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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-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
—— 4-[(2E)-2-benzylidenehydrazinyl]-2-(methylsulfanyl)pyrimidine —— C12H12N4S
4-[(2E)-2-benzylidenehydrazinyl]-2-(methylsulfanyl)pyrimidine
—— N-[(E)-(3-bromophenyl)methylideneamino]-2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C18H14BrClN4OS3
N-[(E)-(3-bromophenyl)methylideneamino]-2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-methylphenyl)sulfanyl]methyl}-N'-[(1E)-1-(pyridin-2-yl)ethylidene]-1H-1,2,3-triazole-4-carbohydrazide —— C20H19N9O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-methylphenyl)sulfanyl]methyl}-N'-[(1E)-1-(pyridin-2-yl)ethylidene]-1H-1,2,3-triazole-4-carbohydrazide
—— 2-[(2E)-2-(4-methoxybenzylidene)-1-methylhydrazinyl]-4-[4-(phenylsulfanyl)phenyl]-1,3-thiazole —— C24H21N3OS2
2-[(2E)-2-(4-methoxybenzylidene)-1-methylhydrazinyl]-4-[4-(phenylsulfanyl)phenyl]-1,3-thiazole
—— (E)-({5-[(4-chlorophenyl)sulfanyl]-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl}methylidene)amino 2,2-dichloroacetate —— C14H9Cl3F3N3O2S
(E)-({5-[(4-chlorophenyl)sulfanyl]-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl}methylidene)amino 2,2-dichloroacetate
—— 6-[(2-chlorophenyl)sulfanyl]nicotinaldehyde O-(2,4-dichlorobenzyl)oxime —— C19H13Cl3N2OS
6-[(2-chlorophenyl)sulfanyl]nicotinaldehyde O-(2,4-dichlorobenzyl)oxime
—— 6-(phenylsulfanyl)imidazo[2,1-b][1,3]thiazole-5-carbaldehyde O-(2,4-dichlorobenzyl)oxime —— C19H13Cl2N3OS2
6-(phenylsulfanyl)imidazo[2,1-b][1,3]thiazole-5-carbaldehyde O-(2,4-dichlorobenzyl)oxime
—— (E)-({6-[(4-chlorophenyl)sulfanyl]pyridin-3-yl}methylidene)amino 3-methylbutanoate —— C17H17ClN2O2S
(E)-({6-[(4-chlorophenyl)sulfanyl]pyridin-3-yl}methylidene)amino 3-methylbutanoate
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-(4-chlorophenyl)methylidene]-5-{[(4-methylphenyl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide —— C20H17ClN8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-(4-chlorophenyl)methylidene]-5-{[(4-methylphenyl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide
—— 2-(phenylsulfanyl)nicotinaldehyde O-(3-fluorobenzyl)oxime —— C19H15FN2OS
2-(phenylsulfanyl)nicotinaldehyde O-(3-fluorobenzyl)oxime
—— N'-[(E)-{4-bromo-5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene]-2-[3-(trifluoromethyl)phenyl]acetohydrazide —— C20H13BrClF3N2O2S
N'-[(E)-{4-bromo-5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene]-2-[3-(trifluoromethyl)phenyl]acetohydrazide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(1E)-1-(3-bromophenyl)ethylidene]-5-[(phenylsulfanyl)methyl]-1H-1,2,3-triazole-4-carbohydrazide —— C20H17BrN8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(1E)-1-(3-bromophenyl)ethylidene]-5-[(phenylsulfanyl)methyl]-1H-1,2,3-triazole-4-carbohydrazide
—— 2-[(2E)-2-(4-nitrobenzylidene)hydrazinyl]-4-[4-(phenylsulfanyl)phenyl]-1,3-thiazole —— C22H16N4O2S2
2-[(2E)-2-(4-nitrobenzylidene)hydrazinyl]-4-[4-(phenylsulfanyl)phenyl]-1,3-thiazole
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(phenylsulfanyl)methyl]-N'-[(1E)-1-(pyridin-4-yl)ethylidene]-1H-1,2,3-triazole-4-carbohydrazide —— C19H17N9O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(phenylsulfanyl)methyl]-N'-[(1E)-1-(pyridin-4-yl)ethylidene]-1H-1,2,3-triazole-4-carbohydrazide
—— (E)-[(5-{[(2-chlorophenyl)methyl]sulfanyl}-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl)methylidene]amino 2,2-dichloroacetate —— C15H11Cl3F3N3O2S
(E)-[(5-{[(2-chlorophenyl)methyl]sulfanyl}-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl)methylidene]amino 2,2-dichloroacetate
—— 2-[(2,3-dichlorophenyl)sulfanyl]-5-nitrobenzenecarbaldehyde O-methyloxime —— C14H10Cl2N2O3S
2-[(2,3-dichlorophenyl)sulfanyl]-5-nitrobenzenecarbaldehyde O-methyloxime
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-furan-2-ylmethylidene]-5-{[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide —— C14H13N11O3S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-furan-2-ylmethylidene]-5-{[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide
—— 2-[(2E)-2-{2-[(4-chlorophenyl)sulfanyl]benzylidene}hydrazinyl]-4,6-di(morpholin-4-yl)-1,3,5-triazine —— C24H26ClN7O2S
2-[(2E)-2-{2-[(4-chlorophenyl)sulfanyl]benzylidene}hydrazinyl]-4,6-di(morpholin-4-yl)-1,3,5-triazine
—— 2-[(2E)-2-(4-chlorobenzylidene)hydrazinyl]-4-[4-(phenylsulfanyl)phenyl]-1,3-thiazole —— C22H16ClN3S2
2-[(2E)-2-(4-chlorobenzylidene)hydrazinyl]-4-[4-(phenylsulfanyl)phenyl]-1,3-thiazole
—— (E)-[(5-{[2-(methoxycarbonyl)phenyl]sulfanyl}-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl)methylidene]amino 2,4-dichlorobenzoate —— C21H14Cl2F3N3O4S
(E)-[(5-{[2-(methoxycarbonyl)phenyl]sulfanyl}-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl)methylidene]amino 2,4-dichlorobenzoate
—— (2E)-2-({4-bromo-5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)hydrazinecarboxamide —— C12H9BrClN3O2S
(2E)-2-({4-bromo-5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)hydrazinecarboxamide
—— 2-[(2,6-dichlorophenyl)sulfanyl]-5-nitrobenzenecarbaldehyde O-methyloxime —— C14H10Cl2N2O3S
2-[(2,6-dichlorophenyl)sulfanyl]-5-nitrobenzenecarbaldehyde O-methyloxime
—— methyl 2-{[4-({[(2,4-dichlorobenzyl)oxy]imino}methyl)-1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl]sulfanyl}benzenecarboxylate —— C21H16Cl2F3N3O3S
methyl 2-{[4-({[(2,4-dichlorobenzyl)oxy]imino}methyl)-1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl]sulfanyl}benzenecarboxylate
—— (4-chlorophenyl) (Z)-N-(2,2-dichloro-1-diphenylphosphorylethenyl)benzenecarboximidothioate —— C27H19Cl3NOPS
(4-chlorophenyl) (Z)-N-(2,2-dichloro-1-diphenylphosphorylethenyl)benzenecarboximidothioate
—— N-[(E)-[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-4-fluorobenzamide —— C19H12FN3O2S2
N-[(E)-[5-(1,3-benzothiazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-4-fluorobenzamide
—— N'-{(E)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylidene}-3-(trifluoromethyl)benzohydrazide —— C20H13F3N4O2S
N'-{(E)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylidene}-3-(trifluoromethyl)benzohydrazide