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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
—— (2S)-N-(1-cyanocyclohexyl)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylpropanamide —— C21H26N4O2S
(2S)-N-(1-cyanocyclohexyl)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylpropanamide
—— 2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-1-(1H-pyrrol-2-yl)ethanone —— C15H13N3O2S
2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-1-(1H-pyrrol-2-yl)ethanone
—— [(1S)-1-[4-benzyl-5-[(2R)-2-cyanopropyl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium —— C18H26N5S+
[(1S)-1-[4-benzyl-5-[(2R)-2-cyanopropyl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium
—— 6-Amino-1-ethyl-5-[2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetyl]pyrimidine-2,4-dione —— C13H14N4O4S
6-Amino-1-ethyl-5-[2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetyl]pyrimidine-2,4-dione
—— 4-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanylmethyl)-2-thiophen-2-yl-1,3-thiazole —— C15H16N4S3
4-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanylmethyl)-2-thiophen-2-yl-1,3-thiazole
—— (7S)-6-(3,4-dimethylphenyl)-7-methyl-3-[(2R)-2-phenylpropyl]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine —— C22H24N4S
(7S)-6-(3,4-dimethylphenyl)-7-methyl-3-[(2R)-2-phenylpropyl]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— 2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl-1-[(2S,6R)-2,6-dimethylmorpholin-4-yl]ethanone —— C14H16ClF3N2O2S
2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl-1-[(2S,6R)-2,6-dimethylmorpholin-4-yl]ethanone
—— (2R)-3-[[4-benzyl-5-[(1S)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-2-methylpropanenitrile —— C18H25N5S
(2R)-3-[[4-benzyl-5-[(1S)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-2-methylpropanenitrile
—— 2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl-1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]ethanone —— C14H16ClF3N2O2S
2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl-1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]ethanone
—— (2R)-N-[(1R,2R)-2-methylcyclohexyl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)propanamide —— C12H19N3OS2
(2R)-N-[(1R,2R)-2-methylcyclohexyl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)propanamide
—— (7R)-6-(3,4-dimethylphenyl)-7-methyl-3-[(2S)-2-phenylpropyl]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine —— C22H24N4S
(7R)-6-(3,4-dimethylphenyl)-7-methyl-3-[(2S)-2-phenylpropyl]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— 3-[[5-(4-Chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile —— C11H8ClN3OS
3-[[5-(4-Chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile
—— (2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylpropan-1-one —— C18H23N3O2S
(2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylpropan-1-one
—— 5-(2-Chlorophenyl)sulfanyl-2-methyl-[1,2]oxazolo[2,3-a]pyrimidin-7-one —— C13H9ClN2O2S
5-(2-Chlorophenyl)sulfanyl-2-methyl-[1,2]oxazolo[2,3-a]pyrimidin-7-one
—— 2-(5-Methyl-3-phenyl-1,2-oxazol-4-yl)-5-[(1-methyltetrazol-5-yl)sulfanylmethyl]-1,3,4-oxadiazole —— C15H13N7O2S
2-(5-Methyl-3-phenyl-1,2-oxazol-4-yl)-5-[(1-methyltetrazol-5-yl)sulfanylmethyl]-1,3,4-oxadiazole
—— 1-[2,5-dimethyl-1-(1H-1,2,4-triazol-5-yl)pyrrol-3-yl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C13H15N7OS
1-[2,5-dimethyl-1-(1H-1,2,4-triazol-5-yl)pyrrol-3-yl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— (5-Thiophen-2-yl-1,2-oxazol-3-yl)methyl 2-(4-bromophenyl)sulfanylacetate —— C16H12BrNO3S2
(5-Thiophen-2-yl-1,2-oxazol-3-yl)methyl 2-(4-bromophenyl)sulfanylacetate
—— [2-Oxo-2-(2-oxo-1,3-oxazolidin-3-yl)ethyl] 2-(4-bromophenyl)sulfanylacetate —— C13H12BrNO5S
[2-Oxo-2-(2-oxo-1,3-oxazolidin-3-yl)ethyl] 2-(4-bromophenyl)sulfanylacetate
—— N-(cyclohexen-1-yl)-N-cyclopropyl-2-pyridin-2-ylsulfanylacetamide —— C16H20N2OS
N-(cyclohexen-1-yl)-N-cyclopropyl-2-pyridin-2-ylsulfanylacetamide
—— 3-[2-[[4-Methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetyl]-1,3-oxazolidin-2-one —— C13H14N4O4S
3-[2-[[4-Methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetyl]-1,3-oxazolidin-2-one
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[3-(N-methylanilino)propyl]acetamide —— C20H23N5OS2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[3-(N-methylanilino)propyl]acetamide
—— (2S)-3-methyl-1-propan-2-ylsulfonylbutan-2-amine —— C8H19NO2S
(2S)-3-methyl-1-propan-2-ylsulfonylbutan-2-amine
—— (2R)-3-methyl-1-propan-2-ylsulfonylbutan-2-amine —— C8H19NO2S
(2R)-3-methyl-1-propan-2-ylsulfonylbutan-2-amine
—— N-(2-cyanopropan-2-yl)-2-[(5-cyclohexyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-methylacetamide —— C18H27N5OS
N-(2-cyanopropan-2-yl)-2-[(5-cyclohexyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-methylacetamide
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1R)-1-cyclopropylethyl]acetamide —— C15H18N4OS2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1R)-1-cyclopropylethyl]acetamide
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-pentylacetamide —— C15H20N4OS2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-pentylacetamide
—— 1-[(1R)-1-isocyanatoethyl]-4-methylsulfanylbenzene —— C10H11NOS
1-[(1R)-1-isocyanatoethyl]-4-methylsulfanylbenzene
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-hexylacetamide —— C16H22N4OS2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-hexylacetamide
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]acetamide —— C19H21N5OS2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]acetamide
—— 5-(4-Fluorophenyl)-4-methyl-3-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]-1,2-oxazole —— C19H17FN4O2S
5-(4-Fluorophenyl)-4-methyl-3-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]-1,2-oxazole
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2-methylbutan-2-yl)acetamide —— C15H20N4OS2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2-methylbutan-2-yl)acetamide
—— 1-[(1S)-1-isocyanatoethyl]-4-methylsulfanylbenzene —— C10H11NOS
1-[(1S)-1-isocyanatoethyl]-4-methylsulfanylbenzene
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-butyl-N-methylacetamide —— C15H20N4OS2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-butyl-N-methylacetamide
—— (2S)-1-cyclopentylsulfanyl-3-methylbutan-2-amine —— C10H21NS
(2S)-1-cyclopentylsulfanyl-3-methylbutan-2-amine
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)ethanone —— C19H17N3O3S2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)ethanone
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-methyl-N-(thiophen-3-ylmethyl)acetamide —— C16H16N4OS3
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-methyl-N-(thiophen-3-ylmethyl)acetamide
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(3-chlorophenyl)methyl]-N-methylacetamide —— C18H17ClN4OS2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(3-chlorophenyl)methyl]-N-methylacetamide
—— N-phenyl-5-[(1-propyltetrazol-5-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C13H15N7S2
N-phenyl-5-[(1-propyltetrazol-5-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N,N-dipropylacetamide —— C16H22N4OS2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N,N-dipropylacetamide
—— 2-[(5-Anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(azocan-1-yl)ethanone —— C17H22N4OS2
2-[(5-Anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(azocan-1-yl)ethanone
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N,N-bis[(2S)-butan-2-yl]acetamide —— C18H26N4OS2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N,N-bis[(2S)-butan-2-yl]acetamide
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2-cyanopropan-2-yl)-N-methylacetamide —— C15H17N5OS2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2-cyanopropan-2-yl)-N-methylacetamide
—— (2R)-1-cyclopentylsulfanyl-3-methylbutan-2-amine —— C10H21NS
(2R)-1-cyclopentylsulfanyl-3-methylbutan-2-amine
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-benzyl-N-(2-methoxyethyl)acetamide —— C20H22N4O2S2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-benzyl-N-(2-methoxyethyl)acetamide
—— [2-[methyl-[(4-methylsulfanylphenyl)methyl]amino]-2-oxoethyl] (1R,5S)-9-oxobicyclo[3.3.1]nonane-3-carboxylate —— C21H27NO4S
[2-[methyl-[(4-methylsulfanylphenyl)methyl]amino]-2-oxoethyl] (1R,5S)-9-oxobicyclo[3.3.1]nonane-3-carboxylate
—— [2-[Methyl-[(4-methylsulfanylphenyl)methyl]amino]-2-oxoethyl] 5-methyl-3-phenyl-1,2-oxazole-4-carboxylate —— C22H22N2O4S
[2-[Methyl-[(4-methylsulfanylphenyl)methyl]amino]-2-oxoethyl] 5-methyl-3-phenyl-1,2-oxazole-4-carboxylate
—— 2-(4-Methylphenyl)-5-[(5-thiophen-2-yl-1,2-oxazol-3-yl)methylsulfanyl]-1,3,4-oxadiazole —— C17H13N3O2S2
2-(4-Methylphenyl)-5-[(5-thiophen-2-yl-1,2-oxazol-3-yl)methylsulfanyl]-1,3,4-oxadiazole
—— 3-[[5-(4-fluorophenyl)-4-methyl-1,2-oxazol-3-yl]methylsulfanyl]-4-propyl-1H-1,2,4-triazol-5-one —— C16H17FN4O2S
3-[[5-(4-fluorophenyl)-4-methyl-1,2-oxazol-3-yl]methylsulfanyl]-4-propyl-1H-1,2,4-triazol-5-one
—— 3-(Furan-2-yl)-5-[(2-thiophen-3-yl-1,3-thiazol-4-yl)methylsulfanyl]-1,2,4-triazol-4-amine —— C14H11N5OS3
3-(Furan-2-yl)-5-[(2-thiophen-3-yl-1,3-thiazol-4-yl)methylsulfanyl]-1,2,4-triazol-4-amine
—— 3-[(2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-1-oxopropan-2-yl]sulfanyl-4-propyl-1H-1,2,4-triazol-5-one —— C16H22N4O3S
3-[(2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-1-oxopropan-2-yl]sulfanyl-4-propyl-1H-1,2,4-triazol-5-one