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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
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-(4-ethylphenyl)methylidene]-5-{[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide —— C18H19N11O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-(4-ethylphenyl)methylidene]-5-{[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide
—— N-[(E)-[4-(1,3-benzothiazol-2-ylsulfanyl)-3-nitrophenyl]methylideneamino]-2-naphthalen-1-yloxyacetamide —— C26H18N4O4S2
N-[(E)-[4-(1,3-benzothiazol-2-ylsulfanyl)-3-nitrophenyl]methylideneamino]-2-naphthalen-1-yloxyacetamide
—— (2R)-N-cyclopentyl-3-methyl-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]butanamide —— C17H22N4O2S
(2R)-N-cyclopentyl-3-methyl-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]butanamide
—— (1S)-1-[4-(4-fluorophenyl)-5-(4-methoxypyrimidin-2-yl)sulfanyl-1,2,4-triazol-3-yl]-N,N-dimethylethanamine —— C17H19FN6OS
(1S)-1-[4-(4-fluorophenyl)-5-(4-methoxypyrimidin-2-yl)sulfanyl-1,2,4-triazol-3-yl]-N,N-dimethylethanamine
—— N'-[(E)-(5-bromo-2-hydroxyphenyl)methylidene]-2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)acetohydrazide —— C19H17BrN4O2S3
N'-[(E)-(5-bromo-2-hydroxyphenyl)methylidene]-2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)acetohydrazide
—— N'-{(E)-[2-hydroxy-3-(prop-2-en-1-yl)phenyl]methylidene}-2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)acetohydrazide —— C22H22N4O2S3
N'-{(E)-[2-hydroxy-3-(prop-2-en-1-yl)phenyl]methylidene}-2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)acetohydrazide
—— (1R)-1-[4-(4-fluorophenyl)-5-(4-methoxypyrimidin-2-yl)sulfanyl-1,2,4-triazol-3-yl]-N,N-dimethylethanamine —— C17H19FN6OS
(1R)-1-[4-(4-fluorophenyl)-5-(4-methoxypyrimidin-2-yl)sulfanyl-1,2,4-triazol-3-yl]-N,N-dimethylethanamine
—— 2-(2-benzylsulfanyl-6-methylpyrimidin-4-yl)oxy-N-[(E)-(3-bromophenyl)methylideneamino]acetamide —— C21H19BrN4O2S
2-(2-benzylsulfanyl-6-methylpyrimidin-4-yl)oxy-N-[(E)-(3-bromophenyl)methylideneamino]acetamide
—— 3-benzyl-5-[[5-[(Z)-2-(5-methylfuran-2-yl)ethenyl]-1H-1,2,4-triazol-3-yl]sulfanylmethyl]-1,2,4-oxadiazole —— C19H17N5O2S
3-benzyl-5-[[5-[(Z)-2-(5-methylfuran-2-yl)ethenyl]-1H-1,2,4-triazol-3-yl]sulfanylmethyl]-1,2,4-oxadiazole
—— N'-[(1E)-{4-[(4-chlorophenyl)sulfanyl]-3-nitrophenyl}methylidene]-2-(phenylamino)acetohydrazide —— C21H17ClN4O3S
N'-[(1E)-{4-[(4-chlorophenyl)sulfanyl]-3-nitrophenyl}methylidene]-2-(phenylamino)acetohydrazide
—— 3-[(2E)-5-(2-cyanoethylsulfanyl)-2-pyrrol-2-ylidene-1,3,4-oxadiazol-3-yl]propanenitrile —— C12H11N5OS
3-[(2E)-5-(2-cyanoethylsulfanyl)-2-pyrrol-2-ylidene-1,3,4-oxadiazol-3-yl]propanenitrile
—— N-[[(1R,2R)-2-methylcyclohexyl]methyl]-3-[(S)-methylsulfinyl]propan-1-amine —— C12H25NOS
N-[[(1R,2R)-2-methylcyclohexyl]methyl]-3-[(S)-methylsulfinyl]propan-1-amine
—— 2-benzyl-4-[[5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanylmethyl]-1,3-thiazole —— C19H16N4S3
2-benzyl-4-[[5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanylmethyl]-1,3-thiazole
—— N-[[(1R,2S)-2-methylcyclohexyl]methyl]-3-[(S)-methylsulfinyl]propan-1-amine —— C12H25NOS
N-[[(1R,2S)-2-methylcyclohexyl]methyl]-3-[(S)-methylsulfinyl]propan-1-amine
—— N-[[(1S,2S)-2-methylcyclohexyl]methyl]-3-[(S)-methylsulfinyl]propan-1-amine —— C12H25NOS
N-[[(1S,2S)-2-methylcyclohexyl]methyl]-3-[(S)-methylsulfinyl]propan-1-amine
—— N'-[(E)-(2-bromophenyl)methylidene]-2-(pyrimidin-2-ylsulfanyl)acetohydrazide —— C13H11BrN4OS
N'-[(E)-(2-bromophenyl)methylidene]-2-(pyrimidin-2-ylsulfanyl)acetohydrazide
—— N'-[(E)-(2-bromophenyl)methylidene]-3-[(4-chlorophenyl)sulfanyl]propanehydrazide —— C16H14BrClN2OS
N'-[(E)-(2-bromophenyl)methylidene]-3-[(4-chlorophenyl)sulfanyl]propanehydrazide
—— [(E)-(4-oxo-2-pyridin-2-ylsulfanylpyrido[1,2-a]pyrimidin-3-yl)methylideneamino]urea —— C15H12N6O2S
[(E)-(4-oxo-2-pyridin-2-ylsulfanylpyrido[1,2-a]pyrimidin-3-yl)methylideneamino]urea
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]methyl}-N'-[(E)-thiophen-3-ylmethylidene]-1H-1,2,3-triazole-4-carbohydrazide —— C14H13N11O2S2
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]methyl}-N'-[(E)-thiophen-3-ylmethylidene]-1H-1,2,3-triazole-4-carbohydrazide
—— 3,5,6-trichloro-4-[(2E)-2-[[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylidene]hydrazinyl]pyridine-2-carboxylic acid —— C17H11Cl3N6O4S
3,5,6-trichloro-4-[(2E)-2-[[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylidene]hydrazinyl]pyridine-2-carboxylic acid
—— 2-cyclohexyl-5-[(1R)-1-[3-(methoxymethyl)-1,2,4-oxadiazol-5-yl]ethyl]sulfanyl-1,3,4-oxadiazole —— C14H20N4O3S
2-cyclohexyl-5-[(1R)-1-[3-(methoxymethyl)-1,2,4-oxadiazol-5-yl]ethyl]sulfanyl-1,3,4-oxadiazole
—— (2S)-N-methyl-2-(4-oxo-1-propan-2-ylpyrimidin-2-yl)sulfanyl-3-phenylpropanamide —— C17H21N3O2S
(2S)-N-methyl-2-(4-oxo-1-propan-2-ylpyrimidin-2-yl)sulfanyl-3-phenylpropanamide
—— 5-[(1R)-1-(1H-imidazol-2-ylsulfanyl)ethyl]-3-(methoxymethyl)-1,2,4-oxadiazole —— C9H12N4O2S
5-[(1R)-1-(1H-imidazol-2-ylsulfanyl)ethyl]-3-(methoxymethyl)-1,2,4-oxadiazole
—— (2S)-2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]-N-methyl-3-phenylpropanamide —— C14H18N4OS
(2S)-2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]-N-methyl-3-phenylpropanamide
—— 4,6-dimethyl-N-[(E)-(4-methylsulfanylphenyl)methylideneamino]pyrimidin-2-amine —— C14H16N4S
4,6-dimethyl-N-[(E)-(4-methylsulfanylphenyl)methylideneamino]pyrimidin-2-amine
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(1E,2E)-3-(furan-2-yl)-2-methylprop-2-en-1-ylidene]-5-{[(4-methylphenyl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide —— C21H20N8O3S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(1E,2E)-3-(furan-2-yl)-2-methylprop-2-en-1-ylidene]-5-{[(4-methylphenyl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide
—— (2R)-2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]-N-methyl-3-phenylpropanamide —— C14H18N4OS
(2R)-2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]-N-methyl-3-phenylpropanamide
—— (2R)-2-[(5-tert-butyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-methyl-3-phenylpropanamide —— C16H21N3O2S
(2R)-2-[(5-tert-butyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-methyl-3-phenylpropanamide
—— (2R)-2-(1-ethylimidazol-2-yl)sulfanyl-N-methyl-3-phenylpropanamide —— C15H19N3OS
(2R)-2-(1-ethylimidazol-2-yl)sulfanyl-N-methyl-3-phenylpropanamide
—— (2E,2'E)-1,1'-ethane-1,2-diylbis{1-methyl-2-[4-(methylsulfanyl)benzylidene]hydrazine} —— C20H26N4S2
(2E,2'E)-1,1'-ethane-1,2-diylbis{1-methyl-2-[4-(methylsulfanyl)benzylidene]hydrazine}
—— (2R)-N-methyl-2-(4-oxo-1-propan-2-ylpyrimidin-2-yl)sulfanyl-3-phenylpropanamide —— C17H21N3O2S
(2R)-N-methyl-2-(4-oxo-1-propan-2-ylpyrimidin-2-yl)sulfanyl-3-phenylpropanamide
—— 2-{[5-(benzylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl}-N'-{(E)-[2-hydroxy-3-(prop-2-en-1-yl)phenyl]methylidene}acetohydrazide —— C21H20N4O2S3
2-{[5-(benzylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl}-N'-{(E)-[2-hydroxy-3-(prop-2-en-1-yl)phenyl]methylidene}acetohydrazide
—— 5-[(1S)-1-(1H-imidazol-2-ylsulfanyl)ethyl]-3-(methoxymethyl)-1,2,4-oxadiazole —— C9H12N4O2S
5-[(1S)-1-(1H-imidazol-2-ylsulfanyl)ethyl]-3-(methoxymethyl)-1,2,4-oxadiazole
—— methyl (2S)-2-(2-chloro-6-fluorophenyl)-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetate —— C11H9ClFN3O2S
methyl (2S)-2-(2-chloro-6-fluorophenyl)-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetate
—— (2S)-2-[(5-tert-butyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-methyl-3-phenylpropanamide —— C16H21N3O2S
(2S)-2-[(5-tert-butyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-methyl-3-phenylpropanamide
—— 5-[(1R)-1-[(3-ethyl-1,2,4-thiadiazol-5-yl)sulfanyl]ethyl]-3-(methoxymethyl)-1,2,4-oxadiazole —— C10H14N4O2S2
5-[(1R)-1-[(3-ethyl-1,2,4-thiadiazol-5-yl)sulfanyl]ethyl]-3-(methoxymethyl)-1,2,4-oxadiazole
—— (2R)-2-(5-cyano-2,6-dimethylpyrimidin-4-yl)sulfanyl-N-methyl-3-phenylpropanamide —— C17H18N4OS
(2R)-2-(5-cyano-2,6-dimethylpyrimidin-4-yl)sulfanyl-N-methyl-3-phenylpropanamide
—— 3-(methoxymethyl)-5-[(1R)-1-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]ethyl]-1,2,4-oxadiazole —— C12H13N5O2S2
3-(methoxymethyl)-5-[(1R)-1-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]ethyl]-1,2,4-oxadiazole
—— 2-[(1R)-1-[3-(methoxymethyl)-1,2,4-oxadiazol-5-yl]ethyl]sulfanylphenol —— C12H14N2O3S
2-[(1R)-1-[3-(methoxymethyl)-1,2,4-oxadiazol-5-yl]ethyl]sulfanylphenol
—— (2R)-N-methyl-3-phenyl-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C15H20N4OS
(2R)-N-methyl-3-phenyl-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— methyl (2R)-2-(2-chloro-6-fluorophenyl)-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetate —— C11H9ClFN3O2S
methyl (2R)-2-(2-chloro-6-fluorophenyl)-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetate
—— 5-[(1S)-1-[(3-ethyl-1,2,4-thiadiazol-5-yl)sulfanyl]ethyl]-3-(methoxymethyl)-1,2,4-oxadiazole —— C10H14N4O2S2
5-[(1S)-1-[(3-ethyl-1,2,4-thiadiazol-5-yl)sulfanyl]ethyl]-3-(methoxymethyl)-1,2,4-oxadiazole
—— (2S)-2-(5-cyano-2,6-dimethylpyrimidin-4-yl)sulfanyl-N-methyl-3-phenylpropanamide —— C17H18N4OS
(2S)-2-(5-cyano-2,6-dimethylpyrimidin-4-yl)sulfanyl-N-methyl-3-phenylpropanamide
—— (2S)-2-(1-tert-butyltetrazol-5-yl)sulfanyl-N-methyl-3-phenylpropanamide —— C15H21N5OS
(2S)-2-(1-tert-butyltetrazol-5-yl)sulfanyl-N-methyl-3-phenylpropanamide
—— (2R)-2-(1-tert-butyltetrazol-5-yl)sulfanyl-N-methyl-3-phenylpropanamide —— C15H21N5OS
(2R)-2-(1-tert-butyltetrazol-5-yl)sulfanyl-N-methyl-3-phenylpropanamide
—— (2S)-2-(1-ethylimidazol-2-yl)sulfanyl-N-methyl-3-phenylpropanamide —— C15H19N3OS
(2S)-2-(1-ethylimidazol-2-yl)sulfanyl-N-methyl-3-phenylpropanamide
—— 3-(methoxymethyl)-5-[(1S)-1-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]ethyl]-1,2,4-oxadiazole —— C12H13N5O2S2
3-(methoxymethyl)-5-[(1S)-1-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]ethyl]-1,2,4-oxadiazole
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(1E)-1-(2,5-dimethylthiophen-3-yl)ethylidene]-5-{[(4-methylphenyl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide —— C21H22N8O2S2
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(1E)-1-(2,5-dimethylthiophen-3-yl)ethylidene]-5-{[(4-methylphenyl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(1E)-1-(4-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-(4-chlorophenyl)ethylidene]-5-{[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide
—— 4-[(2E)-2-[[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylidene]hydrazinyl]-3-nitrobenzenesulfonamide —— C16H14N8O6S2
4-[(2E)-2-[[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylidene]hydrazinyl]-3-nitrobenzenesulfonamide