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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'-[(E)-(3-chlorophenyl)methylidene]-2-(phenylsulfanyl)acetohydrazide —— C15H13ClN2OS
N'-[(E)-(3-chlorophenyl)methylidene]-2-(phenylsulfanyl)acetohydrazide
—— [4-Bromo-5-(4-chlorophenylthio)(2-furyl)](hydroxyimino)methane —— C11H7BrClNO2S
[4-Bromo-5-(4-chlorophenylthio)(2-furyl)](hydroxyimino)methane
—— {[5-Ethylthio-4-((hydroxyimino)methyl)(2-thienyl)]methyl}dimethylamine —— C10H16N2OS2
{[5-Ethylthio-4-((hydroxyimino)methyl)(2-thienyl)]methyl}dimethylamine
—— N-[(E)-furan-2-ylmethylidene]-3-(methylsulfanyl)-7H-[1,2,4]triazolo[4,3-b][1,2,4]triazol-7-amine —— C9H8N6OS
N-[(E)-furan-2-ylmethylidene]-3-(methylsulfanyl)-7H-[1,2,4]triazolo[4,3-b][1,2,4]triazol-7-amine
—— 2-[(2-methylphenyl)sulfanyl]-N'-[(E)-(6-methylpyridin-2-yl)methylidene]acetohydrazide —— C16H17N3OS
2-[(2-methylphenyl)sulfanyl]-N'-[(E)-(6-methylpyridin-2-yl)methylidene]acetohydrazide
—— N-[(E)-[4-(m-tolyl)-3-phenyl-thiazol-2-ylidene]amino]-2-[[5-(2-pyridyl)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C25H20N6OS3
N-[(E)-[4-(m-tolyl)-3-phenyl-thiazol-2-ylidene]amino]-2-[[5-(2-pyridyl)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N'-[(E)-(2-tert-butylsulfanylphenyl)methyleneamino]pyridine-2-carboxamidine —— C17H20N4S
N'-[(E)-(2-tert-butylsulfanylphenyl)methyleneamino]pyridine-2-carboxamidine
—— 1-(amino-lambda4-sulfanylidyne)-N-[(E)-1-(4-chlorophenyl)sulfanylpropan-2-ylideneamino]methanamine —— C10H12ClN3S2
1-(amino-lambda4-sulfanylidyne)-N-[(E)-1-(4-chlorophenyl)sulfanylpropan-2-ylideneamino]methanamine
—— (6E)-4-amino-3-[(4-nitrophenyl)diazenyl]-5-oxo-6-[[4-[4-[2-(4-oxocyclohexa-2,5-dien-1-ylidene)hydrazinyl]phenyl]sulfanylphenyl]hydrazinylidene]naphthalene-2,7-disulfonic acid —— C34H24N8O10S3
(6E)-4-amino-3-[(4-nitrophenyl)diazenyl]-5-oxo-6-[[4-[4-[2-(4-oxocyclohexa-2,5-dien-1-ylidene)hydrazinyl]phenyl]sulfanylphenyl]hydrazinylidene]naphthalene-2,7-disulfonic acid
—— 2-nitro-N'-{3-nitro-4-[(1-methyl-1H-imidazol-2-yl)sulfanyl]benzylidene}benzohydrazide —— C18H14N6O5S
2-nitro-N'-{3-nitro-4-[(1-methyl-1H-imidazol-2-yl)sulfanyl]benzylidene}benzohydrazide
—— (E)-1-phenyl-N-(5-phenylsulfanyl-1H-indol-2-yl)methanimine —— C21H16N2S
(E)-1-phenyl-N-(5-phenylsulfanyl-1H-indol-2-yl)methanimine
—— N'-[(E)-{4-[(1-methyl-1H-imidazol-2-yl)sulfanyl]-3-nitrophenyl}methylidene]-2-(naphthalen-1-yl)acetohydrazide —— C23H19N5O3S
N'-[(E)-{4-[(1-methyl-1H-imidazol-2-yl)sulfanyl]-3-nitrophenyl}methylidene]-2-(naphthalen-1-yl)acetohydrazide
—— 1-amino-3-[(E)-heptan-2-ylideneamino]thiourea —— C8H18N4S
1-amino-3-[(E)-heptan-2-ylideneamino]thiourea
—— 1-amino-3-[(E)-butan-2-ylideneamino]thiourea —— C5H12N4S
1-amino-3-[(E)-butan-2-ylideneamino]thiourea
—— 1-amino-3-[(E)-octan-2-ylideneamino]thiourea —— C9H20N4S
1-amino-3-[(E)-octan-2-ylideneamino]thiourea
—— S-methyl (2E)-5-benzylsulfanyl-2-methylsulfanylcarbonylimino-1,3,4-thiadiazole-3-carbothioate;S-methyl 5-benzylsulfanyl-2-propanoylimino-1,3,4-thiadiazole-3-carbothioate —— C27H28N6O4S7
S-methyl (2E)-5-benzylsulfanyl-2-methylsulfanylcarbonylimino-1,3,4-thiadiazole-3-carbothioate;S-methyl 5-benzylsulfanyl-2-propanoylimino-1,3,4-thiadiazole-3-carbothioate
—— (3E)-3-[[4-[4-[(2E)-2-(3-carboxy-4-oxocyclohexa-2,5-dien-1-ylidene)hydrazinyl]-2-sulfophenyl]sulfanyl-3-sulfophenyl]hydrazinylidene]-6-oxocyclohexa-1,4-diene-1-carboxylic acid —— C26H18N4O12S3
(3E)-3-[[4-[4-[(2E)-2-(3-carboxy-4-oxocyclohexa-2,5-dien-1-ylidene)hydrazinyl]-2-sulfophenyl]sulfanyl-3-sulfophenyl]hydrazinylidene]-6-oxocyclohexa-1,4-diene-1-carboxylic acid
—— N-[(E)-1-(2-chlorophenyl)ethylideneamino]-2-[(3-methyl-1H-1,2,4-triazol-5-yl)sulfanyl]acetamide —— C13H14ClN5OS
N-[(E)-1-(2-chlorophenyl)ethylideneamino]-2-[(3-methyl-1H-1,2,4-triazol-5-yl)sulfanyl]acetamide
—— 2-morpholino-N-[(Z)-[2-oxo-2-(4-phenylsulfanylphenyl)ethylidene]amino]acetamide —— C20H21N3O3S
2-morpholino-N-[(Z)-[2-oxo-2-(4-phenylsulfanylphenyl)ethylidene]amino]acetamide
—— N-[(Z)-[2-oxo-2-(4-phenylsulfanylphenyl)ethylidene]amino]-2-(1-piperidyl)acetamide —— C21H23N3O2S
N-[(Z)-[2-oxo-2-(4-phenylsulfanylphenyl)ethylidene]amino]-2-(1-piperidyl)acetamide
—— N'-[(E)-(2-Chlorophenyl)methylidene]-2-(pyrimidin-2-ylsulfanyl)propanehydrazide —— C14H13ClN4OS
N'-[(E)-(2-Chlorophenyl)methylidene]-2-(pyrimidin-2-ylsulfanyl)propanehydrazide
—— N,N-dimethyl-N'-[1-methyl-5-(5-nitropyridin-2-yl)sulfanyl-1,2,4-triazol-3-yl]methanimidamide —— C11H13N7O2S
N,N-dimethyl-N'-[1-methyl-5-(5-nitropyridin-2-yl)sulfanyl-1,2,4-triazol-3-yl]methanimidamide
—— 3-chloro-N'-{(E)-[3-nitro-4-(4H-1,2,4-triazol-3-ylsulfanyl)phenyl]methylidene}benzohydrazide —— C16H11ClN6O3S
3-chloro-N'-{(E)-[3-nitro-4-(4H-1,2,4-triazol-3-ylsulfanyl)phenyl]methylidene}benzohydrazide
—— 2-(1,3-benzothiazol-2-ylsulfanyl)-3-[(E)-(tert-butylhydrazinylidene)methyl]-9-methylpyrido[1,2-a]pyrimidin-4-one —— C21H21N5OS2
2-(1,3-benzothiazol-2-ylsulfanyl)-3-[(E)-(tert-butylhydrazinylidene)methyl]-9-methylpyrido[1,2-a]pyrimidin-4-one
—— N-[(E)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-2-methoxyacetamide —— C15H14N4O3S
N-[(E)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-2-methoxyacetamide
—— N-[(E)-(4-bromophenyl)methylideneamino]-2-(4-chlorophenyl)sulfanylacetamide —— C15H12BrClN2OS
N-[(E)-(4-bromophenyl)methylideneamino]-2-(4-chlorophenyl)sulfanylacetamide
—— 2,2,2-trifluoro-N-[(E)-(4-methylsulfanylphenyl)methylideneamino]acetamide —— C10H9F3N2OS
2,2,2-trifluoro-N-[(E)-(4-methylsulfanylphenyl)methylideneamino]acetamide
—— 2-(4-chlorophenyl)sulfanyl-N-[(E)-(4-methylphenyl)methylideneamino]acetamide —— C16H15ClN2OS
2-(4-chlorophenyl)sulfanyl-N-[(E)-(4-methylphenyl)methylideneamino]acetamide
—— N-[(E)-(4-chlorophenyl)methylideneamino]-2-(4-chlorophenyl)sulfanylacetamide —— C15H12Cl2N2OS
N-[(E)-(4-chlorophenyl)methylideneamino]-2-(4-chlorophenyl)sulfanylacetamide
—— 2-benzylsulfanyl-N-[(E)-3-methylbutylideneamino]pyrimidin-4-amine —— C16H20N4S
2-benzylsulfanyl-N-[(E)-3-methylbutylideneamino]pyrimidin-4-amine
—— N-[(E)-butylideneamino]-2-methylsulfanylpyrimidin-4-amine —— C9H14N4S
N-[(E)-butylideneamino]-2-methylsulfanylpyrimidin-4-amine
—— N'-[(1E)-1-(4-methylphenyl)ethylidene]-2-(pyrimidin-2-ylsulfanyl)acetohydrazide —— C15H16N4OS
N'-[(1E)-1-(4-methylphenyl)ethylidene]-2-(pyrimidin-2-ylsulfanyl)acetohydrazide
—— 2-benzylsulfanyl-N-[(E)-propylideneamino]pyrimidin-4-amine —— C14H16N4S
2-benzylsulfanyl-N-[(E)-propylideneamino]pyrimidin-4-amine
—— 4,6-dimethyl-1-({(1E)-[4-(methylthio)phenyl]methylene}amino)-2-oxo-1,2-dihydropyridine-3-carbonitrile —— C16H15N3OS
4,6-dimethyl-1-({(1E)-[4-(methylthio)phenyl]methylene}amino)-2-oxo-1,2-dihydropyridine-3-carbonitrile
—— 1-[(Z)-decylideneamino]-3-(decylideneamino)thiourea —— C21H42N4S
1-[(Z)-decylideneamino]-3-(decylideneamino)thiourea
—— 1-[(Z)-dodecylideneamino]-3-(dodecylideneamino)thiourea —— C25H50N4S
1-[(Z)-dodecylideneamino]-3-(dodecylideneamino)thiourea
—— 2-Cyano-N'-(3-nitro-4-((1-methyl-1H-imidazol-2-yl)thio)benzylidene)acetohydrazide —— C14H12N6O3S
2-Cyano-N'-(3-nitro-4-((1-methyl-1H-imidazol-2-yl)thio)benzylidene)acetohydrazide
—— (E)-({5-[(4-chlorophenyl)sulfanyl]-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl}methylidene)amino 2-chloroacetate —— C14H10Cl2F3N3O2S
(E)-({5-[(4-chlorophenyl)sulfanyl]-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl}methylidene)amino 2-chloroacetate
—— 6-[(4-Chlorobenzyl)sulfanyl]imidazo[2,1-b][1,3]thiazole-5-carbaldehyde oxime —— C13H10ClN3OS2
6-[(4-Chlorobenzyl)sulfanyl]imidazo[2,1-b][1,3]thiazole-5-carbaldehyde oxime
—— (E)-N-[3-[(4-methylphenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-1-thiophen-2-ylmethanimine —— C15H14N4S2
(E)-N-[3-[(4-methylphenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-1-thiophen-2-ylmethanimine
—— methyl 2-{[4-({[(cyclopropylcarbonyl)oxy]imino}methyl)-1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl]sulfanyl}benzenecarboxylate —— C18H16F3N3O4S
methyl 2-{[4-({[(cyclopropylcarbonyl)oxy]imino}methyl)-1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl]sulfanyl}benzenecarboxylate
—— N'-[(E)-(4-Bromophenyl)methylidene]-2-[(2-methylphenyl)sulfanyl]acetohydrazide —— C16H15BrN2OS
N'-[(E)-(4-Bromophenyl)methylidene]-2-[(2-methylphenyl)sulfanyl]acetohydrazide
—— N'-[(E)-{4-bromo-5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene]acetohydrazide —— C13H10BrClN2O2S
N'-[(E)-{4-bromo-5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene]acetohydrazide
—— 2-cyano-N'-{(E)-[5-(phenylsulfanyl)furan-2-yl]methylidene}acetohydrazide —— C14H11N3O2S
2-cyano-N'-{(E)-[5-(phenylsulfanyl)furan-2-yl]methylidene}acetohydrazide
—— N-[(E)-[2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-5-nitrophenyl]methylideneamino]pyridine-4-carboxamide —— C19H16N6O3S
N-[(E)-[2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-5-nitrophenyl]methylideneamino]pyridine-4-carboxamide
—— N'-[(E)-{4-bromo-5-[(4-methylphenyl)sulfanyl]furan-2-yl}methylidene]-2-cyanoacetohydrazide —— C15H12BrN3O2S
N'-[(E)-{4-bromo-5-[(4-methylphenyl)sulfanyl]furan-2-yl}methylidene]-2-cyanoacetohydrazide
—— 2-methyl-N'-[(E)-{4-[(1-methyl-1H-imidazol-2-yl)sulfanyl]-3-nitrophenyl}methylidene]benzohydrazide —— C19H17N5O3S
2-methyl-N'-[(E)-{4-[(1-methyl-1H-imidazol-2-yl)sulfanyl]-3-nitrophenyl}methylidene]benzohydrazide
—— N'-{[5-(1H-benzimidazol-2-ylsulfanyl)-2-furyl]methylene}isonicotinohydrazide —— C18H13N5O2S
N'-{[5-(1H-benzimidazol-2-ylsulfanyl)-2-furyl]methylene}isonicotinohydrazide
—— N'-(4-chlorobenzylidene)-2-(2-pyrimidinylsulfanyl)acetohydrazide —— C13H11ClN4OS
N'-(4-chlorobenzylidene)-2-(2-pyrimidinylsulfanyl)acetohydrazide
—— N-[(1E)-(5-chloro-2-fluorophenyl)methylene]-3-(methylthio)-4H-1,2,4-triazol-4-amine —— C10H8ClFN4S
N-[(1E)-(5-chloro-2-fluorophenyl)methylene]-3-(methylthio)-4H-1,2,4-triazol-4-amine