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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
—— 3-propan-2-ylsulfanyl-5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazole —— C11H13N3S2
3-propan-2-ylsulfanyl-5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazole
—— (2R)-N-propyl-2-[[5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C14H18N4OS2
(2R)-N-propyl-2-[[5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— N-tert-butyl-2-[[5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C14H18N4OS2
N-tert-butyl-2-[[5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-(2-methylpropyl)-2-[[5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C14H18N4OS2
N-(2-methylpropyl)-2-[[5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 3-(2-methylpropylsulfanyl)-5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazole —— C12H15N3S2
3-(2-methylpropylsulfanyl)-5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazole
—— 1-(azepan-1-yl)-2-[[5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C16H20N4OS2
1-(azepan-1-yl)-2-[[5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— N,N-diethyl-2-[[5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C14H18N4OS2
N,N-diethyl-2-[[5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— methyl (2S)-2-[[5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanoate —— C12H13N3O2S2
methyl (2S)-2-[[5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanoate
—— N-(cyclopenten-1-yl)-N-ethyl-2-[[5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C17H20N4OS2
N-(cyclopenten-1-yl)-N-ethyl-2-[[5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 3-propylsulfanyl-5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazole —— C11H13N3S2
3-propylsulfanyl-5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazole
—— (2S)-N-[(3-fluorophenyl)methyl]-N-methyl-2-[[5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C19H19FN4OS2
(2S)-N-[(3-fluorophenyl)methyl]-N-methyl-2-[[5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2R)-N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[[5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C17H21N5OS2
(2R)-N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[[5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— 2-[[5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C10H10N4OS2
2-[[5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 3-ethylsulfanyl-5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazole —— C10H11N3S2
3-ethylsulfanyl-5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazole
—— 1-propyl-5-[[5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanylmethyl]tetrazole —— C13H15N7S2
1-propyl-5-[[5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanylmethyl]tetrazole
—— 3,5-dimethyl-4-[[5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanylmethyl]-1,2-oxazole —— C14H14N4OS2
3,5-dimethyl-4-[[5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanylmethyl]-1,2-oxazole
—— 3-[(3-fluorophenyl)methylsulfanyl]-5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazole —— C15H12FN3S2
3-[(3-fluorophenyl)methylsulfanyl]-5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazole
—— N-ethyl-2-[[5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C12H14N4OS2
N-ethyl-2-[[5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 3-butylsulfanyl-5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazole —— C12H15N3S2
3-butylsulfanyl-5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazole
—— N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[[5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C16H19N5OS2
N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[[5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-[(2R)-3-methylbutan-2-yl]-2-[[5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C15H20N4OS2
N-[(2R)-3-methylbutan-2-yl]-2-[[5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (2R)-N,N-di(propan-2-yl)-2-[[5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C17H24N4OS2
(2R)-N,N-di(propan-2-yl)-2-[[5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— [2-oxo-2-(3-phenylsulfanylpropylamino)ethyl] (Z)-3-(5-chloro-1,3-dimethylpyrazol-4-yl)prop-2-enoate —— C19H22ClN3O3S
[2-oxo-2-(3-phenylsulfanylpropylamino)ethyl] (Z)-3-(5-chloro-1,3-dimethylpyrazol-4-yl)prop-2-enoate
—— (Z)-3-[1-(furan-2-ylmethyl)-2,5-dimethylpyrrol-3-yl]-N-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]phenyl]prop-2-enamide —— C23H23N5O2S
(Z)-3-[1-(furan-2-ylmethyl)-2,5-dimethylpyrrol-3-yl]-N-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]phenyl]prop-2-enamide
—— 1-[2,5-dimethyl-1-[[(2R)-oxolan-2-yl]methyl]pyrrol-3-yl]-2-[[5-(pyrrolidin-1-ium-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C20H29N4O3S+
1-[2,5-dimethyl-1-[[(2R)-oxolan-2-yl]methyl]pyrrol-3-yl]-2-[[5-(pyrrolidin-1-ium-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— 2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-1-[4-[[(2R)-oxolan-2-yl]methyl]piperazin-1-yl]ethanone —— C17H26N4O2S
2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-1-[4-[[(2R)-oxolan-2-yl]methyl]piperazin-1-yl]ethanone
—— 2-[(7S)-3-[(4-fluorophenyl)methyl]-6-thiophen-2-yl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetic acid —— C17H13FN4O2S2
2-[(7S)-3-[(4-fluorophenyl)methyl]-6-thiophen-2-yl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetic acid
—— (2S)-2-[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanylcyclopentan-1-one —— C11H12N4OS2
(2S)-2-[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanylcyclopentan-1-one
—— 2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-1-[4-[[(2S)-oxolan-2-yl]methyl]piperazin-4-ium-1-yl]ethanone —— C17H27N4O2S+
2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-1-[4-[[(2S)-oxolan-2-yl]methyl]piperazin-4-ium-1-yl]ethanone
—— 2-[(7S)-3-ethyl-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetic acid —— C14H14N4O2S
2-[(7S)-3-ethyl-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetic acid
—— 2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-1-[4-[[(2S)-oxolan-2-yl]methyl]piperazin-1-yl]ethanone —— C17H26N4O2S
2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-1-[4-[[(2S)-oxolan-2-yl]methyl]piperazin-1-yl]ethanone
—— 2-[(7R)-3-[(4-fluorophenyl)methyl]-6-thiophen-2-yl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetate —— C17H12FN4O2S2-
2-[(7R)-3-[(4-fluorophenyl)methyl]-6-thiophen-2-yl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetate
—— 4-methyl-3-[(1R)-1-phenylethyl]sulfanyl-5-(trifluoromethyl)-1,2,4-triazole —— C12H12F3N3S
4-methyl-3-[(1R)-1-phenylethyl]sulfanyl-5-(trifluoromethyl)-1,2,4-triazole
—— 2-[(7R)-3-ethyl-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetic acid —— C14H14N4O2S
2-[(7R)-3-ethyl-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetic acid
—— (2S)-2-(3-cyano-4,5,6-trimethylpyridin-2-yl)sulfanyl-N-cyclopentylpropanamide —— C17H23N3OS
(2S)-2-(3-cyano-4,5,6-trimethylpyridin-2-yl)sulfanyl-N-cyclopentylpropanamide
—— 6-(2-Bromophenyl)-3-(phenylsulfanylmethyl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole —— C16H11BrN4S2
6-(2-Bromophenyl)-3-(phenylsulfanylmethyl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
—— 3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-6-pyridin-3-yl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole —— C12H9N7S3
3-[(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-6-pyridin-3-yl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
—— 6-(4-Chlorophenyl)-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole —— C13H9ClN6S3
6-(4-Chlorophenyl)-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
—— 6-[(1R)-1-phenylbutyl]-3-(phenylsulfanylmethyl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole —— C20H20N4S2
6-[(1R)-1-phenylbutyl]-3-(phenylsulfanylmethyl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
—— 6-(3-Fluorophenyl)-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole —— C13H9FN6S3
6-(3-Fluorophenyl)-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
—— 6-(2-Methylphenyl)-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole —— C14H12N6S3
6-(2-Methylphenyl)-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
—— 6-(3-Chlorophenyl)-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole —— C13H9ClN6S3
6-(3-Chlorophenyl)-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
—— 6-(3,4-Dimethylphenyl)-3-(phenylsulfanylmethyl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole —— C18H16N4S2
6-(3,4-Dimethylphenyl)-3-(phenylsulfanylmethyl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
—— 6-(3-Chlorophenyl)-3-(phenylsulfanylmethyl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole —— C16H11ClN4S2
6-(3-Chlorophenyl)-3-(phenylsulfanylmethyl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
—— 6-(2-Fluorophenyl)-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole —— C13H9FN6S3
6-(2-Fluorophenyl)-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
—— 4-Amino-2-[(5-thiophen-2-yl-1,2-oxazol-3-yl)methylsulfanyl]pyrimidine-5-carbonitrile —— C13H9N5OS2
4-Amino-2-[(5-thiophen-2-yl-1,2-oxazol-3-yl)methylsulfanyl]pyrimidine-5-carbonitrile
—— 6-(4-Bromophenyl)-3-(phenylsulfanylmethyl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole —— C16H11BrN4S2
6-(4-Bromophenyl)-3-(phenylsulfanylmethyl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
—— (5E)-3-(2-morpholin-4-ylethyl)-2-sulfanylidene-5-[[4-(trifluoromethylsulfanyl)phenyl]methylidene]-1,3-thiazolidin-4-one —— C17H17F3N2O2S3
(5E)-3-(2-morpholin-4-ylethyl)-2-sulfanylidene-5-[[4-(trifluoromethylsulfanyl)phenyl]methylidene]-1,3-thiazolidin-4-one
—— N-[2-[(5E)-5-[(2-fluorophenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]ethyl]-2-[(5-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C19H20FN5O3S2
N-[2-[(5E)-5-[(2-fluorophenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]ethyl]-2-[(5-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— (5E)-5-[(4-methylsulfanylphenyl)methylidene]-3-(2-morpholin-4-ylethyl)-2-sulfanylidene-1,3-thiazolidin-4-one —— C17H20N2O2S3
(5E)-5-[(4-methylsulfanylphenyl)methylidene]-3-(2-morpholin-4-ylethyl)-2-sulfanylidene-1,3-thiazolidin-4-one