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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
—— 5-[(1R)-1-(3,4-difluorophenyl)sulfanylethyl]-3-methyl-1,2,4-oxadiazole —— C11H10F2N2OS
5-[(1R)-1-(3,4-difluorophenyl)sulfanylethyl]-3-methyl-1,2,4-oxadiazole
—— 5-[(1S)-1-(3,4-difluorophenyl)sulfanylethyl]-3-methyl-1,2,4-oxadiazole —— C11H10F2N2OS
5-[(1S)-1-(3,4-difluorophenyl)sulfanylethyl]-3-methyl-1,2,4-oxadiazole
—— (2S)-2-(2-ethoxyethoxy)-N-(2-pyridin-2-ylsulfanylpyridin-4-yl)propanamide —— C17H21N3O3S
(2S)-2-(2-ethoxyethoxy)-N-(2-pyridin-2-ylsulfanylpyridin-4-yl)propanamide
—— 2-(2,4-dimethylphenyl)sulfanyl-N-[(2R)-1-methoxypropan-2-yl]acetamide —— C14H21NO2S
2-(2,4-dimethylphenyl)sulfanyl-N-[(2R)-1-methoxypropan-2-yl]acetamide
—— (2R)-2-(2-ethoxyethoxy)-N-(2-pyridin-2-ylsulfanylpyridin-4-yl)propanamide —— C17H21N3O3S
(2R)-2-(2-ethoxyethoxy)-N-(2-pyridin-2-ylsulfanylpyridin-4-yl)propanamide
—— 2-(2,4-dimethylphenyl)sulfanyl-N-[(2S)-1-methoxypropan-2-yl]acetamide —— C14H21NO2S
2-(2,4-dimethylphenyl)sulfanyl-N-[(2S)-1-methoxypropan-2-yl]acetamide
—— N-[(S)-phenyl(pyridin-4-yl)methyl]-2-phenylsulfanylacetamide —— C20H18N2OS
N-[(S)-phenyl(pyridin-4-yl)methyl]-2-phenylsulfanylacetamide
—— 5-[(1R)-1-(4-fluorophenyl)sulfanylethyl]-3-methyl-1,2,4-oxadiazole —— C11H11FN2OS
5-[(1R)-1-(4-fluorophenyl)sulfanylethyl]-3-methyl-1,2,4-oxadiazole
—— 5-[(1S)-1-(4-fluorophenyl)sulfanylethyl]-3-methyl-1,2,4-oxadiazole —— C11H11FN2OS
5-[(1S)-1-(4-fluorophenyl)sulfanylethyl]-3-methyl-1,2,4-oxadiazole
—— (2R)-N-[3-chloro-4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]oxolane-2-carboxamide —— C13H12ClN3O2S2
(2R)-N-[3-chloro-4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]oxolane-2-carboxamide
—— [7,7-Dimethyl-4-(methylamino)-6,8-dihydropyrimido[4,5-b][1,4]benzothiazin-9-yl]-hexylazanium —— C19H30N5S+
[7,7-Dimethyl-4-(methylamino)-6,8-dihydropyrimido[4,5-b][1,4]benzothiazin-9-yl]-hexylazanium
—— (2S)-N-[3-chloro-4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]oxolane-2-carboxamide —— C13H12ClN3O2S2
(2S)-N-[3-chloro-4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]oxolane-2-carboxamide
—— (3R)-N-[3-(4-fluorophenyl)sulfanylpropyl]oxolane-3-carboxamide —— C14H18FNO2S
(3R)-N-[3-(4-fluorophenyl)sulfanylpropyl]oxolane-3-carboxamide
—— (3S)-N-[3-(4-fluorophenyl)sulfanylpropyl]oxolane-3-carboxamide —— C14H18FNO2S
(3S)-N-[3-(4-fluorophenyl)sulfanylpropyl]oxolane-3-carboxamide
—— 2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3S)-5-(furan-2-yl)-3-thiophen-2-yl-3,4-dihydropyrazol-2-yl]ethanone —— C17H16N4O2S4
2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3S)-5-(furan-2-yl)-3-thiophen-2-yl-3,4-dihydropyrazol-2-yl]ethanone
—— 2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3R)-5-(furan-2-yl)-3-thiophen-2-yl-3,4-dihydropyrazol-2-yl]ethanone —— C17H16N4O2S4
2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3R)-5-(furan-2-yl)-3-thiophen-2-yl-3,4-dihydropyrazol-2-yl]ethanone
—— 2-(4-chlorophenyl)sulfanyl-N-[(S)-phenyl(pyridin-2-yl)methyl]acetamide —— C20H17ClN2OS
2-(4-chlorophenyl)sulfanyl-N-[(S)-phenyl(pyridin-2-yl)methyl]acetamide
—— N-[(3S)-3-methyl-1,1-dioxothiolan-3-yl]-3-phenylsulfanylpropanamide —— C14H19NO3S2
N-[(3S)-3-methyl-1,1-dioxothiolan-3-yl]-3-phenylsulfanylpropanamide
—— 2-(4-chlorophenyl)sulfanyl-N-[(R)-phenyl(pyridin-2-yl)methyl]acetamide —— C20H17ClN2OS
2-(4-chlorophenyl)sulfanyl-N-[(R)-phenyl(pyridin-2-yl)methyl]acetamide
—— 2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(S)-phenyl(pyridin-2-yl)methyl]acetamide —— C22H17ClN4O2S
2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(S)-phenyl(pyridin-2-yl)methyl]acetamide
—— 2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(R)-phenyl(pyridin-2-yl)methyl]acetamide —— C22H17ClN4O2S
2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(R)-phenyl(pyridin-2-yl)methyl]acetamide
—— (2R)-N-ethyl-2-(4-hydroxyphenyl)sulfanyl-N-(2-methylprop-2-enyl)propanamide —— C15H21NO2S
(2R)-N-ethyl-2-(4-hydroxyphenyl)sulfanyl-N-(2-methylprop-2-enyl)propanamide
—— 2-[(4-Methyl-5-pyrazin-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetate —— C9H8N5O2S-
2-[(4-Methyl-5-pyrazin-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetate
—— 1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C18H24N4O2S2
1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— 2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(1H-pyrrol-2-yl)ethanone —— C16H16N4OS2
2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(1H-pyrrol-2-yl)ethanone
—— 1-(Azepan-1-yl)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C18H24N4OS2
1-(Azepan-1-yl)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— 2-[[5-benzyl-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]-N-butylacetamide —— C20H28N4O2S
2-[[5-benzyl-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]-N-butylacetamide
—— 2-[[5-benzyl-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]-N-butylacetamide —— C20H28N4O2S
2-[[5-benzyl-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]-N-butylacetamide
—— 2-(4-chloro-6-pyrrolidin-1-ylpyrimidin-2-yl)sulfanyl-1-[(1S,5R)-1,3,3-trimethyl-6-azabicyclo[3.2.1]octan-6-yl]ethanone —— C20H29ClN4OS
2-(4-chloro-6-pyrrolidin-1-ylpyrimidin-2-yl)sulfanyl-1-[(1S,5R)-1,3,3-trimethyl-6-azabicyclo[3.2.1]octan-6-yl]ethanone
—— (2S)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one —— C17H22N4OS2
(2S)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one
—— 2-(2-cyanophenyl)sulfanyl-N-[(2R)-2-(dimethylamino)-2-(3-methoxyphenyl)ethyl]benzamide —— C25H25N3O2S
2-(2-cyanophenyl)sulfanyl-N-[(2R)-2-(dimethylamino)-2-(3-methoxyphenyl)ethyl]benzamide
—— 2-(4-chloro-6-pyrrolidin-1-ylpyrimidin-2-yl)sulfanyl-1-[(1R,5S)-1,3,3-trimethyl-6-azabicyclo[3.2.1]octan-6-yl]ethanone —— C20H29ClN4OS
2-(4-chloro-6-pyrrolidin-1-ylpyrimidin-2-yl)sulfanyl-1-[(1R,5S)-1,3,3-trimethyl-6-azabicyclo[3.2.1]octan-6-yl]ethanone
—— N-[(2S)-2-(dimethylamino)-2-(3-methoxyphenyl)ethyl]-2-phenylsulfanylpyridine-3-carboxamide —— C23H25N3O2S
N-[(2S)-2-(dimethylamino)-2-(3-methoxyphenyl)ethyl]-2-phenylsulfanylpyridine-3-carboxamide
—— 2-(2-cyanophenyl)sulfanyl-N-[(2S)-2-(dimethylamino)-2-(3-methoxyphenyl)ethyl]benzamide —— C25H25N3O2S
2-(2-cyanophenyl)sulfanyl-N-[(2S)-2-(dimethylamino)-2-(3-methoxyphenyl)ethyl]benzamide
—— N-[(2R)-2-(dimethylamino)-2-(3-methoxyphenyl)ethyl]-2-phenylsulfanylpyridine-3-carboxamide —— C23H25N3O2S
N-[(2R)-2-(dimethylamino)-2-(3-methoxyphenyl)ethyl]-2-phenylsulfanylpyridine-3-carboxamide
—— N-[(1R)-1-(2,5-dimethylphenyl)ethyl]-3-phenylsulfanylpropanamide —— C19H23NOS
N-[(1R)-1-(2,5-dimethylphenyl)ethyl]-3-phenylsulfanylpropanamide
—— 5-[(3,5-Dimethyl-1,2-oxazol-4-yl)methylsulfanyl]-3-phenyl-1,3,4-thiadiazole-2-thione —— C14H13N3OS3
5-[(3,5-Dimethyl-1,2-oxazol-4-yl)methylsulfanyl]-3-phenyl-1,3,4-thiadiazole-2-thione
—— N-[(1S)-1-(2,5-dimethylphenyl)ethyl]-3-phenylsulfanylpropanamide —— C19H23NOS
N-[(1S)-1-(2,5-dimethylphenyl)ethyl]-3-phenylsulfanylpropanamide
—— 3-(4-chlorophenyl)sulfanyl-N-[(2S)-2-(dimethylamino)-2-(3-fluorophenyl)ethyl]propanamide —— C19H22ClFN2OS
3-(4-chlorophenyl)sulfanyl-N-[(2S)-2-(dimethylamino)-2-(3-fluorophenyl)ethyl]propanamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C14H15N3O3S4
N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— N-[(4-methylphenyl)methyl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C18H17N3OS3
N-[(4-methylphenyl)methyl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— 2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(1H-pyrrol-2-yl)ethanone —— C14H11N3OS3
2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(1H-pyrrol-2-yl)ethanone
—— N-(2-adamantyl)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C20H23N3OS3
N-(2-adamantyl)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— 3-[(1R)-1-(2-chlorophenyl)ethyl]sulfanyl-1,2,4-triazol-4-amine —— C10H11ClN4S
3-[(1R)-1-(2-chlorophenyl)ethyl]sulfanyl-1,2,4-triazol-4-amine
—— 1-[2-(4-chlorophenyl)sulfanylethyl]-3-[(1R)-1-(4-methyl-1,3-thiazol-2-yl)ethyl]urea —— C15H18ClN3OS2
1-[2-(4-chlorophenyl)sulfanylethyl]-3-[(1R)-1-(4-methyl-1,3-thiazol-2-yl)ethyl]urea
—— N-(2-methoxyethyl)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C13H15N3O2S3
N-(2-methoxyethyl)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— (2R)-2-[(4-amino-1,2,4-triazol-3-yl)sulfanyl]-N-cyclopentylpropanamide —— C10H17N5OS
(2R)-2-[(4-amino-1,2,4-triazol-3-yl)sulfanyl]-N-cyclopentylpropanamide
—— 3-(2-chlorophenyl)sulfanyl-N-[(1S)-1-(2,4-difluorophenyl)ethyl]propanamide —— C17H16ClF2NOS
3-(2-chlorophenyl)sulfanyl-N-[(1S)-1-(2,4-difluorophenyl)ethyl]propanamide
—— 1-[2-(4-chlorophenyl)sulfanylethyl]-3-[(1S)-1-(4-methyl-1,3-thiazol-2-yl)ethyl]urea —— C15H18ClN3OS2
1-[2-(4-chlorophenyl)sulfanylethyl]-3-[(1S)-1-(4-methyl-1,3-thiazol-2-yl)ethyl]urea
—— 3-(4-chlorophenyl)sulfanyl-N-[(2R)-2-(dimethylamino)-2-(3-fluorophenyl)ethyl]propanamide —— C19H22ClFN2OS
3-(4-chlorophenyl)sulfanyl-N-[(2R)-2-(dimethylamino)-2-(3-fluorophenyl)ethyl]propanamide