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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
—— (2E)-2-({5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)-N-phenylhydrazinecarbothioamide —— C18H14ClN3OS2
(2E)-2-({5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)-N-phenylhydrazinecarbothioamide
—— 1,3-bis[(E)-dodecylideneamino]thiourea —— C25H50N4S
1,3-bis[(E)-dodecylideneamino]thiourea
—— N-methyl-N-[(2R)-1-[(R)-methylsulfinyl]propan-2-yl]cyclopentanamine —— C10H21NOS
N-methyl-N-[(2R)-1-[(R)-methylsulfinyl]propan-2-yl]cyclopentanamine
—— N-methyl-N-[(2R)-1-[(S)-methylsulfinyl]propan-2-yl]cyclopentanamine —— C10H21NOS
N-methyl-N-[(2R)-1-[(S)-methylsulfinyl]propan-2-yl]cyclopentanamine
—— (2R)-N-(cycloheptylmethyl)-N-methyl-1-[(R)-methylsulfinyl]propan-2-amine —— C13H27NOS
(2R)-N-(cycloheptylmethyl)-N-methyl-1-[(R)-methylsulfinyl]propan-2-amine
—— (2S)-N-(cycloheptylmethyl)-N-methyl-1-[(S)-methylsulfinyl]propan-2-amine —— C13H27NOS
(2S)-N-(cycloheptylmethyl)-N-methyl-1-[(S)-methylsulfinyl]propan-2-amine
—— N-methyl-N-[(2S)-1-[(R)-methylsulfinyl]propan-2-yl]cyclopentanamine —— C10H21NOS
N-methyl-N-[(2S)-1-[(R)-methylsulfinyl]propan-2-yl]cyclopentanamine
—— (2R)-N-(cycloheptylmethyl)-N-methyl-1-[(S)-methylsulfinyl]propan-2-amine —— C13H27NOS
(2R)-N-(cycloheptylmethyl)-N-methyl-1-[(S)-methylsulfinyl]propan-2-amine
—— N-methyl-N-[(2S)-1-[(S)-methylsulfinyl]propan-2-yl]cyclopentanamine —— C10H21NOS
N-methyl-N-[(2S)-1-[(S)-methylsulfinyl]propan-2-yl]cyclopentanamine
—— (2S)-N-(cycloheptylmethyl)-N-methyl-1-[(R)-methylsulfinyl]propan-2-amine —— C13H27NOS
(2S)-N-(cycloheptylmethyl)-N-methyl-1-[(R)-methylsulfinyl]propan-2-amine
—— 3-nitro-N-[(E)-[3-nitro-4-[(6-nitro-1,3-benzothiazol-2-yl)sulfanyl]phenyl]methylideneamino]benzamide —— C21H12N6O7S2
3-nitro-N-[(E)-[3-nitro-4-[(6-nitro-1,3-benzothiazol-2-yl)sulfanyl]phenyl]methylideneamino]benzamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-furan-3-ylmethylidene]-5-{[(4-methylphenyl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide —— C18H16N8O3S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-furan-3-ylmethylidene]-5-{[(4-methylphenyl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide
—— [(2E)-2-benzylidenehydrazinyl] 2-[2-[[(E)-benzylideneamino]carbamoyloxymethylsulfanyl]-6-methylpyrimidin-4-yl]oxyacetate —— C23H22N6O5S
[(2E)-2-benzylidenehydrazinyl] 2-[2-[[(E)-benzylideneamino]carbamoyloxymethylsulfanyl]-6-methylpyrimidin-4-yl]oxyacetate
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-(2-hydroxyphenyl)methylidene]-5-{[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide —— C16H15N11O3S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-(2-hydroxyphenyl)methylidene]-5-{[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide
—— 4-[(E)-(2-{[1-(4-ammonio-1,2,5-oxadiazol-3-yl)-5-{[(4-chlorophenyl)sulfanyl]methyl}-1H-1,2,3-triazol-4-yl]carbonyl}hydrazinylidene)methyl]phenolate —— C19H15ClN8O3S
4-[(E)-(2-{[1-(4-ammonio-1,2,5-oxadiazol-3-yl)-5-{[(4-chlorophenyl)sulfanyl]methyl}-1H-1,2,3-triazol-4-yl]carbonyl}hydrazinylidene)methyl]phenolate
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-(5-bromo-2-hydroxyphenyl)methylidene]-5-[(phenylsulfanyl)methyl]-1H-1,2,3-triazole-4-carbohydrazide —— C19H15BrN8O3S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-(5-bromo-2-hydroxyphenyl)methylidene]-5-[(phenylsulfanyl)methyl]-1H-1,2,3-triazole-4-carbohydrazide
—— 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]phenolate —— C20H18N8O3S
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]phenolate
—— 2-[(E)-(2-{[1-(4-ammonio-1,2,5-oxadiazol-3-yl)-5-{[(4-chlorophenyl)sulfanyl]methyl}-1H-1,2,3-triazol-4-yl]carbonyl}hydrazinylidene)methyl]phenolate —— C19H15ClN8O3S
2-[(E)-(2-{[1-(4-ammonio-1,2,5-oxadiazol-3-yl)-5-{[(4-chlorophenyl)sulfanyl]methyl}-1H-1,2,3-triazol-4-yl]carbonyl}hydrazinylidene)methyl]phenolate
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-(5-chloro-2-hydroxyphenyl)methylidene]-5-{[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide —— C16H14ClN11O3S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-(5-chloro-2-hydroxyphenyl)methylidene]-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)-(4-hydroxyphenyl)methylidene]-5-[(phenylsulfanyl)methyl]-1H-1,2,3-triazole-4-carbohydrazide —— C19H16N8O3S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-(4-hydroxyphenyl)methylidene]-5-[(phenylsulfanyl)methyl]-1H-1,2,3-triazole-4-carbohydrazide
—— 3-[(E)-N-[[1-(4-azaniumyl-1,2,5-oxadiazol-3-yl)-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]triazole-4-carbonyl]amino]-C-methylcarbonimidoyl]phenolate —— C17H17N11O3S
3-[(E)-N-[[1-(4-azaniumyl-1,2,5-oxadiazol-3-yl)-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]triazole-4-carbonyl]amino]-C-methylcarbonimidoyl]phenolate
—— (2E)-2-[5-nitro-2-(pyridin-2-ylsulfanyl)benzylidene]-N-(prop-2-en-1-yl)hydrazinecarbothioamide —— C16H15N5O2S2
(2E)-2-[5-nitro-2-(pyridin-2-ylsulfanyl)benzylidene]-N-(prop-2-en-1-yl)hydrazinecarbothioamide
—— 4-{(1E)-1-[2-({1-(4-ammonio-1,2,5-oxadiazol-3-yl)-5-[(phenylsulfanyl)methyl]-1H-1,2,3-triazol-4-yl}carbonyl)hydrazinylidene]ethyl}phenolate —— C20H18N8O3S
4-{(1E)-1-[2-({1-(4-ammonio-1,2,5-oxadiazol-3-yl)-5-[(phenylsulfanyl)methyl]-1H-1,2,3-triazol-4-yl}carbonyl)hydrazinylidene]ethyl}phenolate
—— N-[2-[(3R,5S)-3,5-dimethylpiperidin-1-yl]-2-methylpropyl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide —— C15H26N4OS2
N-[2-[(3R,5S)-3,5-dimethylpiperidin-1-yl]-2-methylpropyl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide
—— 4-[(E)-(2-{[1-(4-ammonio-1,2,5-oxadiazol-3-yl)-5-{[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]methyl}-1H-1,2,3-triazol-4-yl]carbonyl}hydrazinylidene)methyl]phenolate —— C16H15N11O3S
4-[(E)-(2-{[1-(4-ammonio-1,2,5-oxadiazol-3-yl)-5-{[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]methyl}-1H-1,2,3-triazol-4-yl]carbonyl}hydrazinylidene)methyl]phenolate
—— N-[2-[(3S,5S)-3,5-dimethylpiperidin-1-yl]-2-methylpropyl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide —— C15H26N4OS2
N-[2-[(3S,5S)-3,5-dimethylpiperidin-1-yl]-2-methylpropyl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide
—— 2-[[5-cyclohexyl-4-[(E)-(3-fluorophenyl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C17H19FN4O2S
2-[[5-cyclohexyl-4-[(E)-(3-fluorophenyl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— 3-(difluoromethyl)-N-[(E)-(3-methylphenyl)methylidene]-5-(methylsulfanyl)-4H-1,2,4-triazol-4-amine —— C12H12F2N4S
3-(difluoromethyl)-N-[(E)-(3-methylphenyl)methylidene]-5-(methylsulfanyl)-4H-1,2,4-triazol-4-amine
—— 2-(2-methyl-1,3-dithiolan-2-yl)-N'-[(E)-phenylmethylidene]acetohydrazide —— C13H16N2OS2
2-(2-methyl-1,3-dithiolan-2-yl)-N'-[(E)-phenylmethylidene]acetohydrazide
—— 3-(difluoromethyl)-N-[(E)-(4-fluorophenyl)methylidene]-5-(methylsulfanyl)-4H-1,2,4-triazol-4-amine —— C11H9F3N4S
3-(difluoromethyl)-N-[(E)-(4-fluorophenyl)methylidene]-5-(methylsulfanyl)-4H-1,2,4-triazol-4-amine
—— (2R)-2-(5-bromopyridin-2-yl)sulfanyl-N,N-di(propan-2-yl)propanamide —— C14H21BrN2OS
(2R)-2-(5-bromopyridin-2-yl)sulfanyl-N,N-di(propan-2-yl)propanamide
—— 5,6-dimethyl-N-[(E)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]thieno[2,3-d]pyrimidin-4-amine —— C19H17N7O2S2
5,6-dimethyl-N-[(E)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]thieno[2,3-d]pyrimidin-4-amine
—— (2S)-2-(5-bromopyridin-2-yl)sulfanyl-N,N-di(propan-2-yl)propanamide —— C14H21BrN2OS
(2S)-2-(5-bromopyridin-2-yl)sulfanyl-N,N-di(propan-2-yl)propanamide
—— 3-(difluoromethyl)-5-(methylsulfanyl)-N-[(E)-pyridin-3-ylmethylidene]-4H-1,2,4-triazol-4-amine —— C10H9F2N5S
3-(difluoromethyl)-5-(methylsulfanyl)-N-[(E)-pyridin-3-ylmethylidene]-4H-1,2,4-triazol-4-amine
—— N-[(E)-(4,5-dibromothiophen-2-yl)methylidene]-3-(difluoromethyl)-5-(methylsulfanyl)-4H-1,2,4-triazol-4-amine —— C9H6Br2F2N4S2
N-[(E)-(4,5-dibromothiophen-2-yl)methylidene]-3-(difluoromethyl)-5-(methylsulfanyl)-4H-1,2,4-triazol-4-amine
—— (2S)-2-(5-bromopyridin-2-yl)sulfanyl-N-ethyl-N-(2-methylprop-2-enyl)propanamide —— C14H19BrN2OS
(2S)-2-(5-bromopyridin-2-yl)sulfanyl-N-ethyl-N-(2-methylprop-2-enyl)propanamide
—— N-(2-methoxyphenyl)-4-[(2E)-2-[[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylidene]hydrazinyl]-3-nitrobenzenesulfonamide —— C24H21N7O7S2
N-(2-methoxyphenyl)-4-[(2E)-2-[[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylidene]hydrazinyl]-3-nitrobenzenesulfonamide
—— 3-[(E)-{[3-(difluoromethyl)-5-(methylsulfanyl)-4H-1,2,4-triazol-4-yl]imino}methyl]phenol —— C11H10F2N4OS
3-[(E)-{[3-(difluoromethyl)-5-(methylsulfanyl)-4H-1,2,4-triazol-4-yl]imino}methyl]phenol
—— 3-(difluoromethyl)-N-[(E)-(1-ethyl-3-methyl-1H-pyrazol-4-yl)methylidene]-5-(methylsulfanyl)-4H-1,2,4-triazol-4-amine —— C11H14F2N6S
3-(difluoromethyl)-N-[(E)-(1-ethyl-3-methyl-1H-pyrazol-4-yl)methylidene]-5-(methylsulfanyl)-4H-1,2,4-triazol-4-amine
—— (2R)-2-(5-bromopyridin-2-yl)sulfanyl-N-methyl-N-[(2-methylphenyl)methyl]propanamide —— C17H19BrN2OS
(2R)-2-(5-bromopyridin-2-yl)sulfanyl-N-methyl-N-[(2-methylphenyl)methyl]propanamide
—— 3-[(2,4-dimethylphenyl)sulfamoyl]-N-[(E)-[2-methyl-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]pyrazolo[1,5-a]quinazolin-3-yl]methylideneamino]benzamide —— C30H27N9O3S2
3-[(2,4-dimethylphenyl)sulfamoyl]-N-[(E)-[2-methyl-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]pyrazolo[1,5-a]quinazolin-3-yl]methylideneamino]benzamide
—— (2S)-2-(5-bromopyridin-2-yl)sulfanyl-N-methyl-N-[(2-methylphenyl)methyl]propanamide —— C17H19BrN2OS
(2S)-2-(5-bromopyridin-2-yl)sulfanyl-N-methyl-N-[(2-methylphenyl)methyl]propanamide
—— N'-[(E)-(1,5-dimethyl-1H-pyrazol-4-yl)methylidene]-2-({4-ethyl-5-[1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]-4H-1,2,4-triazol-3-yl}sulfanyl)acetohydrazide —— C17H20F3N9OS
N'-[(E)-(1,5-dimethyl-1H-pyrazol-4-yl)methylidene]-2-({4-ethyl-5-[1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]-4H-1,2,4-triazol-3-yl}sulfanyl)acetohydrazide
—— (2S)-2-(5-bromopyridin-2-yl)sulfanyl-N,N-diethylpropanamide —— C12H17BrN2OS
(2S)-2-(5-bromopyridin-2-yl)sulfanyl-N,N-diethylpropanamide
—— (2S)-2-(5-bromopyridin-2-yl)sulfanyl-N-butylpropanamide —— C12H17BrN2OS
(2S)-2-(5-bromopyridin-2-yl)sulfanyl-N-butylpropanamide
—— (2S)-2-(5-bromopyridin-2-yl)sulfanyl-N-pentylpropanamide —— C13H19BrN2OS
(2S)-2-(5-bromopyridin-2-yl)sulfanyl-N-pentylpropanamide
—— (2R)-2-(5-bromopyridin-2-yl)sulfanyl-N,N-diethylpropanamide —— C12H17BrN2OS
(2R)-2-(5-bromopyridin-2-yl)sulfanyl-N,N-diethylpropanamide
—— (2R)-2-(5-bromopyridin-2-yl)sulfanyl-N-ethyl-N-(2-methylprop-2-enyl)propanamide —— C14H19BrN2OS
(2R)-2-(5-bromopyridin-2-yl)sulfanyl-N-ethyl-N-(2-methylprop-2-enyl)propanamide
—— (2R)-1-(azepan-1-yl)-2-(5-bromopyridin-2-yl)sulfanylpropan-1-one —— C14H19BrN2OS
(2R)-1-(azepan-1-yl)-2-(5-bromopyridin-2-yl)sulfanylpropan-1-one
—— (2R)-2-(5-bromopyridin-2-yl)sulfanyl-N-pentylpropanamide —— C13H19BrN2OS
(2R)-2-(5-bromopyridin-2-yl)sulfanyl-N-pentylpropanamide