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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
—— (2R)-N-[(1R,2S)-2-methylcyclohexyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C16H22N4OS2
(2R)-N-[(1R,2S)-2-methylcyclohexyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— N-[(1R)-1-(4-ethylphenyl)ethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C18H20N4OS2
N-[(1R)-1-(4-ethylphenyl)ethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 6-Amino-1-cyclopropyl-5-[2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetyl]pyrimidine-2,4-dione —— C13H14N4O3S2
6-Amino-1-cyclopropyl-5-[2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetyl]pyrimidine-2,4-dione
—— 6-Amino-5-[2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetyl]-1-cyclopropylpyrimidine-2,4-dione —— C18H17N5O4S
6-Amino-5-[2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetyl]-1-cyclopropylpyrimidine-2,4-dione
—— 2-(4-chlorophenyl)-5-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-1,3,4-oxadiazole —— C15H10ClN5OS2
2-(4-chlorophenyl)-5-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-1,3,4-oxadiazole
—— N-[2-(4-methoxyphenoxy)ethyl]-N-methyl-2-phenylsulfanylpyridine-3-carboxamide —— C22H22N2O3S
N-[2-(4-methoxyphenoxy)ethyl]-N-methyl-2-phenylsulfanylpyridine-3-carboxamide
—— 3-[(3-fluorophenyl)methylsulfanyl]-5-thiophen-2-yl-1H-1,2,4-triazole —— C13H10FN3S2
3-[(3-fluorophenyl)methylsulfanyl]-5-thiophen-2-yl-1H-1,2,4-triazole
—— N-[(1S)-1-(4-ethylphenyl)ethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C18H20N4OS2
N-[(1S)-1-(4-ethylphenyl)ethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 2-[(1-Cyclopentyltetrazol-5-yl)sulfanylmethyl]-5-(3-methylphenyl)-1,3,4-oxadiazole —— C16H18N6OS
2-[(1-Cyclopentyltetrazol-5-yl)sulfanylmethyl]-5-(3-methylphenyl)-1,3,4-oxadiazole
—— N-[2-(cyclohexen-1-yl)ethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H20N4OS2
N-[2-(cyclohexen-1-yl)ethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 1-(1-ethyl-2,5-dimethylpyrrol-3-yl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C16H18N4OS2
1-(1-ethyl-2,5-dimethylpyrrol-3-yl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— 5-(3,4-Dimethoxyphenyl)-2-methyl-4-pyrimidin-2-ylsulfanylthieno[2,3-d]pyrimidine —— C19H16N4O2S2
5-(3,4-Dimethoxyphenyl)-2-methyl-4-pyrimidin-2-ylsulfanylthieno[2,3-d]pyrimidine
—— 5-(4-Chlorophenyl)-4-(1-cyclopropyltetrazol-5-yl)sulfanylthieno[2,3-d]pyrimidine —— C16H11ClN6S2
5-(4-Chlorophenyl)-4-(1-cyclopropyltetrazol-5-yl)sulfanylthieno[2,3-d]pyrimidine
—— 6-Amino-1-cyclopropyl-5-[2-(1-methylimidazol-2-yl)sulfanylacetyl]pyrimidine-2,4-dione —— C13H15N5O3S
6-Amino-1-cyclopropyl-5-[2-(1-methylimidazol-2-yl)sulfanylacetyl]pyrimidine-2,4-dione
—— 6-Amino-1-cyclopropyl-5-(2-pyrimidin-2-ylsulfanylacetyl)pyrimidine-2,4-dione —— C13H13N5O3S
6-Amino-1-cyclopropyl-5-(2-pyrimidin-2-ylsulfanylacetyl)pyrimidine-2,4-dione
—— 6-(2,3-Dihydro-1,4-benzodioxin-6-ylsulfanyl)pyridine-3-sulfonamide —— C13H12N2O4S2
6-(2,3-Dihydro-1,4-benzodioxin-6-ylsulfanyl)pyridine-3-sulfonamide
—— (4-methylsulfanylphenyl)methyl N'-propan-2-ylcarbamimidothioate —— C12H18N2S2
(4-methylsulfanylphenyl)methyl N'-propan-2-ylcarbamimidothioate
—— N-[2-(4-methylphenyl)sulfanylethyl]-2-(1-oxidopyridin-1-ium-2-yl)oxyacetamide —— C16H18N2O3S
N-[2-(4-methylphenyl)sulfanylethyl]-2-(1-oxidopyridin-1-ium-2-yl)oxyacetamide
—— N-[2-(4-chlorophenyl)sulfanylphenyl]-2-([1,2,4]triazolo[4,3-a]pyridin-3-yloxy)acetamide —— C20H15ClN4O2S
N-[2-(4-chlorophenyl)sulfanylphenyl]-2-([1,2,4]triazolo[4,3-a]pyridin-3-yloxy)acetamide
—— 1-[2-(4-Chlorophenyl)sulfanylethyl]-3,5-dimethyl-4-nitropyrazole —— C13H14ClN3O2S
1-[2-(4-Chlorophenyl)sulfanylethyl]-3,5-dimethyl-4-nitropyrazole
—— N-[2-(4-chlorophenyl)sulfanylphenyl]-2-(1-oxidopyridin-1-ium-2-yl)oxyacetamide —— C19H15ClN2O3S
N-[2-(4-chlorophenyl)sulfanylphenyl]-2-(1-oxidopyridin-1-ium-2-yl)oxyacetamide
—— (3S)-1-tert-butyl-5-oxo-N-(2-phenylsulfanylphenyl)pyrrolidine-3-carboxamide —— C21H24N2O2S
(3S)-1-tert-butyl-5-oxo-N-(2-phenylsulfanylphenyl)pyrrolidine-3-carboxamide
—— (3R)-1-tert-butyl-5-oxo-N-(2-phenylsulfanylphenyl)pyrrolidine-3-carboxamide —— C21H24N2O2S
(3R)-1-tert-butyl-5-oxo-N-(2-phenylsulfanylphenyl)pyrrolidine-3-carboxamide
—— 4-cyclopropyl-3-(2-methylprop-2-enylsulfanyl)-1H-1,2,4-triazol-5-one —— C9H13N3OS
4-cyclopropyl-3-(2-methylprop-2-enylsulfanyl)-1H-1,2,4-triazol-5-one
—— N-[(1R)-1-(furan-2-yl)ethyl]-2-pyridin-2-ylsulfanylacetamide —— C13H14N2O2S
N-[(1R)-1-(furan-2-yl)ethyl]-2-pyridin-2-ylsulfanylacetamide
—— 2-(5-Bromothiophen-2-yl)-5-(pyridin-2-ylsulfanylmethyl)-1,3,4-oxadiazole —— C12H8BrN3OS2
2-(5-Bromothiophen-2-yl)-5-(pyridin-2-ylsulfanylmethyl)-1,3,4-oxadiazole
—— N-benzyl-N-[(3S)-1,1-dioxo-2,3-dihydrothiophen-3-yl]-2-pyridin-2-ylsulfanylacetamide —— C18H18N2O3S2
N-benzyl-N-[(3S)-1,1-dioxo-2,3-dihydrothiophen-3-yl]-2-pyridin-2-ylsulfanylacetamide
—— N-[(2-fluorophenyl)methyl]-2-pyridin-2-ylsulfanylacetamide —— C14H13FN2OS
N-[(2-fluorophenyl)methyl]-2-pyridin-2-ylsulfanylacetamide
—— 4-cyclopropyl-3-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1H-1,2,4-triazol-5-one —— C12H11N5O3S
4-cyclopropyl-3-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1H-1,2,4-triazol-5-one
—— 1-(4-Benzylsulfonylpiperazin-1-yl)-2-pyridin-2-ylsulfanylethanone —— C18H21N3O3S2
1-(4-Benzylsulfonylpiperazin-1-yl)-2-pyridin-2-ylsulfanylethanone
—— 4-cyclopropyl-3-[[2-(4-methylanilino)-1,3-thiazol-4-yl]methylsulfanyl]-1H-1,2,4-triazol-5-one —— C16H17N5OS2
4-cyclopropyl-3-[[2-(4-methylanilino)-1,3-thiazol-4-yl]methylsulfanyl]-1H-1,2,4-triazol-5-one
—— 4-cyclopropyl-3-[(4-methylphenyl)methylsulfanyl]-1H-1,2,4-triazol-5-one —— C13H15N3OS
4-cyclopropyl-3-[(4-methylphenyl)methylsulfanyl]-1H-1,2,4-triazol-5-one
—— N-(6-amino-1-butyl-2,4-dioxopyrimidin-5-yl)-N-cyclopentyl-2-pyridin-2-ylsulfanylacetamide —— C20H27N5O3S
N-(6-amino-1-butyl-2,4-dioxopyrimidin-5-yl)-N-cyclopentyl-2-pyridin-2-ylsulfanylacetamide
—— 4-cyclopropyl-3-[(2-phenyl-1,3-thiazol-4-yl)methylsulfanyl]-1H-1,2,4-triazol-5-one —— C15H14N4OS2
4-cyclopropyl-3-[(2-phenyl-1,3-thiazol-4-yl)methylsulfanyl]-1H-1,2,4-triazol-5-one
—— 4-cyclopropyl-3-[2-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl]sulfanyl-1H-1,2,4-triazol-5-one —— C13H20N4O3S
4-cyclopropyl-3-[2-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl]sulfanyl-1H-1,2,4-triazol-5-one
—— 4-cyclopropyl-3-[2-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl]sulfanyl-1H-1,2,4-triazol-5-one —— C13H20N4O3S
4-cyclopropyl-3-[2-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl]sulfanyl-1H-1,2,4-triazol-5-one
—— 4-Cyclopropyl-5-((2-oxo-2-(thiophen-2-yl)ethyl)thio)-2,4-dihydro-3h-1,2,4-triazol-3-one —— C11H11N3O2S2
4-Cyclopropyl-5-((2-oxo-2-(thiophen-2-yl)ethyl)thio)-2,4-dihydro-3h-1,2,4-triazol-3-one
—— N-(6-amino-1-butyl-2,4-dioxopyrimidin-5-yl)-N-ethyl-2-pyridin-2-ylsulfanylacetamide —— C17H23N5O3S
N-(6-amino-1-butyl-2,4-dioxopyrimidin-5-yl)-N-ethyl-2-pyridin-2-ylsulfanylacetamide
—— N-[[5-(4-chlorophenyl)furan-2-yl]methyl]-N-methyl-2-pyridin-2-ylsulfanylacetamide —— C19H17ClN2O2S
N-[[5-(4-chlorophenyl)furan-2-yl]methyl]-N-methyl-2-pyridin-2-ylsulfanylacetamide
—— N-[(1S)-1-(furan-2-yl)ethyl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C17H17N3O3S
N-[(1S)-1-(furan-2-yl)ethyl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 4-cyclopropyl-3-(2-hydroxyethylsulfanyl)-1H-1,2,4-triazol-5-one —— C7H11N3O2S
4-cyclopropyl-3-(2-hydroxyethylsulfanyl)-1H-1,2,4-triazol-5-one
—— N-[(2R)-heptan-2-yl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H25N3O2S
N-[(2R)-heptan-2-yl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(1R)-1-(furan-2-yl)ethyl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C17H17N3O3S
N-[(1R)-1-(furan-2-yl)ethyl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(2R)-5-methylhexan-2-yl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H25N3O2S
N-[(2R)-5-methylhexan-2-yl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(2S)-6-methylheptan-2-yl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H27N3O2S
N-[(2S)-6-methylheptan-2-yl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(1R)-1-cyclopropylethyl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C16H19N3O2S
N-[(1R)-1-cyclopropylethyl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 4-cyclopropyl-3-(2-ethoxyethylsulfanyl)-1H-1,2,4-triazol-5-one —— C9H15N3O2S
4-cyclopropyl-3-(2-ethoxyethylsulfanyl)-1H-1,2,4-triazol-5-one
—— 2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-octan-2-yl]acetamide —— C19H27N3O2S
2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-octan-2-yl]acetamide
—— 2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-pentylacetamide —— C16H21N3O2S
2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-pentylacetamide
—— N-methyl-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3-methylthiophen-2-yl)methyl]acetamide —— C18H19N3O2S2
N-methyl-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3-methylthiophen-2-yl)methyl]acetamide