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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
—— (4R)-5-acetyl-6-methyl-4-(3-methylthiophen-2-yl)-2-(phenylsulfanylmethylsulfanyl)-3,4-dihydropyridine-3-carbonitrile —— C21H20N2OS3
(4R)-5-acetyl-6-methyl-4-(3-methylthiophen-2-yl)-2-(phenylsulfanylmethylsulfanyl)-3,4-dihydropyridine-3-carbonitrile
—— 6-[(3R)-3-(aminomethyl)pyrrolidin-1-yl]-2-butylsulfanylpyrimidin-4-amine —— C13H23N5S
6-[(3R)-3-(aminomethyl)pyrrolidin-1-yl]-2-butylsulfanylpyrimidin-4-amine
—— N-(1-cyanocyclohexyl)-2-(2,4-dimethylphenyl)sulfanyl-N-methylacetamide —— C18H24N2OS
N-(1-cyanocyclohexyl)-2-(2,4-dimethylphenyl)sulfanyl-N-methylacetamide
—— (4S)-3-acetyl-2-methyl-4-phenyl-6-(phenylsulfanylmethylsulfanyl)-3,4-dihydropyridine-5-carbonitrile —— C22H20N2OS2
(4S)-3-acetyl-2-methyl-4-phenyl-6-(phenylsulfanylmethylsulfanyl)-3,4-dihydropyridine-5-carbonitrile
—— 2-(2,4-dimethylphenyl)sulfanyl-N-(4-methylcyclohexyl)acetamide —— C17H25NOS
2-(2,4-dimethylphenyl)sulfanyl-N-(4-methylcyclohexyl)acetamide
—— 2-methyl-5-[3-[4-[(3S)-piperidin-3-yl]triazol-1-yl]propylsulfanyl]-1,3,4-thiadiazole —— C13H20N6S2
2-methyl-5-[3-[4-[(3S)-piperidin-3-yl]triazol-1-yl]propylsulfanyl]-1,3,4-thiadiazole
—— 2-methyl-5-[3-[4-[(3R)-piperidin-3-yl]triazol-1-yl]propylsulfanyl]-1,3,4-thiadiazole —— C13H20N6S2
2-methyl-5-[3-[4-[(3R)-piperidin-3-yl]triazol-1-yl]propylsulfanyl]-1,3,4-thiadiazole
—— 1-[2,5-Dimethyl-1-(2,2,2-trifluoroethyl)pyrrol-3-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone —— C18H16F3N3O2S
1-[2,5-Dimethyl-1-(2,2,2-trifluoroethyl)pyrrol-3-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone
—— (2S)-N-benzyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C18H17N3O2S
(2S)-N-benzyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— 2-(2,5-dimethylphenyl)sulfanyl-N-[(1R)-1-thiophen-2-ylethyl]acetamide —— C16H19NOS2
2-(2,5-dimethylphenyl)sulfanyl-N-[(1R)-1-thiophen-2-ylethyl]acetamide
—— 2-butylsulfanyl-6-[(3S)-3-(methylsulfonylmethyl)piperidin-1-yl]pyrimidin-4-amine —— C15H26N4O2S2
2-butylsulfanyl-6-[(3S)-3-(methylsulfonylmethyl)piperidin-1-yl]pyrimidin-4-amine
—— N-(1-cyanocyclopentyl)-2-{[3-(thiophen-2-yl)-1H-1,2,4-triazol-5-yl]sulfanyl}acetamide —— C14H15N5OS2
N-(1-cyanocyclopentyl)-2-{[3-(thiophen-2-yl)-1H-1,2,4-triazol-5-yl]sulfanyl}acetamide
—— 6-[(3S)-3-(aminomethyl)pyrrolidin-1-yl]-2-butylsulfanylpyrimidin-4-amine —— C13H23N5S
6-[(3S)-3-(aminomethyl)pyrrolidin-1-yl]-2-butylsulfanylpyrimidin-4-amine
—— 1-thiophen-2-yl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C12H9N3OS3
1-thiophen-2-yl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— 2-butylsulfanyl-6-[(3R)-3-(methylsulfonylmethyl)piperidin-1-yl]pyrimidin-4-amine —— C15H26N4O2S2
2-butylsulfanyl-6-[(3R)-3-(methylsulfonylmethyl)piperidin-1-yl]pyrimidin-4-amine
—— N-cyclohexyl-N-ethyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H22N4OS2
N-cyclohexyl-N-ethyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H15FN4OS2
N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— (2S)-N-(furan-2-ylmethyl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C14H14N4O2S2
(2S)-N-(furan-2-ylmethyl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— N-[(2R)-3-methylbutan-2-yl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C13H18N4OS2
N-[(2R)-3-methylbutan-2-yl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N,N-bis(prop-2-enyl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C14H16N4OS2
N,N-bis(prop-2-enyl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— ethyl (2R)-2-phenyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetate —— C16H15N3O2S2
ethyl (2R)-2-phenyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetate
—— N-[[(3S)-1-(2-methoxyethyl)pyrrolidin-3-yl]methyl]-1-(2-methylsulfanylpyrimidin-4-yl)piperidin-4-amine —— C18H31N5OS
N-[[(3S)-1-(2-methoxyethyl)pyrrolidin-3-yl]methyl]-1-(2-methylsulfanylpyrimidin-4-yl)piperidin-4-amine
—— N-[[(3R)-1-(2-methoxyethyl)pyrrolidin-3-yl]methyl]-1-(2-methylsulfanylpyrimidin-4-yl)piperidin-4-amine —— C18H31N5OS
N-[[(3R)-1-(2-methoxyethyl)pyrrolidin-3-yl]methyl]-1-(2-methylsulfanylpyrimidin-4-yl)piperidin-4-amine
—— N-(1-cyanocyclohexyl)-2-{[5-(thiophen-2-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetamide —— C15H17N5OS2
N-(1-cyanocyclohexyl)-2-{[5-(thiophen-2-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetamide
—— 2-butylsulfanyl-4-N-[(1S)-1-(1-methylpyrazol-4-yl)ethyl]pyrimidine-4,6-diamine —— C14H22N6S
2-butylsulfanyl-4-N-[(1S)-1-(1-methylpyrazol-4-yl)ethyl]pyrimidine-4,6-diamine
—— N-[(1S,2R)-2-methylcyclohexyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C15H20N4OS2
N-[(1S,2R)-2-methylcyclohexyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 3,5-dimethyl-4-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-1,2-oxazole —— C12H12N4OS2
3,5-dimethyl-4-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-1,2-oxazole
—— 2-butylsulfanyl-4-N-[(1R)-1-(1-methylpyrazol-4-yl)ethyl]pyrimidine-4,6-diamine —— C14H22N6S
2-butylsulfanyl-4-N-[(1R)-1-(1-methylpyrazol-4-yl)ethyl]pyrimidine-4,6-diamine
—— N-propan-2-yl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C11H14N4OS2
N-propan-2-yl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 3-[2-oxo-2-(1,2,5-trimethylpyrrol-3-yl)ethyl]sulfanyl-4-propyl-1H-1,2,4-triazol-5-one —— C14H20N4O2S
3-[2-oxo-2-(1,2,5-trimethylpyrrol-3-yl)ethyl]sulfanyl-4-propyl-1H-1,2,4-triazol-5-one
—— 2-butylsulfanyl-4-N-[[(3S)-1,1-dioxothiolan-3-yl]methyl]pyrimidine-4,6-diamine —— C13H22N4O2S2
2-butylsulfanyl-4-N-[[(3S)-1,1-dioxothiolan-3-yl]methyl]pyrimidine-4,6-diamine
—— 3-[2-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]-2-oxoethyl]sulfanyl-4-propyl-1H-1,2,4-triazol-5-one —— C17H26N4O3S
3-[2-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]-2-oxoethyl]sulfanyl-4-propyl-1H-1,2,4-triazol-5-one
—— 2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(2R)-pentan-2-yl]acetamide —— C12H22N4O2S
2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(2R)-pentan-2-yl]acetamide
—— 2-butylsulfanyl-4-N-[[(3R)-1,1-dioxothiolan-3-yl]methyl]pyrimidine-4,6-diamine —— C13H22N4O2S2
2-butylsulfanyl-4-N-[[(3R)-1,1-dioxothiolan-3-yl]methyl]pyrimidine-4,6-diamine
—— ethyl 2-[2-[2-[[(1R)-1-(2-chlorophenyl)ethyl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C17H19ClN2O3S2
ethyl 2-[2-[2-[[(1R)-1-(2-chlorophenyl)ethyl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— ethyl (2R)-2-[(6-phenyl-1,2,4-triazin-3-yl)sulfanyl]propanoate —— C14H15N3O2S
ethyl (2R)-2-[(6-phenyl-1,2,4-triazin-3-yl)sulfanyl]propanoate
—— ethyl 2-[2-[(2R)-1-oxo-1-[[(2S)-4-phenylbutan-2-yl]amino]propan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate —— C20H26N2O3S2
ethyl 2-[2-[(2R)-1-oxo-1-[[(2S)-4-phenylbutan-2-yl]amino]propan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate
—— 2-[(4-amino-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-phenylethyl]acetamide —— C12H15N5OS
2-[(4-amino-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-phenylethyl]acetamide
—— 2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(2S)-pentan-2-yl]acetamide —— C12H22N4O2S
2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(2S)-pentan-2-yl]acetamide
—— Ethyl 2-[2-[2-[(1-cyanocyclohexyl)-methylamino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C17H23N3O3S2
Ethyl 2-[2-[2-[(1-cyanocyclohexyl)-methylamino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— 2H-thiazolo[3,2-b][1,2,4]triazine-3,7-dione —— C5H3N3O2S
2H-thiazolo[3,2-b][1,2,4]triazine-3,7-dione
—— ethyl 2-[2-[(2R)-1-(cyclohexylmethylamino)-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate —— C17H26N2O3S2
ethyl 2-[2-[(2R)-1-(cyclohexylmethylamino)-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate
—— 3-(3-hydroxypropylsulfanyl)-4H-1,2,4-triazin-5-one —— C6H9N3O2S
3-(3-hydroxypropylsulfanyl)-4H-1,2,4-triazin-5-one
—— (4-methoxycyclohexyl)-[(2R)-2-[4-methyl-5-(2-pyrrolidin-1-ium-1-ylethylsulfanyl)-1,2,4-triazol-3-yl]pyrrolidin-1-yl]methanone —— C21H36N5O2S+
(4-methoxycyclohexyl)-[(2R)-2-[4-methyl-5-(2-pyrrolidin-1-ium-1-ylethylsulfanyl)-1,2,4-triazol-3-yl]pyrrolidin-1-yl]methanone
—— [(3R)-1-(6-amino-2-butylsulfanylpyrimidin-4-yl)piperidin-3-yl]-(1-methylimidazol-2-yl)methanone —— C18H26N6OS
[(3R)-1-(6-amino-2-butylsulfanylpyrimidin-4-yl)piperidin-3-yl]-(1-methylimidazol-2-yl)methanone
—— 3-[(2S)-1-(furan-2-ylmethyl)pyrrolidin-1-ium-2-yl]-4-methyl-5-(2-pyrrolidin-1-ium-1-ylethylsulfanyl)-1,2,4-triazole —— C18H29N5OS+2
3-[(2S)-1-(furan-2-ylmethyl)pyrrolidin-1-ium-2-yl]-4-methyl-5-(2-pyrrolidin-1-ium-1-ylethylsulfanyl)-1,2,4-triazole
—— (2S)-2-(4-chlorophenyl)sulfanyl-N-[(2-methylphenyl)methyl]propanamide —— C17H18ClNOS
(2S)-2-(4-chlorophenyl)sulfanyl-N-[(2-methylphenyl)methyl]propanamide
—— [(3R,5R)-5-methyl-2-oxooxolan-3-yl] 2-(5,6-dimethylthieno[2,3-d]pyrimidin-4-yl)sulfanylbenzoate —— C20H18N2O4S2
[(3R,5R)-5-methyl-2-oxooxolan-3-yl] 2-(5,6-dimethylthieno[2,3-d]pyrimidin-4-yl)sulfanylbenzoate
—— (3S)-1-(4-methylcyclohexyl)-3-(5-methylsulfanyl-4-propan-2-yl-1,2,4-triazol-3-yl)piperidin-1-ium —— C18H33N4S+
(3S)-1-(4-methylcyclohexyl)-3-(5-methylsulfanyl-4-propan-2-yl-1,2,4-triazol-3-yl)piperidin-1-ium
—— 4-methyl-3-(2-pyrrolidin-1-ylethylsulfanyl)-5-[(2R)-1-(thiophen-2-ylmethyl)pyrrolidin-2-yl]-1,2,4-triazole —— C18H27N5S2
4-methyl-3-(2-pyrrolidin-1-ylethylsulfanyl)-5-[(2R)-1-(thiophen-2-ylmethyl)pyrrolidin-2-yl]-1,2,4-triazole