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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-(4-chlorophenyl)sulfanyl-N-[(E)-3-phenylpropylideneamino]acetamide —— C17H17ClN2OS
2-(4-chlorophenyl)sulfanyl-N-[(E)-3-phenylpropylideneamino]acetamide
—— 2-bromo-N'-[(E)-{4-bromo-5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene]benzohydrazide —— C18H11Br2ClN2O2S
2-bromo-N'-[(E)-{4-bromo-5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene]benzohydrazide
—— N'-{(E)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylidene}-2-[(4-bromobenzyl)sulfanyl]acetohydrazide —— C21H17BrN4O2S2
N'-{(E)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylidene}-2-[(4-bromobenzyl)sulfanyl]acetohydrazide
—— N-benzyl-N-[(E)-(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)methylideneamino]aniline —— C24H19N5O2S
N-benzyl-N-[(E)-(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)methylideneamino]aniline
—— N-[(E)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-2-(2-methylphenoxy)acetamide —— C20H19N5O4S
N-[(E)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]-2-(2-methylphenoxy)acetamide
—— (2E)-2-({5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)hydrazinecarboxamide —— C12H10ClN3O2S
(2E)-2-({5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)hydrazinecarboxamide
—— N-[(E)-[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylideneamino]benzamide —— C19H13N3O2S2
N-[(E)-[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylideneamino]benzamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(1E)-1-(5-chlorothiophen-2-yl)ethylidene]-5-{[(4-methylphenyl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide —— C19H17ClN8O2S2
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(1E)-1-(5-chlorothiophen-2-yl)ethylidene]-5-{[(4-methylphenyl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide
—— ethyl 2-[(E)-dimethylaminomethylideneamino]-5-(2-nitrophenyl)sulfanyl-4-phenylthiophene-3-carboxylate —— C22H21N3O4S2
ethyl 2-[(E)-dimethylaminomethylideneamino]-5-(2-nitrophenyl)sulfanyl-4-phenylthiophene-3-carboxylate
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-chlorophenyl)sulfanyl]methyl}-N'-[(1E)-1-(pyridin-2-yl)ethylidene]-1H-1,2,3-triazole-4-carbohydrazide —— C19H16ClN9O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-chlorophenyl)sulfanyl]methyl}-N'-[(1E)-1-(pyridin-2-yl)ethylidene]-1H-1,2,3-triazole-4-carbohydrazide
—— 2-{[5-(benzylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl}-N'-[(E)-(4-methylphenyl)methylidene]acetohydrazide 315201-15-1 C19H18N4OS3
2-{[5-(benzylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl}-N'-[(E)-(4-methylphenyl)methylidene]acetohydrazide
—— 3-[(E)-(phenylhydrazinylidene)methyl]-2-pyridin-2-ylsulfanylpyrido[1,2-a]pyrimidin-4-one —— C20H15N5OS
3-[(E)-(phenylhydrazinylidene)methyl]-2-pyridin-2-ylsulfanylpyrido[1,2-a]pyrimidin-4-one
—— N-[(E)-[2-(4,6-dimethoxypyrimidin-2-yl)sulfanylphenyl]methylideneamino]-N-methylaniline —— C20H20N4O2S
N-[(E)-[2-(4,6-dimethoxypyrimidin-2-yl)sulfanylphenyl]methylideneamino]-N-methylaniline
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-methylphenyl)sulfanyl]methyl}-N'-[(E)-phenylmethylidene]-1H-1,2,3-triazole-4-carbohydrazide —— C20H18N8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-methylphenyl)sulfanyl]methyl}-N'-[(E)-phenylmethylidene]-1H-1,2,3-triazole-4-carbohydrazide
—— 1-[(E)-[4-bromo-5-(4-chlorophenyl)sulfanylfuran-2-yl]methylideneamino]-3-(2-methylphenyl)urea —— C19H15BrClN3O2S
1-[(E)-[4-bromo-5-(4-chlorophenyl)sulfanylfuran-2-yl]methylideneamino]-3-(2-methylphenyl)urea
—— 2-(4-ethylphenoxy)-N-[(E)-[3-nitro-4-[(6-nitro-1,3-benzothiazol-2-yl)sulfanyl]phenyl]methylideneamino]acetamide —— C24H19N5O6S2
2-(4-ethylphenoxy)-N-[(E)-[3-nitro-4-[(6-nitro-1,3-benzothiazol-2-yl)sulfanyl]phenyl]methylideneamino]acetamide
—— 2-[(4-methylphenyl)thio]-4-oxo-4H-pyrido[1,2-a]pyrimidine-3-carbaldehyde N-allylthiosemicarbazone —— C20H19N5OS2
2-[(4-methylphenyl)thio]-4-oxo-4H-pyrido[1,2-a]pyrimidine-3-carbaldehyde N-allylthiosemicarbazone
—— N'-benzylidene-2-({5-[1-(4-bromoanilino)ethyl]-4-methyl-4H-1,2,4-triazol-3-yl}sulfanyl)acetohydrazide —— C20H21BrN6OS
N'-benzylidene-2-({5-[1-(4-bromoanilino)ethyl]-4-methyl-4H-1,2,4-triazol-3-yl}sulfanyl)acetohydrazide
—— 4-[(4-chlorophenyl)sulfanyl]-3-nitrobenzenecarbaldehyde O-(4-chlorobenzyl)oxime —— C20H14Cl2N2O3S
4-[(4-chlorophenyl)sulfanyl]-3-nitrobenzenecarbaldehyde O-(4-chlorobenzyl)oxime
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-methylphenyl)sulfanyl]methyl}-N'-[(E)-pyridin-4-ylmethylidene]-1H-1,2,3-triazole-4-carbohydrazide —— C19H17N9O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-methylphenyl)sulfanyl]methyl}-N'-[(E)-pyridin-4-ylmethylidene]-1H-1,2,3-triazole-4-carbohydrazide
—— N'-[(E)-{2-[(4-chlorophenyl)sulfanyl]-4-oxo-4H-pyrido[1,2-a]pyrimidin-3-yl}methylidene]-2-hydroxybenzohydrazide —— C22H15ClN4O3S
N'-[(E)-{2-[(4-chlorophenyl)sulfanyl]-4-oxo-4H-pyrido[1,2-a]pyrimidin-3-yl}methylidene]-2-hydroxybenzohydrazide
—— N'-[(1E)-1-(4-bromophenyl)ethylidene]-2-(pyridin-2-ylsulfanyl)acetohydrazide —— C15H14BrN3OS
N'-[(1E)-1-(4-bromophenyl)ethylidene]-2-(pyridin-2-ylsulfanyl)acetohydrazide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-chlorophenyl)sulfanyl]methyl}-N'-[(E)-(4-ethylphenyl)methylidene]-1H-1,2,3-triazole-4-carbohydrazide —— C21H19ClN8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-chlorophenyl)sulfanyl]methyl}-N'-[(E)-(4-ethylphenyl)methylidene]-1H-1,2,3-triazole-4-carbohydrazide
—— 2-methyl-2-[(4-methylphenyl)sulfanyl]propanal O-(4-chlorobenzyl)oxime —— C18H20ClNOS
2-methyl-2-[(4-methylphenyl)sulfanyl]propanal O-(4-chlorobenzyl)oxime
—— 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