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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
—— (2S)-N-ethyl-2-(4-fluorophenyl)sulfanyl-N-(2-methylprop-2-enyl)propanamide —— C15H20FNOS
(2S)-N-ethyl-2-(4-fluorophenyl)sulfanyl-N-(2-methylprop-2-enyl)propanamide
—— (2R)-N,N-diethyl-2-(4-fluorophenyl)sulfanylpropanamide —— C13H18FNOS
(2R)-N,N-diethyl-2-(4-fluorophenyl)sulfanylpropanamide
—— 5-[[(2R,4R)-2-(4-chlorophenyl)-1,3-dioxolan-4-yl]methylsulfanyl]-1H-1,2,4-triazole —— C12H12ClN3O2S
5-[[(2R,4R)-2-(4-chlorophenyl)-1,3-dioxolan-4-yl]methylsulfanyl]-1H-1,2,4-triazole
—— (2S)-2-[4-[2-(1H-imidazol-2-ylsulfanyl)acetyl]piperazin-1-yl]-2-thiophen-2-ylacetonitrile —— C15H17N5OS2
(2S)-2-[4-[2-(1H-imidazol-2-ylsulfanyl)acetyl]piperazin-1-yl]-2-thiophen-2-ylacetonitrile
—— 5-[[(2S,4R)-2-(4-chlorophenyl)-1,3-dioxolan-4-yl]methylsulfanyl]-1H-1,2,4-triazole —— C12H12ClN3O2S
5-[[(2S,4R)-2-(4-chlorophenyl)-1,3-dioxolan-4-yl]methylsulfanyl]-1H-1,2,4-triazole
—— (2S)-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2S)-pentan-2-yl]propanamide —— C14H26N4O2S
(2S)-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2S)-pentan-2-yl]propanamide
—— (2R)-N-ethyl-2-(4-fluorophenyl)sulfanyl-N-(2-methylprop-2-enyl)propanamide —— C15H20FNOS
(2R)-N-ethyl-2-(4-fluorophenyl)sulfanyl-N-(2-methylprop-2-enyl)propanamide
—— (2R)-N-ethyl-2-(2-fluorophenyl)sulfanyl-N-(2-methylprop-2-enyl)propanamide —— C15H20FNOS
(2R)-N-ethyl-2-(2-fluorophenyl)sulfanyl-N-(2-methylprop-2-enyl)propanamide
—— (2R)-2-[4-[2-(1H-imidazol-2-ylsulfanyl)acetyl]piperazin-1-yl]-2-thiophen-2-ylacetonitrile —— C15H17N5OS2
(2R)-2-[4-[2-(1H-imidazol-2-ylsulfanyl)acetyl]piperazin-1-yl]-2-thiophen-2-ylacetonitrile
—— (2S)-N,N-diethyl-2-(2-fluorophenyl)sulfanylpropanamide —— C13H18FNOS
(2S)-N,N-diethyl-2-(2-fluorophenyl)sulfanylpropanamide
—— 2-(4-fluoroanilino)-N-[(E)-[2-(4-methylphenyl)sulfanyl-5-nitrophenyl]methylideneamino]acetamide —— C22H19FN4O3S
2-(4-fluoroanilino)-N-[(E)-[2-(4-methylphenyl)sulfanyl-5-nitrophenyl]methylideneamino]acetamide
—— 5-[[(2S,4S)-2-(4-chlorophenyl)-1,3-dioxolan-4-yl]methylsulfanyl]-1H-1,2,4-triazole —— C12H12ClN3O2S
5-[[(2S,4S)-2-(4-chlorophenyl)-1,3-dioxolan-4-yl]methylsulfanyl]-1H-1,2,4-triazole
—— (2R)-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2S)-pentan-2-yl]propanamide —— C14H26N4O2S
(2R)-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2S)-pentan-2-yl]propanamide
—— (2S)-N-ethyl-2-(2-fluorophenyl)sulfanyl-N-(2-methylprop-2-enyl)propanamide —— C15H20FNOS
(2S)-N-ethyl-2-(2-fluorophenyl)sulfanyl-N-(2-methylprop-2-enyl)propanamide
—— 5-[[(2R,4S)-2-(4-chlorophenyl)-1,3-dioxolan-4-yl]methylsulfanyl]-1H-1,2,4-triazole —— C12H12ClN3O2S
5-[[(2R,4S)-2-(4-chlorophenyl)-1,3-dioxolan-4-yl]methylsulfanyl]-1H-1,2,4-triazole
—— (2R)-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-pentan-2-yl]propanamide —— C14H26N4O2S
(2R)-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-pentan-2-yl]propanamide
—— N'-[(E)-{4-[(4-chlorophenyl)sulfanyl]phenyl}methylidene]benzohydrazide —— C20H15ClN2OS
N'-[(E)-{4-[(4-chlorophenyl)sulfanyl]phenyl}methylidene]benzohydrazide
—— 6-(phenylsulfanyl)imidazo[2,1-b][1,3]thiazole-5-carbaldehyde O-(2,6-dichlorobenzyl)oxime —— C19H13Cl2N3OS2
6-(phenylsulfanyl)imidazo[2,1-b][1,3]thiazole-5-carbaldehyde O-(2,6-dichlorobenzyl)oxime
—— 2-({5-[(2-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(1E)-1-(pyridin-3-yl)ethylidene]acetohydrazide —— C18H16ClN5OS3
2-({5-[(2-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(1E)-1-(pyridin-3-yl)ethylidene]acetohydrazide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-(2,5-difluorophenyl)methylidene]-5-{[(4-methylphenyl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide —— C20H16F2N8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-(2,5-difluorophenyl)methylidene]-5-{[(4-methylphenyl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide
—— (2E)-2-({4-bromo-5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)hydrazinecarbothioamide —— C12H9BrClN3OS2
(2E)-2-({4-bromo-5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)hydrazinecarbothioamide
—— 6-[(4-methylphenyl)sulfanyl]imidazo[2,1-b][1,3]thiazole-5-carbaldehyde O-(3,4-dichlorobenzyl)oxime —— C20H15Cl2N3OS2
6-[(4-methylphenyl)sulfanyl]imidazo[2,1-b][1,3]thiazole-5-carbaldehyde O-(3,4-dichlorobenzyl)oxime
—— 2-({5-[(4-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-{(E)-[4-(diethylamino)-2-hydroxyphenyl]methylidene}acetohydrazide —— C22H24ClN5O2S3
2-({5-[(4-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-{(E)-[4-(diethylamino)-2-hydroxyphenyl]methylidene}acetohydrazide
—— 2-((4-Chlorophenyl)sulfanyl)nicotinaldehyde o-(3-fluorobenzyl)oxime —— C19H14ClFN2OS
2-((4-Chlorophenyl)sulfanyl)nicotinaldehyde o-(3-fluorobenzyl)oxime
—— (2S)-2-(5-fluoropyridin-2-yl)-3-(2-methylsulfanylpyridin-4-yl)-3-oxopropanenitrile —— C14H10FN3OS
(2S)-2-(5-fluoropyridin-2-yl)-3-(2-methylsulfanylpyridin-4-yl)-3-oxopropanenitrile
—— N'-[(E)-{5-[(4-methylphenyl)sulfanyl]furan-2-yl}methylidene]-3-(trifluoromethyl)benzohydrazide —— C20H15F3N2O2S
N'-[(E)-{5-[(4-methylphenyl)sulfanyl]furan-2-yl}methylidene]-3-(trifluoromethyl)benzohydrazide
—— (2S)-3-(2-methylsulfanylpyridin-4-yl)-2-(4-methyl-1,3-thiazol-2-yl)-3-oxopropanenitrile —— C13H11N3OS2
(2S)-3-(2-methylsulfanylpyridin-4-yl)-2-(4-methyl-1,3-thiazol-2-yl)-3-oxopropanenitrile
—— (NZ)-N-(6-methyl-6-phenylsulfanylcyclohex-3-en-1-ylidene)hydroxylamine —— C13H15NOS
(NZ)-N-(6-methyl-6-phenylsulfanylcyclohex-3-en-1-ylidene)hydroxylamine
—— N'-[(E)-{5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene]-4-cyano-2-fluorobenzohydrazide —— C19H11ClFN3O2S
N'-[(E)-{5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene]-4-cyano-2-fluorobenzohydrazide
—— (2R)-2-(5-fluoropyridin-2-yl)-3-(2-methylsulfanylpyridin-4-yl)-3-oxopropanenitrile —— C14H10FN3OS
(2R)-2-(5-fluoropyridin-2-yl)-3-(2-methylsulfanylpyridin-4-yl)-3-oxopropanenitrile
—— (2R)-3-(2-methylsulfanylpyridin-4-yl)-2-(4-methyl-1,3-thiazol-2-yl)-3-oxopropanenitrile —— C13H11N3OS2
(2R)-3-(2-methylsulfanylpyridin-4-yl)-2-(4-methyl-1,3-thiazol-2-yl)-3-oxopropanenitrile
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-furan-2-ylmethylidene]-5-[(phenylsulfanyl)methyl]-1H-1,2,3-triazole-4-carbohydrazide —— C17H14N8O3S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-furan-2-ylmethylidene]-5-[(phenylsulfanyl)methyl]-1H-1,2,3-triazole-4-carbohydrazide
—— N-[(E)-[4-(1,3-benzothiazol-2-ylsulfanyl)-3-nitrophenyl]methylideneamino]-2-phenoxyacetamide —— C22H16N4O4S2
N-[(E)-[4-(1,3-benzothiazol-2-ylsulfanyl)-3-nitrophenyl]methylideneamino]-2-phenoxyacetamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-(4-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)-(4-fluorophenyl)methylidene]-5-{[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide
—— 2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[(E)-butan-2-ylideneamino]acetamide —— C14H19BrN2OS
2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[(E)-butan-2-ylideneamino]acetamide
—— N'-{[5-(1H-benzimidazol-2-ylsulfanyl)-2-furyl]methylene}octanohydrazide —— C20H24N4O2S
N'-{[5-(1H-benzimidazol-2-ylsulfanyl)-2-furyl]methylene}octanohydrazide
—— 5-[(5-chloropyridin-2-yl)methylsulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine —— C13H15ClN4OS2
5-[(5-chloropyridin-2-yl)methylsulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine
—— N-{[5-[(2-chlorobenzyl)sulfanyl]-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl]methylene}-N-[(cyclopropylcarbonyl)oxy]amine —— C17H15ClF3N3O2S
N-{[5-[(2-chlorobenzyl)sulfanyl]-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl]methylene}-N-[(cyclopropylcarbonyl)oxy]amine
—— [(E)-[5-[(4-Chlorophenyl)methylsulfanyl]-1-methyl-3-(trifluoromethyl)pyrazol-4-yl]methylideneamino] 2-chloroacetate —— C15H12Cl2F3N3O2S
[(E)-[5-[(4-Chlorophenyl)methylsulfanyl]-1-methyl-3-(trifluoromethyl)pyrazol-4-yl]methylideneamino] 2-chloroacetate
—— (E)-[(5-{[(2-chlorophenyl)methyl]sulfanyl}-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl)methylidene]amino 2-chloroacetate —— C15H12Cl2F3N3O2S
(E)-[(5-{[(2-chlorophenyl)methyl]sulfanyl}-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl)methylidene]amino 2-chloroacetate
—— N'-(2-Bromobenzylidene)-2-((4,6-dimethyl-2-pyrimidinyl)thio)acetohydrazide —— C15H15BrN4OS
N'-(2-Bromobenzylidene)-2-((4,6-dimethyl-2-pyrimidinyl)thio)acetohydrazide
—— 5-[(5-chloropyridin-2-yl)methylsulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine —— C13H15ClN4OS2
5-[(5-chloropyridin-2-yl)methylsulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine
—— 5-chloro-2-[[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylmethyl]pyridine —— C12H14ClN5OS
5-chloro-2-[[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylmethyl]pyridine
—— 5-chloro-2-[[1-[[(2S)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylmethyl]pyridine —— C12H14ClN5OS
5-chloro-2-[[1-[[(2S)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylmethyl]pyridine
—— 3-[(5-chloropyridin-2-yl)methylsulfanyl]-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one —— C13H15ClN4O2S
3-[(5-chloropyridin-2-yl)methylsulfanyl]-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one
—— 3-[(5-chloropyridin-2-yl)methylsulfanyl]-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one —— C13H15ClN4O2S
3-[(5-chloropyridin-2-yl)methylsulfanyl]-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one
—— 2-({4-allyl-5-[(4-chloroanilino)methyl]-4H-1,2,4-triazol-3-yl}sulfanyl)-N'-(2-pyridinylmethylene)acetohydrazide —— C20H20ClN7OS
2-({4-allyl-5-[(4-chloroanilino)methyl]-4H-1,2,4-triazol-3-yl}sulfanyl)-N'-(2-pyridinylmethylene)acetohydrazide
—— N-[(E)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-3-fluorobenzamide —— C19H13FN4O2S
N-[(E)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-3-fluorobenzamide
—— 3-nitro-N'-{[5-(2-pyridinylsulfanyl)-2-furyl]methylene}benzohydrazide —— C17H12N4O4S
3-nitro-N'-{[5-(2-pyridinylsulfanyl)-2-furyl]methylene}benzohydrazide
—— N'-[(1E)-1-phenylethylidene]-2-(pyridin-2-ylsulfanyl)acetohydrazide —— C15H15N3OS
N'-[(1E)-1-phenylethylidene]-2-(pyridin-2-ylsulfanyl)acetohydrazide