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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
—— 2-[[5-(Ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethyl-dimethylazanium —— C8H17N4S2+
2-[[5-(Ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethyl-dimethylazanium
—— N-[(1R)-1-cyclopropylethyl]-2-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C14H21N3O4S2
N-[(1R)-1-cyclopropylethyl]-2-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 5-[2-(dimethylamino)ethylsulfanyl]-N-ethyl-1,3,4-thiadiazol-2-amine —— C8H16N4S2
5-[2-(dimethylamino)ethylsulfanyl]-N-ethyl-1,3,4-thiadiazol-2-amine
—— 1-[2-[[5-(Ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]pyrrolidin-2-one —— C10H14N4O2S2
1-[2-[[5-(Ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]pyrrolidin-2-one
—— N-ethyl-5-[(5-methyl-1,2-oxazol-3-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C9H12N4OS2
N-ethyl-5-[(5-methyl-1,2-oxazol-3-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— (2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C13H22N4O3S3
(2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-methylacetamide —— C11H18N4O3S2
N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-methylacetamide
—— (2S)-2-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylpropanamide —— C11H17N3O4S2
(2S)-2-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylpropanamide
—— N-[2-[(4-ethyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]acetamide —— C8H14N4OS
N-[2-[(4-ethyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]acetamide
—— (2S)-3-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-2-methylpropanenitrile —— C12H18N4O2S2
(2S)-3-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-2-methylpropanenitrile
—— (2S)-2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-prop-2-enylpropanamide —— C13H19N3O4S2
(2S)-2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-prop-2-enylpropanamide
—— 2-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-methylpropyl)acetamide —— C13H21N3O4S2
2-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-methylpropyl)acetamide
—— 2-[(4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3S)-3-methyl-1,1-dioxothiolan-3-yl]acetamide —— C11H18N4O3S2
2-[(4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3S)-3-methyl-1,1-dioxothiolan-3-yl]acetamide
—— 1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C12H20N4O2S2
1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— (2R)-2-(1-tert-butyltetrazol-5-yl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]propanamide —— C12H21N5O3S2
(2R)-2-(1-tert-butyltetrazol-5-yl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]propanamide
—— (3R)-3-[[5-[[(2R)-oxan-2-yl]methylsulfanyl]-1,3,4-oxadiazol-2-yl]methyl]thiolane 1,1-dioxide —— C13H20N2O4S2
(3R)-3-[[5-[[(2R)-oxan-2-yl]methylsulfanyl]-1,3,4-oxadiazol-2-yl]methyl]thiolane 1,1-dioxide
—— 2-[(4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-methoxyethyl)acetamide —— C9H16N4O2S
2-[(4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-methoxyethyl)acetamide
—— (2S)-2-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile —— C10H13N3O3S2
(2S)-2-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile
—— N-[2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]acetamide —— C11H17N3O4S2
N-[2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]acetamide
—— (2R)-2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylpropanamide —— C11H17N3O4S2
(2R)-2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylpropanamide
—— (3S)-3-[[4-methyl-5-[[(2S)-oxan-2-yl]methylsulfanyl]-1,2,4-triazol-3-yl]methyl]thiolane 1,1-dioxide —— C14H23N3O3S2
(3S)-3-[[4-methyl-5-[[(2S)-oxan-2-yl]methylsulfanyl]-1,2,4-triazol-3-yl]methyl]thiolane 1,1-dioxide
—— 2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C11H18N4O2S2
2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— 2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-methylacetamide —— C11H18N4O3S2
2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-methylacetamide
—— N,N-bis(2-cyanoethyl)-2-[(4-ethyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C12H16N6OS
N,N-bis(2-cyanoethyl)-2-[(4-ethyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 2-(1-tert-butyltetrazol-5-yl)sulfanyl-N-[3-(2-oxopyrrolidin-1-yl)propyl]acetamide —— C14H24N6O2S
2-(1-tert-butyltetrazol-5-yl)sulfanyl-N-[3-(2-oxopyrrolidin-1-yl)propyl]acetamide
—— 2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-(3-propan-2-yloxypropyl)acetamide —— C16H28N4O4S2
2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-(3-propan-2-yloxypropyl)acetamide
—— 1-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C12H20N4O2S2
1-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— (2R)-2-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile —— C10H13N3O3S2
(2R)-2-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile
—— 2-(1-tert-butyltetrazol-5-yl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]-N-propylacetamide —— C14H25N5O3S2
2-(1-tert-butyltetrazol-5-yl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]-N-propylacetamide
—— 2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-3-methylbutan-2-yl]acetamide —— C14H23N3O4S2
2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-3-methylbutan-2-yl]acetamide
—— (2R)-2-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-prop-2-enylpropanamide —— C13H19N3O4S2
(2R)-2-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-prop-2-enylpropanamide
—— (2S)-N-cyclopropyl-2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C13H19N3O4S2
(2S)-N-cyclopropyl-2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— 2-(1-tert-butyltetrazol-5-yl)sulfanyl-1-[(2S,6R)-2,6-dimethylmorpholin-4-yl]ethanone —— C13H23N5O2S
2-(1-tert-butyltetrazol-5-yl)sulfanyl-1-[(2S,6R)-2,6-dimethylmorpholin-4-yl]ethanone
—— N-[(2R)-butan-2-yl]-2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C10H18N4OS2
N-[(2R)-butan-2-yl]-2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-[4-[(1R)-1-phenylethyl]piperazin-4-ium-1-yl]ethanone —— C18H26N5OS2+
2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-[4-[(1R)-1-phenylethyl]piperazin-4-ium-1-yl]ethanone
—— 2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-3-methylbutan-2-yl]acetamide —— C14H23N3O4S2
2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-3-methylbutan-2-yl]acetamide
—— 2-[(4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-methylacetamide —— C7H12N4OS
2-[(4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-methylacetamide
—— 2-(1-tert-butyltetrazol-5-yl)sulfanyl-1-[4-[(1R)-1-phenylethyl]piperazin-4-ium-1-yl]ethanone —— C19H29N6OS+
2-(1-tert-butyltetrazol-5-yl)sulfanyl-1-[4-[(1R)-1-phenylethyl]piperazin-4-ium-1-yl]ethanone
—— (2R)-2-(1-tert-butyltetrazol-5-yl)sulfanyl-N-propylpropanamide —— C11H21N5OS
(2R)-2-(1-tert-butyltetrazol-5-yl)sulfanyl-N-propylpropanamide
—— 2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetonitrile —— C9H11N3O3S2
2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetonitrile
—— 3-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile —— C10H13N3O3S2
3-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile
—— N-acetyl-2-[[5-(2-methylpropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C10H16N4O2S2
N-acetyl-2-[[5-(2-methylpropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 3-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-ol —— C10H16N2O4S2
3-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-ol
—— (3R)-3-[[5-[(5-methyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]methyl]thiolane 1,1-dioxide —— C11H14N4O4S2
(3R)-3-[[5-[(5-methyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]methyl]thiolane 1,1-dioxide
—— (3R)-3-[[4-methyl-5-[[(2R)-4-(2-methylpropyl)morpholin-2-yl]methylsulfanyl]-1,2,4-triazol-3-yl]methyl]thiolane 1,1-dioxide —— C17H30N4O3S2
(3R)-3-[[4-methyl-5-[[(2R)-4-(2-methylpropyl)morpholin-2-yl]methylsulfanyl]-1,2,4-triazol-3-yl]methyl]thiolane 1,1-dioxide
—— (2S)-3-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-2-methylpropanenitrile —— C11H15N3O3S2
(2S)-3-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-2-methylpropanenitrile
—— (2S)-2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C10H15N3O4S2
(2S)-2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-2-[(4,5-dicyclopropyl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-methoxyethyl)propanamide —— C14H22N4O2S
(2S)-2-[(4,5-dicyclopropyl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-methoxyethyl)propanamide
—— (2R)-2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-propylpropanamide —— C13H21N3O4S2
(2R)-2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-propylpropanamide
—— N-[(1S)-1-(furan-2-yl)ethyl]-2-[[4-(2-methylpropyl)-5-morpholin-4-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C18H27N5O3S
N-[(1S)-1-(furan-2-yl)ethyl]-2-[[4-(2-methylpropyl)-5-morpholin-4-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide