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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
—— (6R,7R)-6-(carboxymethyl)-7-(2-hydroxyphenyl)-2-oxo-5,7-dihydro-3H-thiopyrano[2,3-d][1,3]thiazole-6-carboxylic acid —— C15H13NO6S2
(6R,7R)-6-(carboxymethyl)-7-(2-hydroxyphenyl)-2-oxo-5,7-dihydro-3H-thiopyrano[2,3-d][1,3]thiazole-6-carboxylic acid
—— dimethyl (5S)-2-oxo-3,5-dihydrothiopyrano[2,3-d][1,3]thiazole-5,6-dicarboxylate —— C10H9NO5S2
dimethyl (5S)-2-oxo-3,5-dihydrothiopyrano[2,3-d][1,3]thiazole-5,6-dicarboxylate
—— dimethyl (5R)-2-oxo-3,5-dihydrothiopyrano[2,3-d][1,3]thiazole-5,6-dicarboxylate —— C10H9NO5S2
dimethyl (5R)-2-oxo-3,5-dihydrothiopyrano[2,3-d][1,3]thiazole-5,6-dicarboxylate
—— (6S,7R)-6-(carboxymethyl)-7-[4-(diethylamino)phenyl]-2-oxo-5,7-dihydro-3H-thiopyrano[2,3-d][1,3]thiazole-6-carboxylic acid —— C19H22N2O5S2
(6S,7R)-6-(carboxymethyl)-7-[4-(diethylamino)phenyl]-2-oxo-5,7-dihydro-3H-thiopyrano[2,3-d][1,3]thiazole-6-carboxylic acid
—— (6R,7S)-6-(carboxymethyl)-7-[4-(diethylamino)phenyl]-2-oxo-5,7-dihydro-3H-thiopyrano[2,3-d][1,3]thiazole-6-carboxylic acid —— C19H22N2O5S2
(6R,7S)-6-(carboxymethyl)-7-[4-(diethylamino)phenyl]-2-oxo-5,7-dihydro-3H-thiopyrano[2,3-d][1,3]thiazole-6-carboxylic acid
—— (7S)-7-(2-hydroxyphenyl)-2-oxo-3,7-dihydrothiopyrano[2,3-d][1,3]thiazole-6-carboxylic acid —— C13H9NO4S2
(7S)-7-(2-hydroxyphenyl)-2-oxo-3,7-dihydrothiopyrano[2,3-d][1,3]thiazole-6-carboxylic acid
—— (7R)-7-(2-hydroxyphenyl)-2-oxo-3,7-dihydrothiopyrano[2,3-d][1,3]thiazole-6-carboxylic acid —— C13H9NO4S2
(7R)-7-(2-hydroxyphenyl)-2-oxo-3,7-dihydrothiopyrano[2,3-d][1,3]thiazole-6-carboxylic acid
—— diethyl (5R)-2-oxo-3,5-dihydrothiopyrano[2,3-d][1,3]thiazole-5,6-dicarboxylate —— C12H13NO5S2
diethyl (5R)-2-oxo-3,5-dihydrothiopyrano[2,3-d][1,3]thiazole-5,6-dicarboxylate
—— (6R,7S)-6-(carboxymethyl)-7-(2-hydroxyphenyl)-2-oxo-5,7-dihydro-3H-thiopyrano[2,3-d][1,3]thiazole-6-carboxylic acid —— C15H13NO6S2
(6R,7S)-6-(carboxymethyl)-7-(2-hydroxyphenyl)-2-oxo-5,7-dihydro-3H-thiopyrano[2,3-d][1,3]thiazole-6-carboxylic acid
—— diethyl (5S)-2-oxo-3,5-dihydrothiopyrano[2,3-d][1,3]thiazole-5,6-dicarboxylate —— C12H13NO5S2
diethyl (5S)-2-oxo-3,5-dihydrothiopyrano[2,3-d][1,3]thiazole-5,6-dicarboxylate
—— (6R,7S)-6-(carboxymethyl)-7-[4-(dimethylamino)phenyl]-2-oxo-5,7-dihydro-3H-thiopyrano[2,3-d][1,3]thiazole-6-carboxylic acid —— C17H18N2O5S2
(6R,7S)-6-(carboxymethyl)-7-[4-(dimethylamino)phenyl]-2-oxo-5,7-dihydro-3H-thiopyrano[2,3-d][1,3]thiazole-6-carboxylic acid
—— N-[2-(N-ethyl-3-methylanilino)ethyl]-2-phenylsulfanylacetamide —— C19H24N2OS
N-[2-(N-ethyl-3-methylanilino)ethyl]-2-phenylsulfanylacetamide
—— (Z)-N-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]phenyl]-3-(1,3-thiazol-2-yl)prop-2-enamide —— C15H13N5OS2
(Z)-N-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]phenyl]-3-(1,3-thiazol-2-yl)prop-2-enamide
—— methyl (2Z)-2-[4-oxo-3-(3-pyridin-2-ylsulfanylpropyl)-1,3-thiazolidin-2-ylidene]acetate —— C14H16N2O3S2
methyl (2Z)-2-[4-oxo-3-(3-pyridin-2-ylsulfanylpropyl)-1,3-thiazolidin-2-ylidene]acetate
—— [(2R)-1-oxo-1-(thiophen-2-ylmethylamino)propan-2-yl] 2-(2,5-difluorophenyl)sulfanylacetate —— C16H15F2NO3S2
[(2R)-1-oxo-1-(thiophen-2-ylmethylamino)propan-2-yl] 2-(2,5-difluorophenyl)sulfanylacetate
—— [(2S)-1-(2-methylpropylamino)-1-oxopropan-2-yl] 2-(2,5-difluorophenyl)sulfanylacetate —— C15H19F2NO3S
[(2S)-1-(2-methylpropylamino)-1-oxopropan-2-yl] 2-(2,5-difluorophenyl)sulfanylacetate
—— [(2R)-1-(tert-butylamino)-1-oxopropan-2-yl] 2-(2,5-difluorophenyl)sulfanylacetate —— C15H19F2NO3S
[(2R)-1-(tert-butylamino)-1-oxopropan-2-yl] 2-(2,5-difluorophenyl)sulfanylacetate
—— [(2S)-1-(2-methoxyethylamino)-1-oxopropan-2-yl] 2-(2,5-difluorophenyl)sulfanylacetate —— C14H17F2NO4S
[(2S)-1-(2-methoxyethylamino)-1-oxopropan-2-yl] 2-(2,5-difluorophenyl)sulfanylacetate
—— [(2S)-1-[(2-chlorophenyl)methylamino]-1-oxopropan-2-yl] 2-(2,5-difluorophenyl)sulfanylacetate —— C18H16ClF2NO3S
[(2S)-1-[(2-chlorophenyl)methylamino]-1-oxopropan-2-yl] 2-(2,5-difluorophenyl)sulfanylacetate
—— [(2R)-1-(cycloheptylamino)-1-oxopropan-2-yl] 2-(2,5-difluorophenyl)sulfanylacetate —— C18H23F2NO3S
[(2R)-1-(cycloheptylamino)-1-oxopropan-2-yl] 2-(2,5-difluorophenyl)sulfanylacetate
—— [(2S)-1-oxo-1-(thiophen-2-ylmethylamino)propan-2-yl] 2-(2,5-difluorophenyl)sulfanylacetate —— C16H15F2NO3S2
[(2S)-1-oxo-1-(thiophen-2-ylmethylamino)propan-2-yl] 2-(2,5-difluorophenyl)sulfanylacetate
—— [(2R)-1-[(1-cyanocyclohexyl)-methylamino]-1-oxopropan-2-yl] 2-(2,5-difluorophenyl)sulfanylacetate —— C19H22F2N2O3S
[(2R)-1-[(1-cyanocyclohexyl)-methylamino]-1-oxopropan-2-yl] 2-(2,5-difluorophenyl)sulfanylacetate
—— (2S)-2-[[4-(2-methylpropyl)-5-morpholin-4-yl-1,2,4-triazol-3-yl]sulfanyl]-N-(propan-2-ylcarbamoyl)propanamide —— C17H30N6O3S
(2S)-2-[[4-(2-methylpropyl)-5-morpholin-4-yl-1,2,4-triazol-3-yl]sulfanyl]-N-(propan-2-ylcarbamoyl)propanamide
—— (5S,7R)-2-oxo-7-phenyl-3,5,6,7-tetrahydrothiopyrano[2,3-d][1,3]thiazole-5-carbonitrile —— C13H10N2OS2
(5S,7R)-2-oxo-7-phenyl-3,5,6,7-tetrahydrothiopyrano[2,3-d][1,3]thiazole-5-carbonitrile
—— (2R)-N-tert-butyl-2-[[5-(3-chloroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C15H19ClN4OS2
(2R)-N-tert-butyl-2-[[5-(3-chloroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (5S,7S)-2-oxo-7-phenyl-3,5,6,7-tetrahydrothiopyrano[2,3-d][1,3]thiazole-5-carbonitrile —— C13H10N2OS2
(5S,7S)-2-oxo-7-phenyl-3,5,6,7-tetrahydrothiopyrano[2,3-d][1,3]thiazole-5-carbonitrile
—— (2R)-2-[[6-oxo-4-(trifluoromethyl)-1H-pyrimidin-2-yl]sulfanyl]-2-phenylacetic acid —— C13H9F3N2O3S
(2R)-2-[[6-oxo-4-(trifluoromethyl)-1H-pyrimidin-2-yl]sulfanyl]-2-phenylacetic acid
—— (5R,7R)-2-oxo-7-phenyl-3,5,6,7-tetrahydrothiopyrano[2,3-d][1,3]thiazole-5-carbonitrile —— C13H10N2OS2
(5R,7R)-2-oxo-7-phenyl-3,5,6,7-tetrahydrothiopyrano[2,3-d][1,3]thiazole-5-carbonitrile
—— (2S)-2-[[6-oxo-4-(trifluoromethyl)-1H-pyrimidin-2-yl]sulfanyl]-2-phenylacetic acid —— C13H9F3N2O3S
(2S)-2-[[6-oxo-4-(trifluoromethyl)-1H-pyrimidin-2-yl]sulfanyl]-2-phenylacetic acid
—— (5R,7S)-2-oxo-7-phenyl-3,5,6,7-tetrahydrothiopyrano[2,3-d][1,3]thiazole-5-carbonitrile —— C13H10N2OS2
(5R,7S)-2-oxo-7-phenyl-3,5,6,7-tetrahydrothiopyrano[2,3-d][1,3]thiazole-5-carbonitrile
—— [(2S)-1-oxo-1-(2-oxoimidazolidin-1-yl)propan-2-yl] (2R)-2-(4-methylphenyl)sulfanylpropanoate —— C16H20N2O4S
[(2S)-1-oxo-1-(2-oxoimidazolidin-1-yl)propan-2-yl] (2R)-2-(4-methylphenyl)sulfanylpropanoate
—— [2-oxo-2-[[(2R)-oxolan-2-yl]methylamino]ethyl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate —— C15H21N3O4S
[2-oxo-2-[[(2R)-oxolan-2-yl]methylamino]ethyl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate
—— [2-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate —— C16H23N3O4S
[2-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate
—— [2-oxo-2-[[(1S)-1-phenylethyl]amino]ethyl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate —— C18H21N3O3S
[2-oxo-2-[[(1S)-1-phenylethyl]amino]ethyl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate
—— [2-oxo-2-[[(1R)-1-phenylethyl]amino]ethyl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate —— C18H21N3O3S
[2-oxo-2-[[(1R)-1-phenylethyl]amino]ethyl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate
—— [2-oxo-2-[[(2S)-oxolan-2-yl]methylamino]ethyl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate —— C15H21N3O4S
[2-oxo-2-[[(2S)-oxolan-2-yl]methylamino]ethyl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate
—— [2-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate —— C16H23N3O4S
[2-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate
—— [2-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate —— C16H23N3O4S
[2-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate
—— (Z)-1,4-bis(2-methylsulfonylethylsulfanyl)but-2-ene —— C10H20O4S4
(Z)-1,4-bis(2-methylsulfonylethylsulfanyl)but-2-ene
—— (Z)-N-[4-(2-chlorophenyl)sulfanylphenyl]-3-pyrazin-2-ylprop-2-enamide —— C19H14ClN3OS
(Z)-N-[4-(2-chlorophenyl)sulfanylphenyl]-3-pyrazin-2-ylprop-2-enamide
—— (Z)-3-pyridin-2-yl-N-[4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]prop-2-enamide —— C16H12N4OS2
(Z)-3-pyridin-2-yl-N-[4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]prop-2-enamide
—— 1-propan-2-yl-5-[(Z)-4-(1-propan-2-yltetrazol-5-yl)sulfanylbut-2-enyl]sulfanyltetrazole —— C12H20N8S2
1-propan-2-yl-5-[(Z)-4-(1-propan-2-yltetrazol-5-yl)sulfanylbut-2-enyl]sulfanyltetrazole
—— (2Z,4Z)-N-[2-methyl-4-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]phenyl]hexa-2,4-dienamide —— C16H17N3OS2
(2Z,4Z)-N-[2-methyl-4-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]phenyl]hexa-2,4-dienamide
—— (2E,4Z)-N-[2-methyl-4-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]phenyl]hexa-2,4-dienamide —— C16H17N3OS2
(2E,4Z)-N-[2-methyl-4-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]phenyl]hexa-2,4-dienamide
—— (2Z,4E)-N-[2-methyl-4-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]phenyl]hexa-2,4-dienamide —— C16H17N3OS2
(2Z,4E)-N-[2-methyl-4-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]phenyl]hexa-2,4-dienamide
—— 3-[(Z)-3-chloroprop-2-enyl]sulfanyl-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepine —— C10H14ClN3S
3-[(Z)-3-chloroprop-2-enyl]sulfanyl-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepine
—— [(2R)-1-[[(3R)-1,1-dioxothiolan-3-yl]-methylamino]-1-oxopropan-2-yl] 2-(2-fluorophenyl)sulfanylacetate —— C16H20FNO5S2
[(2R)-1-[[(3R)-1,1-dioxothiolan-3-yl]-methylamino]-1-oxopropan-2-yl] 2-(2-fluorophenyl)sulfanylacetate
—— (2R)-2-[[5-(3-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-methoxyethyl)propanamide —— C14H17FN4O2S2
(2R)-2-[[5-(3-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-methoxyethyl)propanamide
—— 2-[(4,5-dicyclopropyl-1,2,4-triazol-3-yl)sulfanyl]-N-(furan-2-ylmethyl)acetamide —— C15H18N4O2S
2-[(4,5-dicyclopropyl-1,2,4-triazol-3-yl)sulfanyl]-N-(furan-2-ylmethyl)acetamide
—— 3-[5-[2-(Cyclohexylamino)-2-oxoethyl]sulfanyl-4-(2-methylpropyl)-1,2,4-triazol-3-yl]propanamide —— C17H29N5O2S
3-[5-[2-(Cyclohexylamino)-2-oxoethyl]sulfanyl-4-(2-methylpropyl)-1,2,4-triazol-3-yl]propanamide