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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-[3-(Difluoromethyl)-5-(methylsulfanyl)-4H-1,2,4-triazol-4-YL]-N-[(E)-1-(1-ethyl-1H-pyrazol-4-YL)methylidene]amine —— C10H12F2N6S
N-[3-(Difluoromethyl)-5-(methylsulfanyl)-4H-1,2,4-triazol-4-YL]-N-[(E)-1-(1-ethyl-1H-pyrazol-4-YL)methylidene]amine
—— 3-(difluoromethyl)-5-(methylsulfanyl)-N-[(E)-(3-methylthiophen-2-yl)methylidene]-4H-1,2,4-triazol-4-amine —— C10H10F2N4S2
3-(difluoromethyl)-5-(methylsulfanyl)-N-[(E)-(3-methylthiophen-2-yl)methylidene]-4H-1,2,4-triazol-4-amine
—— 2-({4-ethyl-5-[1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]-4H-1,2,4-triazol-3-yl}sulfanyl)-N'-[(E)-(2-fluorophenyl)methylidene]acetohydrazide —— C18H17F4N7OS
2-({4-ethyl-5-[1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]-4H-1,2,4-triazol-3-yl}sulfanyl)-N'-[(E)-(2-fluorophenyl)methylidene]acetohydrazide
—— N'-[(1E)-1-(4-hydroxyphenyl)ethylidene]-2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)acetohydrazide —— C20H20N4O2S3
N'-[(1E)-1-(4-hydroxyphenyl)ethylidene]-2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)acetohydrazide
—— N'-[(E)-(2-bromophenyl)methylidene]-2-(phenylsulfanyl)acetohydrazide —— C15H13BrN2OS
N'-[(E)-(2-bromophenyl)methylidene]-2-(phenylsulfanyl)acetohydrazide
—— N-[(E)-benzylideneamino]-2-(4-methyl-6-morpholin-4-ylpyrimidin-2-yl)sulfanylacetamide —— C18H21N5O2S
N-[(E)-benzylideneamino]-2-(4-methyl-6-morpholin-4-ylpyrimidin-2-yl)sulfanylacetamide
—— 2-(4-chlorophenyl)sulfanyl-N-[(E)-cyclohex-3-en-1-ylmethylideneamino]acetamide —— C15H17ClN2OS
2-(4-chlorophenyl)sulfanyl-N-[(E)-cyclohex-3-en-1-ylmethylideneamino]acetamide
—— (E)-1,7,7-trimethyl-N-[(E)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]bicyclo[2.2.1]heptan-2-imine —— C20H24N6O2S
(E)-1,7,7-trimethyl-N-[(E)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]bicyclo[2.2.1]heptan-2-imine
—— 2-methyl-2-(phenylsulfanyl)propanal O-(4-chlorobenzyl)oxime —— C17H18ClNOS
2-methyl-2-(phenylsulfanyl)propanal O-(4-chlorobenzyl)oxime
—— (2E)-2-{[2-(1,3-benzothiazol-2-ylsulfanyl)-9-methyl-4-oxo-4H-pyrido[1,2-a]pyrimidin-3-yl]methylidene}hydrazinecarbothioamide —— C18H14N6OS3
(2E)-2-{[2-(1,3-benzothiazol-2-ylsulfanyl)-9-methyl-4-oxo-4H-pyrido[1,2-a]pyrimidin-3-yl]methylidene}hydrazinecarbothioamide
—— 2-(5-aminotetrazol-1-yl)-N-[(E)-(4-methylsulfanylphenyl)methylideneamino]acetamide —— C11H13N7OS
2-(5-aminotetrazol-1-yl)-N-[(E)-(4-methylsulfanylphenyl)methylideneamino]acetamide
—— 2-[(2E)-2-[[2-(1,3-benzothiazol-2-ylsulfanyl)-9-methyl-4-oxopyrido[1,2-a]pyrimidin-3-yl]methylidene]hydrazinyl]benzoic acid —— C24H17N5O3S2
2-[(2E)-2-[[2-(1,3-benzothiazol-2-ylsulfanyl)-9-methyl-4-oxopyrido[1,2-a]pyrimidin-3-yl]methylidene]hydrazinyl]benzoic acid
—— N-[(E)-[5-(1,3-benzoxazol-2-ylsulfanyl)-2-methylpyrazolo[1,5-a]quinazolin-3-yl]methylideneamino]-3-[(2,4-dimethylphenyl)sulfamoyl]benzamide —— C34H27N7O4S2
N-[(E)-[5-(1,3-benzoxazol-2-ylsulfanyl)-2-methylpyrazolo[1,5-a]quinazolin-3-yl]methylideneamino]-3-[(2,4-dimethylphenyl)sulfamoyl]benzamide
—— Methyl 2-({2-[(methoxyimino)methyl]-4-nitrophenyl}sulfanyl)benzenecarboxylate —— C16H14N2O5S
Methyl 2-({2-[(methoxyimino)methyl]-4-nitrophenyl}sulfanyl)benzenecarboxylate
—— 2-[(2E)-2-[[5-(1,3-benzothiazol-2-ylsulfanyl)-2-methylpyrazolo[1,5-a]quinazolin-3-yl]methylidene]hydrazinyl]-N,N-diethyl-5-nitrobenzenesulfonamide —— C29H26N8O4S3
2-[(2E)-2-[[5-(1,3-benzothiazol-2-ylsulfanyl)-2-methylpyrazolo[1,5-a]quinazolin-3-yl]methylidene]hydrazinyl]-N,N-diethyl-5-nitrobenzenesulfonamide
—— 6-[(4-methylphenyl)sulfanyl]imidazo[2,1-b][1,3]thiazole-5-carbaldehyde O-(2,6-dichlorobenzyl)oxime —— C20H15Cl2N3OS2
6-[(4-methylphenyl)sulfanyl]imidazo[2,1-b][1,3]thiazole-5-carbaldehyde O-(2,6-dichlorobenzyl)oxime
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-methylphenyl)sulfanyl]methyl}-N'-[(E)-(5-methylthiophen-2-yl)methylidene]-1H-1,2,3-triazole-4-carbohydrazide —— C19H18N8O2S2
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-methylphenyl)sulfanyl]methyl}-N'-[(E)-(5-methylthiophen-2-yl)methylidene]-1H-1,2,3-triazole-4-carbohydrazide
—— N-[(E)-(4-methylsulfanylphenyl)methylideneamino]pyridin-2-amine —— C13H13N3S
N-[(E)-(4-methylsulfanylphenyl)methylideneamino]pyridin-2-amine
—— 2,6-dichlorobenzenecarbaldehyde O-{[5-[(4-bromophenyl)sulfanyl]-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl]methyl}oxime —— C19H13BrCl2F3N3OS
2,6-dichlorobenzenecarbaldehyde O-{[5-[(4-bromophenyl)sulfanyl]-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl]methyl}oxime
—— N'-(4-(Methylthio)benzylidene)2(5-oxo-4,5-dihydro-1H-pyrazol-3-YL)acetohydrazide —— C13H14N4O2S
N'-(4-(Methylthio)benzylidene)2(5-oxo-4,5-dihydro-1H-pyrazol-3-YL)acetohydrazide
—— 2-[(4-chlorophenyl)sulfanyl]-N'-[(E)-pyridin-3-ylmethylidene]propanehydrazide —— C15H14ClN3OS
2-[(4-chlorophenyl)sulfanyl]-N'-[(E)-pyridin-3-ylmethylidene]propanehydrazide
—— N'-({4-[(4-chlorophenyl)sulfanyl]-3-nitrophenyl}methylene)-1-methyl-3-(trifluoromethyl)-1H-thieno[2,3-c]pyrazole-5-carbohydrazide —— C21H13ClF3N5O3S2
N'-({4-[(4-chlorophenyl)sulfanyl]-3-nitrophenyl}methylene)-1-methyl-3-(trifluoromethyl)-1H-thieno[2,3-c]pyrazole-5-carbohydrazide
—— Methyl 2-{[5-({[(2,4-dichlorobenzyl)oxy]imino}methyl)imidazo[2,1-b][1,3]thiazol-6-yl]sulfanyl}benzenecarboxylate —— C21H15Cl2N3O3S2
Methyl 2-{[5-({[(2,4-dichlorobenzyl)oxy]imino}methyl)imidazo[2,1-b][1,3]thiazol-6-yl]sulfanyl}benzenecarboxylate
—— 2-(1,3-benzothiazol-2-ylsulfanyl)-3-{(E)-[2-(4,6-dimethylpyrimidin-2-yl)hydrazinylidene]methyl}-9-methyl-4H-pyrido[1,2-a]pyrimidin-4-one —— C23H19N7OS2
2-(1,3-benzothiazol-2-ylsulfanyl)-3-{(E)-[2-(4,6-dimethylpyrimidin-2-yl)hydrazinylidene]methyl}-9-methyl-4H-pyrido[1,2-a]pyrimidin-4-one
—— 2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[(E)-1-(4-cyclohexylphenyl)ethylideneamino]acetamide —— C24H29BrN2OS
2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-[(E)-1-(4-cyclohexylphenyl)ethylideneamino]acetamide
—— N'-[(E)-(4-bromophenyl)methylidene]-2-[(5-{[(4-chlorophenyl)amino]methyl}-4-ethyl-4H-1,2,4-triazol-3-yl)sulfanyl]acetohydrazide —— C20H20BrClN6OS
N'-[(E)-(4-bromophenyl)methylidene]-2-[(5-{[(4-chlorophenyl)amino]methyl}-4-ethyl-4H-1,2,4-triazol-3-yl)sulfanyl]acetohydrazide
—— 2-(3,5-dimethyl-4-nitropyrazol-1-yl)-N-[(E)-(4-methylsulfanylphenyl)methylideneamino]acetamide —— C15H17N5O3S
2-(3,5-dimethyl-4-nitropyrazol-1-yl)-N-[(E)-(4-methylsulfanylphenyl)methylideneamino]acetamide
—— 3-methyl-N-[(E)-(4-methylsulfanylphenyl)methylideneamino]butanamide —— C13H18N2OS
3-methyl-N-[(E)-(4-methylsulfanylphenyl)methylideneamino]butanamide
—— N'-{(E)-[3-bromo-4-(dimethylamino)phenyl]methylidene}-2-[(4-chlorophenyl)sulfanyl]propanehydrazide —— C18H19BrClN3OS
N'-{(E)-[3-bromo-4-(dimethylamino)phenyl]methylidene}-2-[(4-chlorophenyl)sulfanyl]propanehydrazide
—— 2-(2-butylsulfanyl-6-methylpyrimidin-4-yl)sulfanyl-N-[(E)-(2-fluorophenyl)methylideneamino]acetamide —— C18H21FN4OS2
2-(2-butylsulfanyl-6-methylpyrimidin-4-yl)sulfanyl-N-[(E)-(2-fluorophenyl)methylideneamino]acetamide
—— 2-(4,6-Dimethyl-pyrimidin-2-ylsulfanyl)-acetic acid (4-CL-benzylidene)-hydrazide —— C15H15ClN4OS
2-(4,6-Dimethyl-pyrimidin-2-ylsulfanyl)-acetic acid (4-CL-benzylidene)-hydrazide
—— 1-[(E)-(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)methylideneamino]-3-(oxolan-2-ylmethyl)thiourea —— C17H18N6O3S2
1-[(E)-(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)methylideneamino]-3-(oxolan-2-ylmethyl)thiourea
—— 2-[(4,6-dimethylpyrimidin-2-yl)sulfanyl]-N'-{(E)-[5-(morpholin-4-yl)furan-2-yl]methylidene}acetohydrazide —— C17H21N5O3S
2-[(4,6-dimethylpyrimidin-2-yl)sulfanyl]-N'-{(E)-[5-(morpholin-4-yl)furan-2-yl]methylidene}acetohydrazide
—— 2-((4-Methylphenyl)sulfanyl)nicotinaldehyde o-(4-methylbenzyl)oxime —— C21H20N2OS
2-((4-Methylphenyl)sulfanyl)nicotinaldehyde o-(4-methylbenzyl)oxime
—— N'-[(E)-{4-bromo-5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene]-2-(quinolin-8-yloxy)acetohydrazide —— C22H15BrClN3O3S
N'-[(E)-{4-bromo-5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene]-2-(quinolin-8-yloxy)acetohydrazide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-methylphenyl)sulfanyl]methyl}-N'-[(1E)-1-(pyridin-3-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-3-yl)ethylidene]-1H-1,2,3-triazole-4-carbohydrazide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(phenylsulfanyl)methyl]-N'-[(1E)-1-(pyridin-3-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-3-yl)ethylidene]-1H-1,2,3-triazole-4-carbohydrazide
—— 2-methyl-N-[(E)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]imidazo[1,2-a]pyridine-3-carboxamide —— C19H16N8O3S
2-methyl-N-[(E)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]imidazo[1,2-a]pyridine-3-carboxamide
—— 2-[5-[(E)-[(4-nitrophenyl)hydrazinylidene]methyl]furan-2-yl]sulfanyl-3-phenylquinazolin-4-one —— C25H17N5O4S
2-[5-[(E)-[(4-nitrophenyl)hydrazinylidene]methyl]furan-2-yl]sulfanyl-3-phenylquinazolin-4-one
—— N'-[(E)-(4-fluorophenyl)methylidene]-2-(phenylsulfanyl)propanehydrazide —— C16H15FN2OS
N'-[(E)-(4-fluorophenyl)methylidene]-2-(phenylsulfanyl)propanehydrazide
—— 2-({5-[(4-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-{(E)-[2-hydroxy-3-(prop-2-en-1-yl)phenyl]methylidene}acetohydrazide —— C21H19ClN4O2S3
2-({5-[(4-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-{(E)-[2-hydroxy-3-(prop-2-en-1-yl)phenyl]methylidene}acetohydrazide
—— 6-(Isopropylsulfanyl)imidazo[2,1-b][1,3]thiazole-5-carbaldehyde oxime —— C9H11N3OS2
6-(Isopropylsulfanyl)imidazo[2,1-b][1,3]thiazole-5-carbaldehyde oxime
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-(2,4-difluorophenyl)methylidene]-5-{[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide —— C16H13F2N11O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-(2,4-difluorophenyl)methylidene]-5-{[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]methyl}-1H-1,2,3-triazole-4-carbohydrazide
—— [(Z)-(2-oxo-1-benzothiophen-3-ylidene)amino]thiourea —— C9H7N3OS2
[(Z)-(2-oxo-1-benzothiophen-3-ylidene)amino]thiourea
—— 3-[(E)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]-2-sulfanylidene-1,3-thiazolidin-4-one —— C17H13N3O3S3
3-[(E)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]-2-sulfanylidene-1,3-thiazolidin-4-one
—— N'-[(E)-(5-methylfuran-2-yl)methylidene]-2-[(4-methyl-5-{[(2-methylphenyl)amino]methyl}-4H-1,2,4-triazol-3-yl)sulfanyl]propanehydrazide —— C20H24N6O2S
N'-[(E)-(5-methylfuran-2-yl)methylidene]-2-[(4-methyl-5-{[(2-methylphenyl)amino]methyl}-4H-1,2,4-triazol-3-yl)sulfanyl]propanehydrazide
—— N'-[(E)-(2-bromophenyl)methylidene]-2-[(4-methylphenyl)sulfanyl]acetohydrazide —— C16H15BrN2OS
N'-[(E)-(2-bromophenyl)methylidene]-2-[(4-methylphenyl)sulfanyl]acetohydrazide
—— 3,5-dibromo-N'-({4-bromo-5-[(4-chlorophenyl)sulfanyl]-2-furyl}methylene)-4-hydroxybenzohydrazide —— C18H10Br3ClN2O3S
3,5-dibromo-N'-({4-bromo-5-[(4-chlorophenyl)sulfanyl]-2-furyl}methylene)-4-hydroxybenzohydrazide
—— 4-[(E)-(5-benzylsulfanyl-1,3,4-thiadiazol-2-yl)iminomethyl]-N,N-dimethylaniline —— C18H18N4S2
4-[(E)-(5-benzylsulfanyl-1,3,4-thiadiazol-2-yl)iminomethyl]-N,N-dimethylaniline
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-phenylmethylidene]-5-[(phenylsulfanyl)methyl]-1H-1,2,3-triazole-4-carbohydrazide —— C19H16N8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-phenylmethylidene]-5-[(phenylsulfanyl)methyl]-1H-1,2,3-triazole-4-carbohydrazide