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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
—— methyl (2R)-2-(3-bromophenyl)-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetate —— C11H10BrN3O2S
methyl (2R)-2-(3-bromophenyl)-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetate
—— methyl (2S)-2-(3-bromophenyl)-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetate —— C11H10BrN3O2S
methyl (2S)-2-(3-bromophenyl)-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetate
—— 2-(3-bromophenyl)sulfanyl-N-[(2S)-1-cyanopropan-2-yl]-N-methylacetamide —— C13H15BrN2OS
2-(3-bromophenyl)sulfanyl-N-[(2S)-1-cyanopropan-2-yl]-N-methylacetamide
—— 2-(3-bromophenyl)sulfanyl-N-[(2R)-1-cyanopropan-2-yl]-N-methylacetamide —— C13H15BrN2OS
2-(3-bromophenyl)sulfanyl-N-[(2R)-1-cyanopropan-2-yl]-N-methylacetamide
—— (6Z)-5-imino-6-[(4-methylsulfanylphenyl)methylidene]-2-morpholin-4-yl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one —— C17H17N5O2S2
(6Z)-5-imino-6-[(4-methylsulfanylphenyl)methylidene]-2-morpholin-4-yl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one
—— (2S)-2-(2-methoxyphenoxy)-N-(2-phenylsulfanylphenyl)propanamide —— C22H21NO3S
(2S)-2-(2-methoxyphenoxy)-N-(2-phenylsulfanylphenyl)propanamide
—— N-tert-butyl-4-(4-methoxyphenyl)sulfanyl-3-nitrobenzenesulfonamide —— C17H20N2O5S2
N-tert-butyl-4-(4-methoxyphenyl)sulfanyl-3-nitrobenzenesulfonamide
—— 4-(4-Methoxyphenyl)sulfanyl-3-nitrobenzenesulfonamide —— C13H12N2O5S2
4-(4-Methoxyphenyl)sulfanyl-3-nitrobenzenesulfonamide
—— 12-(4-Methoxyphenyl)sulfanyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraene —— C16H14N2OS2
12-(4-Methoxyphenyl)sulfanyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraene
—— 4-(4-methoxyphenyl)sulfanyl-N-methyl-3-nitrobenzenesulfonamide —— C14H14N2O5S2
4-(4-methoxyphenyl)sulfanyl-N-methyl-3-nitrobenzenesulfonamide
—— 1-(4-Methoxyphenyl)sulfanyl-4-methylsulfonyl-2-nitrobenzene —— C14H13NO5S2
1-(4-Methoxyphenyl)sulfanyl-4-methylsulfonyl-2-nitrobenzene
—— 2-(2-tert-butylphenoxy)-N-(2-phenylsulfanylphenyl)acetamide —— C24H25NO2S
2-(2-tert-butylphenoxy)-N-(2-phenylsulfanylphenyl)acetamide
—— 4-Chloro-1-(4-methoxyphenyl)sulfanyl-2-nitrobenzene —— C13H10ClNO3S
4-Chloro-1-(4-methoxyphenyl)sulfanyl-2-nitrobenzene
—— 4-(4-Methoxyphenyl)sulfanyl-5,6-dimethylthieno[2,3-d]pyrimidine —— C15H14N2OS2
4-(4-Methoxyphenyl)sulfanyl-5,6-dimethylthieno[2,3-d]pyrimidine
—— 4-(furan-2-ylmethyl)-3-[2-[(2R)-1-methylpyrrolidin-2-yl]ethylsulfanyl]-1,2,4-triazole —— C14H20N4OS
4-(furan-2-ylmethyl)-3-[2-[(2R)-1-methylpyrrolidin-2-yl]ethylsulfanyl]-1,2,4-triazole
—— 2-[[5-(Cyclopropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-pyrrolidin-1-ylethanone —— C11H16N4OS2
2-[[5-(Cyclopropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-pyrrolidin-1-ylethanone
—— 4-(5-{[(3-Chlorophenyl)methyl]sulfanyl}-1,3,4-oxadiazol-2-YL)piperidine —— C14H16ClN3OS
4-(5-{[(3-Chlorophenyl)methyl]sulfanyl}-1,3,4-oxadiazol-2-YL)piperidine
—— 2-[2-[(2S)-1-methylpyrrolidin-2-yl]ethylsulfanyl]-5-nitropyridine —— C12H17N3O2S
2-[2-[(2S)-1-methylpyrrolidin-2-yl]ethylsulfanyl]-5-nitropyridine
—— 2-[2-[(2R)-1-methylpyrrolidin-2-yl]ethylsulfanyl]-5-nitropyridine —— C12H17N3O2S
2-[2-[(2R)-1-methylpyrrolidin-2-yl]ethylsulfanyl]-5-nitropyridine
—— 3-[2-[(2R)-1-methylpyrrolidin-2-yl]ethylsulfanyl]-5-propyl-1H-1,2,4-triazole —— C12H22N4S
3-[2-[(2R)-1-methylpyrrolidin-2-yl]ethylsulfanyl]-5-propyl-1H-1,2,4-triazole
—— 4-(furan-2-ylmethyl)-3-[2-[(2S)-1-methylpyrrolidin-2-yl]ethylsulfanyl]-1,2,4-triazole —— C14H20N4OS
4-(furan-2-ylmethyl)-3-[2-[(2S)-1-methylpyrrolidin-2-yl]ethylsulfanyl]-1,2,4-triazole
—— 4-methyl-3-[2-[(2R)-1-methylpyrrolidin-2-yl]ethylsulfanyl]-5-(thiophen-2-ylmethyl)-1,2,4-triazole —— C15H22N4S2
4-methyl-3-[2-[(2R)-1-methylpyrrolidin-2-yl]ethylsulfanyl]-5-(thiophen-2-ylmethyl)-1,2,4-triazole
—— 3-[2-[(2S)-1-methylpyrrolidin-2-yl]ethylsulfanyl]-5-propyl-1H-1,2,4-triazole —— C12H22N4S
3-[2-[(2S)-1-methylpyrrolidin-2-yl]ethylsulfanyl]-5-propyl-1H-1,2,4-triazole
—— 2-benzyl-5-[2-[(2S)-1-methylpyrrolidin-2-yl]ethylsulfanyl]-1,3,4-oxadiazole —— C16H21N3OS
2-benzyl-5-[2-[(2S)-1-methylpyrrolidin-2-yl]ethylsulfanyl]-1,3,4-oxadiazole
—— 4-methyl-3-[2-[(2S)-1-methylpyrrolidin-2-yl]ethylsulfanyl]-5-(thiophen-2-ylmethyl)-1,2,4-triazole —— C15H22N4S2
4-methyl-3-[2-[(2S)-1-methylpyrrolidin-2-yl]ethylsulfanyl]-5-(thiophen-2-ylmethyl)-1,2,4-triazole
—— 2-benzyl-5-[2-[(2R)-1-methylpyrrolidin-2-yl]ethylsulfanyl]-1,3,4-oxadiazole —— C16H21N3OS
2-benzyl-5-[2-[(2R)-1-methylpyrrolidin-2-yl]ethylsulfanyl]-1,3,4-oxadiazole
—— N-cyclopropyl-5-[(5-methyl-1,2-oxazol-3-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C10H12N4OS2
N-cyclopropyl-5-[(5-methyl-1,2-oxazol-3-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— N-[(5-chlorothiophen-2-yl)methyl]-2-[(4,5-dicyclopropyl-1,2,4-triazol-3-yl)sulfanyl]-N-methylacetamide —— C16H19ClN4OS2
N-[(5-chlorothiophen-2-yl)methyl]-2-[(4,5-dicyclopropyl-1,2,4-triazol-3-yl)sulfanyl]-N-methylacetamide
—— (2R)-2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]propanamide —— C17H22N4O2S2
(2R)-2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]propanamide
—— N-[(2R)-2-(4-bromophenyl)sulfanylpropyl]-1-cyanomethanesulfonamide —— C11H13BrN2O2S2
N-[(2R)-2-(4-bromophenyl)sulfanylpropyl]-1-cyanomethanesulfonamide
—— [5-[(2-Methylphenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]methylazanium —— C11H14N3OS+
[5-[(2-Methylphenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]methylazanium
—— 4-[(5-Cyclopropyl-1-phenyl-1,2,4-triazol-3-yl)sulfanyl]thieno[2,3-d]pyrimidine —— C17H13N5S2
4-[(5-Cyclopropyl-1-phenyl-1,2,4-triazol-3-yl)sulfanyl]thieno[2,3-d]pyrimidine
—— 2-[(3-Chlorophenyl)methylsulfanyl]-5-piperidin-1-ium-4-yl-1,3,4-oxadiazole —— C14H17ClN3OS+
2-[(3-Chlorophenyl)methylsulfanyl]-5-piperidin-1-ium-4-yl-1,3,4-oxadiazole
—— [(1S,2S)-1-(5-benzylsulfanyl-1,3,4-oxadiazol-2-yl)-2-methylbutyl]azanium —— C14H20N3OS+
[(1S,2S)-1-(5-benzylsulfanyl-1,3,4-oxadiazol-2-yl)-2-methylbutyl]azanium
—— 3-[5-[(3-Methylphenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]propan-1-amine —— C13H17N3OS
3-[5-[(3-Methylphenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]propan-1-amine
—— 2-[(4-Fluorophenyl)methylsulfanyl]-5-piperidin-4-yl-1,3,4-oxadiazole —— C14H16FN3OS
2-[(4-Fluorophenyl)methylsulfanyl]-5-piperidin-4-yl-1,3,4-oxadiazole
—— [5-[(3-Methylphenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]methanamine —— C11H13N3OS
[5-[(3-Methylphenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]methanamine
—— 2-Piperidin-1-ium-4-yl-5-propylsulfanyl-1,3,4-oxadiazole —— C10H18N3OS+
2-Piperidin-1-ium-4-yl-5-propylsulfanyl-1,3,4-oxadiazole
—— 3-(5-Methylsulfanyl-1,3,4-oxadiazol-2-yl)propan-1-amine —— C6H11N3OS
3-(5-Methylsulfanyl-1,3,4-oxadiazol-2-yl)propan-1-amine
—— [5-[(3-Fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]methylazanium —— C10H11FN3OS+
[5-[(3-Fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]methylazanium
—— 1-[(3R,3aS,7Z)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone —— C26H22N4O4S
1-[(3R,3aS,7Z)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone
—— 3-[5-[(3-Methylphenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]propylazanium —— C13H18N3OS+
3-[5-[(3-Methylphenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]propylazanium
—— 2-Piperidin-1-ium-4-yl-5-propan-2-ylsulfanyl-1,3,4-oxadiazole —— C10H18N3OS+
2-Piperidin-1-ium-4-yl-5-propan-2-ylsulfanyl-1,3,4-oxadiazole
—— [5-[(4-Methylphenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]methanamine —— C11H13N3OS
[5-[(4-Methylphenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]methanamine
—— 3-[5-[(3-Fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]propylazanium —— C12H15FN3OS+
3-[5-[(3-Fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]propylazanium
—— [5-[(4-Chlorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]methylazanium —— C10H11ClN3OS+
[5-[(4-Chlorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]methylazanium
—— 3-(5-Propan-2-ylsulfanyl-1,3,4-oxadiazol-2-yl)propan-1-amine —— C8H15N3OS
3-(5-Propan-2-ylsulfanyl-1,3,4-oxadiazol-2-yl)propan-1-amine
—— 3-(5-Ethylsulfanyl-1,3,4-oxadiazol-2-yl)propan-1-amine —— C7H13N3OS
3-(5-Ethylsulfanyl-1,3,4-oxadiazol-2-yl)propan-1-amine
—— (1S,2S)-2-methyl-1-(5-propylsulfanyl-1,3,4-oxadiazol-2-yl)butan-1-amine —— C10H19N3OS
(1S,2S)-2-methyl-1-(5-propylsulfanyl-1,3,4-oxadiazol-2-yl)butan-1-amine
—— 3-[5-[(4-Fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]propan-1-amine —— C12H14FN3OS
3-[5-[(4-Fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]propan-1-amine