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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-methoxyethylamino)-2-oxoethyl] (2R)-2-phenyl-2-phenylsulfanylacetate —— C19H21NO4S
[2-(2-methoxyethylamino)-2-oxoethyl] (2R)-2-phenyl-2-phenylsulfanylacetate
—— (2R)-2-(4-methyl-1,3-thiazol-2-yl)-3-(2-phenylsulfanylethylimino)propanenitrile —— C15H15N3S2
(2R)-2-(4-methyl-1,3-thiazol-2-yl)-3-(2-phenylsulfanylethylimino)propanenitrile
—— [2-[(1-cyanocyclopentyl)amino]-2-oxoethyl] (2R)-2-phenyl-2-phenylsulfanylacetate —— C22H22N2O3S
[2-[(1-cyanocyclopentyl)amino]-2-oxoethyl] (2R)-2-phenyl-2-phenylsulfanylacetate
—— [2-oxo-2-(2,2,2-trifluoroethylamino)ethyl] (2S)-2-phenyl-2-phenylsulfanylacetate —— C18H16F3NO3S
[2-oxo-2-(2,2,2-trifluoroethylamino)ethyl] (2S)-2-phenyl-2-phenylsulfanylacetate
—— ethyl (E)-3-[2-(2-amino-2-oxoethyl)sulfanylanilino]-2-cyanoprop-2-enoate —— C14H15N3O3S
ethyl (E)-3-[2-(2-amino-2-oxoethyl)sulfanylanilino]-2-cyanoprop-2-enoate
—— [2-oxo-2-[[(1R)-1-phenylethyl]amino]ethyl] 3-(3,4-difluorophenyl)sulfanylpropanoate —— C19H19F2NO3S
[2-oxo-2-[[(1R)-1-phenylethyl]amino]ethyl] 3-(3,4-difluorophenyl)sulfanylpropanoate
—— [(3S)-3-cyano-3-(4-methyl-1,3-thiazol-2-yl)-2-oxopropyl] 3-(3,4-difluorophenyl)sulfanylpropanoate —— C17H14F2N2O3S2
[(3S)-3-cyano-3-(4-methyl-1,3-thiazol-2-yl)-2-oxopropyl] 3-(3,4-difluorophenyl)sulfanylpropanoate
—— [2-(1-Adamantylamino)-2-oxoethyl] 3-(3,4-difluorophenyl)sulfanylpropanoate —— C21H25F2NO3S
[2-(1-Adamantylamino)-2-oxoethyl] 3-(3,4-difluorophenyl)sulfanylpropanoate
—— [2-(benzylamino)-2-oxoethyl] (2S)-2-phenyl-2-phenylsulfanylacetate —— C23H21NO3S
[2-(benzylamino)-2-oxoethyl] (2S)-2-phenyl-2-phenylsulfanylacetate
—— 2-[2-[[(E)-2-cyano-2-(4-methyl-1,3-thiazol-2-yl)ethenyl]amino]phenyl]sulfanylacetamide —— C15H14N4OS2
2-[2-[[(E)-2-cyano-2-(4-methyl-1,3-thiazol-2-yl)ethenyl]amino]phenyl]sulfanylacetamide
—— [(2S)-1-(cyclopropylamino)-1-oxopropan-2-yl] (2S)-2-phenyl-2-phenylsulfanylacetate —— C20H21NO3S
[(2S)-1-(cyclopropylamino)-1-oxopropan-2-yl] (2S)-2-phenyl-2-phenylsulfanylacetate
—— ethyl (2R)-2-cyano-3-(2-phenylsulfanylethylimino)propanoate —— C14H16N2O2S
ethyl (2R)-2-cyano-3-(2-phenylsulfanylethylimino)propanoate
—— [2-[[(3R)-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] (2S)-2-phenyl-2-phenylsulfanylacetate —— C20H21NO5S2
[2-[[(3R)-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] (2S)-2-phenyl-2-phenylsulfanylacetate
—— [(2R)-1-(cyclopropylamino)-1-oxopropan-2-yl] (2R)-2-phenyl-2-phenylsulfanylacetate —— C20H21NO3S
[(2R)-1-(cyclopropylamino)-1-oxopropan-2-yl] (2R)-2-phenyl-2-phenylsulfanylacetate
—— [2-[benzyl(methyl)amino]-2-oxoethyl] (2S)-2-phenyl-2-phenylsulfanylacetate —— C24H23NO3S
[2-[benzyl(methyl)amino]-2-oxoethyl] (2S)-2-phenyl-2-phenylsulfanylacetate
—— [2-(methylamino)-2-oxoethyl] (2S)-2-phenyl-2-phenylsulfanylacetate —— C17H17NO3S
[2-(methylamino)-2-oxoethyl] (2S)-2-phenyl-2-phenylsulfanylacetate
—— [2-(methylamino)-2-oxoethyl] (2R)-2-phenyl-2-phenylsulfanylacetate —— C17H17NO3S
[2-(methylamino)-2-oxoethyl] (2R)-2-phenyl-2-phenylsulfanylacetate
—— [2-[[(2R)-2-cyano-3-methylbutan-2-yl]amino]-2-oxoethyl] (2S)-2-phenyl-2-phenylsulfanylacetate —— C22H24N2O3S
[2-[[(2R)-2-cyano-3-methylbutan-2-yl]amino]-2-oxoethyl] (2S)-2-phenyl-2-phenylsulfanylacetate
—— (2Z,5Z)-2-(3,3-dimethyl-2-oxobutylidene)-3-methyl-5-[(4-methylsulfanylphenyl)methylidene]-1,3-thiazolidin-4-one —— C18H21NO2S2
(2Z,5Z)-2-(3,3-dimethyl-2-oxobutylidene)-3-methyl-5-[(4-methylsulfanylphenyl)methylidene]-1,3-thiazolidin-4-one
—— N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-pyridin-2-ylsulfanylacetamide —— C13H17N3OS
N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-pyridin-2-ylsulfanylacetamide
—— N-(furan-2-ylmethyl)-2-pyridin-2-ylsulfanylacetamide —— C12H12N2O2S
N-(furan-2-ylmethyl)-2-pyridin-2-ylsulfanylacetamide
—— N-(1-cyanocyclohexyl)-2-pyridin-2-ylsulfanylacetamide —— C14H17N3OS
N-(1-cyanocyclohexyl)-2-pyridin-2-ylsulfanylacetamide
—— N-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]-2-pyridin-2-ylsulfanylacetamide —— C12H16N2O3S2
N-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]-2-pyridin-2-ylsulfanylacetamide
—— N-[(2S)-2-phenylpropyl]-2-pyridin-2-ylsulfanylacetamide —— C16H18N2OS
N-[(2S)-2-phenylpropyl]-2-pyridin-2-ylsulfanylacetamide
—— 1-[(3S)-3,5-dithiophen-2-yl-3,4-dihydropyrazol-2-yl]-2-pyridin-2-ylsulfanylethanone —— C18H15N3OS3
1-[(3S)-3,5-dithiophen-2-yl-3,4-dihydropyrazol-2-yl]-2-pyridin-2-ylsulfanylethanone
—— N-[(1R)-1-(2-bromophenyl)ethyl]-2-pyridin-2-ylsulfanylacetamide —— C15H15BrN2OS
N-[(1R)-1-(2-bromophenyl)ethyl]-2-pyridin-2-ylsulfanylacetamide
—— N-(1-adamantyl)-N-(furan-2-ylmethyl)-2-pyridin-2-ylsulfanylacetamide —— C22H26N2O2S
N-(1-adamantyl)-N-(furan-2-ylmethyl)-2-pyridin-2-ylsulfanylacetamide
—— ethyl (E)-2-cyano-3-[2-[3-(4-fluorophenyl)sulfanylpropanoyl]hydrazinyl]prop-2-enoate —— C15H16FN3O3S
ethyl (E)-2-cyano-3-[2-[3-(4-fluorophenyl)sulfanylpropanoyl]hydrazinyl]prop-2-enoate
—— (E)-3-[2-(difluoromethylsulfanyl)anilino]-2-(4-methyl-1,3-thiazol-2-yl)prop-2-enenitrile —— C14H11F2N3S2
(E)-3-[2-(difluoromethylsulfanyl)anilino]-2-(4-methyl-1,3-thiazol-2-yl)prop-2-enenitrile
—— ethyl (E)-2-cyano-3-[2-[2-(4-methylphenyl)sulfanylacetyl]hydrazinyl]prop-2-enoate —— C15H17N3O3S
ethyl (E)-2-cyano-3-[2-[2-(4-methylphenyl)sulfanylacetyl]hydrazinyl]prop-2-enoate
—— N'-[(E)-2-cyano-2-(4-methyl-1,3-thiazol-2-yl)ethenyl]-2-(4-methylphenyl)sulfanylacetohydrazide —— C16H16N4OS2
N'-[(E)-2-cyano-2-(4-methyl-1,3-thiazol-2-yl)ethenyl]-2-(4-methylphenyl)sulfanylacetohydrazide
—— ethyl (E)-2-cyano-3-[2-(difluoromethylsulfanyl)anilino]prop-2-enoate —— C13H12F2N2O2S
ethyl (E)-2-cyano-3-[2-(difluoromethylsulfanyl)anilino]prop-2-enoate
—— 4-Methyl-2-(4-methylphenyl)sulfanyl-8-propan-2-ylquinoline —— C20H21NS
4-Methyl-2-(4-methylphenyl)sulfanyl-8-propan-2-ylquinoline
—— (2R)-3-[2-(4-bromophenyl)sulfanylethylimino]-2-(4-methyl-1,3-thiazol-2-yl)propanenitrile —— C15H14BrN3S2
(2R)-3-[2-(4-bromophenyl)sulfanylethylimino]-2-(4-methyl-1,3-thiazol-2-yl)propanenitrile
—— ethyl (E)-2-cyano-3-(2-fluoro-4-thiocyanatoanilino)prop-2-enoate —— C13H10FN3O2S
ethyl (E)-2-cyano-3-(2-fluoro-4-thiocyanatoanilino)prop-2-enoate
—— (2S)-2-(4-methyl-1,3-thiazol-2-yl)-3-(3-phenylsulfanylpropylimino)propanenitrile —— C16H17N3S2
(2S)-2-(4-methyl-1,3-thiazol-2-yl)-3-(3-phenylsulfanylpropylimino)propanenitrile
—— 3-[2-(4-Methylphenyl)sulfanylethylimino]-2-(4-methyl-1,3-thiazol-2-yl)propanenitrile —— C16H17N3S2
3-[2-(4-Methylphenyl)sulfanylethylimino]-2-(4-methyl-1,3-thiazol-2-yl)propanenitrile
—— (E)-3-(3-methylsulfanylanilino)-2-(4-methyl-1,3-thiazol-2-yl)prop-2-enenitrile —— C14H13N3S2
(E)-3-(3-methylsulfanylanilino)-2-(4-methyl-1,3-thiazol-2-yl)prop-2-enenitrile
—— ethyl (E)-2-cyano-3-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)amino]prop-2-enoate —— C10H12N4O2S2
ethyl (E)-2-cyano-3-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)amino]prop-2-enoate
—— (E)-3-[(3-methylsulfanyl-1,2,4-thiadiazol-5-yl)amino]-2-(4-methyl-1,3-thiazol-2-yl)prop-2-enenitrile —— C10H9N5S3
(E)-3-[(3-methylsulfanyl-1,2,4-thiadiazol-5-yl)amino]-2-(4-methyl-1,3-thiazol-2-yl)prop-2-enenitrile
—— N-[2-(2-fluorophenyl)ethyl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide —— C17H20FN3OS
N-[2-(2-fluorophenyl)ethyl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide
—— N-[(1S)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-methylpropyl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide —— C22H29N3O3S
N-[(1S)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-methylpropyl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide
—— N-benzyl-N-(furan-2-ylmethyl)-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide —— C21H23N3O2S
N-benzyl-N-(furan-2-ylmethyl)-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide
—— N-[(2R)-5-methylhexan-2-yl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide —— C16H27N3OS
N-[(2R)-5-methylhexan-2-yl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide
—— 2-(2,4-dimethylphenyl)sulfanyl-N-[(1S)-1-(furan-2-yl)ethyl]acetamide —— C16H19NO2S
2-(2,4-dimethylphenyl)sulfanyl-N-[(1S)-1-(furan-2-yl)ethyl]acetamide
—— N-[(2R)-butan-2-yl]-N-[(3S)-1,1-dioxothiolan-3-yl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide —— C17H27N3O3S2
N-[(2R)-butan-2-yl]-N-[(3S)-1,1-dioxothiolan-3-yl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide
—— N-[(1R)-1-cyclopropylethyl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide —— C14H21N3OS
N-[(1R)-1-cyclopropylethyl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-(2-methylpropyl)-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide —— C17H27N3O3S2
N-[(3S)-1,1-dioxothiolan-3-yl]-N-(2-methylpropyl)-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide
—— N-[(3R)-1,1-dioxothiolan-3-yl]-N-(2-methylpropyl)-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide —— C17H27N3O3S2
N-[(3R)-1,1-dioxothiolan-3-yl]-N-(2-methylpropyl)-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide
—— 2-(2,4-dimethylphenyl)sulfanyl-N-[(1R)-1-(furan-2-yl)ethyl]acetamide —— C16H19NO2S
2-(2,4-dimethylphenyl)sulfanyl-N-[(1R)-1-(furan-2-yl)ethyl]acetamide