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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-(1,3-benzothiazol-2-ylsulfanyl)-3-nitrophenyl]methylideneamino]-2-(4-chlorophenoxy)acetamide —— C22H15ClN4O4S2
N-[(E)-[4-(1,3-benzothiazol-2-ylsulfanyl)-3-nitrophenyl]methylideneamino]-2-(4-chlorophenoxy)acetamide
—— (1S)-2-(4-chlorophenyl)sulfanyl-1-cyclopropyl-N-methylethanamine —— C12H16ClNS
(1S)-2-(4-chlorophenyl)sulfanyl-1-cyclopropyl-N-methylethanamine
—— 2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[(E)-1-phenylethylideneamino]acetamide —— C18H19BrN2OS
2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[(E)-1-phenylethylideneamino]acetamide
—— 2,4-dichloro-N-[(E)-[3-nitro-4-[(6-nitro-1,3-benzothiazol-2-yl)sulfanyl]phenyl]methylideneamino]benzamide —— C21H11Cl2N5O5S2
2,4-dichloro-N-[(E)-[3-nitro-4-[(6-nitro-1,3-benzothiazol-2-yl)sulfanyl]phenyl]methylideneamino]benzamide
—— (E)-1-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]-N-(1,2,4-triazol-4-yl)methanimine —— C16H13N5O2S
(E)-1-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]-N-(1,2,4-triazol-4-yl)methanimine
—— N-[(E)-benzylideneamino]-2-[4,6-bis(methylsulfanyl)pyrimidin-2-yl]sulfanylacetamide —— C15H16N4OS3
N-[(E)-benzylideneamino]-2-[4,6-bis(methylsulfanyl)pyrimidin-2-yl]sulfanylacetamide
—— N-[(E)-(3-hydroxyphenyl)methylideneamino]-2-phenylsulfanylpropanamide —— C16H16N2O2S
N-[(E)-(3-hydroxyphenyl)methylideneamino]-2-phenylsulfanylpropanamide
—— N-[(E)-(4-bromophenyl)methylideneamino]-2-phenylsulfanylpropanamide —— C16H15BrN2OS
N-[(E)-(4-bromophenyl)methylideneamino]-2-phenylsulfanylpropanamide
—— 2-[(2E)-2-{2-[(4-chlorophenyl)sulfanyl]benzylidene}hydrazinyl]-4,6-di(piperidin-1-yl)-1,3,5-triazine —— C26H30ClN7S
2-[(2E)-2-{2-[(4-chlorophenyl)sulfanyl]benzylidene}hydrazinyl]-4,6-di(piperidin-1-yl)-1,3,5-triazine
—— N'-((4-BR-2-Thienyl)methylene)2-((5-ME-1,3,4-thiadiazol-2-YL)thio)acetohydrazide —— C10H9BrN4OS3
N'-((4-BR-2-Thienyl)methylene)2-((5-ME-1,3,4-thiadiazol-2-YL)thio)acetohydrazide
—— 2-(4,6-Dimethyl-pyrimidin-2-ylsulfanyl)-acetic acid (4-BR-benzylidene)-hydrazide —— C15H15BrN4OS
2-(4,6-Dimethyl-pyrimidin-2-ylsulfanyl)-acetic acid (4-BR-benzylidene)-hydrazide
—— (NZ)-N-[4-(4-chlorophenyl)sulfanyl-3-nitro-1,1-dioxo-2H-thiophen-5-ylidene]hydroxylamine —— C10H7ClN2O5S2
(NZ)-N-[4-(4-chlorophenyl)sulfanyl-3-nitro-1,1-dioxo-2H-thiophen-5-ylidene]hydroxylamine
—— N-[(E)-[2-(1,3-benzothiazol-2-ylsulfanyl)-9-methyl-4-oxopyrido[1,2-a]pyrimidin-3-yl]methylideneamino]pyridine-4-carboxamide —— C23H16N6O2S2
N-[(E)-[2-(1,3-benzothiazol-2-ylsulfanyl)-9-methyl-4-oxopyrido[1,2-a]pyrimidin-3-yl]methylideneamino]pyridine-4-carboxamide
—— (E)-N-(3-benzylsulfanyl-1,2,4-triazol-4-yl)-1-(5-chloro-2-fluorophenyl)methanimine —— C16H12ClFN4S
(E)-N-(3-benzylsulfanyl-1,2,4-triazol-4-yl)-1-(5-chloro-2-fluorophenyl)methanimine
—— N,N-Dimethyl-4-[(E)-{[3-(methylsulfanyl)-4H-1,2,4-triazol-4-YL]imino}methyl]aniline —— C12H15N5S
N,N-Dimethyl-4-[(E)-{[3-(methylsulfanyl)-4H-1,2,4-triazol-4-YL]imino}methyl]aniline
—— (E)-1-(2-Fluorophenyl)-N-[3-(methylsulfanyl)-4H-1,2,4-triazol-4-YL]methanimine —— C10H9FN4S
(E)-1-(2-Fluorophenyl)-N-[3-(methylsulfanyl)-4H-1,2,4-triazol-4-YL]methanimine
—— 2-(4,6-DI-ME-Pyrimidin-2-ylsulfanyl)-acetic acid pyridin-4-ylmethylene-hydrazide —— C14H15N5OS
2-(4,6-DI-ME-Pyrimidin-2-ylsulfanyl)-acetic acid pyridin-4-ylmethylene-hydrazide
—— N,N'-bis[(E)-(4-methylsulfanylphenyl)methylideneamino]heptanediamide —— C23H28N4O2S2
N,N'-bis[(E)-(4-methylsulfanylphenyl)methylideneamino]heptanediamide
—— 3-bromo-N-[(E)-[3-nitro-4-[(6-nitro-1,3-benzothiazol-2-yl)sulfanyl]phenyl]methylideneamino]benzamide —— C21H12BrN5O5S2
3-bromo-N-[(E)-[3-nitro-4-[(6-nitro-1,3-benzothiazol-2-yl)sulfanyl]phenyl]methylideneamino]benzamide
—— 6-Tert-butyl-4-((2-furylmethylene)amino)-3-(methylthio)-1,2,4-triazin-5(4H)-one —— C13H16N4O2S
6-Tert-butyl-4-((2-furylmethylene)amino)-3-(methylthio)-1,2,4-triazin-5(4H)-one
—— N'-{(E)-[4-(diethylamino)phenyl]methylidene}-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetohydrazide —— C16H21N5OS2
N'-{(E)-[4-(diethylamino)phenyl]methylidene}-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetohydrazide
—— 3-[(E)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]quinazolin-4-one —— C21H13ClN4O3S
3-[(E)-[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylideneamino]quinazolin-4-one
—— 2-(4,5-dichloropyridin-2-yl)sulfanyl-N-[(E)-furan-2-ylmethylideneamino]acetamide —— C12H9Cl2N3O2S
2-(4,5-dichloropyridin-2-yl)sulfanyl-N-[(E)-furan-2-ylmethylideneamino]acetamide
—— N,N-dimethyl-N'-[3-methyl-4-(2-nitrophenyl)sulfanyl-1,2-oxazol-5-yl]methanimidamide —— C13H14N4O3S
N,N-dimethyl-N'-[3-methyl-4-(2-nitrophenyl)sulfanyl-1,2-oxazol-5-yl]methanimidamide
—— 2-(4,5-dichloropyridin-2-yl)sulfanyl-N-[(E)-pyridin-3-ylmethylideneamino]acetamide —— C13H10Cl2N4OS
2-(4,5-dichloropyridin-2-yl)sulfanyl-N-[(E)-pyridin-3-ylmethylideneamino]acetamide
—— 3-nitro-N'-{(E)-[4-oxo-2-(phenylsulfanyl)-4H-pyrido[1,2-a]pyrimidin-3-yl]methylidene}benzohydrazide —— C22H15N5O4S
3-nitro-N'-{(E)-[4-oxo-2-(phenylsulfanyl)-4H-pyrido[1,2-a]pyrimidin-3-yl]methylidene}benzohydrazide
—— 1-benzyl-3-[(E)-(4-methylsulfanylphenyl)methylideneamino]thiourea —— C16H17N3S2
1-benzyl-3-[(E)-(4-methylsulfanylphenyl)methylideneamino]thiourea
—— 1-[(E)-(4-oxo-2-phenylsulfanylpyrido[1,2-a]pyrimidin-3-yl)methylideneamino]-3-prop-2-enylthiourea —— C19H17N5OS2
1-[(E)-(4-oxo-2-phenylsulfanylpyrido[1,2-a]pyrimidin-3-yl)methylideneamino]-3-prop-2-enylthiourea
—— 3-chloro-4-methyl-N-[(E)-(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)methylideneamino]aniline —— C18H14ClN5O2S
3-chloro-4-methyl-N-[(E)-(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)methylideneamino]aniline
—— 1-[(E)-(4-methylsulfanylphenyl)methylideneamino]-3-(oxolan-2-ylmethyl)thiourea —— C14H19N3OS2
1-[(E)-(4-methylsulfanylphenyl)methylideneamino]-3-(oxolan-2-ylmethyl)thiourea
—— N'-[(E)-(2-hydroxyphenyl)methylidene]-2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)acetohydrazide —— C19H18N4O2S3
N'-[(E)-(2-hydroxyphenyl)methylidene]-2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)acetohydrazide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-chlorophenyl)sulfanyl]methyl}-N'-[(E)-pyridin-3-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-3-ylmethylidene]-1H-1,2,3-triazole-4-carbohydrazide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(1E)-1-(2-chlorophenyl)ethylidene]-5-{[(4-methylphenyl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide —— C21H19ClN8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(1E)-1-(2-chlorophenyl)ethylidene]-5-{[(4-methylphenyl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-{(E)-[4-(methylsulfanyl)phenyl]methylidene}-5-propyl-1H-1,2,3-triazole-4-carbohydrazide —— C16H18N8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-{(E)-[4-(methylsulfanyl)phenyl]methylidene}-5-propyl-1H-1,2,3-triazole-4-carbohydrazide
—— 4-methyl-N-[(E)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]-3-nitrobenzenesulfonamide —— C17H15N7O6S2
4-methyl-N-[(E)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]-3-nitrobenzenesulfonamide
—— N'-[(1E)-1-(4-fluorophenyl)ethylidene]-2-(pyrimidin-2-ylsulfanyl)acetohydrazide —— C14H13FN4OS
N'-[(1E)-1-(4-fluorophenyl)ethylidene]-2-(pyrimidin-2-ylsulfanyl)acetohydrazide
—— 5-fluoro-4-morpholin-4-yl-N-[(E)-(5-phenylsulfanylfuran-2-yl)methylideneamino]pyrimidin-2-amine —— C19H18FN5O2S
5-fluoro-4-morpholin-4-yl-N-[(E)-(5-phenylsulfanylfuran-2-yl)methylideneamino]pyrimidin-2-amine
—— (E)-({5-[(4-chlorophenyl)sulfanyl]-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl}methylidene)amino 2-methylpropanoate —— C16H15ClF3N3O2S
(E)-({5-[(4-chlorophenyl)sulfanyl]-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl}methylidene)amino 2-methylpropanoate
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(1E)-1-(4-cyclohexylphenyl)ethylidene]-5-[(phenylsulfanyl)methyl]-1H-1,2,3-triazole-4-carbohydrazide —— C26H28N8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(1E)-1-(4-cyclohexylphenyl)ethylidene]-5-[(phenylsulfanyl)methyl]-1H-1,2,3-triazole-4-carbohydrazide
—— N'-[(E)-{4-bromo-5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene]-3-(dimethylamino)benzohydrazide —— C20H17BrClN3O2S
N'-[(E)-{4-bromo-5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene]-3-(dimethylamino)benzohydrazide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-(5-methylfuran-2-yl)methylidene]-5-[(phenylsulfanyl)methyl]-1H-1,2,3-triazole-4-carbohydrazide —— C18H16N8O3S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-(5-methylfuran-2-yl)methylidene]-5-[(phenylsulfanyl)methyl]-1H-1,2,3-triazole-4-carbohydrazide
—— N-[(E)-1-(3-bromophenyl)ethylideneamino]-2-[[5-[(4-methylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C20H19BrN4OS3
N-[(E)-1-(3-bromophenyl)ethylideneamino]-2-[[5-[(4-methylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N'-[(E)-{4-bromo-5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene]pyridine-3-carbohydrazide —— C17H11BrClN3O2S
N'-[(E)-{4-bromo-5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene]pyridine-3-carbohydrazide
—— (E)-({5-[(4-chlorophenyl)sulfanyl]-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl}methylidene)amino 2,4-dichlorobenzoate —— C19H11Cl3F3N3O2S
(E)-({5-[(4-chlorophenyl)sulfanyl]-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl}methylidene)amino 2,4-dichlorobenzoate
—— 5-[(4-chlorophenyl)sulfanyl]-1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carbaldehyde O-methyloxime —— C13H11ClF3N3OS
5-[(4-chlorophenyl)sulfanyl]-1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carbaldehyde O-methyloxime
—— N-(benzoyloxy)-N-{[5-[(4-chlorophenyl)sulfanyl]-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl]methylene}amine —— C19H13ClF3N3O2S
N-(benzoyloxy)-N-{[5-[(4-chlorophenyl)sulfanyl]-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl]methylene}amine
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(1E)-1-(2-chlorophenyl)ethylidene]-5-{[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide —— C17H16ClN11O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(1E)-1-(2-chlorophenyl)ethylidene]-5-{[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide
—— 2-(4-fluorophenyl)-N-[(E)-(2-phenylsulfanylphenyl)methylideneamino]acetamide —— C21H17FN2OS
2-(4-fluorophenyl)-N-[(E)-(2-phenylsulfanylphenyl)methylideneamino]acetamide
—— 2-[(3-methoxyphenyl)sulfanyl]-5-nitrobenzenecarbaldehyde O-methyloxime —— C15H14N2O4S
2-[(3-methoxyphenyl)sulfanyl]-5-nitrobenzenecarbaldehyde O-methyloxime
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-(5-methylthiophen-2-yl)methylidene]-5-[(phenylsulfanyl)methyl]-1H-1,2,3-triazole-4-carbohydrazide —— C18H16N8O2S2
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-(5-methylthiophen-2-yl)methylidene]-5-[(phenylsulfanyl)methyl]-1H-1,2,3-triazole-4-carbohydrazide