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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
—— 3-(difluoromethyl)-N-[(E)-(2-methylphenyl)methylidene]-5-(methylsulfanyl)-4H-1,2,4-triazol-4-amine —— C12H12F2N4S
3-(difluoromethyl)-N-[(E)-(2-methylphenyl)methylidene]-5-(methylsulfanyl)-4H-1,2,4-triazol-4-amine
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-(4-chlorophenyl)methylidene]-5-{[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide —— C16H14ClN11O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-(4-chlorophenyl)methylidene]-5-{[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide
—— (2S)-1-(azepan-1-yl)-2-(5-bromopyridin-2-yl)sulfanylpropan-1-one —— C14H19BrN2OS
(2S)-1-(azepan-1-yl)-2-(5-bromopyridin-2-yl)sulfanylpropan-1-one
—— (2R)-2-(5-bromopyridin-2-yl)sulfanyl-N-butylpropanamide —— C12H17BrN2OS
(2R)-2-(5-bromopyridin-2-yl)sulfanyl-N-butylpropanamide
—— (2R)-3-(2-cyclopentylpyrimidin-4-yl)sulfanylpropane-1,2-diol —— C12H18N2O2S
(2R)-3-(2-cyclopentylpyrimidin-4-yl)sulfanylpropane-1,2-diol
—— (2S)-3-(2-cyclopentylpyrimidin-4-yl)sulfanylpropane-1,2-diol —— C12H18N2O2S
(2S)-3-(2-cyclopentylpyrimidin-4-yl)sulfanylpropane-1,2-diol
—— N-[(E)-[4-(dimethylamino)phenyl]methylideneamino]-2-(6-methyl-2-methylsulfanylpyrimidin-4-yl)oxyacetamide —— C17H21N5O2S
N-[(E)-[4-(dimethylamino)phenyl]methylideneamino]-2-(6-methyl-2-methylsulfanylpyrimidin-4-yl)oxyacetamide
—— N'-[(E)-{4-bromo-5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene]pyridine-2-carbohydrazide —— C17H11BrClN3O2S
N'-[(E)-{4-bromo-5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene]pyridine-2-carbohydrazide
—— (4-chlorophenyl)sulfanylmethyl (NE,1E)-N-[(3-nitro-4-phenylsulfanylphenyl)methylidene]methanehydrazonate —— C21H16ClN3O3S2
(4-chlorophenyl)sulfanylmethyl (NE,1E)-N-[(3-nitro-4-phenylsulfanylphenyl)methylidene]methanehydrazonate
—— N-[(E)-benzylideneamino]-2-(6-methylpyrimidin-4-yl)sulfanylacetamide —— C14H14N4OS
N-[(E)-benzylideneamino]-2-(6-methylpyrimidin-4-yl)sulfanylacetamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-methylphenyl)sulfanyl]methyl}-N'-[(1E)-1-phenylethylidene]-1H-1,2,3-triazole-4-carbohydrazide —— C21H20N8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-methylphenyl)sulfanyl]methyl}-N'-[(1E)-1-phenylethylidene]-1H-1,2,3-triazole-4-carbohydrazide
—— N-[(E)-(4-chlorophenyl)methylideneamino]-2-[2-[2-[(2E)-2-[(4-chlorophenyl)methylidene]hydrazinyl]-2-oxoethyl]sulfanyl-6-methylpyrimidin-4-yl]oxyacetamide —— C23H20Cl2N6O3S
N-[(E)-(4-chlorophenyl)methylideneamino]-2-[2-[2-[(2E)-2-[(4-chlorophenyl)methylidene]hydrazinyl]-2-oxoethyl]sulfanyl-6-methylpyrimidin-4-yl]oxyacetamide
—— N-[(E)-[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylideneamino]pentanamide —— C17H17N3O2S2
N-[(E)-[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylideneamino]pentanamide
—— 1-[(3S)-3-(1-methylpyrrol-2-yl)morpholin-4-yl]-2-pyridin-4-ylsulfanylethanone —— C16H19N3O2S
1-[(3S)-3-(1-methylpyrrol-2-yl)morpholin-4-yl]-2-pyridin-4-ylsulfanylethanone
—— 1-[(3R)-3-(1-methylpyrrol-2-yl)morpholin-4-yl]-2-pyridin-4-ylsulfanylethanone —— C16H19N3O2S
1-[(3R)-3-(1-methylpyrrol-2-yl)morpholin-4-yl]-2-pyridin-4-ylsulfanylethanone
—— 2-{[5-{[(4-methylphenyl)amino]methyl}-4-(prop-2-en-1-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}-N'-[(E)-pyridin-4-ylmethylidene]acetohydrazide —— C21H23N7OS
2-{[5-{[(4-methylphenyl)amino]methyl}-4-(prop-2-en-1-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}-N'-[(E)-pyridin-4-ylmethylidene]acetohydrazide
—— 4-fluoro-N-[(E)-[3-nitro-4-[(6-nitro-1,3-benzothiazol-2-yl)sulfanyl]phenyl]methylideneamino]benzamide —— C21H12FN5O5S2
4-fluoro-N-[(E)-[3-nitro-4-[(6-nitro-1,3-benzothiazol-2-yl)sulfanyl]phenyl]methylideneamino]benzamide
—— N-[(E)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]pyridine-4-carboxamide —— C17H14N6O3S
N-[(E)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]pyridine-4-carboxamide
—— N-[(E)-[2-methyl-5-(1-methyltetrazol-5-yl)sulfanylpyrazolo[1,5-a]quinazolin-3-yl]methylideneamino]-4-nitroaniline —— C20H16N10O2S
N-[(E)-[2-methyl-5-(1-methyltetrazol-5-yl)sulfanylpyrazolo[1,5-a]quinazolin-3-yl]methylideneamino]-4-nitroaniline
—— N'-[(1E)-1-(2-hydroxyphenyl)ethylidene]-2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)acetohydrazide —— C20H20N4O2S3
N'-[(1E)-1-(2-hydroxyphenyl)ethylidene]-2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)acetohydrazide
—— 2-{[4-allyl-5-(anilinomethyl)-4H-1,2,4-triazol-3-yl]sulfanyl}-N'-(4-chlorobenzylidene)propanohydrazide —— C22H23ClN6OS
2-{[4-allyl-5-(anilinomethyl)-4H-1,2,4-triazol-3-yl]sulfanyl}-N'-(4-chlorobenzylidene)propanohydrazide
—— 2-[(4E,8E,12E)-12-hydroxyiminocyclododeca-4,8-dien-1-yl]sulfanylphenol —— C18H23NO2S
2-[(4E,8E,12E)-12-hydroxyiminocyclododeca-4,8-dien-1-yl]sulfanylphenol
—— 1-[(2R,4S)-2-cyclopropyloxan-4-yl]-3-[(3-methyl-4-methylsulfanylphenyl)methyl]urea —— C18H26N2O2S
1-[(2R,4S)-2-cyclopropyloxan-4-yl]-3-[(3-methyl-4-methylsulfanylphenyl)methyl]urea
—— N'-[(E)-[5-(Thiophen-2-ylsulfanyl)thiophen-2-YL]methylidene]pyridine-4-carbohydrazide —— C15H11N3OS3
N'-[(E)-[5-(Thiophen-2-ylsulfanyl)thiophen-2-YL]methylidene]pyridine-4-carbohydrazide
—— 1-[(2S,4S)-2-cyclopropyloxan-4-yl]-3-[(3-methyl-4-methylsulfanylphenyl)methyl]urea —— C18H26N2O2S
1-[(2S,4S)-2-cyclopropyloxan-4-yl]-3-[(3-methyl-4-methylsulfanylphenyl)methyl]urea
—— 1-[(2R,4R)-2-cyclopropyloxan-4-yl]-3-[(3-methyl-4-methylsulfanylphenyl)methyl]urea —— C18H26N2O2S
1-[(2R,4R)-2-cyclopropyloxan-4-yl]-3-[(3-methyl-4-methylsulfanylphenyl)methyl]urea
—— 1-[(2S,4R)-2-cyclopropyloxan-4-yl]-3-[(3-methyl-4-methylsulfanylphenyl)methyl]urea —— C18H26N2O2S
1-[(2S,4R)-2-cyclopropyloxan-4-yl]-3-[(3-methyl-4-methylsulfanylphenyl)methyl]urea
—— 2-[(4-Chlorophenyl)sulfanyl]-N'-[(E)-1-methyl-2-(3-nitro-1H-1,2,4-triazol-1-YL)ethylidene]-5-nitrobenzohydrazide —— C18H14ClN7O5S
2-[(4-Chlorophenyl)sulfanyl]-N'-[(E)-1-methyl-2-(3-nitro-1H-1,2,4-triazol-1-YL)ethylidene]-5-nitrobenzohydrazide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]methyl}-N'-[(E)-pyridin-3-ylmethylidene]-1H-1,2,3-triazole-4-carbohydrazide —— C15H14N12O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]methyl}-N'-[(E)-pyridin-3-ylmethylidene]-1H-1,2,3-triazole-4-carbohydrazide
—— 2-hydroxy-N-[(E)-[2-(4-methylphenyl)sulfanyl-4-oxopyrido[1,2-a]pyrimidin-3-yl]methylideneamino]benzamide —— C23H18N4O3S
2-hydroxy-N-[(E)-[2-(4-methylphenyl)sulfanyl-4-oxopyrido[1,2-a]pyrimidin-3-yl]methylideneamino]benzamide
—— 2-[(2E)-2-({4-bromo-5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)hydrazinyl]-5-nitropyridine —— C16H10BrClN4O3S
2-[(2E)-2-({4-bromo-5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)hydrazinyl]-5-nitropyridine
—— (NE)-N-[(4E,8E)-12-pyridin-2-ylsulfanylcyclododeca-4,8-dien-1-ylidene]hydroxylamine —— C17H22N2OS
(NE)-N-[(4E,8E)-12-pyridin-2-ylsulfanylcyclododeca-4,8-dien-1-ylidene]hydroxylamine
—— 3-[(E)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]quinazolin-4-one —— C22H16N4O3S
3-[(E)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]quinazolin-4-one
—— 2-{[4-allyl-5-(anilinomethyl)-4H-1,2,4-triazol-3-yl]sulfanyl}-N'-[4-(dimethylamino)benzylidene]propanohydrazide —— C24H29N7OS
2-{[4-allyl-5-(anilinomethyl)-4H-1,2,4-triazol-3-yl]sulfanyl}-N'-[4-(dimethylamino)benzylidene]propanohydrazide
—— N-[(E)-(3-bromophenyl)methylideneamino]-2-(2-ethylsulfanyl-6-methylpyrimidin-4-yl)oxyacetamide —— C16H17BrN4O2S
N-[(E)-(3-bromophenyl)methylideneamino]-2-(2-ethylsulfanyl-6-methylpyrimidin-4-yl)oxyacetamide
—— [(E)-1-(4-methyl-2-methylsulfanylpyrimidin-5-yl)ethylideneamino]thiourea —— C9H13N5S2
[(E)-1-(4-methyl-2-methylsulfanylpyrimidin-5-yl)ethylideneamino]thiourea
—— 3-nitro-N-[(E)-(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)methylideneamino]benzenesulfonamide —— C17H12N6O6S2
3-nitro-N-[(E)-(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)methylideneamino]benzenesulfonamide
—— (2R)-2-[4-[2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]piperazin-1-yl]-2-phenylacetonitrile —— C23H23N5O2S
(2R)-2-[4-[2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]piperazin-1-yl]-2-phenylacetonitrile
—— 2-[(4-Benzyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-1-(2,5-dimethyl-1-prop-2-enylpyrrol-3-yl)ethanone —— C24H24N4OS2
2-[(4-Benzyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-1-(2,5-dimethyl-1-prop-2-enylpyrrol-3-yl)ethanone
—— (2S)-2-[4-[2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]piperazin-1-yl]-2-phenylacetonitrile —— C23H23N5O2S
(2S)-2-[4-[2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]piperazin-1-yl]-2-phenylacetonitrile
—— [4-cyclopropyl-5-[[(1S,3S)-3-methylcyclohexyl]methylsulfanyl]-1,2,4-triazol-3-yl]methanol —— C14H23N3OS
[4-cyclopropyl-5-[[(1S,3S)-3-methylcyclohexyl]methylsulfanyl]-1,2,4-triazol-3-yl]methanol
—— [4-cyclopropyl-5-[[(1R,3S)-3-methylcyclohexyl]methylsulfanyl]-1,2,4-triazol-3-yl]methanol —— C14H23N3OS
[4-cyclopropyl-5-[[(1R,3S)-3-methylcyclohexyl]methylsulfanyl]-1,2,4-triazol-3-yl]methanol
—— [4-cyclopropyl-5-[[(1R,3R)-3-methylcyclohexyl]methylsulfanyl]-1,2,4-triazol-3-yl]methanol —— C14H23N3OS
[4-cyclopropyl-5-[[(1R,3R)-3-methylcyclohexyl]methylsulfanyl]-1,2,4-triazol-3-yl]methanol
—— [4-cyclopropyl-5-[[(1S,3R)-3-methylcyclohexyl]methylsulfanyl]-1,2,4-triazol-3-yl]methanol —— C14H23N3OS
[4-cyclopropyl-5-[[(1S,3R)-3-methylcyclohexyl]methylsulfanyl]-1,2,4-triazol-3-yl]methanol
—— 4,7,7-trimethyl-N-[(E)-(4-methylsulfanylphenyl)methylideneamino]-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C18H22N2O3S
4,7,7-trimethyl-N-[(E)-(4-methylsulfanylphenyl)methylideneamino]-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— N-[(E)-(4-methylsulfanylphenyl)methylideneamino]hexanamide —— C14H20N2OS
N-[(E)-(4-methylsulfanylphenyl)methylideneamino]hexanamide
—— 2-(5-chloropyrimidin-2-yl)sulfanyl-N-[(E)-(2-fluorophenyl)methylideneamino]acetamide —— C13H10ClFN4OS
2-(5-chloropyrimidin-2-yl)sulfanyl-N-[(E)-(2-fluorophenyl)methylideneamino]acetamide
—— 4-chlorobenzenecarbaldehyde O-{[5-[(4-bromophenyl)sulfanyl]-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl]methyl}oxime —— C19H14BrClF3N3OS
4-chlorobenzenecarbaldehyde O-{[5-[(4-bromophenyl)sulfanyl]-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl]methyl}oxime
—— 2-[[5-[(3-chloroanilino)methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(E)-1-(4-methylphenyl)ethylideneamino]propanamide —— C22H25ClN6OS
2-[[5-[(3-chloroanilino)methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(E)-1-(4-methylphenyl)ethylideneamino]propanamide
—— 5-[(4-chlorophenyl)sulfanyl]-1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carbaldehyde O-(3,4-dichlorobenzyl)oxime —— C19H13Cl3F3N3OS
5-[(4-chlorophenyl)sulfanyl]-1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carbaldehyde O-(3,4-dichlorobenzyl)oxime