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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
—— 1-[2,5-dimethyl-1-(2,2,2-trifluoroethyl)pyrrol-3-yl]-2-[[5-[(3R)-1,1-dioxothiolan-3-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C17H21F3N4O3S2
1-[2,5-dimethyl-1-(2,2,2-trifluoroethyl)pyrrol-3-yl]-2-[[5-[(3R)-1,1-dioxothiolan-3-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— (2R)-2-(4-chlorophenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethylpropanamide —— C15H20ClNO3S2
(2R)-2-(4-chlorophenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethylpropanamide
—— (2S)-N-[(4-fluorophenyl)methyl]-2-[[4-(2-phenylethyl)-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C25H25FN4OS2
(2S)-N-[(4-fluorophenyl)methyl]-2-[[4-(2-phenylethyl)-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-(2-fluorophenyl)sulfanyl-N-methylpropanamide —— C14H18FNO3S2
(2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-(2-fluorophenyl)sulfanyl-N-methylpropanamide
—— N-[(Z)-[4-(dimethylamino)phenyl]methylideneamino]-3-[(3-methylphenyl)methylsulfanyl]-1H-1,2,4-triazol-5-amine —— C19H22N6S
N-[(Z)-[4-(dimethylamino)phenyl]methylideneamino]-3-[(3-methylphenyl)methylsulfanyl]-1H-1,2,4-triazol-5-amine
—— (2S)-1-(azepan-1-yl)-2-(2-chlorophenyl)sulfanylpropan-1-one —— C15H20ClNOS
(2S)-1-(azepan-1-yl)-2-(2-chlorophenyl)sulfanylpropan-1-one
—— N-[(Z)-[4-(dimethylamino)phenyl]methylideneamino]-3-[(4-methylphenyl)methylsulfanyl]-1H-1,2,4-triazol-5-amine —— C19H22N6S
N-[(Z)-[4-(dimethylamino)phenyl]methylideneamino]-3-[(4-methylphenyl)methylsulfanyl]-1H-1,2,4-triazol-5-amine
—— (2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[5-(trifluoromethyl)pyridin-2-yl]sulfanylpropanamide —— C15H19F3N2O3S2
(2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[5-(trifluoromethyl)pyridin-2-yl]sulfanylpropanamide
—— (3R)-3-[4-methyl-5-[(1R)-1-phenylethyl]sulfanyl-1,2,4-triazol-3-yl]thiolane 1,1-dioxide —— C15H19N3O2S2
(3R)-3-[4-methyl-5-[(1R)-1-phenylethyl]sulfanyl-1,2,4-triazol-3-yl]thiolane 1,1-dioxide
—— (2S)-2-(4-chlorophenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethylpropanamide —— C15H20ClNO3S2
(2S)-2-(4-chlorophenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethylpropanamide
—— (2S)-2-(2,5-dimethylphenyl)sulfanyl-N,N-di(propan-2-yl)propanamide —— C17H27NOS
(2S)-2-(2,5-dimethylphenyl)sulfanyl-N,N-di(propan-2-yl)propanamide
—— (2R)-2-(2,4-dimethylphenyl)sulfanyl-N-(2-methylpropyl)propanamide —— C15H23NOS
(2R)-2-(2,4-dimethylphenyl)sulfanyl-N-(2-methylpropyl)propanamide
—— (2R)-1-(azepan-1-yl)-2-(2,5-dimethylphenyl)sulfanylpropan-1-one —— C17H25NOS
(2R)-1-(azepan-1-yl)-2-(2,5-dimethylphenyl)sulfanylpropan-1-one
—— (2S)-2-(2,5-dimethylphenyl)sulfanyl-N-(2-methylpropyl)propanamide —— C15H23NOS
(2S)-2-(2,5-dimethylphenyl)sulfanyl-N-(2-methylpropyl)propanamide
—— (2R)-2-(2,5-dimethylphenyl)sulfanyl-N,N-di(propan-2-yl)propanamide —— C17H27NOS
(2R)-2-(2,5-dimethylphenyl)sulfanyl-N,N-di(propan-2-yl)propanamide
—— N-[(Z)-[4-(dimethylamino)phenyl]methylideneamino]-3-[(2-methylphenyl)methylsulfanyl]-1H-1,2,4-triazol-5-amine —— C19H22N6S
N-[(Z)-[4-(dimethylamino)phenyl]methylideneamino]-3-[(2-methylphenyl)methylsulfanyl]-1H-1,2,4-triazol-5-amine
—— N-cyclopentyl-2-[[5-[(2Z)-2-[[4-(dimethylamino)phenyl]methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C18H25N7OS
N-cyclopentyl-2-[[5-[(2Z)-2-[[4-(dimethylamino)phenyl]methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-[(Z)-[4-(diethylamino)phenyl]methylideneamino]-3-[(4-fluorophenyl)methylsulfanyl]-1H-1,2,4-triazol-5-amine —— C20H23FN6S
N-[(Z)-[4-(diethylamino)phenyl]methylideneamino]-3-[(4-fluorophenyl)methylsulfanyl]-1H-1,2,4-triazol-5-amine
—— N-[(Z)-[4-(dimethylamino)phenyl]methylideneamino]-3-[(2,4,6-trimethylphenyl)methylsulfanyl]-1H-1,2,4-triazol-5-amine —— C21H26N6S
N-[(Z)-[4-(dimethylamino)phenyl]methylideneamino]-3-[(2,4,6-trimethylphenyl)methylsulfanyl]-1H-1,2,4-triazol-5-amine
—— 2-[[5-[(2Z)-2-[[4-(dimethylamino)phenyl]methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-phenylethyl]acetamide —— C21H25N7OS
2-[[5-[(2Z)-2-[[4-(dimethylamino)phenyl]methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-phenylethyl]acetamide
—— 2-[[5-[(2Z)-2-[[4-(dimethylamino)phenyl]methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C13H17N7OS
2-[[5-[(2Z)-2-[[4-(dimethylamino)phenyl]methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-methylpropyl 2-[[5-[(2Z)-2-[[4-(diethylamino)phenyl]methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetate —— C19H28N6O2S
2-methylpropyl 2-[[5-[(2Z)-2-[[4-(diethylamino)phenyl]methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetate
—— 2-[[5-[(2Z)-2-[[4-(dimethylamino)phenyl]methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetonitrile —— C13H15N7S
2-[[5-[(2Z)-2-[[4-(dimethylamino)phenyl]methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetonitrile
—— 2-[[5-[(2Z)-2-[[4-(dimethylamino)phenyl]methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-phenylethyl]acetamide —— C21H25N7OS
2-[[5-[(2Z)-2-[[4-(dimethylamino)phenyl]methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-phenylethyl]acetamide
—— N-tert-butyl-2-[[5-[(2Z)-2-[[4-(diethylamino)phenyl]methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C19H29N7OS
N-tert-butyl-2-[[5-[(2Z)-2-[[4-(diethylamino)phenyl]methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— ethyl 2-[[5-[(2Z)-2-[[4-(dimethylamino)phenyl]methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetate —— C15H20N6O2S
ethyl 2-[[5-[(2Z)-2-[[4-(dimethylamino)phenyl]methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetate
—— 3-[(2-chlorophenyl)methylsulfanyl]-N-[(Z)-[4-(dimethylamino)phenyl]methylideneamino]-1H-1,2,4-triazol-5-amine —— C18H19ClN6S
3-[(2-chlorophenyl)methylsulfanyl]-N-[(Z)-[4-(dimethylamino)phenyl]methylideneamino]-1H-1,2,4-triazol-5-amine
—— N-[(Z)-[4-(diethylamino)phenyl]methylideneamino]-3-[(2,4,6-trimethylphenyl)methylsulfanyl]-1H-1,2,4-triazol-5-amine —— C23H30N6S
N-[(Z)-[4-(diethylamino)phenyl]methylideneamino]-3-[(2,4,6-trimethylphenyl)methylsulfanyl]-1H-1,2,4-triazol-5-amine
—— 3-benzylsulfanyl-N-[(Z)-[4-(dimethylamino)phenyl]methylideneamino]-1H-1,2,4-triazol-5-amine —— C18H20N6S
3-benzylsulfanyl-N-[(Z)-[4-(dimethylamino)phenyl]methylideneamino]-1H-1,2,4-triazol-5-amine
—— N-[(Z)-[4-(diethylamino)phenyl]methylideneamino]-3-[(4-methylphenyl)methylsulfanyl]-1H-1,2,4-triazol-5-amine —— C21H26N6S
N-[(Z)-[4-(diethylamino)phenyl]methylideneamino]-3-[(4-methylphenyl)methylsulfanyl]-1H-1,2,4-triazol-5-amine
—— 3-[(4-chlorophenyl)methylsulfanyl]-N-[(Z)-[4-(dimethylamino)phenyl]methylideneamino]-1H-1,2,4-triazol-5-amine —— C18H19ClN6S
3-[(4-chlorophenyl)methylsulfanyl]-N-[(Z)-[4-(dimethylamino)phenyl]methylideneamino]-1H-1,2,4-triazol-5-amine
—— methyl 2-[[5-[(2Z)-2-[[4-(diethylamino)phenyl]methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetate —— C16H22N6O2S
methyl 2-[[5-[(2Z)-2-[[4-(diethylamino)phenyl]methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetate
—— N-[(Z)-[4-(diethylamino)phenyl]methylideneamino]-3-(2-methylpropylsulfanyl)-1H-1,2,4-triazol-5-amine —— C17H26N6S
N-[(Z)-[4-(diethylamino)phenyl]methylideneamino]-3-(2-methylpropylsulfanyl)-1H-1,2,4-triazol-5-amine
—— N-[(Z)-[4-(dimethylamino)phenyl]methylideneamino]-3-propylsulfanyl-1H-1,2,4-triazol-5-amine —— C14H20N6S
N-[(Z)-[4-(dimethylamino)phenyl]methylideneamino]-3-propylsulfanyl-1H-1,2,4-triazol-5-amine
—— 2-[[5-[(2Z)-2-[[4-(diethylamino)phenyl]methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-N,N-diethylacetamide —— C19H29N7OS
2-[[5-[(2Z)-2-[[4-(diethylamino)phenyl]methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-N,N-diethylacetamide
—— N-cyclopropyl-2-[[5-[(2Z)-2-[[4-(diethylamino)phenyl]methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C18H25N7OS
N-cyclopropyl-2-[[5-[(2Z)-2-[[4-(diethylamino)phenyl]methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-cyclopropyl-2-[[5-[(2Z)-2-[[4-(dimethylamino)phenyl]methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C16H21N7OS
N-cyclopropyl-2-[[5-[(2Z)-2-[[4-(dimethylamino)phenyl]methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-[(Z)-[4-(diethylamino)phenyl]methylideneamino]-3-[(3-methylphenyl)methylsulfanyl]-1H-1,2,4-triazol-5-amine —— C21H26N6S
N-[(Z)-[4-(diethylamino)phenyl]methylideneamino]-3-[(3-methylphenyl)methylsulfanyl]-1H-1,2,4-triazol-5-amine
—— N-benzyl-2-[[5-[(2Z)-2-[[4-(dimethylamino)phenyl]methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C20H23N7OS
N-benzyl-2-[[5-[(2Z)-2-[[4-(dimethylamino)phenyl]methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 3-[(4-chlorophenyl)methylsulfanyl]-N-[(Z)-[4-(diethylamino)phenyl]methylideneamino]-1H-1,2,4-triazol-5-amine —— C20H23ClN6S
3-[(4-chlorophenyl)methylsulfanyl]-N-[(Z)-[4-(diethylamino)phenyl]methylideneamino]-1H-1,2,4-triazol-5-amine
—— N-[(Z)-[4-(dimethylamino)phenyl]methylideneamino]-3-prop-2-enylsulfanyl-1H-1,2,4-triazol-5-amine —— C14H18N6S
N-[(Z)-[4-(dimethylamino)phenyl]methylideneamino]-3-prop-2-enylsulfanyl-1H-1,2,4-triazol-5-amine
—— 2-(4-bromo-2-methylphenyl)sulfanyl-1-[4-[(3S)-1,1-dioxothiolan-3-yl]piperazin-1-yl]ethanone —— C17H23BrN2O3S2
2-(4-bromo-2-methylphenyl)sulfanyl-1-[4-[(3S)-1,1-dioxothiolan-3-yl]piperazin-1-yl]ethanone
—— N-[(Z)-[4-(diethylamino)phenyl]methylideneamino]-3-[(2-methylphenyl)methylsulfanyl]-1H-1,2,4-triazol-5-amine —— C21H26N6S
N-[(Z)-[4-(diethylamino)phenyl]methylideneamino]-3-[(2-methylphenyl)methylsulfanyl]-1H-1,2,4-triazol-5-amine
—— N-[(Z)-[4-(dimethylamino)phenyl]methylideneamino]-3-(pyridin-2-ylmethylsulfanyl)-1H-1,2,4-triazol-5-amine —— C17H19N7S
N-[(Z)-[4-(dimethylamino)phenyl]methylideneamino]-3-(pyridin-2-ylmethylsulfanyl)-1H-1,2,4-triazol-5-amine
—— N-[(Z)-[4-(diethylamino)phenyl]methylideneamino]-3-prop-2-enylsulfanyl-1H-1,2,4-triazol-5-amine —— C16H22N6S
N-[(Z)-[4-(diethylamino)phenyl]methylideneamino]-3-prop-2-enylsulfanyl-1H-1,2,4-triazol-5-amine
—— N-[(Z)-[4-(dimethylamino)phenyl]methylideneamino]-3-[(4-fluorophenyl)methylsulfanyl]-1H-1,2,4-triazol-5-amine —— C18H19FN6S
N-[(Z)-[4-(dimethylamino)phenyl]methylideneamino]-3-[(4-fluorophenyl)methylsulfanyl]-1H-1,2,4-triazol-5-amine
—— N-cyclopentyl-2-[[5-[(2Z)-2-[[4-(diethylamino)phenyl]methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C20H29N7OS
N-cyclopentyl-2-[[5-[(2Z)-2-[[4-(diethylamino)phenyl]methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-[(Z)-[4-(diethylamino)phenyl]methylideneamino]-3-ethylsulfanyl-1H-1,2,4-triazol-5-amine —— C15H22N6S
N-[(Z)-[4-(diethylamino)phenyl]methylideneamino]-3-ethylsulfanyl-1H-1,2,4-triazol-5-amine
—— 2-[[5-[(2Z)-2-[[4-(dimethylamino)phenyl]methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-N,N-diethylacetamide —— C17H25N7OS
2-[[5-[(2Z)-2-[[4-(dimethylamino)phenyl]methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-N,N-diethylacetamide
—— 3-benzylsulfanyl-N-[(Z)-[4-(diethylamino)phenyl]methylideneamino]-1H-1,2,4-triazol-5-amine —— C20H24N6S
3-benzylsulfanyl-N-[(Z)-[4-(diethylamino)phenyl]methylideneamino]-1H-1,2,4-triazol-5-amine