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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
—— 3-(4-chlorophenyl)sulfanylpropyl-[(2S)-2-hydroxypropyl]azanium —— C12H19ClNOS+
3-(4-chlorophenyl)sulfanylpropyl-[(2S)-2-hydroxypropyl]azanium
—— methyl 2,4-dimethyl-5-[(2S)-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate —— C18H23N3O4S
methyl 2,4-dimethyl-5-[(2S)-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate
—— 1-[2,5-dimethyl-1-[[(2S)-oxolan-2-yl]methyl]pyrrol-3-yl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C19H21N3O4S
1-[2,5-dimethyl-1-[[(2S)-oxolan-2-yl]methyl]pyrrol-3-yl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— 3-(4-Chlorophenyl)sulfanylpropyl-(2-morpholin-4-ium-4-ylethyl)azanium —— C15H25ClN2OS+2
3-(4-Chlorophenyl)sulfanylpropyl-(2-morpholin-4-ium-4-ylethyl)azanium
—— N-[(2R)-butan-2-yl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C12H15N3O3S
N-[(2R)-butan-2-yl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-benzyl-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-propan-2-ylacetamide —— C18H19N3O3S
N-benzyl-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-propan-2-ylacetamide
—— N-(1-cyanocyclohexyl)-2-[(4-hydroxy-6-propylpyrimidin-2-yl)sulfanyl]acetamide —— C16H22N4O2S
N-(1-cyanocyclohexyl)-2-[(4-hydroxy-6-propylpyrimidin-2-yl)sulfanyl]acetamide
—— (2S)-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]propanenitrile —— C10H13N3OS
(2S)-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]propanenitrile
—— (2R)-N-(cyclohexylmethyl)-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C16H21N3O3S
(2R)-N-(cyclohexylmethyl)-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C15H23N3O4S2
N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-[(2R)-butan-2-yl]-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C17H27N3O4S2
N-[(2R)-butan-2-yl]-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— 1-(2-methylsulfanylpyrimidin-4-yl)-N-[(3S)-thiolan-3-yl]piperidin-4-amine —— C14H22N4S2
1-(2-methylsulfanylpyrimidin-4-yl)-N-[(3S)-thiolan-3-yl]piperidin-4-amine
—— N-[2-(4-fluorophenyl)ethyl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C16H14FN3O3S
N-[2-(4-fluorophenyl)ethyl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (2S)-N-(cyclohexylcarbamoyl)-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C16H20N4O4S
(2S)-N-(cyclohexylcarbamoyl)-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— methyl 5-[(2S)-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C17H17N3O5S
methyl 5-[(2S)-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— N-[(2S)-butan-2-yl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C12H15N3O3S
N-[(2S)-butan-2-yl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[(4-Bromo-2-fluorophenyl)methylsulfanyl]-5-(furan-2-yl)-1,3,4-oxadiazole —— C13H8BrFN2O2S
2-[(4-Bromo-2-fluorophenyl)methylsulfanyl]-5-(furan-2-yl)-1,3,4-oxadiazole
—— (2S)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]propanamide —— C18H22FN3O2S
(2S)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]propanamide
—— 1-[2,5-dimethyl-1-[[(2R)-oxolan-2-yl]methyl]pyrrol-3-yl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylethanone —— C18H22N2O3S
1-[2,5-dimethyl-1-[[(2R)-oxolan-2-yl]methyl]pyrrol-3-yl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylethanone
—— N-[(E)-1-(2,5-dimethylfuran-3-yl)ethylideneamino]-2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetamide —— C16H20N4O2S
N-[(E)-1-(2,5-dimethylfuran-3-yl)ethylideneamino]-2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetamide
—— 3-(4-fluorophenyl)sulfanyl-N-[(Z)-(1-methyl-6,7-dihydro-5H-indazol-4-ylidene)amino]propanamide —— C17H19FN4OS
3-(4-fluorophenyl)sulfanyl-N-[(Z)-(1-methyl-6,7-dihydro-5H-indazol-4-ylidene)amino]propanamide
—— (2R)-N-[(1R)-1-phenylethyl]-2-[(6-phenyl-1,2,4-triazin-3-yl)sulfanyl]butanamide —— C21H22N4OS
(2R)-N-[(1R)-1-phenylethyl]-2-[(6-phenyl-1,2,4-triazin-3-yl)sulfanyl]butanamide
—— 2-Amino-6-[(2-fluorophenyl)methylsulfanyl]pyridin-1-ium-3,5-dicarbonitrile —— C14H10FN4S+
2-Amino-6-[(2-fluorophenyl)methylsulfanyl]pyridin-1-ium-3,5-dicarbonitrile
—— (2R)-2-thiophen-2-ylsulfanylbutanedioic acid —— C8H8O4S2
(2R)-2-thiophen-2-ylsulfanylbutanedioic acid
—— (2R)-2-[(5-benzyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]cyclohexan-1-one —— C18H21N3OS
(2R)-2-[(5-benzyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]cyclohexan-1-one
—— (2S)-2-[(5-benzyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]cyclohexan-1-one —— C18H21N3OS
(2S)-2-[(5-benzyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]cyclohexan-1-one
—— 2-[(Z)-2-hydroxy-4-oxopent-2-enyl]sulfanyl-4-methoxy-6-methylpyridine-3-carbonitrile —— C13H14N2O3S
2-[(Z)-2-hydroxy-4-oxopent-2-enyl]sulfanyl-4-methoxy-6-methylpyridine-3-carbonitrile
—— 2-(1-methyltetrazol-5-yl)sulfanyl-N-[(1R)-1-phenylethyl]acetamide —— C12H15N5OS
2-(1-methyltetrazol-5-yl)sulfanyl-N-[(1R)-1-phenylethyl]acetamide
—— ethyl 2,4-dimethyl-5-[(2S)-2-(1-methyltetrazol-5-yl)sulfanylpropanoyl]-1H-pyrrole-3-carboxylate —— C14H19N5O3S
ethyl 2,4-dimethyl-5-[(2S)-2-(1-methyltetrazol-5-yl)sulfanylpropanoyl]-1H-pyrrole-3-carboxylate
—— 1-[(3R)-3-(furan-2-yl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]-2-(1-methyltetrazol-5-yl)sulfanylethanone —— C18H18N6O2S
1-[(3R)-3-(furan-2-yl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]-2-(1-methyltetrazol-5-yl)sulfanylethanone
—— (3S)-3-[[5-(4-methylpiperidin-1-yl)-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]oxolan-2-one —— C17H26N4O3S
(3S)-3-[[5-(4-methylpiperidin-1-yl)-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]oxolan-2-one
—— (3S)-3-[[5-(4-methylpiperidin-1-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]oxolan-2-one —— C17H26N4O3S
(3S)-3-[[5-(4-methylpiperidin-1-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]oxolan-2-one
—— (3R)-3-[[5-(4-methylpiperidin-1-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]oxolan-2-one —— C17H26N4O3S
(3R)-3-[[5-(4-methylpiperidin-1-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]oxolan-2-one
—— (3R)-3-[[5-(4-methylpiperidin-1-yl)-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]oxolan-2-one —— C17H26N4O3S
(3R)-3-[[5-(4-methylpiperidin-1-yl)-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]oxolan-2-one
—— 2-(Benzyliminomethyl)-1-benzothiophen-3-one —— C16H13NOS
2-(Benzyliminomethyl)-1-benzothiophen-3-one
—— 1-[2,5-dimethyl-1-[[(2R)-oxolan-2-yl]methyl]pyrrol-3-yl]-2-(1-methylimidazol-2-yl)sulfanylethanone —— C17H23N3O2S
1-[2,5-dimethyl-1-[[(2R)-oxolan-2-yl]methyl]pyrrol-3-yl]-2-(1-methylimidazol-2-yl)sulfanylethanone
—— 2-(1-Methylimidazol-2-yl)sulfanyl-1-(5-phenyl-3,4-dihydropyrazol-2-yl)ethanone —— C15H16N4OS
2-(1-Methylimidazol-2-yl)sulfanyl-1-(5-phenyl-3,4-dihydropyrazol-2-yl)ethanone
—— N-[(4-fluorophenyl)methyl]-2-(1-methylimidazol-2-yl)sulfanylacetamide —— C13H14FN3OS
N-[(4-fluorophenyl)methyl]-2-(1-methylimidazol-2-yl)sulfanylacetamide
—— (2R)-3-methylbutane-2-thiol —— C5H12S
(2R)-3-methylbutane-2-thiol
—— 2-[(5-Benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-1-(2,5-dimethyl-1-prop-2-enylpyrrol-3-yl)ethanone —— C21H24N4OS
2-[(5-Benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-1-(2,5-dimethyl-1-prop-2-enylpyrrol-3-yl)ethanone
—— 1-(1-Adamantyl)-2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C22H27N3OS
1-(1-Adamantyl)-2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— (2S)-2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C13H16N4OS
(2S)-2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— N-[(1R)-1-(1-adamantyl)ethyl]-2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C24H32N4OS
N-[(1R)-1-(1-adamantyl)ethyl]-2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-(1-cyanocyclopentyl)acetamide —— C18H21N5OS
2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-(1-cyanocyclopentyl)acetamide
—— 2-[1,4-dimethyl-5-[(2-methylphenyl)methyl]-6-oxopyrimidin-2-yl]sulfanyl-N,N-diethylacetamide —— C20H27N3O2S
2-[1,4-dimethyl-5-[(2-methylphenyl)methyl]-6-oxopyrimidin-2-yl]sulfanyl-N,N-diethylacetamide
—— 2-[[4-Methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-5-phenyl-1,3,4-oxadiazole —— C17H15N5OS2
2-[[4-Methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-5-phenyl-1,3,4-oxadiazole
—— 1-methyl-N-[2-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetyl]pyrrole-2-carboxamide —— C16H17N5O2S2
1-methyl-N-[2-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetyl]pyrrole-2-carboxamide
—— 1-[(4S)-5,5-dimethyl-3-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-2-sulfanylidene-1,3-thiazolidin-4-yl]-1-hydroxy-3-methylurea —— C15H20N4O2S3
1-[(4S)-5,5-dimethyl-3-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-2-sulfanylidene-1,3-thiazolidin-4-yl]-1-hydroxy-3-methylurea
—— 5-[(4-Fluorophenyl)methyl]-3,6-dimethyl-2-prop-2-enylsulfanylpyrimidin-4-one —— C16H17FN2OS
5-[(4-Fluorophenyl)methyl]-3,6-dimethyl-2-prop-2-enylsulfanylpyrimidin-4-one
—— (2-Oxo-2-pyrrolidin-1-ylethyl) 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C16H20N4O4S
(2-Oxo-2-pyrrolidin-1-ylethyl) 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate