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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)-{4-[(4-chlorophenyl)sulfanyl]-3-nitrophenyl}methylidene]-2-[3-cyano-4-(methoxymethyl)-6-methyl-2-oxopyridin-1(2H)-yl]acetohydrazide —— C24H20ClN5O5S
N'-[(E)-{4-[(4-chlorophenyl)sulfanyl]-3-nitrophenyl}methylidene]-2-[3-cyano-4-(methoxymethyl)-6-methyl-2-oxopyridin-1(2H)-yl]acetohydrazide
—— 2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(1E)-1-(pyridin-3-yl)ethylidene]acetohydrazide —— C19H19N5OS3
2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(1E)-1-(pyridin-3-yl)ethylidene]acetohydrazide
—— (2E)-2-{2-[(4-chlorophenyl)sulfanyl]benzylidene}hydrazinecarbothioamide —— C14H12ClN3S2
(2E)-2-{2-[(4-chlorophenyl)sulfanyl]benzylidene}hydrazinecarbothioamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-chlorophenyl)sulfanyl]methyl}-N'-[(1E)-1-(4-fluorophenyl)ethylidene]-1H-1,2,3-triazole-4-carbohydrazide —— C20H16ClFN8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-chlorophenyl)sulfanyl]methyl}-N'-[(1E)-1-(4-fluorophenyl)ethylidene]-1H-1,2,3-triazole-4-carbohydrazide
—— N-{4-[({[5-[(4-bromophenyl)sulfanyl]-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl]methoxy}imino)methyl]phenyl}acetamide —— C21H18BrF3N4O2S
N-{4-[({[5-[(4-bromophenyl)sulfanyl]-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl]methoxy}imino)methyl]phenyl}acetamide
—— N'-[(E)-{5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene]-3-(trifluoromethyl)benzohydrazide —— C19H12ClF3N2O2S
N'-[(E)-{5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene]-3-(trifluoromethyl)benzohydrazide
—— N-[(E)-[4-(diethylamino)phenyl]methylideneamino]-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide —— C15H20N6OS
N-[(E)-[4-(diethylamino)phenyl]methylideneamino]-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide
—— 2-[(1R)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-5-pyridin-4-yl-1,3,4-oxadiazole —— C13H13N5O2S
2-[(1R)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-5-pyridin-4-yl-1,3,4-oxadiazole
—— (Z)-3-(1-methylpyrazol-4-yl)-N-[(1S)-1-(4-methylsulfanylphenyl)ethyl]prop-2-enamide —— C16H19N3OS
(Z)-3-(1-methylpyrazol-4-yl)-N-[(1S)-1-(4-methylsulfanylphenyl)ethyl]prop-2-enamide
—— 2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[(E)-(2-methylcyclohexylidene)amino]acetamide —— C17H23BrN2OS
2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[(E)-(2-methylcyclohexylidene)amino]acetamide
—— (2E,4Z)-N-[(1S)-1-(4-methylsulfanylphenyl)ethyl]hexa-2,4-dienamide —— C15H19NOS
(2E,4Z)-N-[(1S)-1-(4-methylsulfanylphenyl)ethyl]hexa-2,4-dienamide
—— (Z)-3-(furan-2-yl)-N-[(1R)-1-(4-methylsulfanylphenyl)ethyl]prop-2-enamide —— C16H17NO2S
(Z)-3-(furan-2-yl)-N-[(1R)-1-(4-methylsulfanylphenyl)ethyl]prop-2-enamide
—— (2Z,4Z)-N-[(1S)-1-(4-methylsulfanylphenyl)ethyl]hexa-2,4-dienamide —— C15H19NOS
(2Z,4Z)-N-[(1S)-1-(4-methylsulfanylphenyl)ethyl]hexa-2,4-dienamide
—— methyl 2-{[4-({[(4-chlorobenzyl)oxy]imino}methyl)-1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl]sulfanyl}benzenecarboxylate —— C21H17ClF3N3O3S
methyl 2-{[4-({[(4-chlorobenzyl)oxy]imino}methyl)-1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl]sulfanyl}benzenecarboxylate
—— N-[(E)-furan-2-ylmethylideneamino]-2-[[5-[2-[(2E)-2-(furan-2-ylmethylidene)hydrazinyl]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C16H14N6O4S3
N-[(E)-furan-2-ylmethylideneamino]-2-[[5-[2-[(2E)-2-(furan-2-ylmethylidene)hydrazinyl]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (Z)-3-(1-methylpyrazol-4-yl)-N-[(1R)-1-(4-methylsulfanylphenyl)ethyl]prop-2-enamide —— C16H19N3OS
(Z)-3-(1-methylpyrazol-4-yl)-N-[(1R)-1-(4-methylsulfanylphenyl)ethyl]prop-2-enamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-(4-chlorophenyl)methylidene]-5-{[(4-chlorophenyl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide —— C19H14Cl2N8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-(4-chlorophenyl)methylidene]-5-{[(4-chlorophenyl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(1E)-1-(furan-2-yl)ethylidene]-5-{[(4-methylphenyl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide —— C19H18N8O3S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(1E)-1-(furan-2-yl)ethylidene]-5-{[(4-methylphenyl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide
—— 2-((4,6-Dimethyl-2-pyrimidinyl)thio)N'-(4-(methylthio)benzylidene)acetohydrazide —— C16H18N4OS2
2-((4,6-Dimethyl-2-pyrimidinyl)thio)N'-(4-(methylthio)benzylidene)acetohydrazide
—— (2R)-N-[(2-fluorophenyl)methyl]-2-[[5-(methylsulfanylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C14H16FN3O2S2
(2R)-N-[(2-fluorophenyl)methyl]-2-[[5-(methylsulfanylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-[(2-fluorophenyl)methyl]-2-[[5-(methylsulfanylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C14H16FN3O2S2
(2S)-N-[(2-fluorophenyl)methyl]-2-[[5-(methylsulfanylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— 2-(2-benzylsulfanyl-6-methylpyrimidin-4-yl)oxy-N-[(E)-(4-bromophenyl)methylideneamino]acetamide —— C21H19BrN4O2S
2-(2-benzylsulfanyl-6-methylpyrimidin-4-yl)oxy-N-[(E)-(4-bromophenyl)methylideneamino]acetamide
—— N-[(E)-benzylideneamino]-2-(5-chloropyrimidin-2-yl)sulfanylacetamide —— C13H11ClN4OS
N-[(E)-benzylideneamino]-2-(5-chloropyrimidin-2-yl)sulfanylacetamide
—— N-{[5-[(2-chlorobenzyl)sulfanyl]-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl]methylene}-N-(isobutyryloxy)amine —— C17H17ClF3N3O2S
N-{[5-[(2-chlorobenzyl)sulfanyl]-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl]methylene}-N-(isobutyryloxy)amine
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-methylphenyl)sulfanyl]methyl}-N'-[(E)-pyridin-3-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-3-ylmethylidene]-1H-1,2,3-triazole-4-carbohydrazide
—— N-[(E)-(4-bromophenyl)methylideneamino]-2-(5-chloropyrimidin-2-yl)sulfanylacetamide —— C13H10BrClN4OS
N-[(E)-(4-bromophenyl)methylideneamino]-2-(5-chloropyrimidin-2-yl)sulfanylacetamide
—— 6-[(4-chlorophenyl)sulfanyl]nicotinaldehyde O-(4-fluorobenzyl)oxime —— C19H14ClFN2OS
6-[(4-chlorophenyl)sulfanyl]nicotinaldehyde O-(4-fluorobenzyl)oxime
—— (2S)-N-[(2-fluorophenyl)methyl]-2-[[5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C15H15FN6O2S
(2S)-N-[(2-fluorophenyl)methyl]-2-[[5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-cyclohex-3-en-1-ylmethylidene]-5-{[(4-methylphenyl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide —— C20H22N8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-cyclohex-3-en-1-ylmethylidene]-5-{[(4-methylphenyl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide
—— (2S)-N-pentyl-2-[[5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C13H20N6O2S
(2S)-N-pentyl-2-[[5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— 6-[(4-chlorophenyl)sulfanyl]imidazo[2,1-b][1,3]thiazole-5-carbaldehyde O-(2,4-dichlorobenzyl)oxime —— C19H12Cl3N3OS2
6-[(4-chlorophenyl)sulfanyl]imidazo[2,1-b][1,3]thiazole-5-carbaldehyde O-(2,4-dichlorobenzyl)oxime
—— N-[(S)-cyclopropyl-(4-methylphenyl)methyl]-2-[[5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H20N6O2S
N-[(S)-cyclopropyl-(4-methylphenyl)methyl]-2-[[5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(S)-cyclopropyl(phenyl)methyl]-2-[[5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C17H18N6O2S
N-[(S)-cyclopropyl(phenyl)methyl]-2-[[5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (2R)-N-pentyl-2-[[5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C13H20N6O2S
(2R)-N-pentyl-2-[[5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— N-[(R)-cyclopropyl(phenyl)methyl]-2-[[5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C17H18N6O2S
N-[(R)-cyclopropyl(phenyl)methyl]-2-[[5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(R)-cyclopropyl-(4-methylphenyl)methyl]-2-[[5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H20N6O2S
N-[(R)-cyclopropyl-(4-methylphenyl)methyl]-2-[[5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N'-[(E)-(2-Chlorophenyl)methylidene]-3-(phenylsulfanyl)propanehydrazide —— C16H15ClN2OS
N'-[(E)-(2-Chlorophenyl)methylidene]-3-(phenylsulfanyl)propanehydrazide
—— N'-[(E)-{5-[(6-nitro-1,3-benzothiazol-2-yl)sulfanyl]furan-2-yl}methylidene]furan-2-carbohydrazide —— C17H10N4O5S2
N'-[(E)-{5-[(6-nitro-1,3-benzothiazol-2-yl)sulfanyl]furan-2-yl}methylidene]furan-2-carbohydrazide
—— (2R)-N-[(2S)-pentan-2-yl]-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C19H27N3O2S
(2R)-N-[(2S)-pentan-2-yl]-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-[(2-fluorophenyl)methyl]-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C21H22FN3O2S
(2S)-N-[(2-fluorophenyl)methyl]-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-[(2R)-pentan-2-yl]-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C19H27N3O2S
(2R)-N-[(2R)-pentan-2-yl]-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-[(2-fluorophenyl)methyl]-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C21H22FN3O2S
(2R)-N-[(2-fluorophenyl)methyl]-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-pentyl-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C19H27N3O2S
(2S)-N-pentyl-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-pentyl-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C19H27N3O2S
(2R)-N-pentyl-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-[(2-fluorophenyl)methyl]-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C21H22FN3O2S
(2R)-N-[(2-fluorophenyl)methyl]-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-[(2-fluorophenyl)methyl]-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C21H22FN3O2S
(2S)-N-[(2-fluorophenyl)methyl]-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-[(2R)-pentan-2-yl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C15H20N4O2S
(2S)-N-[(2R)-pentan-2-yl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— 2-({5-[(2-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(1E)-1-(pyridin-4-yl)ethylidene]acetohydrazide —— C18H16ClN5OS3
2-({5-[(2-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(1E)-1-(pyridin-4-yl)ethylidene]acetohydrazide
—— (2S)-N-butyl-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C18H25N3O2S
(2S)-N-butyl-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-prop-2-ynyl-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C13H12N4O2S
(2R)-N-prop-2-ynyl-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide