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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
—— (2R)-2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)-N-[(2R)-2-phenylpropyl]propanamide —— C21H25NO3S
(2R)-2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)-N-[(2R)-2-phenylpropyl]propanamide
—— 3-[[2-(1-methylpyrazol-4-yl)-1,3-thiazol-4-yl]methylsulfanyl]-4-(2-phenylethyl)-1H-1,2,4-triazol-5-one —— C18H18N6OS2
3-[[2-(1-methylpyrazol-4-yl)-1,3-thiazol-4-yl]methylsulfanyl]-4-(2-phenylethyl)-1H-1,2,4-triazol-5-one
—— N-[[6-[(2S,6S)-2,6-dimethylmorpholin-4-yl]pyridin-3-yl]methyl]-2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetamide —— C20H27N5O2S
N-[[6-[(2S,6S)-2,6-dimethylmorpholin-4-yl]pyridin-3-yl]methyl]-2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetamide
—— 2-(2,4-dimethylphenyl)sulfanyl-N-[(2R)-1-morpholin-4-ylpropan-2-yl]pyridine-3-carboxamide —— C21H27N3O2S
2-(2,4-dimethylphenyl)sulfanyl-N-[(2R)-1-morpholin-4-ylpropan-2-yl]pyridine-3-carboxamide
—— (2S)-4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-oxo-2-phenylbutanenitrile —— C13H12N4OS
(2S)-4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-oxo-2-phenylbutanenitrile
—— (2R)-4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-oxo-2-phenylbutanenitrile —— C13H12N4OS
(2R)-4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-oxo-2-phenylbutanenitrile
—— 2-(2,5-dimethylphenyl)sulfanyl-N-[[2-(2-methylimidazol-1-yl)pyridin-4-yl]methyl]acetamide —— C20H22N4OS
2-(2,5-dimethylphenyl)sulfanyl-N-[[2-(2-methylimidazol-1-yl)pyridin-4-yl]methyl]acetamide
—— 3-(3,4-dimethylphenyl)sulfanyl-N-[[2-(2-methylimidazol-1-yl)pyridin-4-yl]methyl]propanamide —— C21H24N4OS
3-(3,4-dimethylphenyl)sulfanyl-N-[[2-(2-methylimidazol-1-yl)pyridin-4-yl]methyl]propanamide
—— 3-(4-chlorophenyl)sulfanyl-N-[[2-(2-methylimidazol-1-yl)pyridin-4-yl]methyl]propanamide —— C19H19ClN4OS
3-(4-chlorophenyl)sulfanyl-N-[[2-(2-methylimidazol-1-yl)pyridin-4-yl]methyl]propanamide
—— (2R)-N-[4-(4-methylpiperidin-1-yl)butyl]-2-phenylsulfanylpropanamide —— C19H30N2OS
(2R)-N-[4-(4-methylpiperidin-1-yl)butyl]-2-phenylsulfanylpropanamide
—— 2-(2,4-difluorophenyl)sulfanyl-N-[4-(4-methylpiperidin-1-yl)butyl]acetamide —— C18H26F2N2OS
2-(2,4-difluorophenyl)sulfanyl-N-[4-(4-methylpiperidin-1-yl)butyl]acetamide
—— 2-(2-chlorophenyl)sulfanyl-N-[4-[(2S)-2-methylpiperidin-1-yl]butyl]acetamide —— C18H27ClN2OS
2-(2-chlorophenyl)sulfanyl-N-[4-[(2S)-2-methylpiperidin-1-yl]butyl]acetamide
—— N-cyclopropyl-2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[[(3S)-oxolan-3-yl]methyl]acetamide —— C18H24N4O3S
N-cyclopropyl-2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[[(3S)-oxolan-3-yl]methyl]acetamide
—— 3-(2-bromophenyl)sulfanyl-N-[(1S)-1-[(2R)-oxolan-2-yl]ethyl]propanamide —— C15H20BrNO2S
3-(2-bromophenyl)sulfanyl-N-[(1S)-1-[(2R)-oxolan-2-yl]ethyl]propanamide
—— 3-(2-bromophenyl)sulfanyl-N-(6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-3-ylmethyl)propanamide —— C15H17BrN4OS
3-(2-bromophenyl)sulfanyl-N-(6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-3-ylmethyl)propanamide
—— 3-(2-bromophenyl)sulfanyl-N-[(2S)-2-morpholin-4-ylpropyl]propanamide —— C16H23BrN2O2S
3-(2-bromophenyl)sulfanyl-N-[(2S)-2-morpholin-4-ylpropyl]propanamide
—— 2-(4-fluorophenyl)sulfanyl-N-[[6-[(2S)-2-methylmorpholin-4-yl]pyridin-3-yl]methyl]acetamide —— C19H22FN3O2S
2-(4-fluorophenyl)sulfanyl-N-[[6-[(2S)-2-methylmorpholin-4-yl]pyridin-3-yl]methyl]acetamide
—— N-[[6-[(2R,6R)-2,6-dimethylmorpholin-4-yl]pyridin-3-yl]methyl]-2-(2,5-dimethylphenyl)sulfanylacetamide —— C22H29N3O2S
N-[[6-[(2R,6R)-2,6-dimethylmorpholin-4-yl]pyridin-3-yl]methyl]-2-(2,5-dimethylphenyl)sulfanylacetamide
—— 2-(2,4-difluorophenyl)sulfanyl-N-[[6-[(2R,6S)-2,6-dimethylmorpholin-4-yl]pyridin-3-yl]methyl]acetamide —— C20H23F2N3O2S
2-(2,4-difluorophenyl)sulfanyl-N-[[6-[(2R,6S)-2,6-dimethylmorpholin-4-yl]pyridin-3-yl]methyl]acetamide
—— 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(5-ethylthiophen-2-yl)methyl]acetamide —— C17H20N4O2S2
2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(5-ethylthiophen-2-yl)methyl]acetamide
—— 4-(4-chlorophenyl)sulfanyl-N-(1-pyrimidin-2-ylpiperidin-4-yl)butanamide —— C19H23ClN4OS
4-(4-chlorophenyl)sulfanyl-N-(1-pyrimidin-2-ylpiperidin-4-yl)butanamide
—— 5-[[5-[(3R,5R)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-3-(2-methylpropyl)-1,2,4-oxadiazole —— C21H30N6O2S
5-[[5-[(3R,5R)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-3-(2-methylpropyl)-1,2,4-oxadiazole
—— 3-tert-butyl-5-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanylmethyl]-1,2,4-oxadiazole —— C18H23N5O2S2
3-tert-butyl-5-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanylmethyl]-1,2,4-oxadiazole
—— 3-(2-bromophenyl)sulfanyl-N-methyl-N-(1-propan-2-ylpiperidin-4-yl)propanamide —— C18H27BrN2OS
3-(2-bromophenyl)sulfanyl-N-methyl-N-(1-propan-2-ylpiperidin-4-yl)propanamide
—— N-[(2R)-butan-2-yl]-2-pyridin-4-ylsulfanylacetamide —— C11H16N2OS
N-[(2R)-butan-2-yl]-2-pyridin-4-ylsulfanylacetamide
—— N-[(2S)-butan-2-yl]-3-(4-fluorophenyl)sulfanylpropanamide —— C13H18FNOS
N-[(2S)-butan-2-yl]-3-(4-fluorophenyl)sulfanylpropanamide
—— 1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-4-phenylsulfanylbutan-1-one —— C16H23NO2S
1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-4-phenylsulfanylbutan-1-one
—— N-[2-(diethylamino)ethyl]-4-phenylsulfanylbutanamide —— C16H26N2OS
N-[2-(diethylamino)ethyl]-4-phenylsulfanylbutanamide
—— N-(2-cyclopentylsulfanylethyl)-3-phenylsulfanylpropanamide —— C16H23NOS2
N-(2-cyclopentylsulfanylethyl)-3-phenylsulfanylpropanamide
—— N-(2-phenylsulfanylphenyl)-3-(3-pyridin-3-yl-1,2,4-oxadiazol-5-yl)propanamide —— C22H18N4O2S
N-(2-phenylsulfanylphenyl)-3-(3-pyridin-3-yl-1,2,4-oxadiazol-5-yl)propanamide
—— 2-(2,4-difluorophenyl)sulfanyl-N-[(3S)-1-pyrimidin-2-ylpiperidin-3-yl]acetamide —— C17H18F2N4OS
2-(2,4-difluorophenyl)sulfanyl-N-[(3S)-1-pyrimidin-2-ylpiperidin-3-yl]acetamide
—— 4-(4-chlorophenyl)sulfanyl-N-[(3R)-1-pyrimidin-2-ylpiperidin-3-yl]butanamide —— C19H23ClN4OS
4-(4-chlorophenyl)sulfanyl-N-[(3R)-1-pyrimidin-2-ylpiperidin-3-yl]butanamide
—— N-[(3,5-dimethyl-1,2-oxazol-4-yl)methyl]-N-methyl-4-phenylsulfanylbutanamide —— C17H22N2O2S
N-[(3,5-dimethyl-1,2-oxazol-4-yl)methyl]-N-methyl-4-phenylsulfanylbutanamide
—— 4-(4-chlorophenyl)sulfanyl-N-[[6-(dimethylamino)pyridin-3-yl]methyl]butanamide —— C18H22ClN3OS
4-(4-chlorophenyl)sulfanyl-N-[[6-(dimethylamino)pyridin-3-yl]methyl]butanamide
—— (2R)-2-(4-chlorophenyl)sulfanyl-N'-(4-methoxypyrimidin-2-yl)propanehydrazide —— C14H15ClN4O2S
(2R)-2-(4-chlorophenyl)sulfanyl-N'-(4-methoxypyrimidin-2-yl)propanehydrazide
—— 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-1-[(2R)-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-yl)pyrrolidin-1-yl]propan-1-one —— C21H30N6OS
3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-1-[(2R)-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-yl)pyrrolidin-1-yl]propan-1-one
—— 3-(2-benzylsulfanyl-6-methyl-4-oxo-1H-pyrimidin-5-yl)-N-pentyl-N-propan-2-ylpropanamide —— C23H33N3O2S
3-(2-benzylsulfanyl-6-methyl-4-oxo-1H-pyrimidin-5-yl)-N-pentyl-N-propan-2-ylpropanamide
—— (2R)-2-(4-chlorophenyl)sulfanyl-N-methyl-N-[(5-methyl-1,2-oxazol-3-yl)methyl]propanamide —— C15H17ClN2O2S
(2R)-2-(4-chlorophenyl)sulfanyl-N-methyl-N-[(5-methyl-1,2-oxazol-3-yl)methyl]propanamide
—— 2-(4-chlorophenyl)sulfanyl-N-[(2S)-2-morpholin-4-yl-2-[(3R)-oxolan-3-yl]ethyl]acetamide —— C18H25ClN2O3S
2-(4-chlorophenyl)sulfanyl-N-[(2S)-2-morpholin-4-yl-2-[(3R)-oxolan-3-yl]ethyl]acetamide
—— 2-(2,5-dimethylphenyl)sulfanyl-N-[(2R)-2-morpholin-4-yl-2-[(3R)-oxolan-3-yl]ethyl]acetamide —— C20H30N2O3S
2-(2,5-dimethylphenyl)sulfanyl-N-[(2R)-2-morpholin-4-yl-2-[(3R)-oxolan-3-yl]ethyl]acetamide
—— (2R)-2-(4-chlorophenyl)sulfanyl-N-cyclopropyl-N-(pyridin-4-ylmethyl)propanamide —— C18H19ClN2OS
(2R)-2-(4-chlorophenyl)sulfanyl-N-cyclopropyl-N-(pyridin-4-ylmethyl)propanamide
—— 2-[2-Ethyl-6-(methoxymethyl)pyrimidin-4-yl]sulfanylacetic acid —— C10H14N2O3S
2-[2-Ethyl-6-(methoxymethyl)pyrimidin-4-yl]sulfanylacetic acid
—— 2-(6-Ethyl-5-methyl-2-propan-2-ylpyrimidin-4-yl)sulfanylacetic acid —— C12H18N2O2S
2-(6-Ethyl-5-methyl-2-propan-2-ylpyrimidin-4-yl)sulfanylacetic acid
—— (2,6-Diethyl-pyrimidin-4-ylsulfanyl)-acetic acid —— C10H14N2O2S
(2,6-Diethyl-pyrimidin-4-ylsulfanyl)-acetic acid
—— 2-(2-Ethyl-6-propylpyrimidin-4-yl)sulfanylacetic acid —— C11H16N2O2S
2-(2-Ethyl-6-propylpyrimidin-4-yl)sulfanylacetic acid
—— 2-(5-Ethyl-2,6-dimethylpyrimidin-4-yl)sulfanylacetic acid —— C10H14N2O2S
2-(5-Ethyl-2,6-dimethylpyrimidin-4-yl)sulfanylacetic acid
—— (6R)-6-(bromomethyl)-N-prop-2-enyl-5,6-dihydro-[1,3]thiazolo[2,3-c][1,2,4]triazol-3-amine —— C8H11BrN4S
(6R)-6-(bromomethyl)-N-prop-2-enyl-5,6-dihydro-[1,3]thiazolo[2,3-c][1,2,4]triazol-3-amine
—— 2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S,3S)-3-methylcyclohexyl]acetamide —— C17H24N4OS2
2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S,3S)-3-methylcyclohexyl]acetamide
—— 2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(2-fluorophenyl)ethyl]-N-methylacetamide —— C21H23FN4OS
2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(2-fluorophenyl)ethyl]-N-methylacetamide
—— (2R)-2-amino-3-(3-methylphenyl)sulfanylpropanenitrile —— C10H12N2S
(2R)-2-amino-3-(3-methylphenyl)sulfanylpropanenitrile