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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)-(3-chlorophenyl)methylideneamino]-2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C18H14Cl2N4OS3
N-[(E)-(3-chlorophenyl)methylideneamino]-2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N'-[(E)-(3-bromophenyl)methylidene]-2-({5-[(4-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)acetohydrazide —— C18H14BrClN4OS3
N'-[(E)-(3-bromophenyl)methylidene]-2-({5-[(4-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)acetohydrazide
—— 1-[(1S)-2,2-dimethylcyclohexyl]-3-(2,2-dimethyl-4-methylsulfonylbutyl)urea —— C16H32N2O3S
1-[(1S)-2,2-dimethylcyclohexyl]-3-(2,2-dimethyl-4-methylsulfonylbutyl)urea
—— 2-({5-[(4-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(E)-(5-methylthiophen-2-yl)methylidene]acetohydrazide —— C17H15ClN4OS4
2-({5-[(4-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(E)-(5-methylthiophen-2-yl)methylidene]acetohydrazide
—— 1-[(1R)-2,2-dimethylcyclohexyl]-3-(2,2-dimethyl-4-methylsulfonylbutyl)urea —— C16H32N2O3S
1-[(1R)-2,2-dimethylcyclohexyl]-3-(2,2-dimethyl-4-methylsulfonylbutyl)urea
—— 2-{[5-(benzylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl}-N'-[(E)-(3-bromophenyl)methylidene]acetohydrazide —— C18H15BrN4OS3
2-{[5-(benzylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl}-N'-[(E)-(3-bromophenyl)methylidene]acetohydrazide
—— 3-[(4-bromobenzyl)sulfanyl]-N-[(E)-phenylmethylidene]-5-(trifluoromethyl)-4H-1,2,4-triazol-4-amine —— C17H12BrF3N4S
3-[(4-bromobenzyl)sulfanyl]-N-[(E)-phenylmethylidene]-5-(trifluoromethyl)-4H-1,2,4-triazol-4-amine
—— 2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(E)-thiophen-2-ylmethylideneamino]acetamide —— C16H13ClN4OS4
2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(E)-thiophen-2-ylmethylideneamino]acetamide
—— N'-{(E)-[4-(Dimethylamino)phenyl]methylidene}-2-[(4,6-dimethyl-2-pyrimidinyl)sulfanyl]acetohydrazide —— C17H21N5OS
N'-{(E)-[4-(Dimethylamino)phenyl]methylidene}-2-[(4,6-dimethyl-2-pyrimidinyl)sulfanyl]acetohydrazide
—— (E)-1-(4-chlorophenyl)-N-[3-[(4-methylphenyl)methylsulfanyl]-1,2,4-triazol-4-yl]methanimine —— C17H15ClN4S
(E)-1-(4-chlorophenyl)-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)-[(E)-3-(furan-2-yl)-2-methylprop-2-enylidene]amino]acetamide —— C19H17ClN4O2S3
2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(E)-[(E)-3-(furan-2-yl)-2-methylprop-2-enylidene]amino]acetamide
—— N'-[(E)-pyridin-2-ylmethylidene]-2-(pyridin-2-ylsulfanyl)acetohydrazide —— C13H12N4OS
N'-[(E)-pyridin-2-ylmethylidene]-2-(pyridin-2-ylsulfanyl)acetohydrazide
—— 2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(E)-pyridin-2-ylmethylideneamino]acetamide —— C17H14ClN5OS3
2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(E)-pyridin-2-ylmethylideneamino]acetamide
—— N'-[(E)-(5-bromo-2-fluorophenyl)methylidene]-2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)acetohydrazide —— C19H16BrFN4OS3
N'-[(E)-(5-bromo-2-fluorophenyl)methylidene]-2-({5-[(4-methylbenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)acetohydrazide
—— [5-[(1R)-1-(5-tert-butyl-1,3-oxazol-2-yl)ethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]methanol —— C13H20N4O2S
[5-[(1R)-1-(5-tert-butyl-1,3-oxazol-2-yl)ethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]methanol
—— 3-(6-methoxypyridin-3-yl)-5-[(1R)-1-pyridin-2-ylsulfanylethyl]-1,2,4-oxadiazole —— C15H14N4O2S
3-(6-methoxypyridin-3-yl)-5-[(1R)-1-pyridin-2-ylsulfanylethyl]-1,2,4-oxadiazole
—— [5-[(1S)-1-(5-tert-butyl-1,3-oxazol-2-yl)ethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]methanol —— C13H20N4O2S
[5-[(1S)-1-(5-tert-butyl-1,3-oxazol-2-yl)ethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]methanol
—— 5-[(1S)-1-(5-tert-butyl-1,3-oxazol-2-yl)ethyl]sulfanyl-4-methyl-1,2,4-triazol-3-amine —— C12H19N5OS
5-[(1S)-1-(5-tert-butyl-1,3-oxazol-2-yl)ethyl]sulfanyl-4-methyl-1,2,4-triazol-3-amine
—— 5-tert-butyl-2-[(1R)-1-(2H-triazol-4-ylsulfanyl)ethyl]-1,3-oxazole —— C11H16N4OS
5-tert-butyl-2-[(1R)-1-(2H-triazol-4-ylsulfanyl)ethyl]-1,3-oxazole
—— 3-(6-methoxypyridin-3-yl)-5-[(1S)-1-pyridin-2-ylsulfanylethyl]-1,2,4-oxadiazole —— C15H14N4O2S
3-(6-methoxypyridin-3-yl)-5-[(1S)-1-pyridin-2-ylsulfanylethyl]-1,2,4-oxadiazole
—— (2Z)-2-[1-(4-methylanilino)ethylidene]-1-benzothiophen-3-one —— C17H15NOS
(2Z)-2-[1-(4-methylanilino)ethylidene]-1-benzothiophen-3-one
—— 3-(2-methoxypyridin-4-yl)-5-[(1R)-1-pyridin-2-ylsulfanylethyl]-1,2,4-oxadiazole —— C15H14N4O2S
3-(2-methoxypyridin-4-yl)-5-[(1R)-1-pyridin-2-ylsulfanylethyl]-1,2,4-oxadiazole
—— 2-[(1R)-1-methoxyethyl]-4-(2H-triazol-4-ylsulfanylmethyl)-1,3-thiazole —— C9H12N4OS2
2-[(1R)-1-methoxyethyl]-4-(2H-triazol-4-ylsulfanylmethyl)-1,3-thiazole
—— 3-(2-methoxypyridin-4-yl)-5-[(1S)-1-pyridin-2-ylsulfanylethyl]-1,2,4-oxadiazole —— C15H14N4O2S
3-(2-methoxypyridin-4-yl)-5-[(1S)-1-pyridin-2-ylsulfanylethyl]-1,2,4-oxadiazole
—— 5-tert-butyl-2-[(1S)-1-(2H-triazol-4-ylsulfanyl)ethyl]-1,3-oxazole —— C11H16N4OS
5-tert-butyl-2-[(1S)-1-(2H-triazol-4-ylsulfanyl)ethyl]-1,3-oxazole
—— N-{(E)-[4-(methylsulfanyl)phenyl]methylidene}-4H-1,2,4-triazol-4-amine —— C10H10N4S
N-{(E)-[4-(methylsulfanyl)phenyl]methylidene}-4H-1,2,4-triazol-4-amine
—— 5-[(1R)-1-(5-tert-butyl-1,3-oxazol-2-yl)ethyl]sulfanyl-4-methyl-1,2,4-triazol-3-amine —— C12H19N5OS
5-[(1R)-1-(5-tert-butyl-1,3-oxazol-2-yl)ethyl]sulfanyl-4-methyl-1,2,4-triazol-3-amine
—— 1-[(1R)-1-pyridin-4-ylethyl]-3-[3-(1,3-thiazol-2-ylsulfanyl)propyl]urea —— C14H18N4OS2
1-[(1R)-1-pyridin-4-ylethyl]-3-[3-(1,3-thiazol-2-ylsulfanyl)propyl]urea
—— 2-[(1S)-1-methoxyethyl]-4-(pyridin-4-ylsulfanylmethyl)-1,3-thiazole —— C12H14N2OS2
2-[(1S)-1-methoxyethyl]-4-(pyridin-4-ylsulfanylmethyl)-1,3-thiazole
—— 2-[(1R)-1-methoxyethyl]-4-(pyridin-4-ylsulfanylmethyl)-1,3-thiazole —— C12H14N2OS2
2-[(1R)-1-methoxyethyl]-4-(pyridin-4-ylsulfanylmethyl)-1,3-thiazole
—— 2-[(1S)-1-methoxyethyl]-4-(2H-triazol-4-ylsulfanylmethyl)-1,3-thiazole —— C9H12N4OS2
2-[(1S)-1-methoxyethyl]-4-(2H-triazol-4-ylsulfanylmethyl)-1,3-thiazole
—— 1-[(1S)-1-(furan-2-yl)ethyl]-1-methyl-3-(3-methylsulfanyl-1,2,4-thiadiazol-5-yl)urea —— C11H14N4O2S2
1-[(1S)-1-(furan-2-yl)ethyl]-1-methyl-3-(3-methylsulfanyl-1,2,4-thiadiazol-5-yl)urea
—— 1-[(1S)-1-pyridin-4-ylethyl]-3-[3-(1,3-thiazol-2-ylsulfanyl)propyl]urea —— C14H18N4OS2
1-[(1S)-1-pyridin-4-ylethyl]-3-[3-(1,3-thiazol-2-ylsulfanyl)propyl]urea
—— 1-[(1R)-1-(furan-2-yl)ethyl]-1-methyl-3-(3-methylsulfanyl-1,2,4-thiadiazol-5-yl)urea —— C11H14N4O2S2
1-[(1R)-1-(furan-2-yl)ethyl]-1-methyl-3-(3-methylsulfanyl-1,2,4-thiadiazol-5-yl)urea
—— N-[(1S)-1-(4-chlorophenyl)ethyl]-N-methyl-2-(2H-triazol-4-ylsulfanyl)acetamide —— C13H15ClN4OS
N-[(1S)-1-(4-chlorophenyl)ethyl]-N-methyl-2-(2H-triazol-4-ylsulfanyl)acetamide
—— 1-Pyrimidin-2-yl-3-(3-pyrimidin-2-ylsulfanylpropyl)urea —— C12H14N6OS
1-Pyrimidin-2-yl-3-(3-pyrimidin-2-ylsulfanylpropyl)urea
—— N-[(1R)-1-(4-chlorophenyl)ethyl]-N-methyl-2-(2H-triazol-4-ylsulfanyl)acetamide —— C13H15ClN4OS
N-[(1R)-1-(4-chlorophenyl)ethyl]-N-methyl-2-(2H-triazol-4-ylsulfanyl)acetamide
—— 4-chloro-N-[2-(6-methyl-3-prop-2-enylsulfanyl-1,2,4-triazin-5-yl)ethenyl]aniline —— C15H15ClN4S
4-chloro-N-[2-(6-methyl-3-prop-2-enylsulfanyl-1,2,4-triazin-5-yl)ethenyl]aniline
—— 1-[(2R)-4-phenylsulfanylbutan-2-yl]-4-(1,2,4-triazol-1-yl)piperidine —— C17H24N4S
1-[(2R)-4-phenylsulfanylbutan-2-yl]-4-(1,2,4-triazol-1-yl)piperidine
—— 1-[(2S)-4-(1-methylpyrrol-2-yl)butan-2-yl]-3-(3-methylsulfanyl-1,2,4-thiadiazol-5-yl)urea —— C13H19N5OS2
1-[(2S)-4-(1-methylpyrrol-2-yl)butan-2-yl]-3-(3-methylsulfanyl-1,2,4-thiadiazol-5-yl)urea
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]acetamide —— C20H22N4OS2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]acetamide
—— 5-[(2R)-4-phenylsulfanylbutan-2-yl]sulfanyl-1H-1,2,4-triazole —— C12H15N3S2
5-[(2R)-4-phenylsulfanylbutan-2-yl]sulfanyl-1H-1,2,4-triazole
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]acetamide —— C20H22N4OS2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]acetamide
—— 5-[(2S)-4-phenylsulfanylbutan-2-yl]sulfanyl-1H-1,2,4-triazole —— C12H15N3S2
5-[(2S)-4-phenylsulfanylbutan-2-yl]sulfanyl-1H-1,2,4-triazole
—— 1-cyclopropyl-5-[(2S)-5-methoxypentan-2-yl]sulfanyltetrazole —— C10H18N4OS
1-cyclopropyl-5-[(2S)-5-methoxypentan-2-yl]sulfanyltetrazole
—— 1-[(2S)-4-phenylsulfanylbutan-2-yl]-4-(1,2,4-triazol-1-yl)piperidine —— C17H24N4S
1-[(2S)-4-phenylsulfanylbutan-2-yl]-4-(1,2,4-triazol-1-yl)piperidine
—— 1-cyclopropyl-5-[(2R)-5-methoxypentan-2-yl]sulfanyltetrazole —— C10H18N4OS
1-cyclopropyl-5-[(2R)-5-methoxypentan-2-yl]sulfanyltetrazole
—— 1-[(2R)-4-cyclohexylbutan-2-yl]-3-(3-methylsulfonylpropyl)urea —— C15H30N2O3S
1-[(2R)-4-cyclohexylbutan-2-yl]-3-(3-methylsulfonylpropyl)urea
—— 1-[(2S)-4-cyclohexylbutan-2-yl]-3-(3-methylsulfonylpropyl)urea —— C15H30N2O3S
1-[(2S)-4-cyclohexylbutan-2-yl]-3-(3-methylsulfonylpropyl)urea
—— 2-[[5-(1,5-dimethylpyrazol-3-yl)-4-(oxolan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N'-[1-(6-methyl-2,4-dioxopyran-3-ylidene)ethyl]acetohydrazide —— C22H27N7O5S
2-[[5-(1,5-dimethylpyrazol-3-yl)-4-(oxolan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N'-[1-(6-methyl-2,4-dioxopyran-3-ylidene)ethyl]acetohydrazide