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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
—— N'-[(1E)-1-phenylbutylidene]-2-(pyridin-2-ylsulfanyl)acetohydrazide —— C17H19N3OS
N'-[(1E)-1-phenylbutylidene]-2-(pyridin-2-ylsulfanyl)acetohydrazide
—— N'-{(E)-[4-(diethylamino)-2-hydroxyphenyl]methylidene}-2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)acetohydrazide —— C23H27N5O2S3
N'-{(E)-[4-(diethylamino)-2-hydroxyphenyl]methylidene}-2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)acetohydrazide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-(3-fluorophenyl)methylidene]-5-{[(4-methylphenyl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide —— C20H17FN8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-(3-fluorophenyl)methylidene]-5-{[(4-methylphenyl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide
—— 2-[(4-chlorophenyl)sulfanyl]-5-nitrobenzenecarbaldehyde O-methyloxime —— C14H11ClN2O3S
2-[(4-chlorophenyl)sulfanyl]-5-nitrobenzenecarbaldehyde O-methyloxime
—— N-[(E)-(4-methylsulfanylphenyl)methylideneamino]pentanamide —— C13H18N2OS
N-[(E)-(4-methylsulfanylphenyl)methylideneamino]pentanamide
—— N-[(E)-(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)methylideneamino]-5-(trifluoromethyl)pyridin-2-amine —— C17H11F3N6O2S
N-[(E)-(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)methylideneamino]-5-(trifluoromethyl)pyridin-2-amine
—— 2-(4,6-Dimethyl-pyrimidin-2-ylsulfanyl)-acetic acid (2-CL-benzylidene)-hydrazide —— C15H15ClN4OS
2-(4,6-Dimethyl-pyrimidin-2-ylsulfanyl)-acetic acid (2-CL-benzylidene)-hydrazide
—— N-[(E)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]aniline —— C20H17N3O2S
N-[(E)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]aniline
—— N'-[(E)-{4-bromo-5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene]-2-(naphthalen-1-yl)acetohydrazide —— C23H16BrClN2O2S
N'-[(E)-{4-bromo-5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene]-2-(naphthalen-1-yl)acetohydrazide
—— 6-[(4-chlorobenzyl)sulfanyl]imidazo[2,1-b][1,3]thiazole-5-carbaldehyde O-methyloxime —— C14H12ClN3OS2
6-[(4-chlorobenzyl)sulfanyl]imidazo[2,1-b][1,3]thiazole-5-carbaldehyde O-methyloxime
—— (1E)-1-({5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)-2-phenylhydrazine —— C17H13ClN2OS
(1E)-1-({5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)-2-phenylhydrazine
—— 1-[5,5-dimethyl-3-({(E)-[4-(methylsulfanyl)phenyl]methylidene}amino)-2-thioxo-1,3-thiazolidin-4-yl]-1-hydroxy-3-methylurea —— C15H20N4O2S3
1-[5,5-dimethyl-3-({(E)-[4-(methylsulfanyl)phenyl]methylidene}amino)-2-thioxo-1,3-thiazolidin-4-yl]-1-hydroxy-3-methylurea
—— 2-((4-Chlorophenyl)sulfanyl)nicotinaldehyde o-(4-methylbenzyl)oxime —— C20H17ClN2OS
2-((4-Chlorophenyl)sulfanyl)nicotinaldehyde o-(4-methylbenzyl)oxime
—— 2-(Phenylsulfanyl)nicotinaldehyde oxime —— C12H10N2OS
2-(Phenylsulfanyl)nicotinaldehyde oxime
—— N'-[(E)-[3-Bromo-4-(dimethylamino)phenyl]methylidene]-3-[(4-chlorophenyl)sulfanyl]propanehydrazide —— C18H19BrClN3OS
N'-[(E)-[3-Bromo-4-(dimethylamino)phenyl]methylidene]-3-[(4-chlorophenyl)sulfanyl]propanehydrazide
—— 5-[(4-chlorophenyl)sulfanyl]-1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carbaldehyde O-(2,6-dichlorobenzyl)oxime —— C19H13Cl3F3N3OS
5-[(4-chlorophenyl)sulfanyl]-1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carbaldehyde O-(2,6-dichlorobenzyl)oxime
—— 5-({[(2-Chlorobenzoyl)oxy]imino}methyl)-2-[(4-methylphenyl)sulfanyl]pyridine —— C20H15ClN2O2S
5-({[(2-Chlorobenzoyl)oxy]imino}methyl)-2-[(4-methylphenyl)sulfanyl]pyridine
—— 5-[(4-chlorophenyl)sulfanyl]-1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carbaldehyde oxime —— C12H9ClF3N3OS
5-[(4-chlorophenyl)sulfanyl]-1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carbaldehyde oxime
—— N'-[(E)-(2-Chlorophenyl)methylidene]-2-[(2-methylphenyl)sulfanyl]acetohydrazide —— C16H15ClN2OS
N'-[(E)-(2-Chlorophenyl)methylidene]-2-[(2-methylphenyl)sulfanyl]acetohydrazide
—— 6-[(4-chlorophenyl)sulfanyl]nicotinaldehyde O-(2,4-dichlorobenzyl)oxime —— C19H13Cl3N2OS
6-[(4-chlorophenyl)sulfanyl]nicotinaldehyde O-(2,4-dichlorobenzyl)oxime
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]methyl}-N'-[(1E)-1-(pyridin-3-yl)ethylidene]-1H-1,2,3-triazole-4-carbohydrazide —— C16H16N12O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]methyl}-N'-[(1E)-1-(pyridin-3-yl)ethylidene]-1H-1,2,3-triazole-4-carbohydrazide
—— N,N'-bis[(E)-(4-methylsulfanylphenyl)methylideneamino]hexanediamide —— C22H26N4O2S2
N,N'-bis[(E)-(4-methylsulfanylphenyl)methylideneamino]hexanediamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-(3-fluorophenyl)methylidene]-5-{[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide —— C16H14FN11O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-(3-fluorophenyl)methylidene]-5-{[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide
—— 2-(4-chlorophenoxy)-N-[(E)-(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)methylideneamino]acetamide —— C19H14ClN5O4S
2-(4-chlorophenoxy)-N-[(E)-(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)methylideneamino]acetamide
—— methyl 2-{[4-{[(benzoyloxy)imino]methyl}-1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl]sulfanyl}benzenecarboxylate —— C21H16F3N3O4S
methyl 2-{[4-{[(benzoyloxy)imino]methyl}-1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl]sulfanyl}benzenecarboxylate
—— 2-[3-cyano-4-(methoxymethyl)-6-methyl-2-oxopyridin-1(2H)-yl]-N'-{(E)-[5-(phenylsulfanyl)furan-2-yl]methylidene}acetohydrazide —— C22H20N4O4S
2-[3-cyano-4-(methoxymethyl)-6-methyl-2-oxopyridin-1(2H)-yl]-N'-{(E)-[5-(phenylsulfanyl)furan-2-yl]methylidene}acetohydrazide
—— N'-[(E)-(4-Hydroxyphenyl)methylidene]-2-(pyridin-2-ylsulfanyl)acetohydrazide —— C14H13N3O2S
N'-[(E)-(4-Hydroxyphenyl)methylidene]-2-(pyridin-2-ylsulfanyl)acetohydrazide
—— N'-{[5-(1,3-benzothiazol-2-ylsulfanyl)-2-furyl]methylene}-2-(2-methylphenoxy)acetohydrazide —— C21H17N3O3S2
N'-{[5-(1,3-benzothiazol-2-ylsulfanyl)-2-furyl]methylene}-2-(2-methylphenoxy)acetohydrazide
—— N'-[(E)-(2-chlorophenyl)methylidene]-2-{[5-{[(4-methylphenyl)amino]methyl}-4-(prop-2-en-1-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetohydrazide —— C22H23ClN6OS
N'-[(E)-(2-chlorophenyl)methylidene]-2-{[5-{[(4-methylphenyl)amino]methyl}-4-(prop-2-en-1-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetohydrazide
—— 3-[(4-chlorophenyl)sulfanyl]-N'-[(E)-pyridin-2-ylmethylidene]propanehydrazide —— C15H14ClN3OS
3-[(4-chlorophenyl)sulfanyl]-N'-[(E)-pyridin-2-ylmethylidene]propanehydrazide
—— 5-[2-(Diethylamino)ethyl]-2-(ethylthio)-3-thiophenecarbaldehyde oxime —— C13H22N2OS2
5-[2-(Diethylamino)ethyl]-2-(ethylthio)-3-thiophenecarbaldehyde oxime
—— N,N'-bis[(E)-(4-methylsulfanylphenyl)methylideneamino]octanediamide —— C24H30N4O2S2
N,N'-bis[(E)-(4-methylsulfanylphenyl)methylideneamino]octanediamide
—— N-[(E)-hex-5-en-2-ylideneamino]-2-[[5-[2-[(2E)-2-hex-5-en-2-ylidenehydrazinyl]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C18H26N6O2S3
N-[(E)-hex-5-en-2-ylideneamino]-2-[[5-[2-[(2E)-2-hex-5-en-2-ylidenehydrazinyl]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(1E,2E)-2-methyl-3-phenylprop-2-en-1-ylidene]-5-{[(4-methylphenyl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide —— C23H22N8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(1E,2E)-2-methyl-3-phenylprop-2-en-1-ylidene]-5-{[(4-methylphenyl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-chlorophenyl)sulfanyl]methyl}-N'-[(1E,2E)-3-(furan-2-yl)-2-methylprop-2-en-1-ylidene]-1H-1,2,3-triazole-4-carbohydrazide —— C20H17ClN8O3S
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-chlorophenyl)sulfanyl]methyl}-N'-[(1E,2E)-3-(furan-2-yl)-2-methylprop-2-en-1-ylidene]-1H-1,2,3-triazole-4-carbohydrazide
—— 2-(4,6-Dimethyl-pyrimidin-2-ylsulfanyl)-acetic acid (2-F-benzylidene)-hydrazide —— C15H15FN4OS
2-(4,6-Dimethyl-pyrimidin-2-ylsulfanyl)-acetic acid (2-F-benzylidene)-hydrazide
—— 2-[(2E)-2-{2-[(4-chlorophenyl)sulfanyl]benzylidene}hydrazinyl]-1,3-benzothiazole —— C20H14ClN3S2
2-[(2E)-2-{2-[(4-chlorophenyl)sulfanyl]benzylidene}hydrazinyl]-1,3-benzothiazole
—— N'-{(E)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylidene}-3-nitrobenzohydrazide —— C19H13N5O4S
N'-{(E)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylidene}-3-nitrobenzohydrazide
—— N'-[(1E)-1-(3-bromophenyl)ethylidene]-2-({5-[(2-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)acetohydrazide —— C19H16BrClN4OS3
N'-[(1E)-1-(3-bromophenyl)ethylidene]-2-({5-[(2-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)acetohydrazide
—— 4-[(2-aminophenyl)sulfanyl]-3-nitrobenzenecarbaldehyde O-methyloxime —— C14H13N3O3S
4-[(2-aminophenyl)sulfanyl]-3-nitrobenzenecarbaldehyde O-methyloxime
—— 3-[(2E)-2-{[2-(1,3-benzothiazol-2-ylsulfanyl)-9-methyl-4-oxo-4H-pyrido[1,2-a]pyrimidin-3-yl]methylidene}hydrazinyl]propanenitrile —— C20H16N6OS2
3-[(2E)-2-{[2-(1,3-benzothiazol-2-ylsulfanyl)-9-methyl-4-oxo-4H-pyrido[1,2-a]pyrimidin-3-yl]methylidene}hydrazinyl]propanenitrile
—— 4-nitro-N-[(E)-(4-oxo-2-phenylsulfanylpyrido[1,2-a]pyrimidin-3-yl)methylideneamino]benzamide —— C22H15N5O4S
4-nitro-N-[(E)-(4-oxo-2-phenylsulfanylpyrido[1,2-a]pyrimidin-3-yl)methylideneamino]benzamide
—— N-[(E)-[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-4-nitroaniline —— C18H12N4O3S2
N-[(E)-[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-4-nitroaniline
—— N'-[(E)-[3-Bromo-4-(dimethylamino)phenyl]methylidene]-3-(phenylsulfanyl)propanehydrazide —— C18H20BrN3OS
N'-[(E)-[3-Bromo-4-(dimethylamino)phenyl]methylidene]-3-(phenylsulfanyl)propanehydrazide
—— 2-(4-chlorophenyl)sulfanyl-5-nitro-N-[(E)-1-pyridin-3-ylethylideneamino]benzamide —— C20H15ClN4O3S
2-(4-chlorophenyl)sulfanyl-5-nitro-N-[(E)-1-pyridin-3-ylethylideneamino]benzamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-methylphenyl)sulfanyl]methyl}-N'-{(E)-[4-(methylsulfanyl)phenyl]methylidene}-1H-1,2,3-triazole-4-carbohydrazide —— C21H20N8O2S2
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-methylphenyl)sulfanyl]methyl}-N'-{(E)-[4-(methylsulfanyl)phenyl]methylidene}-1H-1,2,3-triazole-4-carbohydrazide
—— 2-(phenylsulfanyl)nicotinaldehyde O-(3,4-dichlorobenzyl)oxime —— C19H14Cl2N2OS
2-(phenylsulfanyl)nicotinaldehyde O-(3,4-dichlorobenzyl)oxime
—— N-[(E)-(4-methylsulfanylphenyl)methylideneamino]formamide —— C9H10N2OS
N-[(E)-(4-methylsulfanylphenyl)methylideneamino]formamide
—— (NE)-N-(2-pyrimidin-2-ylsulfanylcyclopentylidene)hydroxylamine —— C9H11N3OS
(NE)-N-(2-pyrimidin-2-ylsulfanylcyclopentylidene)hydroxylamine
—— N-[(E)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-2-hydroxybenzamide —— C19H14N4O3S
N-[(E)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-2-hydroxybenzamide