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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
—— (NE)-N-[(4-bromo-5-phenylsulfanylfuran-2-yl)methylidene]hydroxylamine —— C11H8BrNO2S
(NE)-N-[(4-bromo-5-phenylsulfanylfuran-2-yl)methylidene]hydroxylamine
—— N'-[(E)-pyridin-2-ylmethylidene]-2-(pyrimidin-2-ylsulfanyl)acetohydrazide —— C12H11N5OS
N'-[(E)-pyridin-2-ylmethylidene]-2-(pyrimidin-2-ylsulfanyl)acetohydrazide
—— N'-[(1E)-1-(4-methylphenyl)ethylidene]-2-(pyridin-2-ylsulfanyl)acetohydrazide —— C16H17N3OS
N'-[(1E)-1-(4-methylphenyl)ethylidene]-2-(pyridin-2-ylsulfanyl)acetohydrazide
—— 2-[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]-N'-[(1E)-1-(pyridin-4-yl)ethylidene]acetohydrazide —— C12H14N6OS
2-[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]-N'-[(1E)-1-(pyridin-4-yl)ethylidene]acetohydrazide
—— 1-(4-methylphenyl)-3-[(E)-(4-methylsulfanylphenyl)methylideneamino]thiourea —— C16H17N3S2
1-(4-methylphenyl)-3-[(E)-(4-methylsulfanylphenyl)methylideneamino]thiourea
—— tert-butyl N-[(E)-(2-methoxy-5-methylsulfanylthiophen-3-yl)methylideneamino]carbamate —— C12H18N2O3S2
tert-butyl N-[(E)-(2-methoxy-5-methylsulfanylthiophen-3-yl)methylideneamino]carbamate
—— N'-[(E)-(3-methylphenyl)methylidene]-2-(pyrimidin-2-ylsulfanyl)acetohydrazide —— C14H14N4OS
N'-[(E)-(3-methylphenyl)methylidene]-2-(pyrimidin-2-ylsulfanyl)acetohydrazide
—— N-{(E)-[4-(methylsulfanyl)phenyl]methylidene}pyridin-2-amine —— C13H12N2S
N-{(E)-[4-(methylsulfanyl)phenyl]methylidene}pyridin-2-amine
—— N'-[(E)-(2-chloro-6-fluorophenyl)methylidene]-2-(pyrimidin-2-ylsulfanyl)acetohydrazide —— C13H10ClFN4OS
N'-[(E)-(2-chloro-6-fluorophenyl)methylidene]-2-(pyrimidin-2-ylsulfanyl)acetohydrazide
—— N-[(E)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]phthalazin-1-amine —— C19H15N7O2S
N-[(E)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]phthalazin-1-amine
—— 4-(Methylsulfanyl)benzaldehyde (6-chloro-3-pyridazinyl)hydrazone —— C12H11ClN4S
4-(Methylsulfanyl)benzaldehyde (6-chloro-3-pyridazinyl)hydrazone
—— 2,2'-(1,3,4-thiadiazole-2,5-diyldisulfanediyl)bis(N'-{(E)-[4-(dimethylamino)phenyl]methylidene}propanehydrazide) —— C26H32N8O2S3
2,2'-(1,3,4-thiadiazole-2,5-diyldisulfanediyl)bis(N'-{(E)-[4-(dimethylamino)phenyl]methylidene}propanehydrazide)
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-chlorophenyl)sulfanyl]methyl}-N'-[(1E,2E)-2-methyl-3-phenylprop-2-en-1-ylidene]-1H-1,2,3-triazole-4-carbohydrazide —— C22H19ClN8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-chlorophenyl)sulfanyl]methyl}-N'-[(1E,2E)-2-methyl-3-phenylprop-2-en-1-ylidene]-1H-1,2,3-triazole-4-carbohydrazide
—— 1,3-bis[(E)-[(E)-but-2-enylidene]amino]thiourea —— C9H14N4S
1,3-bis[(E)-[(E)-but-2-enylidene]amino]thiourea
—— 2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[[(2R)-4-(2-methylpropyl)morpholin-2-yl]methyl]acetamide —— C19H25ClN4O3S
2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[[(2R)-4-(2-methylpropyl)morpholin-2-yl]methyl]acetamide
—— 2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[[(2S)-4-(2-methylpropyl)morpholin-2-yl]methyl]acetamide —— C19H25ClN4O3S
2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[[(2S)-4-(2-methylpropyl)morpholin-2-yl]methyl]acetamide
—— N'-[(E)-(3-Bromophenyl)methylidene]-2-[(4,6-dimethylpyrimidin-2-YL)sulfanyl]acetohydrazide —— C15H15BrN4OS
N'-[(E)-(3-Bromophenyl)methylidene]-2-[(4,6-dimethylpyrimidin-2-YL)sulfanyl]acetohydrazide
—— 3-nitro-N-[(E)-(5-quinolin-8-ylsulfanylfuran-2-yl)methylideneamino]benzamide —— C21H14N4O4S
3-nitro-N-[(E)-(5-quinolin-8-ylsulfanylfuran-2-yl)methylideneamino]benzamide
—— 3-chloro-N-[(E)-(4-methylsulfanylphenyl)methylideneamino]-5-(trifluoromethyl)pyridin-2-amine —— C14H11ClF3N3S
3-chloro-N-[(E)-(4-methylsulfanylphenyl)methylideneamino]-5-(trifluoromethyl)pyridin-2-amine
—— N-[(E)-(4-methylphenyl)methylideneamino]-N-[4-[(1-methyltetrazol-5-yl)sulfanylmethyl]-1,3-thiazol-2-yl]acetamide —— C16H17N7OS2
N-[(E)-(4-methylphenyl)methylideneamino]-N-[4-[(1-methyltetrazol-5-yl)sulfanylmethyl]-1,3-thiazol-2-yl]acetamide
—— [(1S)-3,5,5-trimethylcyclohex-2-en-1-yl] 2-pyridin-4-ylsulfanylacetate —— C16H21NO2S
[(1S)-3,5,5-trimethylcyclohex-2-en-1-yl] 2-pyridin-4-ylsulfanylacetate
—— [(1R)-3,5,5-trimethylcyclohex-2-en-1-yl] 2-pyridin-4-ylsulfanylacetate —— C16H21NO2S
[(1R)-3,5,5-trimethylcyclohex-2-en-1-yl] 2-pyridin-4-ylsulfanylacetate
—— [(1R,2S)-2-ethylcyclohexyl] 2-pyridin-4-ylsulfanylacetate —— C15H21NO2S
[(1R,2S)-2-ethylcyclohexyl] 2-pyridin-4-ylsulfanylacetate
—— [(1S,2S)-2-ethylcyclohexyl] 2-pyridin-4-ylsulfanylacetate —— C15H21NO2S
[(1S,2S)-2-ethylcyclohexyl] 2-pyridin-4-ylsulfanylacetate
—— [(1S,2R)-2-ethylcyclohexyl] 2-pyridin-4-ylsulfanylacetate —— C15H21NO2S
[(1S,2R)-2-ethylcyclohexyl] 2-pyridin-4-ylsulfanylacetate
—— [(1R,2R)-2-ethylcyclohexyl] 2-pyridin-4-ylsulfanylacetate —— C15H21NO2S
[(1R,2R)-2-ethylcyclohexyl] 2-pyridin-4-ylsulfanylacetate
—— (2E)-1-(2,4-dinitrophenyl)-2-({5-[(4-methylphenyl)sulfanyl]furan-2-yl}methylidene)hydrazine —— C18H14N4O5S
(2E)-1-(2,4-dinitrophenyl)-2-({5-[(4-methylphenyl)sulfanyl]furan-2-yl}methylidene)hydrazine
—— 4-chloro-2-(methylsulfanyl)-6-[(E)-2-(phenylmethylidene)hydrazin-1-yl]pyrimidine —— C12H11ClN4S
4-chloro-2-(methylsulfanyl)-6-[(E)-2-(phenylmethylidene)hydrazin-1-yl]pyrimidine
—— 2-({4-allyl-5-[(4-chloroanilino)methyl]-4H-1,2,4-triazol-3-yl}sulfanyl)-N'-(3-pyridinylmethylene)propanohydrazide —— C21H22ClN7OS
2-({4-allyl-5-[(4-chloroanilino)methyl]-4H-1,2,4-triazol-3-yl}sulfanyl)-N'-(3-pyridinylmethylene)propanohydrazide
—— 2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(E)-(4-hydroxyphenyl)methylideneamino]acetamide —— C18H15ClN4O2S3
2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(E)-(4-hydroxyphenyl)methylideneamino]acetamide
—— N-[(E)-(2-bromophenyl)methylideneamino]-2-[[5-[1-[(2E)-2-[(2-bromophenyl)methylidene]hydrazinyl]-1-oxopropan-2-yl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C22H20Br2N6O2S3
N-[(E)-(2-bromophenyl)methylideneamino]-2-[[5-[1-[(2E)-2-[(2-bromophenyl)methylidene]hydrazinyl]-1-oxopropan-2-yl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— N-[(E)-(4-methylsulfanylphenyl)methylideneamino]-5-oxo-1,4-dihydropyrazole-4-carboxamide —— C12H12N4O2S
N-[(E)-(4-methylsulfanylphenyl)methylideneamino]-5-oxo-1,4-dihydropyrazole-4-carboxamide
—— 1-methyl-5-(phenylsulfanyl)-3-(trifluoromethyl)-1H-pyrazole-4-carbaldehyde O-(2,4-dichlorobenzyl)oxime —— C19H14Cl2F3N3OS
1-methyl-5-(phenylsulfanyl)-3-(trifluoromethyl)-1H-pyrazole-4-carbaldehyde O-(2,4-dichlorobenzyl)oxime
—— (2E)-N'-[(E)-(2-chlorophenyl)methylidene]-2-cyano-3-(5-{4-[(difluoromethyl)sulfanyl]phenyl}furan-2-yl)prop-2-enehydrazide —— C22H14ClF2N3O2S
(2E)-N'-[(E)-(2-chlorophenyl)methylidene]-2-cyano-3-(5-{4-[(difluoromethyl)sulfanyl]phenyl}furan-2-yl)prop-2-enehydrazide
—— N-[(E)-[4-bromo-5-(4-chlorophenyl)sulfanylfuran-2-yl]methylideneamino]-2-hydroxybenzamide —— C18H12BrClN2O3S
N-[(E)-[4-bromo-5-(4-chlorophenyl)sulfanylfuran-2-yl]methylideneamino]-2-hydroxybenzamide
—— 2-[(1R)-1-(5-methyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-3,5,6,7-tetrahydrocyclopenta[d]pyrimidin-4-one —— C12H14N4O2S
2-[(1R)-1-(5-methyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-3,5,6,7-tetrahydrocyclopenta[d]pyrimidin-4-one
—— 2-[(1S)-1-(5-methyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-3,5,6,7-tetrahydrocyclopenta[d]pyrimidin-4-one —— C12H14N4O2S
2-[(1S)-1-(5-methyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-3,5,6,7-tetrahydrocyclopenta[d]pyrimidin-4-one
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-chlorophenyl)sulfanyl]methyl}-N'-[(E)-pyridin-4-ylmethylidene]-1H-1,2,3-triazole-4-carbohydrazide —— C18H14ClN9O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-chlorophenyl)sulfanyl]methyl}-N'-[(E)-pyridin-4-ylmethylidene]-1H-1,2,3-triazole-4-carbohydrazide
—— N'-[(E)-{4-bromo-5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene]thiophene-2-carbohydrazide —— C16H10BrClN2O2S2
N'-[(E)-{4-bromo-5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene]thiophene-2-carbohydrazide
—— 2-({5-[(2-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(1E)-1-(thiophen-2-yl)ethylidene]acetohydrazide —— C17H15ClN4OS4
2-({5-[(2-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(1E)-1-(thiophen-2-yl)ethylidene]acetohydrazide
—— 2-naphthalen-1-yl-N-[(E)-[5-(4-oxo-3-phenylquinazolin-2-yl)sulfanylfuran-2-yl]methylideneamino]acetamide —— C31H22N4O3S
2-naphthalen-1-yl-N-[(E)-[5-(4-oxo-3-phenylquinazolin-2-yl)sulfanylfuran-2-yl]methylideneamino]acetamide
—— 2-[[5-(anilinomethyl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(E)-1-phenylethylideneamino]propanamide —— C23H26N6OS
2-[[5-(anilinomethyl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(E)-1-phenylethylideneamino]propanamide
—— N-(4-Bromo-benzylidene)-N'-(4-(4-methylsulfanyl-phenyl)-thiazol-2-YL)-hydrazine —— C17H14BrN3S2
N-(4-Bromo-benzylidene)-N'-(4-(4-methylsulfanyl-phenyl)-thiazol-2-YL)-hydrazine
—— 3-(3-methyl-5-oxo-4,5-dihydro-1H-pyrazol-4-yl)-N'-{(E)-[4-(methylthio)phenyl]methylidene}propanohydrazide —— C15H18N4O2S
3-(3-methyl-5-oxo-4,5-dihydro-1H-pyrazol-4-yl)-N'-{(E)-[4-(methylthio)phenyl]methylidene}propanohydrazide
—— 2-({5-[(3-chloroanilino)methyl]-4-methyl-4H-1,2,4-triazol-3-yl}sulfanyl)-N'-[(5-methyl-2-furyl)methylene]propanohydrazide —— C19H21ClN6O2S
2-({5-[(3-chloroanilino)methyl]-4-methyl-4H-1,2,4-triazol-3-yl}sulfanyl)-N'-[(5-methyl-2-furyl)methylene]propanohydrazide
—— 2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-(3,4-difluorophenyl)ethyl]-N-methylacetamide —— C19H16ClF2N3O2S
2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-(3,4-difluorophenyl)ethyl]-N-methylacetamide
—— N-[(1S)-1-(3,4-difluorophenyl)ethyl]-N-methyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C19H17F2N3O2S
N-[(1S)-1-(3,4-difluorophenyl)ethyl]-N-methyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— 2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-(3,4-difluorophenyl)ethyl]-N-methylacetamide —— C19H16ClF2N3O2S
2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-(3,4-difluorophenyl)ethyl]-N-methylacetamide
—— N-[(1R)-1-(3,4-difluorophenyl)ethyl]-N-methyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C19H17F2N3O2S
N-[(1R)-1-(3,4-difluorophenyl)ethyl]-N-methyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— 6-[(4-chlorophenyl)sulfanyl]nicotinaldehyde O-(3-fluorobenzyl)oxime —— C19H14ClFN2OS
6-[(4-chlorophenyl)sulfanyl]nicotinaldehyde O-(3-fluorobenzyl)oxime