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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
—— (3R)-1-methyl-3-pyridin-4-ylsulfanylpyrrolidin-2-one —— C10H12N2OS
(3R)-1-methyl-3-pyridin-4-ylsulfanylpyrrolidin-2-one
—— (3S)-1-methyl-3-thiophen-2-ylsulfanylpyrrolidin-2-one —— C9H11NOS2
(3S)-1-methyl-3-thiophen-2-ylsulfanylpyrrolidin-2-one
—— (3S)-1-methyl-3-pyridin-4-ylsulfanylpyrrolidin-2-one —— C10H12N2OS
(3S)-1-methyl-3-pyridin-4-ylsulfanylpyrrolidin-2-one
—— (1R,6S)-9-methyl-N-[3-(1,3-thiazol-2-ylsulfanyl)propyl]-3,9-diazabicyclo[4.2.1]nonane-3-carboxamide —— C15H24N4OS2
(1R,6S)-9-methyl-N-[3-(1,3-thiazol-2-ylsulfanyl)propyl]-3,9-diazabicyclo[4.2.1]nonane-3-carboxamide
—— (2R)-N-[(2-chloro-6-fluorophenyl)methyl]-2-(6-chloropyridazin-3-yl)sulfanyl-N-methylpropanamide —— C15H14Cl2FN3OS
(2R)-N-[(2-chloro-6-fluorophenyl)methyl]-2-(6-chloropyridazin-3-yl)sulfanyl-N-methylpropanamide
—— (2S)-N-[(2-chloro-6-fluorophenyl)methyl]-2-(6-chloropyridazin-3-yl)sulfanyl-N-methylpropanamide —— C15H14Cl2FN3OS
(2S)-N-[(2-chloro-6-fluorophenyl)methyl]-2-(6-chloropyridazin-3-yl)sulfanyl-N-methylpropanamide
—— (2R)-N-(2-cyanoethyl)-2-(2-hydroxyphenyl)sulfanyl-N-methylpropanamide —— C13H16N2O2S
(2R)-N-(2-cyanoethyl)-2-(2-hydroxyphenyl)sulfanyl-N-methylpropanamide
—— (1S,2S)-N-methyl-2-methylsulfonyl-N-(2,2,2-trifluoroethyl)cyclopentan-1-amine —— C9H16F3NO2S
(1S,2S)-N-methyl-2-methylsulfonyl-N-(2,2,2-trifluoroethyl)cyclopentan-1-amine
—— (2S)-N-(2-cyanoethyl)-2-(2-hydroxyphenyl)sulfanyl-N-methylpropanamide —— C13H16N2O2S
(2S)-N-(2-cyanoethyl)-2-(2-hydroxyphenyl)sulfanyl-N-methylpropanamide
—— (1R,2S)-N-methyl-2-methylsulfonyl-N-(2,2,2-trifluoroethyl)cyclopentan-1-amine —— C9H16F3NO2S
(1R,2S)-N-methyl-2-methylsulfonyl-N-(2,2,2-trifluoroethyl)cyclopentan-1-amine
—— 2-ethylsulfanyl-5-[(2R)-1,1,1-trifluoropropan-2-yl]sulfanyl-1,3,4-thiadiazole —— C7H9F3N2S3
2-ethylsulfanyl-5-[(2R)-1,1,1-trifluoropropan-2-yl]sulfanyl-1,3,4-thiadiazole
—— [(2S)-1-oxo-1-(2-phenylsulfanylanilino)propan-2-yl] 4-ethylthiadiazole-5-carboxylate —— C20H19N3O3S2
[(2S)-1-oxo-1-(2-phenylsulfanylanilino)propan-2-yl] 4-ethylthiadiazole-5-carboxylate
—— 2-[(1S)-1-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]ethyl]-5-thiophen-2-yl-1,3,4-oxadiazole —— C12H13N5OS2
2-[(1S)-1-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]ethyl]-5-thiophen-2-yl-1,3,4-oxadiazole
—— (3R)-3-[(5-ethyl-1H-imidazol-2-yl)sulfanylmethyl]-1-methylsulfonylpiperidine —— C12H21N3O2S2
(3R)-3-[(5-ethyl-1H-imidazol-2-yl)sulfanylmethyl]-1-methylsulfonylpiperidine
—— (3S)-3-[(5-ethyl-1H-imidazol-2-yl)sulfanylmethyl]-1-methylsulfonylpiperidine —— C12H21N3O2S2
(3S)-3-[(5-ethyl-1H-imidazol-2-yl)sulfanylmethyl]-1-methylsulfonylpiperidine
—— 2-[(1R)-1-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]ethyl]-5-thiophen-2-yl-1,3,4-oxadiazole —— C12H13N5OS2
2-[(1R)-1-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]ethyl]-5-thiophen-2-yl-1,3,4-oxadiazole
—— [(2R)-1-oxo-1-(2-phenylsulfanylanilino)propan-2-yl] 4-ethylthiadiazole-5-carboxylate —— C20H19N3O3S2
[(2R)-1-oxo-1-(2-phenylsulfanylanilino)propan-2-yl] 4-ethylthiadiazole-5-carboxylate
—— 5-tert-butyl-2-[(1R)-1-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]ethyl]-1,3-oxazole —— C13H20N4OS
5-tert-butyl-2-[(1R)-1-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]ethyl]-1,3-oxazole
—— N-[2-[[(1R)-1-(4-ethylsulfanylphenyl)ethyl]carbamoylamino]ethyl]acetamide —— C15H23N3O2S
N-[2-[[(1R)-1-(4-ethylsulfanylphenyl)ethyl]carbamoylamino]ethyl]acetamide
—— 5-tert-butyl-2-[(1S)-1-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]ethyl]-1,3-oxazole —— C13H20N4OS
5-tert-butyl-2-[(1S)-1-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]ethyl]-1,3-oxazole
—— 5-ethyl-3-[(2S)-5-methoxypentan-2-yl]sulfanyl-1H-1,2,4-triazole —— C10H19N3OS
5-ethyl-3-[(2S)-5-methoxypentan-2-yl]sulfanyl-1H-1,2,4-triazole
—— 5-ethyl-3-[(2R)-5-methoxypentan-2-yl]sulfanyl-1H-1,2,4-triazole —— C10H19N3OS
5-ethyl-3-[(2R)-5-methoxypentan-2-yl]sulfanyl-1H-1,2,4-triazole
—— 2-ethylsulfanyl-5-[(2S)-1,1,1-trifluoropropan-2-yl]sulfanyl-1,3,4-thiadiazole —— C7H9F3N2S3
2-ethylsulfanyl-5-[(2S)-1,1,1-trifluoropropan-2-yl]sulfanyl-1,3,4-thiadiazole
—— N-[2-[[(1S)-1-(4-ethylsulfanylphenyl)ethyl]carbamoylamino]ethyl]acetamide —— C15H23N3O2S
N-[2-[[(1S)-1-(4-ethylsulfanylphenyl)ethyl]carbamoylamino]ethyl]acetamide
—— 1-[(2S)-1-ethylsulfonylpropan-2-yl]-3-(2,4,4-trimethylpentan-2-yl)urea —— C14H30N2O3S
1-[(2S)-1-ethylsulfonylpropan-2-yl]-3-(2,4,4-trimethylpentan-2-yl)urea
—— 1-[(2R)-1-ethylsulfonylpropan-2-yl]-3-(2,4,4-trimethylpentan-2-yl)urea —— C14H30N2O3S
1-[(2R)-1-ethylsulfonylpropan-2-yl]-3-(2,4,4-trimethylpentan-2-yl)urea
—— 2-((4-Chlorophenyl)thio)-8-methylquinoline-3-carbaldehyde —— C17H12ClNOS
2-((4-Chlorophenyl)thio)-8-methylquinoline-3-carbaldehyde
—— 6-Ethoxy-2-p-tolylsulfanyl-quinoline-3-carbaldehyde —— C19H17NO2S
6-Ethoxy-2-p-tolylsulfanyl-quinoline-3-carbaldehyde
—— 8-Methyl-2-phenylsulfanyl-quinoline-3-carbaldehyde —— C17H13NOS
8-Methyl-2-phenylsulfanyl-quinoline-3-carbaldehyde
—— 2-((4-Chlorophenyl)thio)-6-ethoxyquinoline-3-carbaldehyde —— C18H14ClNO2S
2-((4-Chlorophenyl)thio)-6-ethoxyquinoline-3-carbaldehyde
—— 6-Ethoxy-2-phenylsulfanyl-quinoline-3-carbaldehyde —— C18H15NO2S
6-Ethoxy-2-phenylsulfanyl-quinoline-3-carbaldehyde
—— 7-Methyl-2-phenylsulfanyl-quinoline-3-carbaldehyde —— C17H13NOS
7-Methyl-2-phenylsulfanyl-quinoline-3-carbaldehyde
—— ethyl (2S)-2-([1,3]thiazolo[4,5-b]pyridin-2-ylsulfanyl)propanoate —— C11H12N2O2S2
ethyl (2S)-2-([1,3]thiazolo[4,5-b]pyridin-2-ylsulfanyl)propanoate
—— ethyl (2R)-2-([1,3]thiazolo[4,5-b]pyridin-2-ylsulfanyl)propanoate —— C11H12N2O2S2
ethyl (2R)-2-([1,3]thiazolo[4,5-b]pyridin-2-ylsulfanyl)propanoate
—— (2R)-3-[2-[(3S,5S)-3,5-dimethylcyclohexyl]ethylsulfonyl]propane-1,2-diol —— C13H26O4S
(2R)-3-[2-[(3S,5S)-3,5-dimethylcyclohexyl]ethylsulfonyl]propane-1,2-diol
—— (2R)-3-[2-[(3S,5R)-3,5-dimethylcyclohexyl]ethylsulfonyl]propane-1,2-diol —— C13H26O4S
(2R)-3-[2-[(3S,5R)-3,5-dimethylcyclohexyl]ethylsulfonyl]propane-1,2-diol
—— (2R)-3-[2-[(3R,5R)-3,5-dimethylcyclohexyl]ethylsulfonyl]propane-1,2-diol —— C13H26O4S
(2R)-3-[2-[(3R,5R)-3,5-dimethylcyclohexyl]ethylsulfonyl]propane-1,2-diol
—— 1,2-Dimethyl-3-[(5-methyl-1,2,4-oxadiazol-3-yl)methyl]-1-[(4-methylsulfanylphenyl)methyl]guanidine —— C15H21N5OS
1,2-Dimethyl-3-[(5-methyl-1,2,4-oxadiazol-3-yl)methyl]-1-[(4-methylsulfanylphenyl)methyl]guanidine
—— N-phenethyl-2-((6-(pyridin-4-yl)pyridazin-3-yl)thio)acetamide —— C19H18N4OS
N-phenethyl-2-((6-(pyridin-4-yl)pyridazin-3-yl)thio)acetamide
—— 3-Benzylsulfanyl-6-(furan-2-yl)pyridazine —— C15H12N2OS
3-Benzylsulfanyl-6-(furan-2-yl)pyridazine
—— Ethyl 2-((3-(p-tolyl)-1,2,4-thiadiazol-5-yl)thio)acetate —— C13H14N2O2S2
Ethyl 2-((3-(p-tolyl)-1,2,4-thiadiazol-5-yl)thio)acetate
—— 3-(Benzylthio)-6-(pyridin-4-yl)pyridazine —— C16H13N3S
3-(Benzylthio)-6-(pyridin-4-yl)pyridazine
—— 3-(benzylthio)-6-methyl-N-(p-tolyl)-1,2,4-triazin-5-amine —— C18H18N4S
3-(benzylthio)-6-methyl-N-(p-tolyl)-1,2,4-triazin-5-amine
—— 2-[(1R)-1-[3-[(4-fluorophenyl)methyl]-1,2,4-oxadiazol-5-yl]ethyl]sulfanylpyridine-4-carbonitrile —— C17H13FN4OS
2-[(1R)-1-[3-[(4-fluorophenyl)methyl]-1,2,4-oxadiazol-5-yl]ethyl]sulfanylpyridine-4-carbonitrile
—— 6-[(5-Cyclohexylsulfanylfuran-2-yl)methylidene]-5-imino-[1,3]thiazolo[3,2-a]pyrimidin-7-one —— C17H17N3O2S2
6-[(5-Cyclohexylsulfanylfuran-2-yl)methylidene]-5-imino-[1,3]thiazolo[3,2-a]pyrimidin-7-one
—— 2-[(1S)-1-[3-[(4-fluorophenyl)methyl]-1,2,4-oxadiazol-5-yl]ethyl]sulfanylpyridine-4-carbonitrile —— C17H13FN4OS
2-[(1S)-1-[3-[(4-fluorophenyl)methyl]-1,2,4-oxadiazol-5-yl]ethyl]sulfanylpyridine-4-carbonitrile
—— 5-[(5-Benzylsulfanylfuran-2-yl)methylidene]-3-methyl-2-sulfanylidene-1,3-thiazolidin-4-one —— C16H13NO2S3
5-[(5-Benzylsulfanylfuran-2-yl)methylidene]-3-methyl-2-sulfanylidene-1,3-thiazolidin-4-one
—— 6-Cyclopenta-1,4-dien-1-ylhexane-1-thiol —— C11H18S
6-Cyclopenta-1,4-dien-1-ylhexane-1-thiol
—— 2-{[3-(prop-2-en-1-yl)-2-sulfanylidene-2H,3H-[1,3]thiazolo[4,5-d]pyrimidin-7-yl]sulfanyl}acetamide —— C10H10N4OS3
2-{[3-(prop-2-en-1-yl)-2-sulfanylidene-2H,3H-[1,3]thiazolo[4,5-d]pyrimidin-7-yl]sulfanyl}acetamide
—— 3-Acetyl-2-imino-5-[(2-phenylsulfanylquinolin-3-yl)methylidene]-1,3-thiazolidin-4-one —— C21H15N3O2S2
3-Acetyl-2-imino-5-[(2-phenylsulfanylquinolin-3-yl)methylidene]-1,3-thiazolidin-4-one