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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-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]ethanone —— C17H21N3O3S
2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]ethanone
—— 2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[(1S)-1-(4-chlorophenyl)ethyl]acetamide —— C19H18ClN3O2S
2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[(1S)-1-(4-chlorophenyl)ethyl]acetamide
—— 2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[(1R)-1-(2-chlorophenyl)ethyl]acetamide —— C19H18ClN3O2S
2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[(1R)-1-(2-chlorophenyl)ethyl]acetamide
—— methyl 5-[(2S)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C20H21N3O4S
methyl 5-[(2S)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— 2-Benzyl-5-{[(5-phenyl-1,3,4-oxadiazol-2-yl)methyl]sulfanyl}-1,3,4-oxadiazole —— C18H14N4O2S
2-Benzyl-5-{[(5-phenyl-1,3,4-oxadiazol-2-yl)methyl]sulfanyl}-1,3,4-oxadiazole
—— 2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]ethanone —— C17H21N3O3S
2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]ethanone
—— (2S)-N-(cyclohexylmethyl)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C18H23N3OS3
(2S)-N-(cyclohexylmethyl)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-cyclopentyl-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C16H19N3OS3
(2S)-N-cyclopentyl-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— 2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[(1S)-1-(2-chlorophenyl)ethyl]acetamide —— C19H18ClN3O2S
2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[(1S)-1-(2-chlorophenyl)ethyl]acetamide
—— (2S)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C12H13N3O2S
(2S)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— methyl 5-[(2R)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C20H21N3O4S
methyl 5-[(2R)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— 2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-methyl-N-[(4-methylphenyl)methyl]acetamide —— C20H21N3O2S
2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-methyl-N-[(4-methylphenyl)methyl]acetamide
—— 2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[(4-chlorophenyl)methyl]acetamide —— C18H16ClN3O2S
2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[(4-chlorophenyl)methyl]acetamide
—— 2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[(1R)-1-(4-chlorophenyl)ethyl]acetamide —— C19H18ClN3O2S
2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[(1R)-1-(4-chlorophenyl)ethyl]acetamide
—— 2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-propylacetamide —— C14H17N3O2S
2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-propylacetamide
—— 2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-(thiophen-2-ylmethyl)acetamide —— C16H15N3O2S2
2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-(thiophen-2-ylmethyl)acetamide
—— 1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone —— C19H19N3O3S
1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone
—— (2R)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C12H13N3O2S
(2R)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— ethyl (2S)-2-phenyl-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetate —— C18H16N2O2S3
ethyl (2S)-2-phenyl-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetate
—— N-(1-adamantylmethyl)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C22H27N3O2S
N-(1-adamantylmethyl)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— 2-[(5-Benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-1-(1,2,5-trimethylpyrrol-3-yl)ethanone —— C18H19N3O2S
2-[(5-Benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-1-(1,2,5-trimethylpyrrol-3-yl)ethanone
—— N-benzyl-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C17H15N3OS3
N-benzyl-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— 1-(5-Phenyl-3,4-dihydropyrazol-2-yl)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone —— C19H16N4OS3
1-(5-Phenyl-3,4-dihydropyrazol-2-yl)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone
—— N-(1-adamantyl)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C20H23N3OS3
N-(1-adamantyl)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— (2S)-N-benzyl-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C19H19N3O2S
(2S)-N-benzyl-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— 1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone —— C16H19N3O2S3
1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone
—— (2S)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C11H11N3OS3
(2S)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— 2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[(3-chlorophenyl)methyl]acetamide —— C18H16ClN3O2S
2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[(3-chlorophenyl)methyl]acetamide
—— (2R)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]-1-pyrrolidin-1-ylpropan-1-one —— C15H17N3OS3
(2R)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]-1-pyrrolidin-1-ylpropan-1-one
—— N-(1-cyanocyclopentyl)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C16H16N4OS3
N-(1-cyanocyclopentyl)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— 2‐benzyl‐5‐[(4‐bromo‐2‐fluorobenzyl)thio]‐1,3,4‐oxadiazole —— C16H12BrFN2OS
2‐benzyl‐5‐[(4‐bromo‐2‐fluorobenzyl)thio]‐1,3,4‐oxadiazole
—— 3-[[4-ethyl-5-[(3S)-1-methylsulfonylpiperidin-3-yl]-1,2,4-triazol-3-yl]sulfanylmethyl]pyridine —— C16H23N5O2S2
3-[[4-ethyl-5-[(3S)-1-methylsulfonylpiperidin-3-yl]-1,2,4-triazol-3-yl]sulfanylmethyl]pyridine
—— 1-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone —— C16H19N3O2S3
1-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone
—— 2-[(3,4-Difluorophenyl)methylsulfanyl]-6-ethyl-3-methyl-5-[(3-methylphenyl)methyl]pyrimidin-4-one —— C22H22F2N2OS
2-[(3,4-Difluorophenyl)methylsulfanyl]-6-ethyl-3-methyl-5-[(3-methylphenyl)methyl]pyrimidin-4-one
—— 3-[[4-ethyl-5-[(3R)-1-methylsulfonylpiperidin-3-yl]-1,2,4-triazol-3-yl]sulfanylmethyl]pyridine —— C16H23N5O2S2
3-[[4-ethyl-5-[(3R)-1-methylsulfonylpiperidin-3-yl]-1,2,4-triazol-3-yl]sulfanylmethyl]pyridine
—— 3-[[5-[(3R)-1-methylsulfonylpiperidin-3-yl]-4-propan-2-yl-1,2,4-triazol-3-yl]sulfanylmethyl]pyridine —— C17H25N5O2S2
3-[[5-[(3R)-1-methylsulfonylpiperidin-3-yl]-4-propan-2-yl-1,2,4-triazol-3-yl]sulfanylmethyl]pyridine
—— 2-[4-chloro-6-(diethylamino)pyrimidin-2-yl]sulfanyl-N-(2-pyrrolidin-1-ium-1-ylethyl)acetamide —— C16H27ClN5OS+
2-[4-chloro-6-(diethylamino)pyrimidin-2-yl]sulfanyl-N-(2-pyrrolidin-1-ium-1-ylethyl)acetamide
—— 2-[(3,5-Difluorophenyl)methylsulfanyl]-3,6-dimethyl-5-[(2-methylphenyl)methyl]pyrimidin-4-one —— C21H20F2N2OS
2-[(3,5-Difluorophenyl)methylsulfanyl]-3,6-dimethyl-5-[(2-methylphenyl)methyl]pyrimidin-4-one
—— 3-(imidazo[2,1-b][1,3]thiazol-6-ylmethylsulfanyl)-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one —— C13H15N5O2S2
3-(imidazo[2,1-b][1,3]thiazol-6-ylmethylsulfanyl)-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one
—— (2R)-N-[[1-(4-fluorophenyl)cyclobutyl]methyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C17H21FN4OS
(2R)-N-[[1-(4-fluorophenyl)cyclobutyl]methyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— 2-[(3-Fluorophenyl)methylsulfanyl]-3,6-dimethyl-5-[(2-methylphenyl)methyl]pyrimidin-4-one —— C21H21FN2OS
2-[(3-Fluorophenyl)methylsulfanyl]-3,6-dimethyl-5-[(2-methylphenyl)methyl]pyrimidin-4-one
—— (2R)-2-(5-benzyl-1,4-dimethyl-6-oxopyrimidin-2-yl)sulfanyl-N-butylpentanamide —— C22H31N3O2S
(2R)-2-(5-benzyl-1,4-dimethyl-6-oxopyrimidin-2-yl)sulfanyl-N-butylpentanamide
—— N-[(1S)-1-(4-chlorophenyl)ethyl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H18ClN3O2S
N-[(1S)-1-(4-chlorophenyl)ethyl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 1-[(3R)-1,1-dioxothiolan-3-yl]-3-[(1-phenylsulfanylcyclopropyl)methyl]urea —— C15H20N2O3S2
1-[(3R)-1,1-dioxothiolan-3-yl]-3-[(1-phenylsulfanylcyclopropyl)methyl]urea
—— 1-[2,5-Dimethyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrol-3-yl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C21H20N4O3S
1-[2,5-Dimethyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrol-3-yl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— N-[(2-chlorophenyl)methyl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H16ClN3O2S
N-[(2-chlorophenyl)methyl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-cycloheptyl-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H23N3O2S
N-cycloheptyl-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(1S)-1-(2-chlorophenyl)ethyl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H18ClN3O2S
N-[(1S)-1-(2-chlorophenyl)ethyl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 1-[(2S,6R)-2,6-dimethylmorpholin-4-yl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C17H21N3O3S
1-[(2S,6R)-2,6-dimethylmorpholin-4-yl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— 2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[2-(4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl)ethyl]acetamide —— C16H16N4O3S3
2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[2-(4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl)ethyl]acetamide