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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
—— (2R)-2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile —— C10H13N3O3S2
(2R)-2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile
—— (3R)-3-[[5-[2-[(2R)-1-methylpiperidin-1-ium-2-yl]ethylsulfanyl]-1,3,4-oxadiazol-2-yl]methyl]thiolane 1,1-dioxide —— C15H26N3O3S2+
(3R)-3-[[5-[2-[(2R)-1-methylpiperidin-1-ium-2-yl]ethylsulfanyl]-1,3,4-oxadiazol-2-yl]methyl]thiolane 1,1-dioxide
—— (3S)-3-[[5-[[(2S)-oxan-2-yl]methylsulfanyl]-1,3,4-oxadiazol-2-yl]methyl]thiolane 1,1-dioxide —— C13H20N2O4S2
(3S)-3-[[5-[[(2S)-oxan-2-yl]methylsulfanyl]-1,3,4-oxadiazol-2-yl]methyl]thiolane 1,1-dioxide
—— 2-(1-tert-butyltetrazol-5-yl)sulfanyl-1-[4-[(1S)-1-phenylethyl]piperazin-4-ium-1-yl]ethanone —— C19H29N6OS+
2-(1-tert-butyltetrazol-5-yl)sulfanyl-1-[4-[(1S)-1-phenylethyl]piperazin-4-ium-1-yl]ethanone
—— 2-(1-tert-butyltetrazol-5-yl)sulfanyl-N-cyclopropylacetamide —— C10H17N5OS
2-(1-tert-butyltetrazol-5-yl)sulfanyl-N-cyclopropylacetamide
—— (2S)-2-[[4-(2-methylpropyl)-5-morpholin-4-yl-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C13H23N5O2S
(2S)-2-[[4-(2-methylpropyl)-5-morpholin-4-yl-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— 2-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(3-methoxypropyl)acetamide —— C13H21N3O5S2
2-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(3-methoxypropyl)acetamide
—— N-[2-[[4-(2-methylpropyl)-5-morpholin-4-yl-1,2,4-triazol-3-yl]sulfanyl]ethyl]acetamide —— C14H25N5O2S
N-[2-[[4-(2-methylpropyl)-5-morpholin-4-yl-1,2,4-triazol-3-yl]sulfanyl]ethyl]acetamide
—— (2R)-2-[[4-(2-methylpropyl)-5-morpholin-4-yl-1,2,4-triazol-3-yl]sulfanyl]-N-propylpropanamide —— C16H29N5O2S
(2R)-2-[[4-(2-methylpropyl)-5-morpholin-4-yl-1,2,4-triazol-3-yl]sulfanyl]-N-propylpropanamide
—— 2-(1-tert-butyltetrazol-5-yl)sulfanyl-N-[(1R)-1-cyclopropylethyl]acetamide —— C12H21N5OS
2-(1-tert-butyltetrazol-5-yl)sulfanyl-N-[(1R)-1-cyclopropylethyl]acetamide
—— (2R)-2-(1-tert-butyltetrazol-5-yl)sulfanylpropanamide —— C8H15N5OS
(2R)-2-(1-tert-butyltetrazol-5-yl)sulfanylpropanamide
—— 2-[(4,5-dicyclopropyl-1,2,4-triazol-3-yl)sulfanyl]-N-methylacetamide —— C11H16N4OS
2-[(4,5-dicyclopropyl-1,2,4-triazol-3-yl)sulfanyl]-N-methylacetamide
—— N-benzyl-2-(1-tert-butyltetrazol-5-yl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide —— C18H25N5O3S2
N-benzyl-2-(1-tert-butyltetrazol-5-yl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide
—— (2S)-2-[[5-(cyclopropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethylpropanamide —— C14H22N4O3S3
(2S)-2-[[5-(cyclopropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethylpropanamide
—— (2R)-2-(1-tert-butyltetrazol-5-yl)sulfanyl-N-methylpropanamide —— C9H17N5OS
(2R)-2-(1-tert-butyltetrazol-5-yl)sulfanyl-N-methylpropanamide
—— N-[(1R)-1-(furan-2-yl)ethyl]-2-[[4-(2-methylpropyl)-5-morpholin-4-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C18H27N5O3S
N-[(1R)-1-(furan-2-yl)ethyl]-2-[[4-(2-methylpropyl)-5-morpholin-4-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (2S)-2-(1-tert-butyltetrazol-5-yl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]propanamide —— C12H21N5O3S2
(2S)-2-(1-tert-butyltetrazol-5-yl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]propanamide
—— (2S)-2-[[5-(cyclopropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethylpropanamide —— C14H22N4O3S3
(2S)-2-[[5-(cyclopropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethylpropanamide
—— 2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-1-[4-[(1R)-1-phenylethyl]piperazin-1-yl]ethanone —— C17H23N5OS
2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-1-[4-[(1R)-1-phenylethyl]piperazin-1-yl]ethanone
—— (2S)-N-(2-cyanoethyl)-N-methyl-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C10H15N5OS
(2S)-N-(2-cyanoethyl)-N-methyl-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— 2-(1-tert-butyltetrazol-5-yl)sulfanyl-1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]ethanone —— C13H23N5O2S
2-(1-tert-butyltetrazol-5-yl)sulfanyl-1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]ethanone
—— (2R)-2-[[5-(cyclopropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methylpropanamide —— C13H20N4O3S3
(2R)-2-[[5-(cyclopropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methylpropanamide
—— (2R)-2-[[4-(2-methylpropyl)-5-morpholin-4-yl-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C13H23N5O2S
(2R)-2-[[4-(2-methylpropyl)-5-morpholin-4-yl-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— N-(3-methoxypropyl)-2-[[4-(2-methylpropyl)-5-morpholin-4-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C16H29N5O3S
N-(3-methoxypropyl)-2-[[4-(2-methylpropyl)-5-morpholin-4-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (2R)-3-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-2-methylpropanenitrile —— C11H15N3O3S2
(2R)-3-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-2-methylpropanenitrile
—— (2S)-2-(1-tert-butyltetrazol-5-yl)sulfanyl-N-methylpropanamide —— C9H17N5OS
(2S)-2-(1-tert-butyltetrazol-5-yl)sulfanyl-N-methylpropanamide
—— 2-[(4,5-dicyclopropyl-1,2,4-triazol-3-yl)sulfanyl]-N-(3-methoxypropyl)acetamide —— C14H22N4O2S
2-[(4,5-dicyclopropyl-1,2,4-triazol-3-yl)sulfanyl]-N-(3-methoxypropyl)acetamide
—— 3-[2-[[4-(2-Methylpropyl)-5-morpholin-4-yl-1,2,4-triazol-3-yl]sulfanyl]acetyl]-1,3-oxazolidin-2-one —— C15H23N5O4S
3-[2-[[4-(2-Methylpropyl)-5-morpholin-4-yl-1,2,4-triazol-3-yl]sulfanyl]acetyl]-1,3-oxazolidin-2-one
—— (2R)-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C8H14N4OS2
(2R)-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— N'-acetyl-2-[[4-(2-methylpropyl)-5-morpholin-4-yl-1,2,4-triazol-3-yl]sulfanyl]acetohydrazide —— C14H24N6O3S
N'-acetyl-2-[[4-(2-methylpropyl)-5-morpholin-4-yl-1,2,4-triazol-3-yl]sulfanyl]acetohydrazide
—— (2R)-N-prop-2-enyl-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C11H18N4OS2
(2R)-N-prop-2-enyl-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-(2-methoxyethyl)-2-[[4-(2-methylpropyl)-5-morpholin-4-yl-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C16H29N5O3S
(2R)-N-(2-methoxyethyl)-2-[[4-(2-methylpropyl)-5-morpholin-4-yl-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— N-acetyl-2-[[4-(2-methylpropyl)-5-morpholin-4-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C14H23N5O3S
N-acetyl-2-[[4-(2-methylpropyl)-5-morpholin-4-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 4-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]butanenitrile —— C11H15N3O3S2
4-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]butanenitrile
—— 2-[[4-(2-methylpropyl)-5-morpholin-4-yl-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C17H29N5O3S
2-[[4-(2-methylpropyl)-5-morpholin-4-yl-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— 1-[2-[[5-(Propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]pyrrolidin-2-one —— C11H16N4O2S2
1-[2-[[5-(Propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]pyrrolidin-2-one
—— N-tert-butyl-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C11H20N4OS2
N-tert-butyl-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (2S)-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-methylpropyl)propanamide —— C15H27N5O2S
(2S)-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-methylpropyl)propanamide
—— (2R)-N-propan-2-yl-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C11H20N4OS2
(2R)-N-propan-2-yl-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2S)-2-[[5-(cyclopropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-methoxyethyl)propanamide —— C11H18N4O2S2
(2S)-2-[[5-(cyclopropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-methoxyethyl)propanamide
—— 2-[[5-(cyclopropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methylacetamide —— C8H12N4OS2
2-[[5-(cyclopropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methylacetamide
—— N-[(1R)-1-cyclopropylethyl]-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C15H25N5O2S
N-[(1R)-1-cyclopropylethyl]-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— (2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C10H16N4O3S2
(2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C10H16N4O3S2
(2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— 2-[(4-Ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-1-(4-methylpiperazin-1-yl)ethanone —— C15H26N6O2S
2-[(4-Ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-1-(4-methylpiperazin-1-yl)ethanone
—— N-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C10H16N4O3S2
N-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-tert-butyl-2-[[5-(cyclopropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C11H18N4OS2
N-tert-butyl-2-[[5-(cyclopropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-(2-cyanoethyl)-N-methyl-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C9H13N5OS
N-(2-cyanoethyl)-N-methyl-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— (2R)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C12H20N4O3S3
(2R)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2S)-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C8H14N4OS2
(2S)-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide