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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-[(4-Methylphenyl)sulfanyl]ethylidene}hydrazinecarboximidamide —— C10H14N4S
2-{2-[(4-Methylphenyl)sulfanyl]ethylidene}hydrazinecarboximidamide
—— 5-[(2E)-2-benzylidenehydrazinyl]-3-(benzylsulfanyl)-1,2-thiazole-4-carbonitrile —— C18H14N4S2
5-[(2E)-2-benzylidenehydrazinyl]-3-(benzylsulfanyl)-1,2-thiazole-4-carbonitrile
—— 4-Oxo-2-(phenylthio)-4H-pyrido(1,2-A)pyrimidine-3-carbaldehyde semicarbazone —— C16H13N5O2S
4-Oxo-2-(phenylthio)-4H-pyrido(1,2-A)pyrimidine-3-carbaldehyde semicarbazone
—— tert-butyl 2-[(E)-[2-(4,6-dimethoxypyrimidin-2-yl)sulfanylphenyl]methylideneamino]oxyacetate —— C19H23N3O5S
tert-butyl 2-[(E)-[2-(4,6-dimethoxypyrimidin-2-yl)sulfanylphenyl]methylideneamino]oxyacetate
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-chlorophenyl)sulfanyl]methyl}-N'-[(E)-(2,5-difluorophenyl)methylidene]-1H-1,2,3-triazole-4-carbohydrazide —— C19H13ClF2N8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-chlorophenyl)sulfanyl]methyl}-N'-[(E)-(2,5-difluorophenyl)methylidene]-1H-1,2,3-triazole-4-carbohydrazide
—— 2-nitro-N-[(E)-[3-nitro-4-[(6-nitro-1,3-benzothiazol-2-yl)sulfanyl]phenyl]methylideneamino]benzamide —— C21H12N6O7S2
2-nitro-N-[(E)-[3-nitro-4-[(6-nitro-1,3-benzothiazol-2-yl)sulfanyl]phenyl]methylideneamino]benzamide
—— N,N'-bis[(E)-(4-methylsulfanylphenyl)methylideneamino]pentanediamide —— C21H24N4O2S2
N,N'-bis[(E)-(4-methylsulfanylphenyl)methylideneamino]pentanediamide
—— 2-[(E)-(2-{[1-(4-ammonio-1,2,5-oxadiazol-3-yl)-5-{[(4-methylphenyl)sulfanyl]methyl}-1H-1,2,3-triazol-4-yl]carbonyl}hydrazinylidene)methyl]-4-chlorophenolate —— C20H17ClN8O3S
2-[(E)-(2-{[1-(4-ammonio-1,2,5-oxadiazol-3-yl)-5-{[(4-methylphenyl)sulfanyl]methyl}-1H-1,2,3-triazol-4-yl]carbonyl}hydrazinylidene)methyl]-4-chlorophenolate
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-{(E)-[4-(diethylamino)-2-hydroxyphenyl]methylidene}-5-[(phenylsulfanyl)methyl]-1H-1,2,3-triazole-4-carbohydrazide —— C23H25N9O3S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-{(E)-[4-(diethylamino)-2-hydroxyphenyl]methylidene}-5-[(phenylsulfanyl)methyl]-1H-1,2,3-triazole-4-carbohydrazide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(1E)-1-(2-hydroxyphenyl)ethylidene]-5-{[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide —— C17H17N11O3S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(1E)-1-(2-hydroxyphenyl)ethylidene]-5-{[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-(2-hydroxyphenyl)methylidene]-5-[(phenylsulfanyl)methyl]-1H-1,2,3-triazole-4-carbohydrazide —— C19H16N8O3S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-(2-hydroxyphenyl)methylidene]-5-[(phenylsulfanyl)methyl]-1H-1,2,3-triazole-4-carbohydrazide
—— 2-[(1E)-1-(2-{[1-(4-ammonio-1,2,5-oxadiazol-3-yl)-5-{[(4-chlorophenyl)sulfanyl]methyl}-1H-1,2,3-triazol-4-yl]carbonyl}hydrazinylidene)ethyl]phenolate —— C20H17ClN8O3S
2-[(1E)-1-(2-{[1-(4-ammonio-1,2,5-oxadiazol-3-yl)-5-{[(4-chlorophenyl)sulfanyl]methyl}-1H-1,2,3-triazol-4-yl]carbonyl}hydrazinylidene)ethyl]phenolate
—— 4-[(1E)-1-(2-{[1-(4-ammonio-1,2,5-oxadiazol-3-yl)-5-{[(4-methylphenyl)sulfanyl]methyl}-1H-1,2,3-triazol-4-yl]carbonyl}hydrazinylidene)ethyl]phenolate —— C21H20N8O3S
4-[(1E)-1-(2-{[1-(4-ammonio-1,2,5-oxadiazol-3-yl)-5-{[(4-methylphenyl)sulfanyl]methyl}-1H-1,2,3-triazol-4-yl]carbonyl}hydrazinylidene)ethyl]phenolate
—— 2-[(1E)-1-(2-{[1-(4-ammonio-1,2,5-oxadiazol-3-yl)-5-{[(4-methylphenyl)sulfanyl]methyl}-1H-1,2,3-triazol-4-yl]carbonyl}hydrazinylidene)ethyl]phenolate —— C21H20N8O3S
2-[(1E)-1-(2-{[1-(4-ammonio-1,2,5-oxadiazol-3-yl)-5-{[(4-methylphenyl)sulfanyl]methyl}-1H-1,2,3-triazol-4-yl]carbonyl}hydrazinylidene)ethyl]phenolate
—— 4-[(1E)-1-(2-{[1-(4-ammonio-1,2,5-oxadiazol-3-yl)-5-{[(4-chlorophenyl)sulfanyl]methyl}-1H-1,2,3-triazol-4-yl]carbonyl}hydrazinylidene)ethyl]phenolate —— C20H17ClN8O3S
4-[(1E)-1-(2-{[1-(4-ammonio-1,2,5-oxadiazol-3-yl)-5-{[(4-chlorophenyl)sulfanyl]methyl}-1H-1,2,3-triazol-4-yl]carbonyl}hydrazinylidene)ethyl]phenolate
—— 2-[[5-cyclohexyl-4-[(E)-[2,5-dimethyl-1-(2-methylpropyl)pyrrol-3-yl]methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C21H31N5O2S
2-[[5-cyclohexyl-4-[(E)-[2,5-dimethyl-1-(2-methylpropyl)pyrrol-3-yl]methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— 3,5-dichloro-N-[(E)-(4-methylsulfanylphenyl)methylideneamino]pyridin-2-amine —— C13H11Cl2N3S
3,5-dichloro-N-[(E)-(4-methylsulfanylphenyl)methylideneamino]pyridin-2-amine
—— 2-[(E)-(4-methylsulfanylphenyl)methylideneamino]oxy-N-(4-phenylbutan-2-yl)propanamide —— C21H26N2O2S
2-[(E)-(4-methylsulfanylphenyl)methylideneamino]oxy-N-(4-phenylbutan-2-yl)propanamide
—— 1-[4-(difluoromethylsulfanyl)phenyl]-3-[(E)-[1-(2-methoxyethyl)-2,5-dimethylpyrrol-3-yl]methylideneamino]thiourea —— C18H22F2N4OS2
1-[4-(difluoromethylsulfanyl)phenyl]-3-[(E)-[1-(2-methoxyethyl)-2,5-dimethylpyrrol-3-yl]methylideneamino]thiourea
—— 3-(difluoromethyl)-5-(methylsulfanyl)-N-[(E)-(5-methylthiophen-2-yl)methylidene]-4H-1,2,4-triazol-4-amine —— C10H10F2N4S2
3-(difluoromethyl)-5-(methylsulfanyl)-N-[(E)-(5-methylthiophen-2-yl)methylidene]-4H-1,2,4-triazol-4-amine
—— 3-(difluoromethyl)-N-[(E)-(3-fluorophenyl)methylidene]-5-(methylsulfanyl)-4H-1,2,4-triazol-4-amine —— C11H9F3N4S
3-(difluoromethyl)-N-[(E)-(3-fluorophenyl)methylidene]-5-(methylsulfanyl)-4H-1,2,4-triazol-4-amine
—— N-[(E)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-4-nitroaniline —— C18H13N5O3S
N-[(E)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-4-nitroaniline
—— N-[(E)-{5-[(4-bromo-3-nitro-1H-pyrazol-1-yl)methyl]furan-2-yl}methylidene]-3-(difluoromethyl)-5-(methylsulfanyl)-4H-1,2,4-triazol-4-amine —— C13H10BrF2N7O3S
N-[(E)-{5-[(4-bromo-3-nitro-1H-pyrazol-1-yl)methyl]furan-2-yl}methylidene]-3-(difluoromethyl)-5-(methylsulfanyl)-4H-1,2,4-triazol-4-amine
—— N-[3-(Difluoromethyl)-5-(methylsulfanyl)-4H-1,2,4-triazol-4-YL]-N-[(E)-1-(1-ethyl-5-methyl-1H-pyrazol-4-YL)methylidene]amine —— C11H14F2N6S
N-[3-(Difluoromethyl)-5-(methylsulfanyl)-4H-1,2,4-triazol-4-YL]-N-[(E)-1-(1-ethyl-5-methyl-1H-pyrazol-4-YL)methylidene]amine
—— 4-bromo-3-[(E)-{[3-(difluoromethyl)-5-(methylsulfanyl)-4H-1,2,4-triazol-4-yl]imino}methyl]phenol —— C11H9BrF2N4OS
4-bromo-3-[(E)-{[3-(difluoromethyl)-5-(methylsulfanyl)-4H-1,2,4-triazol-4-yl]imino}methyl]phenol
—— 3-(difluoromethyl)-N-{(E)-[4-(dimethylamino)phenyl]methylidene}-5-(methylsulfanyl)-4H-1,2,4-triazol-4-amine —— C13H15F2N5S
3-(difluoromethyl)-N-{(E)-[4-(dimethylamino)phenyl]methylidene}-5-(methylsulfanyl)-4H-1,2,4-triazol-4-amine
—— N-[3-(Difluoromethyl)-5-(methylsulfanyl)-4H-1,2,4-triazol-4-YL]-N-[(E)-1-(1-ethyl-1H-pyrazol-4-YL)methylidene]amine —— C10H12F2N6S
N-[3-(Difluoromethyl)-5-(methylsulfanyl)-4H-1,2,4-triazol-4-YL]-N-[(E)-1-(1-ethyl-1H-pyrazol-4-YL)methylidene]amine
—— 3-(difluoromethyl)-5-(methylsulfanyl)-N-[(E)-(3-methylthiophen-2-yl)methylidene]-4H-1,2,4-triazol-4-amine —— C10H10F2N4S2
3-(difluoromethyl)-5-(methylsulfanyl)-N-[(E)-(3-methylthiophen-2-yl)methylidene]-4H-1,2,4-triazol-4-amine
—— 2-({4-ethyl-5-[1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]-4H-1,2,4-triazol-3-yl}sulfanyl)-N'-[(E)-(2-fluorophenyl)methylidene]acetohydrazide —— C18H17F4N7OS
2-({4-ethyl-5-[1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]-4H-1,2,4-triazol-3-yl}sulfanyl)-N'-[(E)-(2-fluorophenyl)methylidene]acetohydrazide
—— N'-[(1E)-1-(4-hydroxyphenyl)ethylidene]-2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)acetohydrazide —— C20H20N4O2S3
N'-[(1E)-1-(4-hydroxyphenyl)ethylidene]-2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)acetohydrazide
—— N'-[(E)-(2-bromophenyl)methylidene]-2-(phenylsulfanyl)acetohydrazide —— C15H13BrN2OS
N'-[(E)-(2-bromophenyl)methylidene]-2-(phenylsulfanyl)acetohydrazide
—— N-[(E)-benzylideneamino]-2-(4-methyl-6-morpholin-4-ylpyrimidin-2-yl)sulfanylacetamide —— C18H21N5O2S
N-[(E)-benzylideneamino]-2-(4-methyl-6-morpholin-4-ylpyrimidin-2-yl)sulfanylacetamide
—— 2-(4-chlorophenyl)sulfanyl-N-[(E)-cyclohex-3-en-1-ylmethylideneamino]acetamide —— C15H17ClN2OS
2-(4-chlorophenyl)sulfanyl-N-[(E)-cyclohex-3-en-1-ylmethylideneamino]acetamide
—— (E)-1,7,7-trimethyl-N-[(E)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]bicyclo[2.2.1]heptan-2-imine —— C20H24N6O2S
(E)-1,7,7-trimethyl-N-[(E)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]bicyclo[2.2.1]heptan-2-imine
—— 2-methyl-2-(phenylsulfanyl)propanal O-(4-chlorobenzyl)oxime —— C17H18ClNOS
2-methyl-2-(phenylsulfanyl)propanal O-(4-chlorobenzyl)oxime
—— (2E)-2-{[2-(1,3-benzothiazol-2-ylsulfanyl)-9-methyl-4-oxo-4H-pyrido[1,2-a]pyrimidin-3-yl]methylidene}hydrazinecarbothioamide —— C18H14N6OS3
(2E)-2-{[2-(1,3-benzothiazol-2-ylsulfanyl)-9-methyl-4-oxo-4H-pyrido[1,2-a]pyrimidin-3-yl]methylidene}hydrazinecarbothioamide
—— 2-(5-aminotetrazol-1-yl)-N-[(E)-(4-methylsulfanylphenyl)methylideneamino]acetamide —— C11H13N7OS
2-(5-aminotetrazol-1-yl)-N-[(E)-(4-methylsulfanylphenyl)methylideneamino]acetamide
—— 2-[(2E)-2-[[2-(1,3-benzothiazol-2-ylsulfanyl)-9-methyl-4-oxopyrido[1,2-a]pyrimidin-3-yl]methylidene]hydrazinyl]benzoic acid —— C24H17N5O3S2
2-[(2E)-2-[[2-(1,3-benzothiazol-2-ylsulfanyl)-9-methyl-4-oxopyrido[1,2-a]pyrimidin-3-yl]methylidene]hydrazinyl]benzoic acid
—— N-[(E)-[5-(1,3-benzoxazol-2-ylsulfanyl)-2-methylpyrazolo[1,5-a]quinazolin-3-yl]methylideneamino]-3-[(2,4-dimethylphenyl)sulfamoyl]benzamide —— C34H27N7O4S2
N-[(E)-[5-(1,3-benzoxazol-2-ylsulfanyl)-2-methylpyrazolo[1,5-a]quinazolin-3-yl]methylideneamino]-3-[(2,4-dimethylphenyl)sulfamoyl]benzamide
—— Methyl 2-({2-[(methoxyimino)methyl]-4-nitrophenyl}sulfanyl)benzenecarboxylate —— C16H14N2O5S
Methyl 2-({2-[(methoxyimino)methyl]-4-nitrophenyl}sulfanyl)benzenecarboxylate
—— 2-[(2E)-2-[[5-(1,3-benzothiazol-2-ylsulfanyl)-2-methylpyrazolo[1,5-a]quinazolin-3-yl]methylidene]hydrazinyl]-N,N-diethyl-5-nitrobenzenesulfonamide —— C29H26N8O4S3
2-[(2E)-2-[[5-(1,3-benzothiazol-2-ylsulfanyl)-2-methylpyrazolo[1,5-a]quinazolin-3-yl]methylidene]hydrazinyl]-N,N-diethyl-5-nitrobenzenesulfonamide
—— 6-[(4-methylphenyl)sulfanyl]imidazo[2,1-b][1,3]thiazole-5-carbaldehyde O-(2,6-dichlorobenzyl)oxime —— C20H15Cl2N3OS2
6-[(4-methylphenyl)sulfanyl]imidazo[2,1-b][1,3]thiazole-5-carbaldehyde O-(2,6-dichlorobenzyl)oxime
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-methylphenyl)sulfanyl]methyl}-N'-[(E)-(5-methylthiophen-2-yl)methylidene]-1H-1,2,3-triazole-4-carbohydrazide —— C19H18N8O2S2
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-methylphenyl)sulfanyl]methyl}-N'-[(E)-(5-methylthiophen-2-yl)methylidene]-1H-1,2,3-triazole-4-carbohydrazide
—— N-[(E)-(4-methylsulfanylphenyl)methylideneamino]pyridin-2-amine —— C13H13N3S
N-[(E)-(4-methylsulfanylphenyl)methylideneamino]pyridin-2-amine
—— 2,6-dichlorobenzenecarbaldehyde O-{[5-[(4-bromophenyl)sulfanyl]-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl]methyl}oxime —— C19H13BrCl2F3N3OS
2,6-dichlorobenzenecarbaldehyde O-{[5-[(4-bromophenyl)sulfanyl]-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl]methyl}oxime
—— N'-(4-(Methylthio)benzylidene)2(5-oxo-4,5-dihydro-1H-pyrazol-3-YL)acetohydrazide —— C13H14N4O2S
N'-(4-(Methylthio)benzylidene)2(5-oxo-4,5-dihydro-1H-pyrazol-3-YL)acetohydrazide
—— 2-[(4-chlorophenyl)sulfanyl]-N'-[(E)-pyridin-3-ylmethylidene]propanehydrazide —— C15H14ClN3OS
2-[(4-chlorophenyl)sulfanyl]-N'-[(E)-pyridin-3-ylmethylidene]propanehydrazide
—— N'-({4-[(4-chlorophenyl)sulfanyl]-3-nitrophenyl}methylene)-1-methyl-3-(trifluoromethyl)-1H-thieno[2,3-c]pyrazole-5-carbohydrazide —— C21H13ClF3N5O3S2
N'-({4-[(4-chlorophenyl)sulfanyl]-3-nitrophenyl}methylene)-1-methyl-3-(trifluoromethyl)-1H-thieno[2,3-c]pyrazole-5-carbohydrazide
—— Methyl 2-{[5-({[(2,4-dichlorobenzyl)oxy]imino}methyl)imidazo[2,1-b][1,3]thiazol-6-yl]sulfanyl}benzenecarboxylate —— C21H15Cl2N3O3S2
Methyl 2-{[5-({[(2,4-dichlorobenzyl)oxy]imino}methyl)imidazo[2,1-b][1,3]thiazol-6-yl]sulfanyl}benzenecarboxylate
—— 2-(1,3-benzothiazol-2-ylsulfanyl)-3-{(E)-[2-(4,6-dimethylpyrimidin-2-yl)hydrazinylidene]methyl}-9-methyl-4H-pyrido[1,2-a]pyrimidin-4-one —— C23H19N7OS2
2-(1,3-benzothiazol-2-ylsulfanyl)-3-{(E)-[2-(4,6-dimethylpyrimidin-2-yl)hydrazinylidene]methyl}-9-methyl-4H-pyrido[1,2-a]pyrimidin-4-one