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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 5-[(2R)-2-(2,4-difluorophenyl)sulfanylpropanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C17H17F2NO3S
methyl 5-[(2R)-2-(2,4-difluorophenyl)sulfanylpropanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— N-[2-(4-chlorophenyl)ethyl]-2-(2,4-difluorophenyl)sulfanylacetamide —— C16H14ClF2NOS
N-[2-(4-chlorophenyl)ethyl]-2-(2,4-difluorophenyl)sulfanylacetamide
—— (1R,2R)-1-(3-bromophenyl)-1-pyrimidin-4-ylsulfanylbutan-2-amine —— C14H16BrN3S
(1R,2R)-1-(3-bromophenyl)-1-pyrimidin-4-ylsulfanylbutan-2-amine
—— N-[(1S)-1-(2-bromophenyl)ethyl]-2-(2,4-difluorophenyl)sulfanylacetamide —— C16H14BrF2NOS
N-[(1S)-1-(2-bromophenyl)ethyl]-2-(2,4-difluorophenyl)sulfanylacetamide
—— N-benzyl-2-(2,4-difluorophenyl)sulfanylacetamide —— C15H13F2NOS
N-benzyl-2-(2,4-difluorophenyl)sulfanylacetamide
—— (2S)-N-(1-cyanocyclohexyl)-2-(2,4-difluorophenyl)sulfanylpropanamide —— C16H18F2N2OS
(2S)-N-(1-cyanocyclohexyl)-2-(2,4-difluorophenyl)sulfanylpropanamide
—— N-[(1R)-1-(4-bromophenyl)ethyl]-2-(2,4-difluorophenyl)sulfanylacetamide —— C16H14BrF2NOS
N-[(1R)-1-(4-bromophenyl)ethyl]-2-(2,4-difluorophenyl)sulfanylacetamide
—— 2-(2,4-difluorophenyl)sulfanyl-N-[(1R)-1-phenylethyl]acetamide —— C16H15F2NOS
2-(2,4-difluorophenyl)sulfanyl-N-[(1R)-1-phenylethyl]acetamide
—— 2-(2,4-difluorophenyl)sulfanyl-N-[(2R)-2-phenylpropyl]acetamide —— C17H17F2NOS
2-(2,4-difluorophenyl)sulfanyl-N-[(2R)-2-phenylpropyl]acetamide
—— (2R)-2-(2,4-difluorophenyl)sulfanyl-N-[(1R,2S)-2-methylcyclohexyl]propanamide —— C16H21F2NOS
(2R)-2-(2,4-difluorophenyl)sulfanyl-N-[(1R,2S)-2-methylcyclohexyl]propanamide
—— N-[(1R)-1-(2,4-difluorophenyl)ethyl]-2-(2,4-difluorophenyl)sulfanylacetamide —— C16H13F4NOS
N-[(1R)-1-(2,4-difluorophenyl)ethyl]-2-(2,4-difluorophenyl)sulfanylacetamide
—— N-[(1S)-1-(4-chlorophenyl)ethyl]-2-(2,4-difluorophenyl)sulfanylacetamide —— C16H14ClF2NOS
N-[(1S)-1-(4-chlorophenyl)ethyl]-2-(2,4-difluorophenyl)sulfanylacetamide
—— 2-(2-chlorophenyl)sulfanyl-5-fluoro-N'-hydroxybenzenecarboximidamide —— C13H10ClFN2OS
2-(2-chlorophenyl)sulfanyl-5-fluoro-N'-hydroxybenzenecarboximidamide
—— (2R)-N-(1-adamantyl)-2-(2,4-difluorophenyl)sulfanylpropanamide —— C19H23F2NOS
(2R)-N-(1-adamantyl)-2-(2,4-difluorophenyl)sulfanylpropanamide
—— (2R)-2-(2,4-difluorophenyl)sulfanyl-N-[2-(4-fluorophenyl)ethyl]propanamide —— C17H16F3NOS
(2R)-2-(2,4-difluorophenyl)sulfanyl-N-[2-(4-fluorophenyl)ethyl]propanamide
—— 2-[[5-ethyl-4-[(3S)-6-oxopiperidin-3-yl]-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C11H16N4O3S
2-[[5-ethyl-4-[(3S)-6-oxopiperidin-3-yl]-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— (1R,2R)-1-pyridin-3-yl-1-pyrimidin-4-ylsulfanylbutan-2-amine —— C13H16N4S
(1R,2R)-1-pyridin-3-yl-1-pyrimidin-4-ylsulfanylbutan-2-amine
—— (1R,2R)-1-(3-methylphenyl)-1-pyrimidin-4-ylsulfanylbutan-2-amine —— C15H19N3S
(1R,2R)-1-(3-methylphenyl)-1-pyrimidin-4-ylsulfanylbutan-2-amine
—— (2S)-2-(2,4-difluorophenyl)sulfanyl-N-[2-(4-fluorophenyl)ethyl]propanamide —— C17H16F3NOS
(2S)-2-(2,4-difluorophenyl)sulfanyl-N-[2-(4-fluorophenyl)ethyl]propanamide
—— (1S,2R)-1-pyridin-3-yl-1-pyrimidin-4-ylsulfanylbutan-2-amine —— C13H16N4S
(1S,2R)-1-pyridin-3-yl-1-pyrimidin-4-ylsulfanylbutan-2-amine
—— (2S)-2-(2-bromophenyl)-2-pyrimidin-4-ylsulfanylethanamine —— C12H12BrN3S
(2S)-2-(2-bromophenyl)-2-pyrimidin-4-ylsulfanylethanamine
—— (1R)-1-(3-aminophenyl)-2-pyrimidin-4-ylsulfanylethanol —— C12H13N3OS
(1R)-1-(3-aminophenyl)-2-pyrimidin-4-ylsulfanylethanol
—— 2-(2,4-difluorophenyl)sulfanyl-N-[(1S,2R)-2-methylcyclohexyl]acetamide —— C15H19F2NOS
2-(2,4-difluorophenyl)sulfanyl-N-[(1S,2R)-2-methylcyclohexyl]acetamide
—— (1S,2S)-1-(5-chlorothiophen-2-yl)-1-pyrimidin-4-ylsulfanylpropan-2-amine —— C11H12ClN3S2
(1S,2S)-1-(5-chlorothiophen-2-yl)-1-pyrimidin-4-ylsulfanylpropan-2-amine
—— N-[(4-chlorophenyl)methyl]-2-(2,4-difluorophenyl)sulfanylacetamide —— C15H12ClF2NOS
N-[(4-chlorophenyl)methyl]-2-(2,4-difluorophenyl)sulfanylacetamide
—— (1R,2S)-1-(5-chlorothiophen-2-yl)-1-pyrimidin-4-ylsulfanylpropan-2-amine —— C11H12ClN3S2
(1R,2S)-1-(5-chlorothiophen-2-yl)-1-pyrimidin-4-ylsulfanylpropan-2-amine
—— 2-[[5-ethyl-4-[(3R)-6-oxopiperidin-3-yl]-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C11H16N4O3S
2-[[5-ethyl-4-[(3R)-6-oxopiperidin-3-yl]-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— 2-[[5-[[(3R)-6-oxopiperidin-3-yl]amino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetic acid —— C9H12N4O3S2
2-[[5-[[(3R)-6-oxopiperidin-3-yl]amino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetic acid
—— (1R,2S)-1-(3-methylphenyl)-1-pyrimidin-4-ylsulfanylbutan-2-amine —— C15H19N3S
(1R,2S)-1-(3-methylphenyl)-1-pyrimidin-4-ylsulfanylbutan-2-amine
—— (1S,2S)-1-(3-bromophenyl)-1-pyrimidin-4-ylsulfanylbutan-2-amine —— C14H16BrN3S
(1S,2S)-1-(3-bromophenyl)-1-pyrimidin-4-ylsulfanylbutan-2-amine
—— (1S)-1-(3-aminophenyl)-2-pyrimidin-4-ylsulfanylethanol —— C12H13N3OS
(1S)-1-(3-aminophenyl)-2-pyrimidin-4-ylsulfanylethanol
—— 2-[[5-[[(3S)-6-oxopiperidin-3-yl]amino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetic acid —— C9H12N4O3S2
2-[[5-[[(3S)-6-oxopiperidin-3-yl]amino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetic acid
—— 5-fluoro-N'-hydroxy-2-phenylsulfanylbenzenecarboximidamide —— C13H11FN2OS
5-fluoro-N'-hydroxy-2-phenylsulfanylbenzenecarboximidamide
—— 2-[4-oxo-1-[(3S)-6-oxopiperidin-3-yl]pyrimidin-2-yl]sulfanylacetic acid —— C11H13N3O4S
2-[4-oxo-1-[(3S)-6-oxopiperidin-3-yl]pyrimidin-2-yl]sulfanylacetic acid
—— 2-[4-oxo-1-[(3R)-6-oxopiperidin-3-yl]pyrimidin-2-yl]sulfanylacetic acid —— C11H13N3O4S
2-[4-oxo-1-[(3R)-6-oxopiperidin-3-yl]pyrimidin-2-yl]sulfanylacetic acid
—— N-[(1R)-1-(3,4-dimethylphenyl)ethyl]-2-(2-fluorophenyl)sulfanylacetamide —— C18H20FNOS
N-[(1R)-1-(3,4-dimethylphenyl)ethyl]-2-(2-fluorophenyl)sulfanylacetamide
—— (Z)-[(3E)-3-hydrazinylidene-1-[(S)-methylsulfinyl]-4-[(R)-methylsulfinyl]butan-2-ylidene]hydrazine —— C6H14N4O2S2
(Z)-[(3E)-3-hydrazinylidene-1-[(S)-methylsulfinyl]-4-[(R)-methylsulfinyl]butan-2-ylidene]hydrazine
—— 2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-5-fluoro-N'-hydroxybenzenecarboximidamide —— C11H12FN5OS
2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-5-fluoro-N'-hydroxybenzenecarboximidamide
—— (Z)-[(3Z)-3-hydrazinylidene-1-[(R)-methylsulfinyl]-4-[(S)-methylsulfinyl]butan-2-ylidene]hydrazine —— C6H14N4O2S2
(Z)-[(3Z)-3-hydrazinylidene-1-[(R)-methylsulfinyl]-4-[(S)-methylsulfinyl]butan-2-ylidene]hydrazine
—— 3-(3,4-difluorophenyl)sulfanyl-N-[(1S)-1-phenylethyl]propanamide —— C17H17F2NOS
3-(3,4-difluorophenyl)sulfanyl-N-[(1S)-1-phenylethyl]propanamide
—— (E)-2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3-(5-methylthiophen-2-yl)prop-2-enoate —— C16H10ClN2O3S2-
(E)-2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3-(5-methylthiophen-2-yl)prop-2-enoate
—— 2-[[6-(3,4-difluorophenyl)-5-oxo-4H-1,2,4-triazin-3-yl]sulfanyl]-N-[(1R,2S,3R)-2,3-dimethylcyclohexyl]acetamide —— C19H22F2N4O2S
2-[[6-(3,4-difluorophenyl)-5-oxo-4H-1,2,4-triazin-3-yl]sulfanyl]-N-[(1R,2S,3R)-2,3-dimethylcyclohexyl]acetamide
—— (2S)-2-(4-bromophenyl)-2-pyrimidin-4-ylsulfanylethanamine —— C12H12BrN3S
(2S)-2-(4-bromophenyl)-2-pyrimidin-4-ylsulfanylethanamine
—— (1S)-1-(4-aminophenyl)-2-pyrimidin-4-ylsulfanylethanol —— C12H13N3OS
(1S)-1-(4-aminophenyl)-2-pyrimidin-4-ylsulfanylethanol
—— (1R)-1-(4-aminophenyl)-2-pyrimidin-4-ylsulfanylethanol —— C12H13N3OS
(1R)-1-(4-aminophenyl)-2-pyrimidin-4-ylsulfanylethanol
—— (2S)-2-(2-methylphenyl)-2-pyrimidin-4-ylsulfanylethanamine —— C13H15N3S
(2S)-2-(2-methylphenyl)-2-pyrimidin-4-ylsulfanylethanamine
—— 2-[[6-(3,4-difluorophenyl)-5-oxo-4H-1,2,4-triazin-3-yl]sulfanyl]-N-[(1S,2S,3R)-2,3-dimethylcyclohexyl]acetamide —— C19H22F2N4O2S
2-[[6-(3,4-difluorophenyl)-5-oxo-4H-1,2,4-triazin-3-yl]sulfanyl]-N-[(1S,2S,3R)-2,3-dimethylcyclohexyl]acetamide
—— 2-[[6-(3,4-difluorophenyl)-5-oxo-2H-1,2,4-triazin-3-yl]sulfanyl]-N-[(1S,2S,3S)-2,3-dimethylcyclohexyl]acetamide —— C19H22F2N4O2S
2-[[6-(3,4-difluorophenyl)-5-oxo-2H-1,2,4-triazin-3-yl]sulfanyl]-N-[(1S,2S,3S)-2,3-dimethylcyclohexyl]acetamide
—— (2R)-2-(4-bromophenyl)-2-pyrimidin-4-ylsulfanylethanamine —— C12H12BrN3S
(2R)-2-(4-bromophenyl)-2-pyrimidin-4-ylsulfanylethanamine
—— 5-fluoro-N'-hydroxy-2-(4-methylpyrimidin-2-yl)sulfanylbenzenecarboximidamide —— C12H11FN4OS
5-fluoro-N'-hydroxy-2-(4-methylpyrimidin-2-yl)sulfanylbenzenecarboximidamide