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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
—— [(1R)-1-[5-[2-(tert-butylamino)-2-oxoethyl]sulfanyl-1,3,4-oxadiazol-2-yl]propyl]-dimethylazanium —— C13H25N4O2S+
[(1R)-1-[5-[2-(tert-butylamino)-2-oxoethyl]sulfanyl-1,3,4-oxadiazol-2-yl]propyl]-dimethylazanium
—— ethyl N-[2-[[5-(piperidin-1-ium-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]carbamate —— C13H21N4O4S+
ethyl N-[2-[[5-(piperidin-1-ium-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]carbamate
—— (2S)-N-methyl-2-[[5-(piperidin-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C12H20N4O2S
(2S)-N-methyl-2-[[5-(piperidin-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-2-[[5-(3-morpholin-4-ylpropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-prop-2-enylpropanamide —— C15H25N5O2S2
(2R)-2-[[5-(3-morpholin-4-ylpropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-prop-2-enylpropanamide
—— N-(2-methoxyethyl)-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C8H13N3O3S
N-(2-methoxyethyl)-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— (2S)-N-methyl-2-[[5-(3-morpholin-4-ylpropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C13H23N5O2S2
(2S)-N-methyl-2-[[5-(3-morpholin-4-ylpropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-[2-(2,4-dioxo-1,3-thiazolidin-3-yl)ethyl]-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C11H14N4O4S2
(2S)-N-[2-(2,4-dioxo-1,3-thiazolidin-3-yl)ethyl]-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-methyl-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C7H11N3O2S
(2S)-N-methyl-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-ethyl-2-[[5-(piperidin-1-ium-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C13H23N4O2S+
(2S)-N-ethyl-2-[[5-(piperidin-1-ium-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— N-[(3S)-3-methyl-1,1-dioxothiolan-3-yl]-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C12H18N4O3S2
N-[(3S)-3-methyl-1,1-dioxothiolan-3-yl]-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 1-[1-[(3S)-1,1-dioxothiolan-3-yl]-2,5-dimethylpyrrol-3-yl]-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone —— C15H19N3O4S2
1-[1-[(3S)-1,1-dioxothiolan-3-yl]-2,5-dimethylpyrrol-3-yl]-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone
—— (2R)-2-[[5-(piperidin-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-propan-2-ylpropanamide —— C14H24N4O2S
(2R)-2-[[5-(piperidin-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-propan-2-ylpropanamide
—— (2R)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C10H15N3O4S2
(2R)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— N-tert-butyl-2-[[5-(piperidin-1-ium-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C14H25N4O2S+
N-tert-butyl-2-[[5-(piperidin-1-ium-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(1S)-1-cyclopropylethyl]-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C10H15N3O2S
N-[(1S)-1-cyclopropylethyl]-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-[(2S)-3-methylbutan-2-yl]-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C10H17N3O2S
N-[(2S)-3-methylbutan-2-yl]-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— (2R)-N-methyl-2-[[5-(3-morpholin-4-ylpropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C13H23N5O2S2
(2R)-N-methyl-2-[[5-(3-morpholin-4-ylpropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-ethyl-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C8H13N3O2S
(2S)-N-ethyl-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C11H17N3O4S2
N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— (2R)-N-cyclopropyl-2-[[5-(3-morpholin-4-ylpropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C15H25N5O2S2
(2R)-N-cyclopropyl-2-[[5-(3-morpholin-4-ylpropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— N-cyclopropyl-2-[[5-(3-morpholin-4-ium-4-ylpropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C14H24N5O2S2+
N-cyclopropyl-2-[[5-(3-morpholin-4-ium-4-ylpropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C9H13N3O4S2
N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— (2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C10H15N3O4S2
(2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— N-(2-cyanoethyl)-N-methyl-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C9H12N4O2S
N-(2-cyanoethyl)-N-methyl-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— (2S)-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C8H12N4OS
(2S)-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2S)-N-cyclopropyl-2-[[5-(3-morpholin-4-ium-4-ylpropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C15H26N5O2S2+
(2S)-N-cyclopropyl-2-[[5-(3-morpholin-4-ium-4-ylpropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-(2-methylpropyl)acetamide —— C9H15N3O2S
2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-(2-methylpropyl)acetamide
—— (2R)-N-cyclopropyl-2-[(5-cyclopropyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C11H15N3O2S
(2R)-N-cyclopropyl-2-[(5-cyclopropyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— N-(2-methylpropyl)-2-[[5-(3-morpholin-4-ium-4-ylpropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C15H28N5O2S2+
N-(2-methylpropyl)-2-[[5-(3-morpholin-4-ium-4-ylpropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C10H15N3O3S
2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— (2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C10H15N3O4S2
(2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— 2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-1-[4-[(1R)-1-phenylethyl]piperazin-4-ium-1-yl]ethanone —— C18H26N5OS+
2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-1-[4-[(1R)-1-phenylethyl]piperazin-4-ium-1-yl]ethanone
—— 1-[2-[(4,5-Dimethyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]pyrrolidin-2-one —— C10H14N4O2S
1-[2-[(4,5-Dimethyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]pyrrolidin-2-one
—— 2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]acetamide —— C11H18N4O3S2
2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]acetamide
—— [(1S)-2-[[2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]amino]-1-phenylethyl]-dimethylazanium —— C16H24N5OS+
[(1S)-2-[[2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]amino]-1-phenylethyl]-dimethylazanium
—— 2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-1-[4-[(1S)-1-phenylethyl]piperazin-1-yl]ethanone —— C18H25N5OS
2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-1-[4-[(1S)-1-phenylethyl]piperazin-1-yl]ethanone
—— 1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C12H20N4O2S
1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— (2S)-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-N-methylpropanamide —— C8H14N4OS
(2S)-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-N-methylpropanamide
—— (2S)-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]propanamide —— C11H18N4O3S2
(2S)-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]propanamide
—— 2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methylacetamide —— C11H18N4O3S2
2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methylacetamide
—— N-[(2S)-2-(dimethylamino)-2-phenylethyl]-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H23N5OS
N-[(2S)-2-(dimethylamino)-2-phenylethyl]-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 1-(2,5-Dichlorothiophen-3-yl)-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C10H9Cl2N3OS2
1-(2,5-Dichlorothiophen-3-yl)-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— 3-[2-[(4,5-Dimethyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]-1,3-oxazolidin-2-one —— C9H12N4O3S
3-[2-[(4,5-Dimethyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]-1,3-oxazolidin-2-one
—— (2R)-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethylpropanamide —— C13H22N4O3S2
(2R)-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethylpropanamide
—— N'-acetyl-2-[(5-cyclopropyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetohydrazide —— C9H12N4O3S
N'-acetyl-2-[(5-cyclopropyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetohydrazide
—— (3R)-1-[(2S)-1-methoxypropan-2-yl]-5-oxo-N-(2-phenylsulfanylphenyl)pyrrolidine-3-carboxamide —— C21H24N2O3S
(3R)-1-[(2S)-1-methoxypropan-2-yl]-5-oxo-N-(2-phenylsulfanylphenyl)pyrrolidine-3-carboxamide
—— (3S)-1-[(2R)-1-methoxypropan-2-yl]-5-oxo-N-(2-phenylsulfanylphenyl)pyrrolidine-3-carboxamide —— C21H24N2O3S
(3S)-1-[(2R)-1-methoxypropan-2-yl]-5-oxo-N-(2-phenylsulfanylphenyl)pyrrolidine-3-carboxamide
—— (2S)-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]propanamide —— C11H18N4O3S2
(2S)-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]propanamide
—— (2S)-N-cyclopropyl-2-[(5-cyclopropyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C11H15N3O2S
(2S)-N-cyclopropyl-2-[(5-cyclopropyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— N-[(1R)-1-cyclopropylethyl]-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C11H18N4OS
N-[(1R)-1-cyclopropylethyl]-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]acetamide