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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-prop-2-enylpropanamide —— C13H20N4O3S
(2R)-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-N-prop-2-enylpropanamide
—— 3-(2-morpholin-4-yl-2-oxoethyl)sulfanyl-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one —— C13H20N4O4S
3-(2-morpholin-4-yl-2-oxoethyl)sulfanyl-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one
—— N-[4-(3,4-dimethylphenyl)sulfanylphenyl]-3-(2,5-dioxopyrrolidin-1-yl)propanamide —— C21H22N2O3S
N-[4-(3,4-dimethylphenyl)sulfanylphenyl]-3-(2,5-dioxopyrrolidin-1-yl)propanamide
—— 4-[[(2S)-oxolan-2-yl]methyl]-3-[2-oxo-2-(2-oxopyrrolidin-1-yl)ethyl]sulfanyl-1H-1,2,4-triazol-5-one —— C13H18N4O4S
4-[[(2S)-oxolan-2-yl]methyl]-3-[2-oxo-2-(2-oxopyrrolidin-1-yl)ethyl]sulfanyl-1H-1,2,4-triazol-5-one
—— 5-(carbamoylamino)-N-[4-(3,4-dimethylphenyl)sulfanylphenyl]pentanamide —— C20H25N3O2S
5-(carbamoylamino)-N-[4-(3,4-dimethylphenyl)sulfanylphenyl]pentanamide
—— (2S)-N-cyclopropyl-2-[[4-(3-methoxypropyl)-5-oxo-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C12H20N4O3S
(2S)-N-cyclopropyl-2-[[4-(3-methoxypropyl)-5-oxo-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— 2-[[4-(3-methoxypropyl)-5-oxo-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C8H14N4O3S
2-[[4-(3-methoxypropyl)-5-oxo-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (2R)-N-(2-methoxyethyl)-2-[[4-(3-methoxypropyl)-5-oxo-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C12H22N4O4S
(2R)-N-(2-methoxyethyl)-2-[[4-(3-methoxypropyl)-5-oxo-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2R)-N-cyclopropyl-2-[[4-(3-methoxypropyl)-5-oxo-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C12H20N4O3S
(2R)-N-cyclopropyl-2-[[4-(3-methoxypropyl)-5-oxo-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— 3-[2-(4-acetylpiperazin-1-yl)-2-oxoethyl]sulfanyl-4-(3-methoxypropyl)-1H-1,2,4-triazol-5-one —— C14H23N5O4S
3-[2-(4-acetylpiperazin-1-yl)-2-oxoethyl]sulfanyl-4-(3-methoxypropyl)-1H-1,2,4-triazol-5-one
—— (2R)-2-[[5-(2-amino-2-oxoethyl)sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-prop-2-enylpropanamide —— C10H14N4O2S3
(2R)-2-[[5-(2-amino-2-oxoethyl)sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-prop-2-enylpropanamide
—— 3-[2-(2,5-dichlorothiophen-3-yl)-2-oxoethyl]sulfanyl-4-(3-methoxypropyl)-1H-1,2,4-triazol-5-one —— C12H13Cl2N3O3S2
3-[2-(2,5-dichlorothiophen-3-yl)-2-oxoethyl]sulfanyl-4-(3-methoxypropyl)-1H-1,2,4-triazol-5-one
—— 2-[[5-[2-(Tert-butylamino)-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C10H16N4O2S3
2-[[5-[2-(Tert-butylamino)-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 4-(3-methoxypropyl)-3-(2-morpholin-4-yl-2-oxoethyl)sulfanyl-1H-1,2,4-triazol-5-one —— C12H20N4O4S
4-(3-methoxypropyl)-3-(2-morpholin-4-yl-2-oxoethyl)sulfanyl-1H-1,2,4-triazol-5-one
—— (2R)-2-[[5-(2-amino-2-oxoethyl)sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methylpropanamide —— C8H12N4O2S3
(2R)-2-[[5-(2-amino-2-oxoethyl)sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methylpropanamide
—— 2-[[5-(Cyanomethylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C6H6N4OS3
2-[[5-(Cyanomethylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (2R)-2-[[5-(2-amino-2-oxoethyl)sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-methoxyethyl)propanamide —— C10H16N4O3S3
(2R)-2-[[5-(2-amino-2-oxoethyl)sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-methoxyethyl)propanamide
—— 2-[[4-(3-methoxypropyl)-5-oxo-1H-1,2,4-triazol-3-yl]sulfanyl]-N-(2-methylpropyl)acetamide —— C12H22N4O3S
2-[[4-(3-methoxypropyl)-5-oxo-1H-1,2,4-triazol-3-yl]sulfanyl]-N-(2-methylpropyl)acetamide
—— (2R)-2-[[5-(2-amino-2-oxoethyl)sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C7H10N4O2S3
(2R)-2-[[5-(2-amino-2-oxoethyl)sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2R)-2-[[5-(2-amino-2-oxoethyl)sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-ethylpropanamide —— C9H14N4O2S3
(2R)-2-[[5-(2-amino-2-oxoethyl)sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-ethylpropanamide
—— dimethyl-[(1S)-1-[5-[(2R)-1-oxo-1-(propan-2-ylamino)propan-2-yl]sulfanyl-1,3,4-oxadiazol-2-yl]propyl]azanium —— C13H25N4O2S+
dimethyl-[(1S)-1-[5-[(2R)-1-oxo-1-(propan-2-ylamino)propan-2-yl]sulfanyl-1,3,4-oxadiazol-2-yl]propyl]azanium
—— (2R)-2-[[5-[(1S)-1-(dimethylamino)propyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-propan-2-ylpropanamide —— C13H24N4O2S
(2R)-2-[[5-[(1S)-1-(dimethylamino)propyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-propan-2-ylpropanamide
—— methyl N-[2-[[5-[(1R)-1-(dimethylamino)propyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]carbamate —— C11H18N4O4S
methyl N-[2-[[5-[(1R)-1-(dimethylamino)propyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]carbamate
—— [(1S)-1-[5-[(2R)-1-(ethylamino)-1-oxopropan-2-yl]sulfanyl-1,3,4-oxadiazol-2-yl]propyl]-dimethylazanium —— C12H23N4O2S+
[(1S)-1-[5-[(2R)-1-(ethylamino)-1-oxopropan-2-yl]sulfanyl-1,3,4-oxadiazol-2-yl]propyl]-dimethylazanium
—— dimethyl-[(1R)-1-[5-[2-oxo-2-(prop-2-ynylamino)ethyl]sulfanyl-1,3,4-oxadiazol-2-yl]propyl]azanium —— C12H19N4O2S+
dimethyl-[(1R)-1-[5-[2-oxo-2-(prop-2-ynylamino)ethyl]sulfanyl-1,3,4-oxadiazol-2-yl]propyl]azanium
—— [(1R)-1-[5-[(2S)-1-amino-1-oxopropan-2-yl]sulfanyl-1,3,4-oxadiazol-2-yl]propyl]-dimethylazanium —— C10H19N4O2S+
[(1R)-1-[5-[(2S)-1-amino-1-oxopropan-2-yl]sulfanyl-1,3,4-oxadiazol-2-yl]propyl]-dimethylazanium
—— [(1R)-1-[5-[2-[[(3S)-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl]sulfanyl-1,3,4-oxadiazol-2-yl]propyl]-dimethylazanium —— C13H23N4O4S2+
[(1R)-1-[5-[2-[[(3S)-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl]sulfanyl-1,3,4-oxadiazol-2-yl]propyl]-dimethylazanium
—— (2R)-2-[[5-[(1S)-1-(dimethylamino)propyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-prop-2-enylpropanamide —— C13H22N4O2S
(2R)-2-[[5-[(1S)-1-(dimethylamino)propyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-prop-2-enylpropanamide
—— [(1R)-1-[5-[(2R)-1-(2-methoxyethylamino)-1-oxopropan-2-yl]sulfanyl-1,3,4-oxadiazol-2-yl]propyl]-dimethylazanium —— C13H25N4O3S+
[(1R)-1-[5-[(2R)-1-(2-methoxyethylamino)-1-oxopropan-2-yl]sulfanyl-1,3,4-oxadiazol-2-yl]propyl]-dimethylazanium
—— 2-[[5-[(1S)-1-(dimethylamino)propyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylacetamide —— C10H18N4O2S
2-[[5-[(1S)-1-(dimethylamino)propyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylacetamide
—— methyl N-[2-[[5-[(1S)-1-(dimethylamino)propyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]carbamate —— C11H18N4O4S
methyl N-[2-[[5-[(1S)-1-(dimethylamino)propyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]carbamate
—— [(1S)-1-[5-[(2S)-1-(2-methoxyethylamino)-1-oxopropan-2-yl]sulfanyl-1,3,4-oxadiazol-2-yl]propyl]-dimethylazanium —— C13H25N4O3S+
[(1S)-1-[5-[(2S)-1-(2-methoxyethylamino)-1-oxopropan-2-yl]sulfanyl-1,3,4-oxadiazol-2-yl]propyl]-dimethylazanium
—— (2S)-2-[[5-[(1R)-1-(dimethylamino)propyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylpropanamide —— C11H20N4O2S
(2S)-2-[[5-[(1R)-1-(dimethylamino)propyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylpropanamide
—— (2S)-2-[[5-[(1R)-1-(dimethylamino)propyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]propanamide —— C14H24N4O4S2
(2S)-2-[[5-[(1R)-1-(dimethylamino)propyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]propanamide
—— [(1S)-1-[5-[(2R)-1-amino-1-oxopropan-2-yl]sulfanyl-1,3,4-oxadiazol-2-yl]propyl]-dimethylazanium —— C10H19N4O2S+
[(1S)-1-[5-[(2R)-1-amino-1-oxopropan-2-yl]sulfanyl-1,3,4-oxadiazol-2-yl]propyl]-dimethylazanium
—— (2S)-2-[[5-[(1R)-1-(dimethylamino)propyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-ethylpropanamide —— C12H22N4O2S
(2S)-2-[[5-[(1R)-1-(dimethylamino)propyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-ethylpropanamide
—— (2R)-2-[[5-[(1S)-1-(dimethylamino)propyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]propanamide —— C14H24N4O4S2
(2R)-2-[[5-[(1S)-1-(dimethylamino)propyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]propanamide
—— dimethyl-[(1R)-1-[5-[(2R)-1-oxo-1-(prop-2-enylamino)propan-2-yl]sulfanyl-1,3,4-oxadiazol-2-yl]propyl]azanium —— C13H23N4O2S+
dimethyl-[(1R)-1-[5-[(2R)-1-oxo-1-(prop-2-enylamino)propan-2-yl]sulfanyl-1,3,4-oxadiazol-2-yl]propyl]azanium
—— [(1R)-1-[5-[(2S)-1-(cyclopropylamino)-1-oxopropan-2-yl]sulfanyl-1,3,4-oxadiazol-2-yl]propyl]-dimethylazanium —— C13H23N4O2S+
[(1R)-1-[5-[(2S)-1-(cyclopropylamino)-1-oxopropan-2-yl]sulfanyl-1,3,4-oxadiazol-2-yl]propyl]-dimethylazanium
—— dimethyl-[(1R)-1-[5-[2-(methylamino)-2-oxoethyl]sulfanyl-1,3,4-oxadiazol-2-yl]propyl]azanium —— C10H19N4O2S+
dimethyl-[(1R)-1-[5-[2-(methylamino)-2-oxoethyl]sulfanyl-1,3,4-oxadiazol-2-yl]propyl]azanium
—— 2-[[5-(piperidin-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-propan-2-ylacetamide —— C13H22N4O2S
2-[[5-(piperidin-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-propan-2-ylacetamide
—— N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C11H17N3O4S2
N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— 2-[[5-[(1R)-1-(dimethylamino)propyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide —— C13H22N4O4S2
2-[[5-[(1R)-1-(dimethylamino)propyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide
—— N-cyclopropyl-2-[[5-(piperidin-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C13H20N4O2S
N-cyclopropyl-2-[[5-(piperidin-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-cyclopropyl-2-[[5-(piperidin-1-ium-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C13H21N4O2S+
N-cyclopropyl-2-[[5-(piperidin-1-ium-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-tert-butyl-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C11H18N4OS
N-tert-butyl-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— [(1R)-1-[5-[2-(methoxycarbonylamino)-2-oxoethyl]sulfanyl-1,3,4-oxadiazol-2-yl]propyl]-dimethylazanium —— C11H19N4O4S+
[(1R)-1-[5-[2-(methoxycarbonylamino)-2-oxoethyl]sulfanyl-1,3,4-oxadiazol-2-yl]propyl]-dimethylazanium
—— [(1S)-1-[5-[(2R)-1-[[(3R)-1,1-dioxothiolan-3-yl]amino]-1-oxopropan-2-yl]sulfanyl-1,3,4-oxadiazol-2-yl]propyl]-dimethylazanium —— C14H25N4O4S2+
[(1S)-1-[5-[(2R)-1-[[(3R)-1,1-dioxothiolan-3-yl]amino]-1-oxopropan-2-yl]sulfanyl-1,3,4-oxadiazol-2-yl]propyl]-dimethylazanium
—— (2R)-N-ethyl-2-[[5-(piperidin-1-ium-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C13H23N4O2S+
(2R)-N-ethyl-2-[[5-(piperidin-1-ium-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— ethyl N-[2-[[5-[(1R)-1-(dimethylamino)propyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]carbamate —— C12H20N4O4S
ethyl N-[2-[[5-[(1R)-1-(dimethylamino)propyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]carbamate