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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
—— 2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methylacetamide —— C17H21N3O4S2
2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methylacetamide
—— (2S)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(4-ethylpiperazin-1-yl)propan-1-one —— C19H26N4O2S
(2S)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(4-ethylpiperazin-1-yl)propan-1-one
—— 1-[2,5-dimethyl-1-[[(2R)-oxolan-2-yl]methyl]pyrrol-3-yl]-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C23H27N3O3S
1-[2,5-dimethyl-1-[[(2R)-oxolan-2-yl]methyl]pyrrol-3-yl]-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— 1-[2,5-dimethyl-1-[[(2S)-oxolan-2-yl]methyl]pyrrol-3-yl]-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C23H27N3O3S
1-[2,5-dimethyl-1-[[(2S)-oxolan-2-yl]methyl]pyrrol-3-yl]-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— 2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[2-(2,4-dioxo-1,3-thiazolidin-3-yl)ethyl]acetamide —— C17H18N4O4S2
2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[2-(2,4-dioxo-1,3-thiazolidin-3-yl)ethyl]acetamide
—— N-butyl-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C16H21N3O2S
N-butyl-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N,N-bis(2-cyanoethyl)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H19N5O2S
N,N-bis(2-cyanoethyl)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-(4-Chlorophenyl)-5-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3,4-oxadiazole —— C19H15ClN4O2S
2-(4-Chlorophenyl)-5-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3,4-oxadiazole
—— 1-(5-Chlorothiophen-2-yl)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C16H13ClN2O2S2
1-(5-Chlorothiophen-2-yl)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— ethyl 5-[2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C21H23N3O4S
ethyl 5-[2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— 1-(4-Acetylpiperazin-1-yl)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C18H22N4O3S
1-(4-Acetylpiperazin-1-yl)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— 2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N,N-dimethylacetamide —— C14H17N3O2S
2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N,N-dimethylacetamide
—— 2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(3-phenylpropyl)acetamide —— C21H23N3O2S
2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(3-phenylpropyl)acetamide
—— 2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C17H21N3O3S
2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— 1-(5-Bromothiophen-2-yl)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C16H13BrN2O2S2
1-(5-Bromothiophen-2-yl)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— N-[(2-chlorophenyl)methyl]-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H18ClN3O2S
N-[(2-chlorophenyl)methyl]-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-benzyl-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylacetamide —— C20H21N3O2S
N-benzyl-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylacetamide
—— 2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide —— C17H21N3O3S
2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide
—— methyl (2S)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate —— C14H16N2O3S
methyl (2S)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate
—— 2-[(2-Chlorophenyl)methylsulfanyl]-5-(3,5-dimethylphenyl)-1,3,4-oxadiazole —— C17H15ClN2OS
2-[(2-Chlorophenyl)methylsulfanyl]-5-(3,5-dimethylphenyl)-1,3,4-oxadiazole
—— methyl (2R)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate —— C14H16N2O3S
methyl (2R)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate
—— N-[(2-chlorophenyl)methyl]-6-[(3-methylphenyl)methylsulfanyl]pyrimidin-4-amine —— C19H18ClN3S
N-[(2-chlorophenyl)methyl]-6-[(3-methylphenyl)methylsulfanyl]pyrimidin-4-amine
—— 2-[(3-Methylphenyl)methylsulfanyl]-5-[(5-methylpyrazol-1-yl)methyl]-1,3,4-oxadiazole —— C15H16N4OS
2-[(3-Methylphenyl)methylsulfanyl]-5-[(5-methylpyrazol-1-yl)methyl]-1,3,4-oxadiazole
—— [(1S)-1-[4-benzyl-5-[2-oxo-2-(2,2,2-trifluoroethylamino)ethyl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium —— C18H25F3N5OS+
[(1S)-1-[4-benzyl-5-[2-oxo-2-(2,2,2-trifluoroethylamino)ethyl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium
—— 2-(3,5-Dimethylpyrazol-1-yl)-3-[(3-methylphenyl)methylsulfanyl]pyrazine —— C17H18N4S
2-(3,5-Dimethylpyrazol-1-yl)-3-[(3-methylphenyl)methylsulfanyl]pyrazine
—— 4-[(3R,5R)-3,5-dimethylpiperidin-1-yl]-2-[(3-methylphenyl)methylsulfanyl]pyrimidine —— C19H25N3S
4-[(3R,5R)-3,5-dimethylpiperidin-1-yl]-2-[(3-methylphenyl)methylsulfanyl]pyrimidine
—— 2-(3-Chlorophenyl)-4-methyl-6-[(3-methylphenyl)methylsulfanyl]pyrimidine —— C19H17ClN2S
2-(3-Chlorophenyl)-4-methyl-6-[(3-methylphenyl)methylsulfanyl]pyrimidine
—— 2-[(3-Methylphenyl)methylsulfanyl]-3-piperidin-1-ylpyrazine —— C17H21N3S
2-[(3-Methylphenyl)methylsulfanyl]-3-piperidin-1-ylpyrazine
—— 2-Methyl-4-[(3-methylphenyl)methylsulfanyl]-6-pyridin-2-ylpyrimidine —— C18H17N3S
2-Methyl-4-[(3-methylphenyl)methylsulfanyl]-6-pyridin-2-ylpyrimidine
—— 2-(4-Chlorophenyl)-4-methyl-6-[(3-methylphenyl)methylsulfanyl]pyrimidine —— C19H17ClN2S
2-(4-Chlorophenyl)-4-methyl-6-[(3-methylphenyl)methylsulfanyl]pyrimidine
—— 4-Methyl-2-(4-methylphenyl)-6-[(3-methylphenyl)methylsulfanyl]pyrimidine —— C20H20N2S
4-Methyl-2-(4-methylphenyl)-6-[(3-methylphenyl)methylsulfanyl]pyrimidine
—— 3-[(3-Methylphenyl)methylsulfanyl]-5-(2-methylsulfanylethyl)-1,2,4-triazol-4-amine —— C13H18N4S2
3-[(3-Methylphenyl)methylsulfanyl]-5-(2-methylsulfanylethyl)-1,2,4-triazol-4-amine
—— 4-[7-[(3-Methylphenyl)methylsulfanyl]-[1,3]thiazolo[4,5-d]pyrimidin-2-yl]morpholine —— C17H18N4OS2
4-[7-[(3-Methylphenyl)methylsulfanyl]-[1,3]thiazolo[4,5-d]pyrimidin-2-yl]morpholine
—— 4-[(3R,5S)-3,5-dimethylpiperidin-1-yl]-2-[(3-methylphenyl)methylsulfanyl]pyrimidine —— C19H25N3S
4-[(3R,5S)-3,5-dimethylpiperidin-1-yl]-2-[(3-methylphenyl)methylsulfanyl]pyrimidine
—— 2-[(4-Bromophenyl)methylsulfanyl]-5-(3,5-dimethylphenyl)-1,3,4-oxadiazole —— C17H15BrN2OS
2-[(4-Bromophenyl)methylsulfanyl]-5-(3,5-dimethylphenyl)-1,3,4-oxadiazole
—— 4-[(3S,5S)-3,5-dimethylpiperidin-1-yl]-2-[(3-methylphenyl)methylsulfanyl]pyrimidine —— C19H25N3S
4-[(3S,5S)-3,5-dimethylpiperidin-1-yl]-2-[(3-methylphenyl)methylsulfanyl]pyrimidine
—— 4-[(3-methylphenyl)methylsulfanyl]-6-[(3S)-3-methylpiperidin-1-yl]pyrimidine —— C18H23N3S
4-[(3-methylphenyl)methylsulfanyl]-6-[(3S)-3-methylpiperidin-1-yl]pyrimidine
—— 2-[(3-Methylphenyl)methylsulfanyl]-3-pyrazol-1-ylpyrazine —— C15H14N4S
2-[(3-Methylphenyl)methylsulfanyl]-3-pyrazol-1-ylpyrazine
—— 2-[[4-amino-5-(2-methylsulfanylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-cyclohexylacetamide —— C13H23N5OS2
2-[[4-amino-5-(2-methylsulfanylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-cyclohexylacetamide
—— 3-[(3,4-Difluorophenyl)methylsulfanyl]-5-(2-methylsulfanylethyl)-1,2,4-triazol-4-amine —— C12H14F2N4S2
3-[(3,4-Difluorophenyl)methylsulfanyl]-5-(2-methylsulfanylethyl)-1,2,4-triazol-4-amine
—— 4-(3,5-Dimethylpyrazol-1-yl)-6-[(3-methylphenyl)methylsulfanyl]pyrimidine —— C17H18N4S
4-(3,5-Dimethylpyrazol-1-yl)-6-[(3-methylphenyl)methylsulfanyl]pyrimidine
—— 2-[[4-benzyl-5-[(1R)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-N-(2,2,2-trifluoroethyl)acetamide —— C18H24F3N5OS
2-[[4-benzyl-5-[(1R)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-N-(2,2,2-trifluoroethyl)acetamide
—— 4-[(3S,5S)-3,5-dimethylpiperidin-1-yl]-6-[(3-methylphenyl)methylsulfanyl]pyrimidine —— C19H25N3S
4-[(3S,5S)-3,5-dimethylpiperidin-1-yl]-6-[(3-methylphenyl)methylsulfanyl]pyrimidine
—— 2-[[4-amino-5-(2-methylsulfanylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(4-methylphenyl)methyl]acetamide —— C15H21N5OS2
2-[[4-amino-5-(2-methylsulfanylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(4-methylphenyl)methyl]acetamide
—— 3-[(2,5-Difluorophenyl)methylsulfanyl]-5-(2-methylsulfanylethyl)-1,2,4-triazol-4-amine —— C12H14F2N4S2
3-[(2,5-Difluorophenyl)methylsulfanyl]-5-(2-methylsulfanylethyl)-1,2,4-triazol-4-amine
—— 3-Methyl-1-[6-[(3-methylphenyl)methylsulfanyl]pyrimidin-4-yl]-4,5,6,7-tetrahydroindazole —— C20H22N4S
3-Methyl-1-[6-[(3-methylphenyl)methylsulfanyl]pyrimidin-4-yl]-4,5,6,7-tetrahydroindazole
—— 4-[(3R,5S)-3,5-dimethylpiperidin-1-yl]-6-[(3-methylphenyl)methylsulfanyl]pyrimidine —— C19H25N3S
4-[(3R,5S)-3,5-dimethylpiperidin-1-yl]-6-[(3-methylphenyl)methylsulfanyl]pyrimidine
—— 1-[(3-Methylphenyl)methyl]-4-methylsulfanyl-6-oxopyrimidine-5-carbonitrile —— C14H13N3OS
1-[(3-Methylphenyl)methyl]-4-methylsulfanyl-6-oxopyrimidine-5-carbonitrile
—— 4-[(3-Methylphenyl)methylsulfanyl]-6-(4-methylpiperidin-1-yl)pyrimidine —— C18H23N3S
4-[(3-Methylphenyl)methylsulfanyl]-6-(4-methylpiperidin-1-yl)pyrimidine
—— 2-[[4-amino-5-(2-methylsulfanylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(4-fluorophenyl)methyl]acetamide —— C14H18FN5OS2
2-[[4-amino-5-(2-methylsulfanylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(4-fluorophenyl)methyl]acetamide