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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
—— 2-(2,5-difluorophenyl)sulfanyl-N-[(1S)-1-(4-methylphenyl)-2-morpholin-4-ylethyl]acetamide —— C21H24F2N2O2S
2-(2,5-difluorophenyl)sulfanyl-N-[(1S)-1-(4-methylphenyl)-2-morpholin-4-ylethyl]acetamide
—— N-[(1R)-1-(4-methylphenyl)-2-morpholin-4-ylethyl]-2-(4-methylphenyl)sulfanylacetamide —— C22H28N2O2S
N-[(1R)-1-(4-methylphenyl)-2-morpholin-4-ylethyl]-2-(4-methylphenyl)sulfanylacetamide
—— N-(1-cyanocyclohexyl)-N-methyl-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C14H18N4O2S
N-(1-cyanocyclohexyl)-N-methyl-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N,N-dibenzyl-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C20H19N3O2S
N,N-dibenzyl-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— 2-[2-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-oxoethyl]sulfanyl-1H-pyrimidin-6-one —— C19H15ClN4O3S
2-[2-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-oxoethyl]sulfanyl-1H-pyrimidin-6-one
—— 2-[2-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl]sulfanyl-1H-pyrimidin-6-one —— C12H17N3O3S
2-[2-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl]sulfanyl-1H-pyrimidin-6-one
—— N-[(2S)-butan-2-yl]-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C14H21N3O4S2
N-[(2S)-butan-2-yl]-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— 2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-(3-phenylpropyl)acetamide —— C15H17N3O2S
2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-(3-phenylpropyl)acetamide
—— 2-[2-[(3R)-3-(furan-2-yl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]-2-oxoethyl]sulfanyl-1H-pyrimidin-6-one —— C20H18N4O3S
2-[2-[(3R)-3-(furan-2-yl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]-2-oxoethyl]sulfanyl-1H-pyrimidin-6-one
—— N-[(1R)-1-cyano-1-cyclopropylethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C12H14N4O2S
N-[(1R)-1-cyano-1-cyclopropylethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-(3-methylbutyl)-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C11H17N3O2S
N-(3-methylbutyl)-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— 2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[(1R)-1-thiophen-2-ylethyl]acetamide —— C12H13N3O2S2
2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[(1R)-1-thiophen-2-ylethyl]acetamide
—— 2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[(2R)-2-phenylpropyl]acetamide —— C15H17N3O2S
2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[(2R)-2-phenylpropyl]acetamide
—— N-(2-methoxyethyl)-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C9H13N3O3S
N-(2-methoxyethyl)-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— (2R)-N-(cyclohexylmethyl)-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanamide —— C14H21N3O2S
(2R)-N-(cyclohexylmethyl)-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanamide
—— (2R)-N-[2-(cyclohexen-1-yl)ethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanamide —— C15H21N3O2S
(2R)-N-[2-(cyclohexen-1-yl)ethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanamide
—— N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C12H17N3O4S2
N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— 2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[(2S)-pentan-2-yl]acetamide —— C11H17N3O2S
2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[(2S)-pentan-2-yl]acetamide
—— (2R)-N-cyclopropyl-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanamide —— C10H13N3O2S
(2R)-N-cyclopropyl-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanamide
—— N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C12H16N4O2S
N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— (2S)-N-(cyclohexylmethyl)-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanamide —— C14H21N3O2S
(2S)-N-(cyclohexylmethyl)-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanamide
—— 2-[(5-phenyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1H-pyrimidin-6-one —— C13H10N4O2S
2-[(5-phenyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1H-pyrimidin-6-one
—— N-[2-(4-chlorophenyl)ethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C14H14ClN3O2S
N-[2-(4-chlorophenyl)ethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— 2-[2-[(3R)-3,5-dithiophen-2-yl-3,4-dihydropyrazol-2-yl]-2-oxoethyl]sulfanyl-1H-pyrimidin-6-one —— C17H14N4O2S3
2-[2-[(3R)-3,5-dithiophen-2-yl-3,4-dihydropyrazol-2-yl]-2-oxoethyl]sulfanyl-1H-pyrimidin-6-one
—— N-tert-butyl-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C10H15N3O2S
N-tert-butyl-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N,N-dimethyl-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C8H11N3O2S
N,N-dimethyl-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C11H15N3O4S2
N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-[(3-chlorophenyl)methyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C13H12ClN3O2S
N-[(3-chlorophenyl)methyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— 2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[(2S)-2-phenylpropyl]acetamide —— C15H17N3O2S
2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[(2S)-2-phenylpropyl]acetamide
—— N-[(1S)-1-(4-bromophenyl)ethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C14H14BrN3O2S
N-[(1S)-1-(4-bromophenyl)ethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-[2-(4-fluorophenyl)ethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C14H14FN3O2S
N-[2-(4-fluorophenyl)ethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-[(1R)-1-(4-ethylphenyl)ethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C16H19N3O2S
N-[(1R)-1-(4-ethylphenyl)ethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-[(1R)-1-(2-bromophenyl)ethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C14H14BrN3O2S
N-[(1R)-1-(2-bromophenyl)ethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— 3-cyclopropyl-5-[(1S)-1-phenylethyl]sulfanyl-1,2,4-triazol-4-amine —— C13H16N4S
3-cyclopropyl-5-[(1S)-1-phenylethyl]sulfanyl-1,2,4-triazol-4-amine
—— (3R)-N'-[3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoyl]-1,1-dioxothiolane-3-carbohydrazide —— C15H22N4O4S2
(3R)-N'-[3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoyl]-1,1-dioxothiolane-3-carbohydrazide
—— (3S)-N'-[2-(2,5-difluorophenyl)sulfanylacetyl]-1,1-dioxothiolane-3-carbohydrazide —— C13H14F2N2O4S2
(3S)-N'-[2-(2,5-difluorophenyl)sulfanylacetyl]-1,1-dioxothiolane-3-carbohydrazide
—— (2S)-N-[(2-fluorophenyl)methyl]-2-(4-methylphenyl)sulfanylpropanamide —— C17H18FNOS
(2S)-N-[(2-fluorophenyl)methyl]-2-(4-methylphenyl)sulfanylpropanamide
—— 3-Cyclopropyl-5-[(4-methylphenyl)methylsulfanyl]-1,2,4-triazol-4-amine —— C13H16N4S
3-Cyclopropyl-5-[(4-methylphenyl)methylsulfanyl]-1,2,4-triazol-4-amine
—— 2-[(4-amino-5-cyclopropyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(2-bromophenyl)ethyl]acetamide —— C15H18BrN5OS
2-[(4-amino-5-cyclopropyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(2-bromophenyl)ethyl]acetamide
—— N-[2-[(5E)-2,4-dioxo-5-(pyridin-3-ylmethylidene)-1,3-thiazolidin-3-yl]ethyl]-2-pyrimidin-2-ylsulfanylacetamide —— C17H15N5O3S2
N-[2-[(5E)-2,4-dioxo-5-(pyridin-3-ylmethylidene)-1,3-thiazolidin-3-yl]ethyl]-2-pyrimidin-2-ylsulfanylacetamide
—— [2-(2-Cyanoethylamino)-2-oxoethyl] 3-(4-chlorophenyl)sulfanylpropanoate —— C14H15ClN2O3S
[2-(2-Cyanoethylamino)-2-oxoethyl] 3-(4-chlorophenyl)sulfanylpropanoate
—— [(2R)-1-(furan-2-ylmethylamino)-1-oxopropan-2-yl] 3-(4-chlorophenyl)sulfanylpropanoate —— C17H18ClNO4S
[(2R)-1-(furan-2-ylmethylamino)-1-oxopropan-2-yl] 3-(4-chlorophenyl)sulfanylpropanoate
—— [(2S)-1-(furan-2-ylmethylamino)-1-oxopropan-2-yl] 3-(4-chlorophenyl)sulfanylpropanoate —— C17H18ClNO4S
[(2S)-1-(furan-2-ylmethylamino)-1-oxopropan-2-yl] 3-(4-chlorophenyl)sulfanylpropanoate
—— 2-[(1S)-cyclohex-2-en-1-yl]sulfanyl-5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazole —— C11H13N5OS
2-[(1S)-cyclohex-2-en-1-yl]sulfanyl-5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazole
—— [2-[[(2S)-2-cyano-3-methylbutan-2-yl]amino]-2-oxoethyl] 3-(4-chlorophenyl)sulfanylpropanoate —— C17H21ClN2O3S
[2-[[(2S)-2-cyano-3-methylbutan-2-yl]amino]-2-oxoethyl] 3-(4-chlorophenyl)sulfanylpropanoate
—— 2-[(1R)-cyclohex-2-en-1-yl]sulfanyl-5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazole —— C11H13N5OS
2-[(1R)-cyclohex-2-en-1-yl]sulfanyl-5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazole
—— [2-[[(3R)-3-methyl-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 3-(4-chlorophenyl)sulfanylpropanoate —— C16H20ClNO5S2
[2-[[(3R)-3-methyl-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 3-(4-chlorophenyl)sulfanylpropanoate
—— [2-oxo-2-[[(1R)-1-thiophen-2-ylethyl]amino]ethyl] 3-(4-chlorophenyl)sulfanylpropanoate —— C17H18ClNO3S2
[2-oxo-2-[[(1R)-1-thiophen-2-ylethyl]amino]ethyl] 3-(4-chlorophenyl)sulfanylpropanoate
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-1-[(3S,3aS,7Z)-3-thiophen-2-yl-7-(thiophen-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]ethanone —— C20H20N6OS3
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-1-[(3S,3aS,7Z)-3-thiophen-2-yl-7-(thiophen-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]ethanone
—— [2-(2-Acetylhydrazinyl)-2-oxoethyl] 3-(4-chlorophenyl)sulfanylpropanoate —— C13H15ClN2O4S
[2-(2-Acetylhydrazinyl)-2-oxoethyl] 3-(4-chlorophenyl)sulfanylpropanoate