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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 (3R)-3-[6-[(2-fluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-phenylpropanoate —— C22H19FO5S
methyl (3R)-3-[6-[(2-fluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-phenylpropanoate
—— 2-Ethanimidoyl-3-oxo-4-phenylsulfanylbutanenitrile —— C12H12N2OS
2-Ethanimidoyl-3-oxo-4-phenylsulfanylbutanenitrile
—— methyl (3S)-3-[6-[(2-chlorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-4-methylpentanoate —— C19H21ClO5S
methyl (3S)-3-[6-[(2-chlorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-4-methylpentanoate
—— methyl (3S)-3-[6-[(2-fluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-phenylpropanoate —— C22H19FO5S
methyl (3S)-3-[6-[(2-fluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-phenylpropanoate
—— methyl (3R)-3-[6-[(2-fluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-(furan-2-yl)propanoate —— C20H17FO6S
methyl (3R)-3-[6-[(2-fluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-(furan-2-yl)propanoate
—— methyl (3S)-3-[6-[(2-fluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-(furan-2-yl)propanoate —— C20H17FO6S
methyl (3S)-3-[6-[(2-fluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-(furan-2-yl)propanoate
—— methyl (3R)-3-[6-[(2-chlorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-4-methylpentanoate —— C19H21ClO5S
methyl (3R)-3-[6-[(2-chlorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-4-methylpentanoate
—— methyl (3R)-3-[6-[(2,4-difluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-4-methylpentanoate —— C19H20F2O5S
methyl (3R)-3-[6-[(2,4-difluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-4-methylpentanoate
—— methyl (3S)-3-[6-[(4-fluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-(2-methylpyrazol-3-yl)propanoate —— C20H19FN2O5S
methyl (3S)-3-[6-[(4-fluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-(2-methylpyrazol-3-yl)propanoate
—— methyl (3R)-3-[3-hydroxy-4-oxo-6-(phenylsulfanylmethyl)pyran-2-yl]-3-(1-methylpyrazol-4-yl)propanoate —— C20H20N2O5S
methyl (3R)-3-[3-hydroxy-4-oxo-6-(phenylsulfanylmethyl)pyran-2-yl]-3-(1-methylpyrazol-4-yl)propanoate
—— methyl (3S)-3-[6-[(2,4-difluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-4-methylpentanoate —— C19H20F2O5S
methyl (3S)-3-[6-[(2,4-difluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-4-methylpentanoate
—— methyl (3S)-3-[6-[(2,4-difluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-(furan-2-yl)propanoate —— C20H16F2O6S
methyl (3S)-3-[6-[(2,4-difluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-(furan-2-yl)propanoate
—— methyl (3S)-3-[6-[(2-fluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-4-methylpentanoate —— C19H21FO5S
methyl (3S)-3-[6-[(2-fluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-4-methylpentanoate
—— methyl (3R)-3-(3-chloro-4-hydroxyphenyl)-3-[3-hydroxy-4-oxo-6-(phenylsulfanylmethyl)pyran-2-yl]propanoate —— C22H19ClO6S
methyl (3R)-3-(3-chloro-4-hydroxyphenyl)-3-[3-hydroxy-4-oxo-6-(phenylsulfanylmethyl)pyran-2-yl]propanoate
—— methyl (3R)-3-[6-[(2-fluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-4-methylpentanoate —— C19H21FO5S
methyl (3R)-3-[6-[(2-fluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-4-methylpentanoate
—— methyl (3S)-3-(3-chloro-4-hydroxyphenyl)-3-[3-hydroxy-4-oxo-6-(phenylsulfanylmethyl)pyran-2-yl]propanoate —— C22H19ClO6S
methyl (3S)-3-(3-chloro-4-hydroxyphenyl)-3-[3-hydroxy-4-oxo-6-(phenylsulfanylmethyl)pyran-2-yl]propanoate
—— methyl (3R)-3-[6-[(2,4-difluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-(furan-2-yl)propanoate —— C20H16F2O6S
methyl (3R)-3-[6-[(2,4-difluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-(furan-2-yl)propanoate
—— methyl (3S)-3-[6-[(2,4-dimethylphenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-pyridin-3-ylpropanoate —— C23H23NO5S
methyl (3S)-3-[6-[(2,4-dimethylphenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-pyridin-3-ylpropanoate
—— methyl (3R)-3-[6-[(2,4-dimethylphenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-pyridin-3-ylpropanoate —— C23H23NO5S
methyl (3R)-3-[6-[(2,4-dimethylphenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-pyridin-3-ylpropanoate
—— methyl (3S)-3-[6-[(2,4-difluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-(2-methylpyrazol-3-yl)propanoate —— C20H18F2N2O5S
methyl (3S)-3-[6-[(2,4-difluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-(2-methylpyrazol-3-yl)propanoate
—— methyl (3R)-3-(furan-2-yl)-3-[3-hydroxy-4-oxo-6-(phenylsulfanylmethyl)pyran-2-yl]propanoate —— C20H18O6S
methyl (3R)-3-(furan-2-yl)-3-[3-hydroxy-4-oxo-6-(phenylsulfanylmethyl)pyran-2-yl]propanoate
—— methyl (3R)-3-[6-[(2,4-difluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-(2-methylpyrazol-3-yl)propanoate —— C20H18F2N2O5S
methyl (3R)-3-[6-[(2,4-difluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-(2-methylpyrazol-3-yl)propanoate
—— methyl (3S)-3-(furan-2-yl)-3-[3-hydroxy-4-oxo-6-(phenylsulfanylmethyl)pyran-2-yl]propanoate —— C20H18O6S
methyl (3S)-3-(furan-2-yl)-3-[3-hydroxy-4-oxo-6-(phenylsulfanylmethyl)pyran-2-yl]propanoate
—— methyl (3R)-3-[6-[(2-chlorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-(2-methylpyrazol-3-yl)propanoate —— C20H19ClN2O5S
methyl (3R)-3-[6-[(2-chlorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-(2-methylpyrazol-3-yl)propanoate
—— methyl (3R)-3-[6-[(2-fluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-thiophen-3-ylpropanoate —— C20H17FO5S2
methyl (3R)-3-[6-[(2-fluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-thiophen-3-ylpropanoate
—— methyl (3S)-3-[3-hydroxy-4-oxo-6-(phenylsulfanylmethyl)pyran-2-yl]-3-(5-methylfuran-2-yl)propanoate —— C21H20O6S
methyl (3S)-3-[3-hydroxy-4-oxo-6-(phenylsulfanylmethyl)pyran-2-yl]-3-(5-methylfuran-2-yl)propanoate
—— methyl (3S)-3-[3-hydroxy-4-oxo-6-(phenylsulfanylmethyl)pyran-2-yl]-5-methylhexanoate —— C20H24O5S
methyl (3S)-3-[3-hydroxy-4-oxo-6-(phenylsulfanylmethyl)pyran-2-yl]-5-methylhexanoate
—— methyl (3S)-3-[6-[(2-chlorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-(2-methylpyrazol-3-yl)propanoate —— C20H19ClN2O5S
methyl (3S)-3-[6-[(2-chlorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-(2-methylpyrazol-3-yl)propanoate
—— methyl (3R)-3-[3-hydroxy-4-oxo-6-(phenylsulfanylmethyl)pyran-2-yl]-3-(5-methylfuran-2-yl)propanoate —— C21H20O6S
methyl (3R)-3-[3-hydroxy-4-oxo-6-(phenylsulfanylmethyl)pyran-2-yl]-3-(5-methylfuran-2-yl)propanoate
—— methyl (3R)-3-[3-hydroxy-4-oxo-6-(phenylsulfanylmethyl)pyran-2-yl]-5-methylhexanoate —— C20H24O5S
methyl (3R)-3-[3-hydroxy-4-oxo-6-(phenylsulfanylmethyl)pyran-2-yl]-5-methylhexanoate
—— methyl (3R)-3-[3-hydroxy-4-oxo-6-(phenylsulfanylmethyl)pyran-2-yl]-3-pyridin-3-ylpropanoate —— C21H19NO5S
methyl (3R)-3-[3-hydroxy-4-oxo-6-(phenylsulfanylmethyl)pyran-2-yl]-3-pyridin-3-ylpropanoate
—— methyl (3S)-3-[6-[(2-fluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-thiophen-3-ylpropanoate —— C20H17FO5S2
methyl (3S)-3-[6-[(2-fluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-thiophen-3-ylpropanoate
—— methyl (3S)-3-[3-hydroxy-4-oxo-6-(phenylsulfanylmethyl)pyran-2-yl]-3-pyridin-3-ylpropanoate —— C21H19NO5S
methyl (3S)-3-[3-hydroxy-4-oxo-6-(phenylsulfanylmethyl)pyran-2-yl]-3-pyridin-3-ylpropanoate
—— methyl (3R)-3-[3-hydroxy-4-oxo-6-(phenylsulfanylmethyl)pyran-2-yl]-3-(2-propan-2-ylpyrazol-3-yl)propanoate —— C22H24N2O5S
methyl (3R)-3-[3-hydroxy-4-oxo-6-(phenylsulfanylmethyl)pyran-2-yl]-3-(2-propan-2-ylpyrazol-3-yl)propanoate
—— dimethyl-[(1S)-2-[[2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetyl]amino]-1-phenylethyl]azanium —— C19H27N4O2S+
dimethyl-[(1S)-2-[[2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetyl]amino]-1-phenylethyl]azanium
—— ethyl 4-[2-(2-chlorophenyl)sulfanylacetyl]-2,5-dimethyl-1H-pyrrole-3-carboxylate —— C17H18ClNO3S
ethyl 4-[2-(2-chlorophenyl)sulfanylacetyl]-2,5-dimethyl-1H-pyrrole-3-carboxylate
—— N-[3-[(4-methylphenyl)methyl]-1,3-thiazol-2-ylidene]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C20H22N4O2S2
N-[3-[(4-methylphenyl)methyl]-1,3-thiazol-2-ylidene]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— 2-(2-Chlorophenyl)sulfanyl-1-[1-(furan-2-ylmethyl)-2,5-dimethylpyrrol-3-yl]ethanone —— C19H18ClNO2S
2-(2-Chlorophenyl)sulfanyl-1-[1-(furan-2-ylmethyl)-2,5-dimethylpyrrol-3-yl]ethanone
—— methyl 5-[(2R)-2-(2-chlorophenyl)sulfanylpropanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C17H18ClNO3S
methyl 5-[(2R)-2-(2-chlorophenyl)sulfanylpropanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— 2-(2-Chlorophenyl)sulfanyl-1-[1-[2-(4-fluorophenyl)ethyl]-2,5-dimethylpyrrol-3-yl]ethanone —— C22H21ClFNOS
2-(2-Chlorophenyl)sulfanyl-1-[1-[2-(4-fluorophenyl)ethyl]-2,5-dimethylpyrrol-3-yl]ethanone
—— 2-(2-Chlorophenyl)sulfanyl-1-[1-[(4-fluorophenyl)methyl]-2,5-dimethylpyrrol-3-yl]ethanone —— C21H19ClFNOS
2-(2-Chlorophenyl)sulfanyl-1-[1-[(4-fluorophenyl)methyl]-2,5-dimethylpyrrol-3-yl]ethanone
—— 6-amino-3-methyl-1-(2-methylpropyl)-5-[2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetyl]pyrimidine-2,4-dione —— C18H25N5O4S
6-amino-3-methyl-1-(2-methylpropyl)-5-[2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetyl]pyrimidine-2,4-dione
—— N-butyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C17H27N3O4S2
N-butyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— (2R)-2-(2-chlorophenyl)sulfanyl-N-[(2S)-4-phenylbutan-2-yl]propanamide —— C19H22ClNOS
(2R)-2-(2-chlorophenyl)sulfanyl-N-[(2S)-4-phenylbutan-2-yl]propanamide
—— N-[(1S)-1-(4-chlorophenyl)ethyl]-2-(2-chlorophenyl)sulfanylacetamide —— C16H15Cl2NOS
N-[(1S)-1-(4-chlorophenyl)ethyl]-2-(2-chlorophenyl)sulfanylacetamide
—— methyl 5-[(2S)-2-(2-chlorophenyl)sulfanylpropanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C17H18ClNO3S
methyl 5-[(2S)-2-(2-chlorophenyl)sulfanylpropanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— (2S)-2-(2-chlorophenyl)sulfanyl-N-[(2S)-4-phenylbutan-2-yl]propanamide —— C19H22ClNOS
(2S)-2-(2-chlorophenyl)sulfanyl-N-[(2S)-4-phenylbutan-2-yl]propanamide
—— ethyl (2S)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-2-phenylacetate —— C12H13N3O2S2
ethyl (2S)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-2-phenylacetate
—— N-[(1S)-1-(1-adamantyl)ethyl]-2-(2-chlorophenyl)sulfanylacetamide —— C20H26ClNOS
N-[(1S)-1-(1-adamantyl)ethyl]-2-(2-chlorophenyl)sulfanylacetamide
—— 2-[2-[1-[(4-fluorophenyl)methyl]-2,5-dimethylpyrrol-3-yl]-2-oxoethyl]sulfanyl-4-propyl-1H-pyrimidin-6-one —— C22H24FN3O2S
2-[2-[1-[(4-fluorophenyl)methyl]-2,5-dimethylpyrrol-3-yl]-2-oxoethyl]sulfanyl-4-propyl-1H-pyrimidin-6-one