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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-[(2-fluorophenyl)methylsulfanyl]-4-propyl-1H-1,2,4-triazol-5-one —— C12H14FN3OS
3-[(2-fluorophenyl)methylsulfanyl]-4-propyl-1H-1,2,4-triazol-5-one
—— N-[(1S)-1-(1-adamantyl)ethyl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C19H30N4O2S
N-[(1S)-1-(1-adamantyl)ethyl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 3-[2-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]-2-oxoethyl]sulfanyl-4-propyl-1H-1,2,4-triazol-5-one —— C17H26N4O3S
3-[2-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]-2-oxoethyl]sulfanyl-4-propyl-1H-1,2,4-triazol-5-one
—— 3-[2-(4-chlorophenyl)sulfanylethylsulfanyl]-4-propyl-1H-1,2,4-triazol-5-one —— C13H16ClN3OS2
3-[2-(4-chlorophenyl)sulfanylethylsulfanyl]-4-propyl-1H-1,2,4-triazol-5-one
—— 2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]-N-pentan-3-ylacetamide —— C12H22N4O2S
2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]-N-pentan-3-ylacetamide
—— (2R)-N-benzyl-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C15H20N4O2S
(2R)-N-benzyl-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— 2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]-N-propylacetamide —— C10H18N4O2S
2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]-N-propylacetamide
—— 2-methyl-5-[(1S)-1-[[5-(3-methylthiophen-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]-1,3,4-oxadiazole —— C12H12N4O2S2
2-methyl-5-[(1S)-1-[[5-(3-methylthiophen-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]-1,3,4-oxadiazole
—— (2R)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C16H21FN4O2S
(2R)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— 2-methyl-5-[(1R)-1-[[5-(3-methylthiophen-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]-1,3,4-oxadiazole —— C12H12N4O2S2
2-methyl-5-[(1R)-1-[[5-(3-methylthiophen-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]-1,3,4-oxadiazole
—— ethyl 2-[2-[2-[[(1R)-1-cyano-1-cyclopropylethyl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C15H19N3O3S2
ethyl 2-[2-[2-[[(1R)-1-cyano-1-cyclopropylethyl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— N-(2-adamantyl)-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C17H26N4O2S
N-(2-adamantyl)-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— ethyl 2-[2-[2-[[(3R)-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C13H18N2O5S3
ethyl 2-[2-[2-[[(3R)-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— Ethyl 2-[2-[2-oxo-2-(thiophen-2-ylmethylamino)ethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C14H16N2O3S3
Ethyl 2-[2-[2-oxo-2-(thiophen-2-ylmethylamino)ethyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— ethyl 2-[2-[2-[[(1S)-1-(2-chlorophenyl)ethyl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C17H19ClN2O3S2
ethyl 2-[2-[2-[[(1S)-1-(2-chlorophenyl)ethyl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— ethyl 2-[2-[2-[[(1S)-1-(1-adamantyl)ethyl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C21H30N2O3S2
ethyl 2-[2-[2-[[(1S)-1-(1-adamantyl)ethyl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— ethyl 2-[2-[(2S)-1-oxo-1-[[(2S)-4-phenylbutan-2-yl]amino]propan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate —— C20H26N2O3S2
ethyl 2-[2-[(2S)-1-oxo-1-[[(2S)-4-phenylbutan-2-yl]amino]propan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate
—— Ethyl 2-[2-[(5-phenyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,3-thiazol-4-yl]acetate —— C16H15N3O3S2
Ethyl 2-[2-[(5-phenyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,3-thiazol-4-yl]acetate
—— ethyl 2-[2-[(2S)-1-(cyclohexylmethylamino)-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate —— C17H26N2O3S2
ethyl 2-[2-[(2S)-1-(cyclohexylmethylamino)-1-oxopropan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate
—— ethyl 2-[2-[(2S)-1-oxo-1-[[(2R)-4-phenylbutan-2-yl]amino]propan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate —— C20H26N2O3S2
ethyl 2-[2-[(2S)-1-oxo-1-[[(2R)-4-phenylbutan-2-yl]amino]propan-2-yl]sulfanyl-1,3-thiazol-4-yl]acetate
—— 2-(2-chlorophenyl)-5-[(1R)-1-pyridin-3-ylethyl]sulfanyl-1,3,4-oxadiazole —— C15H12ClN3OS
2-(2-chlorophenyl)-5-[(1R)-1-pyridin-3-ylethyl]sulfanyl-1,3,4-oxadiazole
—— 1-[(3,5-dimethyl-1,2-oxazol-4-yl)methyl]-3-[(1R)-1-(4-ethylsulfanylphenyl)ethyl]-1-methylurea —— C18H25N3O2S
1-[(3,5-dimethyl-1,2-oxazol-4-yl)methyl]-3-[(1R)-1-(4-ethylsulfanylphenyl)ethyl]-1-methylurea
—— 2-(3-chlorophenyl)sulfanyl-N-[(1S)-1-phenylethyl]acetamide —— C16H16ClNOS
2-(3-chlorophenyl)sulfanyl-N-[(1S)-1-phenylethyl]acetamide
—— methyl (2S)-2-[1-(oxan-4-yl)tetrazol-5-yl]sulfanylpropanoate —— C10H16N4O3S
methyl (2S)-2-[1-(oxan-4-yl)tetrazol-5-yl]sulfanylpropanoate
—— N-[(1S,2S)-2-methylcyclohexyl]-2-[1-(oxan-4-yl)tetrazol-5-yl]sulfanylacetamide —— C15H25N5O2S
N-[(1S,2S)-2-methylcyclohexyl]-2-[1-(oxan-4-yl)tetrazol-5-yl]sulfanylacetamide
—— 2-(3-chlorophenyl)sulfanyl-N-[(1R,2R)-2-methylcyclohexyl]acetamide —— C15H20ClNOS
2-(3-chlorophenyl)sulfanyl-N-[(1R,2R)-2-methylcyclohexyl]acetamide
—— N-[(1R,2S)-2-methylcyclohexyl]-2-[1-(oxan-4-yl)tetrazol-5-yl]sulfanylacetamide —— C15H25N5O2S
N-[(1R,2S)-2-methylcyclohexyl]-2-[1-(oxan-4-yl)tetrazol-5-yl]sulfanylacetamide
—— N-[(1R)-1-(4-ethylsulfanylphenyl)ethyl]-3-(1,2,4-triazol-1-yl)propanamide —— C15H20N4OS
N-[(1R)-1-(4-ethylsulfanylphenyl)ethyl]-3-(1,2,4-triazol-1-yl)propanamide
—— methyl (2R)-2-[1-(oxan-4-yl)tetrazol-5-yl]sulfanylpropanoate —— C10H16N4O3S
methyl (2R)-2-[1-(oxan-4-yl)tetrazol-5-yl]sulfanylpropanoate
—— 2-(4-chlorophenyl)-5-[[(3R)-1-methylpiperidin-3-yl]methylsulfanyl]-1,3,4-oxadiazole —— C15H18ClN3OS
2-(4-chlorophenyl)-5-[[(3R)-1-methylpiperidin-3-yl]methylsulfanyl]-1,3,4-oxadiazole
—— 2-(3-chlorophenyl)sulfanyl-N-[(1R)-1-phenylethyl]acetamide —— C16H16ClNOS
2-(3-chlorophenyl)sulfanyl-N-[(1R)-1-phenylethyl]acetamide
—— N-[(1R,2R)-2-methylcyclohexyl]-2-[1-(oxan-4-yl)tetrazol-5-yl]sulfanylacetamide —— C15H25N5O2S
N-[(1R,2R)-2-methylcyclohexyl]-2-[1-(oxan-4-yl)tetrazol-5-yl]sulfanylacetamide
—— 2-(2-chlorophenyl)-5-[(1S)-1-pyridin-3-ylethyl]sulfanyl-1,3,4-oxadiazole —— C15H12ClN3OS
2-(2-chlorophenyl)-5-[(1S)-1-pyridin-3-ylethyl]sulfanyl-1,3,4-oxadiazole
—— N-[(1S)-1-(4-ethylsulfanylphenyl)ethyl]-3-(1,2,4-triazol-1-yl)propanamide —— C15H20N4OS
N-[(1S)-1-(4-ethylsulfanylphenyl)ethyl]-3-(1,2,4-triazol-1-yl)propanamide
—— 2-[(4-amino-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-phenylethyl]acetamide —— C12H15N5OS
2-[(4-amino-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-phenylethyl]acetamide
—— 2-(3-chlorophenyl)sulfanyl-N-[(1S,2S)-2-methylcyclohexyl]acetamide —— C15H20ClNOS
2-(3-chlorophenyl)sulfanyl-N-[(1S,2S)-2-methylcyclohexyl]acetamide
—— 1-[(3,5-dimethyl-1,2-oxazol-4-yl)methyl]-3-[(1S)-1-(4-ethylsulfanylphenyl)ethyl]-1-methylurea —— C18H25N3O2S
1-[(3,5-dimethyl-1,2-oxazol-4-yl)methyl]-3-[(1S)-1-(4-ethylsulfanylphenyl)ethyl]-1-methylurea
—— 2-(4-chlorophenyl)-5-[[(3S)-1-methylpiperidin-3-yl]methylsulfanyl]-1,3,4-oxadiazole —— C15H18ClN3OS
2-(4-chlorophenyl)-5-[[(3S)-1-methylpiperidin-3-yl]methylsulfanyl]-1,3,4-oxadiazole
—— 2-(3-chlorophenyl)sulfanyl-N-[(1S,2R)-2-methylcyclohexyl]acetamide —— C15H20ClNOS
2-(3-chlorophenyl)sulfanyl-N-[(1S,2R)-2-methylcyclohexyl]acetamide
—— N-[(1S,2R)-2-methylcyclohexyl]-2-[1-(oxan-4-yl)tetrazol-5-yl]sulfanylacetamide —— C15H25N5O2S
N-[(1S,2R)-2-methylcyclohexyl]-2-[1-(oxan-4-yl)tetrazol-5-yl]sulfanylacetamide
—— 2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-(furan-2-ylmethyl)acetamide —— C11H13N5O3S
2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-(furan-2-ylmethyl)acetamide
—— N-[[(2R)-oxolan-2-yl]methyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C11H15N3O3S
N-[[(2R)-oxolan-2-yl]methyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— 6-Methyl-3-{[2-(phenylsulfanyl)phenyl]amino}-1,2,4-triazin-5-ol —— C16H14N4OS
6-Methyl-3-{[2-(phenylsulfanyl)phenyl]amino}-1,2,4-triazin-5-ol
—— (2S)-N-[(2-methylphenyl)methyl]-2-phenylsulfanylpropanamide —— C17H19NOS
(2S)-N-[(2-methylphenyl)methyl]-2-phenylsulfanylpropanamide
—— 2-(2-chlorophenyl)-5-[(1S)-1-(5-methyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazole —— C13H11ClN4O2S
2-(2-chlorophenyl)-5-[(1S)-1-(5-methyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazole
—— 2-(2-chlorophenyl)-5-[(1R)-1-(5-methyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazole —— C13H11ClN4O2S
2-(2-chlorophenyl)-5-[(1R)-1-(5-methyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazole
—— 2-methyl-5-[(1R)-1-[[5-(2,4,6-trimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]-1,3,4-oxadiazole —— C16H18N4O2S
2-methyl-5-[(1R)-1-[[5-(2,4,6-trimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]-1,3,4-oxadiazole
—— (2S)-N-(2-methoxyethyl)-2-[(4-methylsulfanylphenyl)methylsulfanyl]propanamide —— C14H21NO2S2
(2S)-N-(2-methoxyethyl)-2-[(4-methylsulfanylphenyl)methylsulfanyl]propanamide
—— 2-methyl-5-[(1S)-1-[[5-(2,4,6-trimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]-1,3,4-oxadiazole —— C16H18N4O2S
2-methyl-5-[(1S)-1-[[5-(2,4,6-trimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]-1,3,4-oxadiazole
—— 2-(2-cyanophenyl)sulfanyl-N-[[(2R)-1-(2-methoxyethyl)pyrrolidin-2-yl]methyl]benzamide —— C22H25N3O2S
2-(2-cyanophenyl)sulfanyl-N-[[(2R)-1-(2-methoxyethyl)pyrrolidin-2-yl]methyl]benzamide