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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-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-N-propan-2-ylpropanamide —— C13H22N4O3S
(2R)-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-N-propan-2-ylpropanamide
—— N-acetyl-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C11H16N4O4S
N-acetyl-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 4-methyl-3-[2-(4-methylpiperazin-4-ium-1-yl)-2-oxoethyl]sulfanyl-1H-1,2,4-triazol-5-one —— C10H18N5O2S+
4-methyl-3-[2-(4-methylpiperazin-4-ium-1-yl)-2-oxoethyl]sulfanyl-1H-1,2,4-triazol-5-one
—— (2S)-N-cyclopropyl-2-[(4-methyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C9H14N4O2S
(2S)-N-cyclopropyl-2-[(4-methyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— [5-[2-[[(1R)-1-cyclopropylethyl]amino]-2-oxoethyl]sulfanyl-1,3,4-oxadiazol-2-yl]methyl-dimethylazanium —— C12H21N4O2S+
[5-[2-[[(1R)-1-cyclopropylethyl]amino]-2-oxoethyl]sulfanyl-1,3,4-oxadiazol-2-yl]methyl-dimethylazanium
—— 3-[2-[(4-methyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]acetyl]-1,3-oxazolidin-2-one —— C8H10N4O4S
3-[2-[(4-methyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]acetyl]-1,3-oxazolidin-2-one
—— (2R)-N-cyclopropyl-2-[(4-methyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C9H14N4O2S
(2R)-N-cyclopropyl-2-[(4-methyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2R)-2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-propan-2-ylpropanamide —— C12H22N4O2S
(2R)-2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-propan-2-ylpropanamide
—— N-cyclopropyl-5-[2-[(2S)-1-methylpiperidin-2-yl]ethylsulfanyl]-1,3,4-thiadiazol-2-amine —— C13H22N4S2
N-cyclopropyl-5-[2-[(2S)-1-methylpiperidin-2-yl]ethylsulfanyl]-1,3,4-thiadiazol-2-amine
—— 2-[[5-[(1S)-1-cyanoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylacetamide —— C10H14N4OS3
2-[[5-[(1S)-1-cyanoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylacetamide
—— (2S)-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-N-prop-2-enylpropanamide —— C13H20N4O3S
(2S)-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-N-prop-2-enylpropanamide
—— 2-[[5-[[(2R)-oxan-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylacetamide —— C13H21N3O2S3
2-[[5-[[(2R)-oxan-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylacetamide
—— 4-methyl-3-(2-pyrrolidin-1-ylethylsulfanyl)-1H-1,2,4-triazol-5-one —— C9H16N4OS
4-methyl-3-(2-pyrrolidin-1-ylethylsulfanyl)-1H-1,2,4-triazol-5-one
—— N-[(3R,4R)-4-chloro-1,1-dioxothiolan-3-yl]-2-[(4-methyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C9H13ClN4O4S2
N-[(3R,4R)-4-chloro-1,1-dioxothiolan-3-yl]-2-[(4-methyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N'-acetyl-2-[[4-(3-methoxypropyl)-5-oxo-1H-1,2,4-triazol-3-yl]sulfanyl]acetohydrazide —— C10H17N5O4S
N'-acetyl-2-[[4-(3-methoxypropyl)-5-oxo-1H-1,2,4-triazol-3-yl]sulfanyl]acetohydrazide
—— (2R)-N,N-dimethyl-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C12H20N4O3S
(2R)-N,N-dimethyl-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— 2-[[5-[2-(2-Methoxyethylamino)-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C9H14N4O3S3
2-[[5-[2-(2-Methoxyethylamino)-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— methyl N-[2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetyl]carbamate —— C11H16N4O5S
methyl N-[2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetyl]carbamate
—— 2-[[5-[2-(tert-butylamino)-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylacetamide —— C13H22N4O2S3
2-[[5-[2-(tert-butylamino)-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylacetamide
—— ethyl N-[2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetyl]carbamate —— C12H18N4O5S
ethyl N-[2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetyl]carbamate
—— 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-[(2S)-2-(4-methylpiperidin-1-yl)-2-thiophen-2-ylethyl]propanamide —— C22H32N4OS2
3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-[(2S)-2-(4-methylpiperidin-1-yl)-2-thiophen-2-ylethyl]propanamide
—— (2S)-N-methyl-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C11H18N4O3S
(2S)-N-methyl-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— 2-[[5-[2-Oxo-2-(propan-2-ylamino)ethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C9H14N4O2S3
2-[[5-[2-Oxo-2-(propan-2-ylamino)ethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-N-propan-2-ylacetamide —— C12H20N4O3S
2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-N-propan-2-ylacetamide
—— (2S)-N-cyclopropyl-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C13H20N4O3S
(2S)-N-cyclopropyl-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— [(1R)-1-[5-[(2S)-1-[[(3R)-1,1-dioxothiolan-3-yl]amino]-1-oxopropan-2-yl]sulfanyl-1,3,4-oxadiazol-2-yl]propyl]-dimethylazanium —— C14H25N4O4S2+
[(1R)-1-[5-[(2S)-1-[[(3R)-1,1-dioxothiolan-3-yl]amino]-1-oxopropan-2-yl]sulfanyl-1,3,4-oxadiazol-2-yl]propyl]-dimethylazanium
—— (2R)-N-cyclopropyl-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C13H20N4O3S
(2R)-N-cyclopropyl-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— N-acetyl-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C11H16N4O4S
N-acetyl-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-acetyl-2-[[4-(3-methoxypropyl)-5-oxo-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C10H16N4O4S
N-acetyl-2-[[4-(3-methoxypropyl)-5-oxo-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-N-propan-2-ylacetamide —— C12H20N4O3S
2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-N-propan-2-ylacetamide
—— (2S)-2-[[5-(2-amino-2-oxoethyl)sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C7H10N4O2S3
(2S)-2-[[5-(2-amino-2-oxoethyl)sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 4-(3-methoxypropyl)-3-[2-oxo-2-(2-oxopyrrolidin-1-yl)ethyl]sulfanyl-1H-1,2,4-triazol-5-one —— C12H18N4O4S
4-(3-methoxypropyl)-3-[2-oxo-2-(2-oxopyrrolidin-1-yl)ethyl]sulfanyl-1H-1,2,4-triazol-5-one
—— (2R)-2-[[5-[(1R)-1-(dimethylamino)propyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylpropanamide —— C11H20N4O2S
(2R)-2-[[5-[(1R)-1-(dimethylamino)propyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylpropanamide
—— [(1R)-1-[5-[(2S)-1-(2-methoxyethylamino)-1-oxopropan-2-yl]sulfanyl-1,3,4-oxadiazol-2-yl]propyl]-dimethylazanium —— C13H25N4O3S+
[(1R)-1-[5-[(2S)-1-(2-methoxyethylamino)-1-oxopropan-2-yl]sulfanyl-1,3,4-oxadiazol-2-yl]propyl]-dimethylazanium
—— 2-[[5-[2-Oxo-2-(2-oxopyrrolidin-1-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C10H12N4O3S3
2-[[5-[2-Oxo-2-(2-oxopyrrolidin-1-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-[(2R)-2-(4-methylpiperidin-1-yl)-2-thiophen-2-ylethyl]propanamide —— C22H32N4OS2
3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-[(2R)-2-(4-methylpiperidin-1-yl)-2-thiophen-2-ylethyl]propanamide
—— (2R)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C12H18N4O3S2
(2R)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2S)-N-methyl-2-[[5-(piperidin-1-ium-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C12H21N4O2S+
(2S)-N-methyl-2-[[5-(piperidin-1-ium-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-2-[[5-[(1S)-1-(dimethylamino)propyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C10H18N4O2S
(2R)-2-[[5-[(1S)-1-(dimethylamino)propyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-cyclopropyl-2-[[5-[(1R)-1-(dimethylamino)propyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C13H22N4O2S
(2S)-N-cyclopropyl-2-[[5-[(1R)-1-(dimethylamino)propyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— N-cyclopropyl-2-[[5-[(1S)-1-(dimethylamino)propyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C12H20N4O2S
N-cyclopropyl-2-[[5-[(1S)-1-(dimethylamino)propyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— [(1R)-1-[5-[2-(ethoxycarbonylamino)-2-oxoethyl]sulfanyl-1,3,4-oxadiazol-2-yl]propyl]-dimethylazanium —— C12H21N4O4S+
[(1R)-1-[5-[2-(ethoxycarbonylamino)-2-oxoethyl]sulfanyl-1,3,4-oxadiazol-2-yl]propyl]-dimethylazanium
—— (2S)-N-cyclopropyl-2-[[5-[(1S)-1-(dimethylamino)propyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C13H22N4O2S
(2S)-N-cyclopropyl-2-[[5-[(1S)-1-(dimethylamino)propyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— [(1R)-1-[5-[2-[[(3R)-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl]sulfanyl-1,3,4-oxadiazol-2-yl]propyl]-dimethylazanium —— C13H23N4O4S2+
[(1R)-1-[5-[2-[[(3R)-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl]sulfanyl-1,3,4-oxadiazol-2-yl]propyl]-dimethylazanium
—— (2S)-2-[[5-(piperidin-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C11H18N4O2S
(2S)-2-[[5-(piperidin-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-cyclopropyl-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C11H16N4OS
(2R)-N-cyclopropyl-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— [(1S)-1-[5-(2-amino-2-oxoethyl)sulfanyl-1,3,4-oxadiazol-2-yl]propyl]-dimethylazanium —— C9H17N4O2S+
[(1S)-1-[5-(2-amino-2-oxoethyl)sulfanyl-1,3,4-oxadiazol-2-yl]propyl]-dimethylazanium
—— methyl N-[2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]carbamate —— C9H12N4O3S
methyl N-[2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]carbamate
—— [(1S)-1-[5-[(2S)-1-(ethylamino)-1-oxopropan-2-yl]sulfanyl-1,3,4-oxadiazol-2-yl]propyl]-dimethylazanium —— C12H23N4O2S+
[(1S)-1-[5-[(2S)-1-(ethylamino)-1-oxopropan-2-yl]sulfanyl-1,3,4-oxadiazol-2-yl]propyl]-dimethylazanium
—— N-tert-butyl-2-[[5-[(1S)-1-(dimethylamino)propyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C13H24N4O2S
N-tert-butyl-2-[[5-[(1S)-1-(dimethylamino)propyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide