyl)sulfanyl-N-[(E)-1-(4-fluorophenyl)ethylideneamino]acetamide —— C16H14ClFN2OS
2-(4-chlorophenyl)sulfanyl-N-[(E)-1-(4-fluorophenyl)ethylideneamino]acetamide
—— 5-[(1-benzylimidazol-2-yl)methylsulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine —— C18H21N5OS2
5-[(1-benzylimidazol-2-yl)methylsulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine
—— 2-(2-methylphenoxy)-N'-[(E)-{5-[(4-oxo-3-phenyl-3,4-dihydroquinazolin-2-yl)sulfanyl]furan-2-yl}methylidene]acetohydrazide —— C28H22N4O4S
2-(2-methylphenoxy)-N'-[(E)-{5-[(4-oxo-3-phenyl-3,4-dihydroquinazolin-2-yl)sulfanyl]furan-2-yl}methylidene]acetohydrazide
—— 2-{[4-allyl-5-(anilinomethyl)-4H-1,2,4-triazol-3-yl]sulfanyl}-N'-(3-bromobenzylidene)propanohydrazide —— C22H23BrN6OS
2-{[4-allyl-5-(anilinomethyl)-4H-1,2,4-triazol-3-yl]sulfanyl}-N'-(3-bromobenzylidene)propanohydrazide
—— 2-({5-[(E)-{2-[4,6-di(morpholin-4-yl)-1,3,5-triazin-2-yl]hydrazinylidene}methyl]furan-2-yl}sulfanyl)-1H-benzimidazole —— C23H25N9O3S
2-({5-[(E)-{2-[4,6-di(morpholin-4-yl)-1,3,5-triazin-2-yl]hydrazinylidene}methyl]furan-2-yl}sulfanyl)-1H-benzimidazole
—— [(1S)-1-(3-pyridin-3-yl-1,2,4-oxadiazol-5-yl)ethyl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate —— C17H17N5O3S
[(1S)-1-(3-pyridin-3-yl-1,2,4-oxadiazol-5-yl)ethyl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate
—— [(1R)-1-(3-pyridin-3-yl-1,2,4-oxadiazol-5-yl)ethyl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate —— C17H17N5O3S
[(1R)-1-(3-pyridin-3-yl-1,2,4-oxadiazol-5-yl)ethyl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate
—— 2-(2-methylphenyl)sulfanyl-N-[(E)-3-phenylprop-2-ynylideneamino]acetamide —— C18H16N2OS
2-(2-methylphenyl)sulfanyl-N-[(E)-3-phenylprop-2-ynylideneamino]acetamide
—— N-[(E)-[2-(4-chlorophenyl)sulfanyl-4-oxopyrido[1,2-a]pyrimidin-3-yl]methylideneamino]-4-nitrobenzamide —— C22H14ClN5O4S
N-[(E)-[2-(4-chlorophenyl)sulfanyl-4-oxopyrido[1,2-a]pyrimidin-3-yl]methylideneamino]-4-nitrobenzamide
—— 3-(3-pyridin-3-yl-1,2,4-oxadiazol-5-yl)propyl (2R)-2,3-dihydro-1-benzothiophene-2-carboxylate —— C19H17N3O3S
3-(3-pyridin-3-yl-1,2,4-oxadiazol-5-yl)propyl (2R)-2,3-dihydro-1-benzothiophene-2-carboxylate
—— (Z)-3-amino-2-[2-[(4-amino-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetyl]but-2-enenitrile —— C12H12N6OS2
(Z)-3-amino-2-[2-[(4-amino-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetyl]but-2-enenitrile
—— (Z)-3-amino-2-[2-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]acetyl]but-2-enenitrile —— C9H9F3N6OS
(Z)-3-amino-2-[2-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]acetyl]but-2-enenitrile
—— N-[(E)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-2-(2-methylphenoxy)acetamide —— C21H18N4O3S
N-[(E)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-2-(2-methylphenoxy)acetamide
—— 2-(4-chlorophenyl)sulfanyl-N-[(E)-(4-ethylphenyl)methylideneamino]acetamide —— C17H17ClN2OS
2-(4-chlorophenyl)sulfanyl-N-[(E)-(4-ethylphenyl)methylideneamino]acetamide
—— 2-fluoro-N-[2-({4-[(E)-{2-[(4-fluorophenyl)carbonyl]hydrazinylidene}methyl]-2-nitrophenyl}sulfanyl)-1,3-benzothiazol-6-yl]benzamide —— C28H17F2N5O4S2
2-fluoro-N-[2-({4-[(E)-{2-[(4-fluorophenyl)carbonyl]hydrazinylidene}methyl]-2-nitrophenyl}sulfanyl)-1,3-benzothiazol-6-yl]benzamide
—— 6-methyl-2-[(E)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]-5,7-dihydro-4H-thieno[2,3-c]pyridine-3-carbonitrile —— C23H20N4O2S2
6-methyl-2-[(E)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]-5,7-dihydro-4H-thieno[2,3-c]pyridine-3-carbonitrile
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-chlorophenyl)sulfanyl]methyl}-N'-[(E)-(4-fluorophenyl)methylidene]-1H-1,2,3-triazole-4-carbohydrazide —— C19H14ClFN8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-chlorophenyl)sulfanyl]methyl}-N'-[(E)-(4-fluorophenyl)methylidene]-1H-1,2,3-triazole-4-carbohydrazide
—— N-[(E)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]-2,3-dihydro-1,4-benzodioxine-3-carboxamide —— C19H16N6O5S
N-[(E)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]-2,3-dihydro-1,4-benzodioxine-3-carboxamide
—— N'-[(E)-(5-bromo-2-hydroxyphenyl)methylidene]-2-({5-[(4-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)acetohydrazide —— C18H14BrClN4O2S3
N'-[(E)-(5-bromo-2-hydroxyphenyl)methylidene]-2-({5-[(4-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)acetohydrazide
—— [(1S)-1-(3-pyridin-3-yl-1,2,4-oxadiazol-5-yl)ethyl] 3-phenylsulfanylpropanoate —— C18H17N3O3S
[(1S)-1-(3-pyridin-3-yl-1,2,4-oxadiazol-5-yl)ethyl] 3-phenylsulfanylpropanoate
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-methylphenyl)sulfanyl]methyl}-N'-[(E)-(2,4,6-trimethylphenyl)methylidene]-1H-1,2,3-triazole-4-carbohydrazide —— C23H24N8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-methylphenyl)sulfanyl]methyl}-N'-[(E)-(2,4,6-trimethylphenyl)methylidene]-1H-1,2,3-triazole-4-carbohydrazide
—— 2-({5-[(2-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(1E)-1-(2-chlorophenyl)ethylidene]acetohydrazide —— C19H16Cl2N4OS3
2-({5-[(2-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(1E)-1-(2-chlorophenyl)ethylidene]acetohydrazide
—— [(1R)-1-(3-pyridin-3-yl-1,2,4-oxadiazol-5-yl)ethyl] 3-phenylsulfanylpropanoate —— C18H17N3O3S
[(1R)-1-(3-pyridin-3-yl-1,2,4-oxadiazol-5-yl)ethyl] 3-phenylsulfanylpropanoate
—— [2-[methyl-[(1R)-1-phenylethyl]amino]-2-oxoethyl] (2S)-2,3-dihydro-1-benzothiophene-2-carboxylate —— C20H21NO3S
[2-[methyl-[(1R)-1-phenylethyl]amino]-2-oxoethyl] (2S)-2,3-dihydro-1-benzothiophene-2-carboxylate
—— N-[(E)-[4-(1,3-benzothiazol-2-ylsulfanyl)-3-nitrophenyl]methylideneamino]-4-hydroxybutanamide —— C18H16N4O4S2
N-[(E)-[4-(1,3-benzothiazol-2-ylsulfanyl)-3-nitrophenyl]methylideneamino]-4-hydroxybutanamide
—— N-[(E)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]pyridine-3-carboxamide —— C17H14N6O3S
N-[(E)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]pyridine-3-carboxamide
—— 2-[(2E)-2-{2-[(4-chlorophenyl)sulfanyl]benzylidene}hydrazinyl]-4,6-di(pyrrolidin-1-yl)-1,3,5-triazine —— C24H26ClN7S
2-[(2E)-2-{2-[(4-chlorophenyl)sulfanyl]benzylidene}hydrazinyl]-4,6-di(pyrrolidin-1-yl)-1,3,5-triazine
—— [2-[methyl-[(1R)-1-phenylethyl]amino]-2-oxoethyl] (2R)-2,3-dihydro-1-benzothiophene-2-carboxylate —— C20H21NO3S
[2-[methyl-[(1R)-1-phenylethyl]amino]-2-oxoethyl] (2R)-2,3-dihydro-1-benzothiophene-2-carboxylate