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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-Methyl-7-[(2,3,4,5,6-pentafluorophenyl)sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C14H7F5N2OS2
3-Methyl-7-[(2,3,4,5,6-pentafluorophenyl)sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— 2-[4-(Furan-2-yl)-6-(trifluoromethyl)pyrimidin-2-yl]sulfanyl-1-(4-methylpiperazin-4-ium-1-yl)ethanone —— C16H18F3N4O2S+
2-[4-(Furan-2-yl)-6-(trifluoromethyl)pyrimidin-2-yl]sulfanyl-1-(4-methylpiperazin-4-ium-1-yl)ethanone
—— [(1S)-1-[5-[(2-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-2-methylpropyl]azanium —— C13H17FN3OS+
[(1S)-1-[5-[(2-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-2-methylpropyl]azanium
—— 5-[5-[(4-Fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]pentylazanium —— C14H19FN3OS+
5-[5-[(4-Fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]pentylazanium
—— (2S)-N-[(Z)-butan-2-ylideneamino]-2-(4-chlorophenyl)sulfanylpropanamide —— C13H17ClN2OS
(2S)-N-[(Z)-butan-2-ylideneamino]-2-(4-chlorophenyl)sulfanylpropanamide
—— (2R)-N-cyclopropyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C14H15N3O2S
(2R)-N-cyclopropyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (4R)-3-acetyl-2-methyl-6-(phenylsulfanylmethylsulfanyl)-4-thiophen-2-yl-3,4-dihydropyridine-5-carbonitrile —— C20H18N2OS3
(4R)-3-acetyl-2-methyl-6-(phenylsulfanylmethylsulfanyl)-4-thiophen-2-yl-3,4-dihydropyridine-5-carbonitrile
—— (2R)-N-benzyl-2-(2,4-dimethylphenyl)sulfanylpropanamide —— C18H21NOS
(2R)-N-benzyl-2-(2,4-dimethylphenyl)sulfanylpropanamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C14H15N3O4S2
N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— (4S)-5-acetyl-6-methyl-4-(3-methylthiophen-2-yl)-2-(phenylsulfanylmethylsulfanyl)-3,4-dihydropyridine-3-carbonitrile —— C21H20N2OS3
(4S)-5-acetyl-6-methyl-4-(3-methylthiophen-2-yl)-2-(phenylsulfanylmethylsulfanyl)-3,4-dihydropyridine-3-carbonitrile
—— N-[(3-chlorophenyl)methyl]-2-(2,4-dimethylphenyl)sulfanylacetamide —— C17H18ClNOS
N-[(3-chlorophenyl)methyl]-2-(2,4-dimethylphenyl)sulfanylacetamide
—— N-cyclohexyl-2-(2,5-dimethylphenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide —— C20H29NO3S2
N-cyclohexyl-2-(2,5-dimethylphenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide
—— N-benzyl-2-(2,4-dimethylphenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide —— C21H25NO3S2
N-benzyl-2-(2,4-dimethylphenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide
—— (2R)-2-(2,4-dimethylphenyl)sulfanyl-N-(furan-2-ylmethyl)propanamide —— C16H19NO2S
(2R)-2-(2,4-dimethylphenyl)sulfanyl-N-(furan-2-ylmethyl)propanamide
—— N-(1-adamantyl)-2-(2,4-dimethylphenyl)sulfanylacetamide —— C20H27NOS
N-(1-adamantyl)-2-(2,4-dimethylphenyl)sulfanylacetamide
—— N-benzyl-2-(2,4-dimethylphenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide —— C21H25NO3S2
N-benzyl-2-(2,4-dimethylphenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide
—— 2-[(2-Bromophenyl)methylsulfanyl]-5-phenyl-1,3,4-oxadiazole —— C15H11BrN2OS
2-[(2-Bromophenyl)methylsulfanyl]-5-phenyl-1,3,4-oxadiazole
—— 2-(2,5-Dimethylphenyl)sulfanyl-1-(5-phenyl-3,4-dihydropyrazol-2-yl)ethanone —— C19H20N2OS
2-(2,5-Dimethylphenyl)sulfanyl-1-(5-phenyl-3,4-dihydropyrazol-2-yl)ethanone
—— (2R)-2-(2,5-dimethylphenyl)sulfanyl-N-(furan-2-ylmethyl)propanamide —— C16H19NO2S
(2R)-2-(2,5-dimethylphenyl)sulfanyl-N-(furan-2-ylmethyl)propanamide
—— 7-[(2,4-Dimethylphenyl)sulfanylmethyl]-3-methyl-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C16H16N2OS2
7-[(2,4-Dimethylphenyl)sulfanylmethyl]-3-methyl-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— N-[(2R)-3-methylbutan-2-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C15H19N3O2S
N-[(2R)-3-methylbutan-2-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— 2-(2,5-dimethylphenyl)sulfanyl-N-[2-(4-fluorophenyl)ethyl]acetamide —— C18H20FNOS
2-(2,5-dimethylphenyl)sulfanyl-N-[2-(4-fluorophenyl)ethyl]acetamide
—— N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H15FN4OS2
N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 3-(2-methylpropylsulfanyl)-5-thiophen-2-yl-1H-1,2,4-triazole —— C10H13N3S2
3-(2-methylpropylsulfanyl)-5-thiophen-2-yl-1H-1,2,4-triazole
—— (3R)-3-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]oxolan-2-one —— C10H9N3O2S2
(3R)-3-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]oxolan-2-one
—— 2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetonitrile —— C8H6N4S2
2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetonitrile
—— 3-[(4-fluorophenyl)methylsulfanyl]-5-thiophen-2-yl-1H-1,2,4-triazole —— C13H10FN3S2
3-[(4-fluorophenyl)methylsulfanyl]-5-thiophen-2-yl-1H-1,2,4-triazole
—— N-(1-cyanocyclohexyl)-2-(3,4-dimethylphenyl)sulfanylacetamide —— C17H22N2OS
N-(1-cyanocyclohexyl)-2-(3,4-dimethylphenyl)sulfanylacetamide
—— 5-((3,3-Dimethyl-2-oxobutyl)thio)-4-propyl-2,4-dihydro-3h-1,2,4-triazol-3-one —— C11H19N3O2S
5-((3,3-Dimethyl-2-oxobutyl)thio)-4-propyl-2,4-dihydro-3h-1,2,4-triazol-3-one
—— N-(1-adamantyl)-2-(3,4-dimethylphenyl)sulfanylacetamide —— C20H27NOS
N-(1-adamantyl)-2-(3,4-dimethylphenyl)sulfanylacetamide
—— 7-[(3,4-Dimethylphenyl)sulfanylmethyl]-3-methyl-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C16H16N2OS2
7-[(3,4-Dimethylphenyl)sulfanylmethyl]-3-methyl-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— 1-(1-adamantyl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C18H21N3OS2
1-(1-adamantyl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— 2-(3,4-dimethylphenyl)sulfanyl-N-(4-methylcyclohexyl)acetamide —— C17H25NOS
2-(3,4-dimethylphenyl)sulfanyl-N-(4-methylcyclohexyl)acetamide
—— N-[(1R,2S)-2-methylcyclohexyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C15H20N4OS2
N-[(1R,2S)-2-methylcyclohexyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— (2R)-N-[2-(cyclohexen-1-yl)ethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C17H22N4OS2
(2R)-N-[2-(cyclohexen-1-yl)ethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— N-[(2R)-3-methylbutan-2-yl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C12H22N4O2S
N-[(2R)-3-methylbutan-2-yl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— ethyl 2-[2-[2-[[(1S)-1-cyano-1-cyclopropylethyl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C15H19N3O3S2
ethyl 2-[2-[2-[[(1S)-1-cyano-1-cyclopropylethyl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— 2-(3-chlorophenyl)sulfanyl-N-[(1R,2S)-2-methylcyclohexyl]acetamide —— C15H20ClNOS
2-(3-chlorophenyl)sulfanyl-N-[(1R,2S)-2-methylcyclohexyl]acetamide
—— (2S)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C16H21FN4O2S
(2S)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2S)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C16H21FN4O2S
(2S)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— N-[(1R)-1-(1-adamantyl)ethyl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C19H30N4O2S
N-[(1R)-1-(1-adamantyl)ethyl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-thiophen-2-ylethyl]acetamide —— C13H18N4O2S2
2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-thiophen-2-ylethyl]acetamide
—— Ethyl 2-[2-[2-(benzylamino)-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C16H18N2O3S2
Ethyl 2-[2-[2-(benzylamino)-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— N-tert-butyl-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C11H20N4O2S
N-tert-butyl-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— ethyl 2-[2-[(2S)-1-(cyclopentylamino)-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate —— C15H22N2O3S2
ethyl 2-[2-[(2S)-1-(cyclopentylamino)-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate
—— N-(1-adamantyl)-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C17H26N4O2S
N-(1-adamantyl)-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 4-propyl-3-benzylthio-Δ<sup>2</sup>-1,2,4-triazolin-5-one —— C12H15N3OS
4-propyl-3-benzylthio-Δ<sup>2</sup>-1,2,4-triazolin-5-one
—— ethyl 2-[2-[2-[[(1R)-1-(1-adamantyl)ethyl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C21H30N2O3S2
ethyl 2-[2-[2-[[(1R)-1-(1-adamantyl)ethyl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— 2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-thiophen-2-ylethyl]acetamide —— C13H18N4O2S2
2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-thiophen-2-ylethyl]acetamide
—— ethyl 2-[2-[2-oxo-2-[[(1R)-1-thiophen-2-ylethyl]amino]ethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C15H18N2O3S3
ethyl 2-[2-[2-oxo-2-[[(1R)-1-thiophen-2-ylethyl]amino]ethyl]sulfanyl-1,3-thiazol-4-yl]acetate