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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
—— ethyl (2S)-3-[2-(4-bromophenyl)sulfanylethylimino]-2-cyanopropanoate —— C14H15BrN2O2S
ethyl (2S)-3-[2-(4-bromophenyl)sulfanylethylimino]-2-cyanopropanoate
—— (2S)-5-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-2-methyl-2-(propylamino)pentanenitrile —— C13H23N5S
(2S)-5-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-2-methyl-2-(propylamino)pentanenitrile
—— (2S)-6-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-2-methyl-2-(methylamino)hexanenitrile —— C12H21N5S
(2S)-6-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-2-methyl-2-(methylamino)hexanenitrile
—— ethyl (2S)-2-cyano-3-[2-(4-methylphenyl)sulfanylethylimino]propanoate —— C15H18N2O2S
ethyl (2S)-2-cyano-3-[2-(4-methylphenyl)sulfanylethylimino]propanoate
—— (E)-3-[[5-[(4-methylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]amino]-2-(4-methyl-1,3-thiazol-2-yl)prop-2-enenitrile —— C17H15N5S3
(E)-3-[[5-[(4-methylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]amino]-2-(4-methyl-1,3-thiazol-2-yl)prop-2-enenitrile
—— (2R)-6-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-2-methyl-2-(methylamino)hexanenitrile —— C12H21N5S
(2R)-6-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-2-methyl-2-(methylamino)hexanenitrile
—— 2-(4-amino-5-cyanopyrimidin-2-yl)sulfanyl-N-[(4-methylphenyl)methyl]-N-propylacetamide —— C18H21N5OS
2-(4-amino-5-cyanopyrimidin-2-yl)sulfanyl-N-[(4-methylphenyl)methyl]-N-propylacetamide
—— ethyl (E)-3-[2-[2-(4-chlorophenyl)sulfanylacetyl]hydrazinyl]-2-cyanoprop-2-enoate —— C14H14ClN3O3S
ethyl (E)-3-[2-[2-(4-chlorophenyl)sulfanylacetyl]hydrazinyl]-2-cyanoprop-2-enoate
—— N-cyclopropyl-N-[(2-fluorophenyl)methyl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide —— C19H22FN3OS
N-cyclopropyl-N-[(2-fluorophenyl)methyl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide
—— N-propyl-N-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)methyl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide —— C19H23N5O2S2
N-propyl-N-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)methyl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide
—— N-[(2R)-butan-2-yl]-N-[(3R)-1,1-dioxothiolan-3-yl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide —— C17H27N3O3S2
N-[(2R)-butan-2-yl]-N-[(3R)-1,1-dioxothiolan-3-yl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide
—— N-[(2S)-butan-2-yl]-N-[(3R)-1,1-dioxothiolan-3-yl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide —— C17H27N3O3S2
N-[(2S)-butan-2-yl]-N-[(3R)-1,1-dioxothiolan-3-yl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide
—— N-[2-(3-chlorophenyl)ethyl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide —— C17H20ClN3OS
N-[2-(3-chlorophenyl)ethyl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide
—— N-(3-phenylsulfanylpropyl)-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide —— C18H23N3OS2
N-(3-phenylsulfanylpropyl)-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide
—— N-[[4-(dimethylamino)phenyl]methyl]-N-methyl-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide —— C19H26N4OS
N-[[4-(dimethylamino)phenyl]methyl]-N-methyl-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide
—— N-[[5-(4-chlorophenyl)furan-2-yl]methyl]-N-methyl-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide —— C21H22ClN3O2S
N-[[5-(4-chlorophenyl)furan-2-yl]methyl]-N-methyl-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide
—— N-(2-methylbutan-2-yl)-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide —— C14H23N3OS
N-(2-methylbutan-2-yl)-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide
—— 2-(4-Methylphenyl)-4-[(4,5,6-trimethylpyrimidin-2-yl)sulfanylmethyl]-1,3-thiazole —— C18H19N3S2
2-(4-Methylphenyl)-4-[(4,5,6-trimethylpyrimidin-2-yl)sulfanylmethyl]-1,3-thiazole
—— 2-(4-amino-5-cyanopyrimidin-2-yl)sulfanyl-N-[(2S)-5-methylhexan-2-yl]acetamide —— C14H21N5OS
2-(4-amino-5-cyanopyrimidin-2-yl)sulfanyl-N-[(2S)-5-methylhexan-2-yl]acetamide
—— 4-Amino-2-[2-(azocan-1-yl)-2-oxoethyl]sulfanylpyrimidine-5-carbonitrile —— C14H19N5OS
4-Amino-2-[2-(azocan-1-yl)-2-oxoethyl]sulfanylpyrimidine-5-carbonitrile
—— 1-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylethanone —— C20H23N3OS
1-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylethanone
—— (2S)-3-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-2-methyl-2-(propan-2-ylamino)propanenitrile —— C11H19N5S
(2S)-3-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-2-methyl-2-(propan-2-ylamino)propanenitrile
—— (2S)-2-(cyclopropylamino)-4-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]butanenitrile —— C11H17N5S
(2S)-2-(cyclopropylamino)-4-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]butanenitrile
—— (2S)-4-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-2-methyl-2-(propylamino)butanenitrile —— C12H21N5S
(2S)-4-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-2-methyl-2-(propylamino)butanenitrile
—— N-benzyl-2-(2,5-dimethylphenyl)sulfanyl-N-[(3S)-1,1-dioxo-2,3-dihydrothiophen-3-yl]acetamide —— C21H23NO3S2
N-benzyl-2-(2,5-dimethylphenyl)sulfanyl-N-[(3S)-1,1-dioxo-2,3-dihydrothiophen-3-yl]acetamide
—— 2-(4-amino-5-cyanopyrimidin-2-yl)sulfanyl-N-[(2R)-6-methylheptan-2-yl]acetamide —— C15H23N5OS
2-(4-amino-5-cyanopyrimidin-2-yl)sulfanyl-N-[(2R)-6-methylheptan-2-yl]acetamide
—— 2-(4-amino-5-cyanopyrimidin-2-yl)sulfanyl-N-[(1S)-1-(furan-2-yl)ethyl]acetamide —— C13H13N5O2S
2-(4-amino-5-cyanopyrimidin-2-yl)sulfanyl-N-[(1S)-1-(furan-2-yl)ethyl]acetamide
—— 2-(4-amino-5-cyanopyrimidin-2-yl)sulfanyl-N-[(1R)-1-(furan-2-yl)ethyl]acetamide —— C13H13N5O2S
2-(4-amino-5-cyanopyrimidin-2-yl)sulfanyl-N-[(1R)-1-(furan-2-yl)ethyl]acetamide
—— 4-Amino-2-[(5-phenyl-1,2-oxazol-3-yl)methylsulfanyl]pyrimidine-5-carbonitrile —— C15H11N5OS
4-Amino-2-[(5-phenyl-1,2-oxazol-3-yl)methylsulfanyl]pyrimidine-5-carbonitrile
—— (2R)-2-(cyclopropylamino)-4-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]butanenitrile —— C11H17N5S
(2R)-2-(cyclopropylamino)-4-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]butanenitrile
—— 2-(5-Bromothiophen-2-yl)-5-[(2,4-dimethylphenyl)sulfanylmethyl]-1,3,4-oxadiazole —— C15H13BrN2OS2
2-(5-Bromothiophen-2-yl)-5-[(2,4-dimethylphenyl)sulfanylmethyl]-1,3,4-oxadiazole
—— 2-(4-amino-5-cyanopyrimidin-2-yl)sulfanyl-N-[(S)-(4-fluorophenyl)-thiophen-2-ylmethyl]acetamide —— C18H14FN5OS2
2-(4-amino-5-cyanopyrimidin-2-yl)sulfanyl-N-[(S)-(4-fluorophenyl)-thiophen-2-ylmethyl]acetamide
—— 2-(4-amino-5-cyanopyrimidin-2-yl)sulfanyl-N-(2,4,4-trimethylpentan-2-yl)acetamide —— C15H23N5OS
2-(4-amino-5-cyanopyrimidin-2-yl)sulfanyl-N-(2,4,4-trimethylpentan-2-yl)acetamide
—— (2R)-3-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-2-methyl-2-(propan-2-ylamino)propanenitrile —— C11H19N5S
(2R)-3-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-2-methyl-2-(propan-2-ylamino)propanenitrile
—— (2R)-4-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-2-methyl-2-(propylamino)butanenitrile —— C12H21N5S
(2R)-4-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-2-methyl-2-(propylamino)butanenitrile
—— 2-[[4-Methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]-5-(3-methylphenyl)-1,3,4-oxadiazole —— C18H17N5O2S
2-[[4-Methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]-5-(3-methylphenyl)-1,3,4-oxadiazole
—— N-[(2R)-2-ethylhexyl]-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C18H28N4O2S
N-[(2R)-2-ethylhexyl]-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-[2-(4-bromophenyl)sulfanylethyl]-2-(4,6-diaminopyrimidin-2-yl)sulfanylacetamide —— C14H16BrN5OS2
N-[2-(4-bromophenyl)sulfanylethyl]-2-(4,6-diaminopyrimidin-2-yl)sulfanylacetamide
—— 2-(4,6-diaminopyrimidin-2-yl)sulfanyl-N-hexylacetamide —— C12H21N5OS
2-(4,6-diaminopyrimidin-2-yl)sulfanyl-N-hexylacetamide
—— (2R)-2-(4,6-diaminopyrimidin-2-yl)sulfanyl-N-(furan-2-ylmethyl)propanamide —— C12H15N5O2S
(2R)-2-(4,6-diaminopyrimidin-2-yl)sulfanyl-N-(furan-2-ylmethyl)propanamide
—— 2-(4,6-diaminopyrimidin-2-yl)sulfanyl-N-[[4-(dimethylamino)phenyl]methyl]-N-methylacetamide —— C16H22N6OS
2-(4,6-diaminopyrimidin-2-yl)sulfanyl-N-[[4-(dimethylamino)phenyl]methyl]-N-methylacetamide
—— 2-(4,6-diaminopyrimidin-2-yl)sulfanyl-N-(3-propan-2-yloxypropyl)acetamide —— C12H21N5O2S
2-(4,6-diaminopyrimidin-2-yl)sulfanyl-N-(3-propan-2-yloxypropyl)acetamide
—— 2-(4,6-diaminopyrimidin-2-yl)sulfanyl-N-[(4-ethylphenyl)methyl]-N-methylacetamide —— C16H21N5OS
2-(4,6-diaminopyrimidin-2-yl)sulfanyl-N-[(4-ethylphenyl)methyl]-N-methylacetamide
—— 2-(4,6-diaminopyrimidin-2-yl)sulfanyl-N-[(R)-phenyl(thiophen-2-yl)methyl]acetamide —— C17H17N5OS2
2-(4,6-diaminopyrimidin-2-yl)sulfanyl-N-[(R)-phenyl(thiophen-2-yl)methyl]acetamide
—— 2-(4,6-diaminopyrimidin-2-yl)sulfanyl-N-[(1R)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-methylpropyl]acetamide —— C19H25N5O3S
2-(4,6-diaminopyrimidin-2-yl)sulfanyl-N-[(1R)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-methylpropyl]acetamide
—— 2-(2-Ethoxyethylsulfanyl)pyrimidine-4,6-diamine —— C8H14N4OS
2-(2-Ethoxyethylsulfanyl)pyrimidine-4,6-diamine
—— Butyl 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]acetate —— C10H16N4O2S
Butyl 2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]acetate
—— 2-(4,6-diaminopyrimidin-2-yl)sulfanyl-N-[4-(2-methylbutan-2-yl)cyclohexyl]acetamide —— C17H29N5OS
2-(4,6-diaminopyrimidin-2-yl)sulfanyl-N-[4-(2-methylbutan-2-yl)cyclohexyl]acetamide
—— 2-(4,6-diaminopyrimidin-2-yl)sulfanyl-N-[(1S)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-methylpropyl]acetamide —— C19H25N5O3S
2-(4,6-diaminopyrimidin-2-yl)sulfanyl-N-[(1S)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-methylpropyl]acetamide
—— N-cyclopropyl-2-(4,6-diaminopyrimidin-2-yl)sulfanyl-N-[(2-fluorophenyl)methyl]acetamide —— C16H18FN5OS
N-cyclopropyl-2-(4,6-diaminopyrimidin-2-yl)sulfanyl-N-[(2-fluorophenyl)methyl]acetamide