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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
—— (E)-1-(5-bromofuran-2-yl)-N-[3-[(4-bromophenyl)methylsulfanyl]-5-propan-2-yl-1,2,4-triazol-4-yl]methanimine —— C17H16Br2N4OS
(E)-1-(5-bromofuran-2-yl)-N-[3-[(4-bromophenyl)methylsulfanyl]-5-propan-2-yl-1,2,4-triazol-4-yl]methanimine
—— (E)-1-(2-fluorophenyl)-N-[3-[(4-methylphenyl)methylsulfanyl]-1,2,4-triazol-4-yl]methanimine —— C17H15FN4S
(E)-1-(2-fluorophenyl)-N-[3-[(4-methylphenyl)methylsulfanyl]-1,2,4-triazol-4-yl]methanimine
—— 2-methyl-3-{[4-(phenylthio)benzylidene]amino}-4(3H)-quinazolinone —— C22H17N3OS
2-methyl-3-{[4-(phenylthio)benzylidene]amino}-4(3H)-quinazolinone
—— 2-(4-bromophenyl)sulfanyl-5-[(3R,5R)-3,5-dimethylpiperidin-1-yl]sulfonyl-N-octylbenzamide —— C28H39BrN2O3S2
2-(4-bromophenyl)sulfanyl-5-[(3R,5R)-3,5-dimethylpiperidin-1-yl]sulfonyl-N-octylbenzamide
—— (E)-1-(4-chlorophenyl)-N-[3-[(4-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]methanimine —— C16H12Cl2N4S
(E)-1-(4-chlorophenyl)-N-[3-[(4-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]methanimine
—— 2-(4-bromophenyl)sulfanyl-5-[(3S,5S)-3,5-dimethylpiperidin-1-yl]sulfonyl-N-octylbenzamide —— C28H39BrN2O3S2
2-(4-bromophenyl)sulfanyl-5-[(3S,5S)-3,5-dimethylpiperidin-1-yl]sulfonyl-N-octylbenzamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(phenylsulfanyl)methyl]-N'-[(E)-pyridin-3-ylmethylidene]-1H-1,2,3-triazole-4-carbohydrazide —— C18H15N9O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(phenylsulfanyl)methyl]-N'-[(E)-pyridin-3-ylmethylidene]-1H-1,2,3-triazole-4-carbohydrazide
—— (E)-1-(3-chlorophenyl)-N-[3-[(4-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]methanimine —— C16H12Cl2N4S
(E)-1-(3-chlorophenyl)-N-[3-[(4-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]methanimine
—— (Z,Z)-N-[3-[(4-chlorophenyl)methylsulfanyl]-5-propyl-1,2,4-triazol-4-yl]-2-methyl-3-phenylprop-2-en-1-imine —— C22H23ClN4S
(Z,Z)-N-[3-[(4-chlorophenyl)methylsulfanyl]-5-propyl-1,2,4-triazol-4-yl]-2-methyl-3-phenylprop-2-en-1-imine
—— (E)-N-[3-[(4-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-1-(4-fluorophenyl)methanimine —— C16H12ClFN4S
(E)-N-[3-[(4-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-1-(4-fluorophenyl)methanimine
—— (E)-1-(5-methylfuran-2-yl)-N-[3-[(4-methylphenyl)methylsulfanyl]-1,2,4-triazol-4-yl]methanimine —— C16H16N4OS
(E)-1-(5-methylfuran-2-yl)-N-[3-[(4-methylphenyl)methylsulfanyl]-1,2,4-triazol-4-yl]methanimine
—— 1-(4-Amino-furazan-3-yl)-5-(4-chloro-phenylsulfanylmethyl)-1H-[1,2,3]triazole-4-carboxylic acid [1-(3-chloro-phenyl)-meth-(E)-ylidene]-hydrazide —— C19H14Cl2N8O2S
1-(4-Amino-furazan-3-yl)-5-(4-chloro-phenylsulfanylmethyl)-1H-[1,2,3]triazole-4-carboxylic acid [1-(3-chloro-phenyl)-meth-(E)-ylidene]-hydrazide
—— 2-(4-bromophenyl)sulfanyl-5-[(3R,5S)-3,5-dimethylpiperidin-1-yl]sulfonyl-N-octylbenzamide —— C28H39BrN2O3S2
2-(4-bromophenyl)sulfanyl-5-[(3R,5S)-3,5-dimethylpiperidin-1-yl]sulfonyl-N-octylbenzamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-(2,4-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)-(2,4-difluorophenyl)methylidene]-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-(propan-2-yl)-1H-1,2,3-triazole-4-carbohydrazide —— C16H18N8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-{(E)-[4-(methylsulfanyl)phenyl]methylidene}-5-(propan-2-yl)-1H-1,2,3-triazole-4-carbohydrazide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-(2-chlorophenyl)methylidene]-5-[(phenylsulfanyl)methyl]-1H-1,2,3-triazole-4-carbohydrazide —— C19H15ClN8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(E)-(2-chlorophenyl)methylidene]-5-[(phenylsulfanyl)methyl]-1H-1,2,3-triazole-4-carbohydrazide
—— 2-[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]-N'-[(E)-phenylmethylidene]acetohydrazide —— C12H13N5OS
2-[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]-N'-[(E)-phenylmethylidene]acetohydrazide
—— 2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(E)-pyridin-3-ylmethylidene]acetohydrazide —— C18H17N5OS3
2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(E)-pyridin-3-ylmethylidene]acetohydrazide
—— 2-{[5-(benzylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl}-N'-[(E)-(2-chloro-6-fluorophenyl)methylidene]acetohydrazide —— C18H14ClFN4OS3
2-{[5-(benzylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl}-N'-[(E)-(2-chloro-6-fluorophenyl)methylidene]acetohydrazide
—— 2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(E)-(2-fluorophenyl)methylideneamino]acetamide —— C18H14ClFN4OS3
2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(E)-(2-fluorophenyl)methylideneamino]acetamide
—— 2-{[5-(benzylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl}-N'-[(1E,2E)-3-(furan-2-yl)-2-methylprop-2-en-1-ylidene]acetohydrazide —— C19H18N4O2S3
2-{[5-(benzylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl}-N'-[(1E,2E)-3-(furan-2-yl)-2-methylprop-2-en-1-ylidene]acetohydrazide
—— 2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(E)-pyridin-2-ylmethylidene]acetohydrazide —— C18H17N5OS3
2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(E)-pyridin-2-ylmethylidene]acetohydrazide
—— N'-[4-(diethylamino)benzylidene]-2-(2-pyridinylsulfanyl)acetohydrazide —— C18H22N4OS
N'-[4-(diethylamino)benzylidene]-2-(2-pyridinylsulfanyl)acetohydrazide
—— N'-[(E)-{2-[(4-chlorophenyl)sulfanyl]-4-oxo-4H-pyrido[1,2-a]pyrimidin-3-yl}methylidene]-3-nitrobenzohydrazide —— C22H14ClN5O4S
N'-[(E)-{2-[(4-chlorophenyl)sulfanyl]-4-oxo-4H-pyrido[1,2-a]pyrimidin-3-yl}methylidene]-3-nitrobenzohydrazide
—— 2-({5-[(4-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(E)-(4-chlorophenyl)methylidene]acetohydrazide —— C18H14Cl2N4OS3
2-({5-[(4-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(E)-(4-chlorophenyl)methylidene]acetohydrazide
—— (2E)-2-[(cycloheptylamino)methylidene]-1-benzothiophen-3-one —— C16H19NOS
(2E)-2-[(cycloheptylamino)methylidene]-1-benzothiophen-3-one
—— 2-(5-amino-1,3,4-thiadiazol-2-yl)-N'-[(E)-{5-[(4-methylphenyl)sulfanyl]furan-2-yl}methylidene]acetohydrazide —— C16H15N5O2S2
2-(5-amino-1,3,4-thiadiazol-2-yl)-N'-[(E)-{5-[(4-methylphenyl)sulfanyl]furan-2-yl}methylidene]acetohydrazide
—— 2-{[5-(benzylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl}-N'-[(E)-(3-methylphenyl)methylidene]acetohydrazide —— C19H18N4OS3
2-{[5-(benzylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl}-N'-[(E)-(3-methylphenyl)methylidene]acetohydrazide
—— 2,2'-(1,3,4-thiadiazole-2,5-diyldisulfanediyl)bis{N'-[(E)-(4-chlorophenyl)methylidene]acetohydrazide} —— C20H16Cl2N6O2S3
2,2'-(1,3,4-thiadiazole-2,5-diyldisulfanediyl)bis{N'-[(E)-(4-chlorophenyl)methylidene]acetohydrazide}
—— 2-{[2-(butylsulfanyl)-6-methylpyrimidin-4-yl]sulfanyl}-N'-[(E)-phenylmethylidene]acetohydrazide —— C18H22N4OS2
2-{[2-(butylsulfanyl)-6-methylpyrimidin-4-yl]sulfanyl}-N'-[(E)-phenylmethylidene]acetohydrazide
—— 2-[(4-Methoxyphenyl)sulfanyl]benzaldehyde oxime —— C14H13NO2S
2-[(4-Methoxyphenyl)sulfanyl]benzaldehyde oxime
—— 3-[(4-chlorophenyl)sulfanyl]-N'-[(E)-phenylmethylidene]propanehydrazide —— C16H15ClN2OS
3-[(4-chlorophenyl)sulfanyl]-N'-[(E)-phenylmethylidene]propanehydrazide
—— 2-[(4-methylphenyl)sulfanyl]-N'-[(E)-pyridin-2-ylmethylidene]acetohydrazide —— C15H15N3OS
2-[(4-methylphenyl)sulfanyl]-N'-[(E)-pyridin-2-ylmethylidene]acetohydrazide
—— 2-[[5-[(3-chloroanilino)methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(E)-pyridin-4-ylmethylideneamino]acetamide —— C18H18ClN7OS
2-[[5-[(3-chloroanilino)methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(E)-pyridin-4-ylmethylideneamino]acetamide
—— (E)-1-(4-bromophenyl)-N-[3-[(2-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]methanimine —— C16H12BrClN4S
(E)-1-(4-bromophenyl)-N-[3-[(2-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]methanimine
—— (E)-N-[3-[(4-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-1-(3-methylthiophen-2-yl)methanimine —— C15H13ClN4S2
(E)-N-[3-[(4-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-1-(3-methylthiophen-2-yl)methanimine
—— N'-[(E)-{4-[(4-ethyl-5-phenyl-4H-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl}methylidene]furan-2-carbohydrazide —— C22H18N6O4S
N'-[(E)-{4-[(4-ethyl-5-phenyl-4H-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl}methylidene]furan-2-carbohydrazide
—— N'-{(E)-[3-nitro-4-(4H-1,2,4-triazol-3-ylsulfanyl)phenyl]methylidene}pyridine-4-carbohydrazide —— C15H11N7O3S
N'-{(E)-[3-nitro-4-(4H-1,2,4-triazol-3-ylsulfanyl)phenyl]methylidene}pyridine-4-carbohydrazide
—— (E)-2-((5-amino-1,3,4-thiadiazol-2-yl)thio)-N'-(4-fluorobenzylidene)acetohydrazide —— C11H10FN5OS2
(E)-2-((5-amino-1,3,4-thiadiazol-2-yl)thio)-N'-(4-fluorobenzylidene)acetohydrazide
—— 2-({5-[(4-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(E)-(4-methylphenyl)methylidene]acetohydrazide —— C19H17ClN4OS3
2-({5-[(4-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(E)-(4-methylphenyl)methylidene]acetohydrazide
—— N'-[(E)-(3-chlorophenyl)methylidene]-2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)acetohydrazide —— C19H17ClN4OS3
N'-[(E)-(3-chlorophenyl)methylidene]-2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)acetohydrazide
—— 2-(4-chlorophenoxy)-N'-{(E)-[3-nitro-4-(4H-1,2,4-triazol-3-ylsulfanyl)phenyl]methylidene}acetohydrazide —— C17H13ClN6O4S
2-(4-chlorophenoxy)-N'-{(E)-[3-nitro-4-(4H-1,2,4-triazol-3-ylsulfanyl)phenyl]methylidene}acetohydrazide
—— N'-{(E)-[4-(diethylamino)phenyl]methylidene}-2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)acetohydrazide —— C23H27N5OS3
N'-{(E)-[4-(diethylamino)phenyl]methylidene}-2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)acetohydrazide
—— 2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(1E,2E)-2-methyl-3-phenylprop-2-en-1-ylidene]acetohydrazide —— C22H22N4OS3
2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(1E,2E)-2-methyl-3-phenylprop-2-en-1-ylidene]acetohydrazide
—— N'-(3-pyridinylmethylene)-2-(2-pyridinylsulfanyl)acetohydrazide —— C13H12N4OS
N'-(3-pyridinylmethylene)-2-(2-pyridinylsulfanyl)acetohydrazide
—— 2-({5-[(4-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(E)-pyridin-4-ylmethylidene]acetohydrazide —— C17H14ClN5OS3
2-({5-[(4-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(E)-pyridin-4-ylmethylidene]acetohydrazide
—— (E)-N'-(2-chlorobenzylidene)-2-((4-(4-chlorophenyl)thiazol-2-yl)thio)acetohydrazide —— C18H13Cl2N3OS2
(E)-N'-(2-chlorobenzylidene)-2-((4-(4-chlorophenyl)thiazol-2-yl)thio)acetohydrazide
—— 2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(E)-(3-methylthiophen-2-yl)methylidene]acetohydrazide —— C18H18N4OS4
2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(E)-(3-methylthiophen-2-yl)methylidene]acetohydrazide
—— (E)-1-(4-methylphenyl)-N-[3-[(4-methylphenyl)methylsulfanyl]-1,2,4-triazol-4-yl]methanimine —— C18H18N4S
(E)-1-(4-methylphenyl)-N-[3-[(4-methylphenyl)methylsulfanyl]-1,2,4-triazol-4-yl]methanimine
—— 2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(E)-[4-(diethylamino)phenyl]methylideneamino]acetamide —— C22H24ClN5OS3
2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(E)-[4-(diethylamino)phenyl]methylideneamino]acetamide