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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
—— (2S)-N-(furan-2-ylmethyl)-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C17H18N4O2S2
(2S)-N-(furan-2-ylmethyl)-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (1S)-2-(1-benzyltetrazol-5-yl)sulfanyl-1-(2,5-difluorophenyl)ethanol —— C16H14F2N4OS
(1S)-2-(1-benzyltetrazol-5-yl)sulfanyl-1-(2,5-difluorophenyl)ethanol
—— N-methyl-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2-methylphenyl)methyl]acetamide —— C20H22N4OS2
N-methyl-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2-methylphenyl)methyl]acetamide
—— N,N-dibenzyl-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C22H19N3O3S
N,N-dibenzyl-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (2R)-N-cyclopropyl-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C16H20N4OS2
(2R)-N-cyclopropyl-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— N-[(1R)-1-(3-chlorophenyl)ethyl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C16H14ClN3O3S
N-[(1R)-1-(3-chlorophenyl)ethyl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-phenylethyl]acetamide —— C16H15N3O3S
2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-phenylethyl]acetamide
—— 1-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C14H17N3O4S
1-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— (2S)-N-benzyl-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C19H20N4OS2
(2S)-N-benzyl-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— N-(1-Cyanocyclohexyl)-2-((5-(p-tolylamino)-1,3,4-thiadiazol-2-yl)thio)acetamide —— C18H21N5OS2
N-(1-Cyanocyclohexyl)-2-((5-(p-tolylamino)-1,3,4-thiadiazol-2-yl)thio)acetamide
—— (2R)-2-(4-methylphenyl)sulfanyl-N-(3-phenylpropyl)propanamide —— C19H23NOS
(2R)-2-(4-methylphenyl)sulfanyl-N-(3-phenylpropyl)propanamide
—— 1-(1-Cyclopropyl-2,5-dimethylpyrrol-3-yl)-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C17H17N3O3S
1-(1-Cyclopropyl-2,5-dimethylpyrrol-3-yl)-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— 2-{[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl}-N-(2-methylpropyl)acetamide —— C12H15N3O3S
2-{[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl}-N-(2-methylpropyl)acetamide
—— N-(1-cyanocyclohexyl)-N-methyl-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C17H24N4O2S
N-(1-cyanocyclohexyl)-N-methyl-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— 2-(Furan-2-yl)-5-[(2-thiophen-2-yl-1,3-oxazol-4-yl)methylsulfanyl]-1,3,4-oxadiazole —— C14H9N3O3S2
2-(Furan-2-yl)-5-[(2-thiophen-2-yl-1,3-oxazol-4-yl)methylsulfanyl]-1,3,4-oxadiazole
—— N-[(2S)-butan-2-yl]-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C17H27N3O4S2
N-[(2S)-butan-2-yl]-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— 2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R,2S)-2-methylcyclohexyl]acetamide —— C15H19N3O3S
2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R,2S)-2-methylcyclohexyl]acetamide
—— 2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(thiophen-2-ylmethyl)acetamide —— C13H11N3O3S2
2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(thiophen-2-ylmethyl)acetamide
—— [2-(2-Chloro-6-nitrophenyl)sulfanylphenyl]-(4-methylpiperazin-4-ium-1-yl)methanone —— C18H19ClN3O3S+
[2-(2-Chloro-6-nitrophenyl)sulfanylphenyl]-(4-methylpiperazin-4-ium-1-yl)methanone
—— (2R)-N-benzyl-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]propanamide —— C17H21N3O2S
(2R)-N-benzyl-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]propanamide
—— 3-(4-chlorophenyl)sulfanylpropyl-[(2R)-2-hydroxypropyl]azanium —— C12H19ClNOS+
3-(4-chlorophenyl)sulfanylpropyl-[(2R)-2-hydroxypropyl]azanium
—— (2S)-N-[2-(cyclohexen-1-yl)ethyl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C17H21N3O3S
(2S)-N-[2-(cyclohexen-1-yl)ethyl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— 4-(4-Bromophenyl)sulfanyl-2-ethanimidoyl-3-oxobutanenitrile —— C12H11BrN2OS
4-(4-Bromophenyl)sulfanyl-2-ethanimidoyl-3-oxobutanenitrile
—— (1R)-2-(1-benzyltetrazol-5-yl)sulfanyl-1-(2,5-difluorophenyl)ethanol —— C16H14F2N4OS
(1R)-2-(1-benzyltetrazol-5-yl)sulfanyl-1-(2,5-difluorophenyl)ethanol
—— 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