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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
—— (2S)-2-(4-bromophenyl)sulfanylpropan-1-ol —— C9H11BrOS
(2S)-2-(4-bromophenyl)sulfanylpropan-1-ol
—— (2R)-2-(4-bromophenyl)sulfanylpropan-1-ol —— C9H11BrOS
(2R)-2-(4-bromophenyl)sulfanylpropan-1-ol
—— 2-(1-methylimidazol-2-yl)sulfanyl-N-[(R)-phenyl(thiophen-2-yl)methyl]acetamide —— C17H17N3OS2
2-(1-methylimidazol-2-yl)sulfanyl-N-[(R)-phenyl(thiophen-2-yl)methyl]acetamide
—— N-[2-(3-chlorophenyl)ethyl]-2-(1-methylimidazol-2-yl)sulfanylacetamide —— C14H16ClN3OS
N-[2-(3-chlorophenyl)ethyl]-2-(1-methylimidazol-2-yl)sulfanylacetamide
—— 2-(1-methylimidazol-2-yl)sulfanyl-N-[(2-methylphenyl)methyl]acetamide —— C14H17N3OS
2-(1-methylimidazol-2-yl)sulfanyl-N-[(2-methylphenyl)methyl]acetamide
—— N-[(3R)-1,1-dioxothiolan-3-yl]-N-(2-methoxyethyl)-2-(1-methylimidazol-2-yl)sulfanylacetamide —— C13H21N3O4S2
N-[(3R)-1,1-dioxothiolan-3-yl]-N-(2-methoxyethyl)-2-(1-methylimidazol-2-yl)sulfanylacetamide
—— {[1,3-dimethyl-4-(phenylthio)-1H-pyrazol-5-yl]oxy}acetic acid —— C13H14N2O3S
{[1,3-dimethyl-4-(phenylthio)-1H-pyrazol-5-yl]oxy}acetic acid
—— 2-(1-methylimidazol-2-yl)sulfanyl-N-[2-(2-methylphenyl)ethyl]acetamide —— C15H19N3OS
2-(1-methylimidazol-2-yl)sulfanyl-N-[2-(2-methylphenyl)ethyl]acetamide
—— 2-((1-Methyl-4-(methylthio)-1H-pyrazol-5-yl)oxy)acetic acid —— C7H10N2O3S
2-((1-Methyl-4-(methylthio)-1H-pyrazol-5-yl)oxy)acetic acid
—— N-[[4-(dimethylamino)phenyl]methyl]-2-(1-methylimidazol-2-yl)sulfanyl-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C20H28N4O2S
N-[[4-(dimethylamino)phenyl]methyl]-2-(1-methylimidazol-2-yl)sulfanyl-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— N-[2-(4-bromophenyl)sulfanylethyl]-2-(1-methylimidazol-2-yl)sulfanylacetamide —— C14H16BrN3OS2
N-[2-(4-bromophenyl)sulfanylethyl]-2-(1-methylimidazol-2-yl)sulfanylacetamide
—— N-[[4-(dimethylamino)phenyl]methyl]-2-(1-methylimidazol-2-yl)sulfanyl-N-[[(2S)-oxolan-2-yl]methyl]acetamide —— C20H28N4O2S
N-[[4-(dimethylamino)phenyl]methyl]-2-(1-methylimidazol-2-yl)sulfanyl-N-[[(2S)-oxolan-2-yl]methyl]acetamide
—— 2-(5-Bromothiophen-2-yl)-5-[(1-methylimidazol-2-yl)sulfanylmethyl]-1,3,4-oxadiazole —— C11H9BrN4OS2
2-(5-Bromothiophen-2-yl)-5-[(1-methylimidazol-2-yl)sulfanylmethyl]-1,3,4-oxadiazole
—— [2-[2-(4-Bromophenyl)sulfanylethylamino]-2-oxoethyl] 3,3-dimethylbutanoate —— C16H22BrNO3S
[2-[2-(4-Bromophenyl)sulfanylethylamino]-2-oxoethyl] 3,3-dimethylbutanoate
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2S)-heptan-2-yl]acetamide —— C11H20N4OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2S)-heptan-2-yl]acetamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-ethyl-N-[(3-fluorophenyl)methyl]acetamide —— C13H15FN4OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-ethyl-N-[(3-fluorophenyl)methyl]acetamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2S)-2-ethylhexyl]acetamide —— C12H22N4OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2S)-2-ethylhexyl]acetamide
—— 2-(2-chlorophenyl)sulfanyl-N-[(1S)-1-(furan-2-yl)ethyl]acetamide —— C14H14ClNO2S
2-(2-chlorophenyl)sulfanyl-N-[(1S)-1-(furan-2-yl)ethyl]acetamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-pentylacetamide —— C9H16N4OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-pentylacetamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[2-(N-ethyl-3-methylanilino)ethyl]acetamide —— C15H21N5OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[2-(N-ethyl-3-methylanilino)ethyl]acetamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(S)-phenyl(thiophen-2-yl)methyl]acetamide —— C15H14N4OS3
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(S)-phenyl(thiophen-2-yl)methyl]acetamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2-methylphenyl)methyl]acetamide —— C12H14N4OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2-methylphenyl)methyl]acetamide
—— (4-Ethylsulfanyl-2-methyl-2H-pyrazol-3-yloxy)-acetic acid —— C8H12N2O3S
(4-Ethylsulfanyl-2-methyl-2H-pyrazol-3-yloxy)-acetic acid
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C18H25N5O2S2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[2-(3-chlorophenyl)ethyl]acetamide —— C12H13ClN4OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[2-(3-chlorophenyl)ethyl]acetamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-methyl-N-[(5-methylfuran-2-yl)methyl]acetamide —— C11H14N4O2S2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-methyl-N-[(5-methylfuran-2-yl)methyl]acetamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[3-(N-methylanilino)propyl]acetamide —— C14H19N5OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[3-(N-methylanilino)propyl]acetamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-cyclopropyl-N-[(2-fluorophenyl)methyl]acetamide —— C14H15FN4OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-cyclopropyl-N-[(2-fluorophenyl)methyl]acetamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]acetamide —— C13H17N5OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]acetamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[2-(2-fluorophenyl)ethyl]acetamide —— C12H13FN4OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[2-(2-fluorophenyl)ethyl]acetamide
—— 5-[[5-(3-Methylphenyl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C12H11N5OS2
5-[[5-(3-Methylphenyl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-hexylacetamide —— C10H18N4OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-hexylacetamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(R)-phenyl(thiophen-2-yl)methyl]acetamide —— C15H14N4OS3
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(R)-phenyl(thiophen-2-yl)methyl]acetamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[[5-(4-chlorophenyl)furan-2-yl]methyl]-N-methylacetamide —— C16H15ClN4O2S2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[[5-(4-chlorophenyl)furan-2-yl]methyl]-N-methylacetamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[2-(2-methylphenyl)ethyl]acetamide —— C13H16N4OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[2-(2-methylphenyl)ethyl]acetamide
—— 5-[(1-Propyltetrazol-5-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C7H11N7S2
5-[(1-Propyltetrazol-5-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-benzyl-N-[(3R)-1,1-dioxo-2,3-dihydrothiophen-3-yl]acetamide —— C15H16N4O3S3
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-benzyl-N-[(3R)-1,1-dioxo-2,3-dihydrothiophen-3-yl]acetamide
—— 2-((1,3-Dimethyl-4-(methylthio)-1H-pyrazol-5-yl)oxy)acetic acid —— C8H12N2O3S
2-((1,3-Dimethyl-4-(methylthio)-1H-pyrazol-5-yl)oxy)acetic acid
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide —— C18H25N5O2S2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1S)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-methylpropyl]acetamide —— C17H22N4O3S2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1S)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-methylpropyl]acetamide
—— 2-Methyl-2-(2-methyl-4-methylsulfanyl-2H-pyrazol-3-yloxy)-propionic acid —— C9H14N2O3S
2-Methyl-2-(2-methyl-4-methylsulfanyl-2H-pyrazol-3-yloxy)-propionic acid
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-benzyl-N-[(3S)-1,1-dioxo-2,3-dihydrothiophen-3-yl]acetamide —— C15H16N4O3S3
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-benzyl-N-[(3S)-1,1-dioxo-2,3-dihydrothiophen-3-yl]acetamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-methyl-N-[(4-methylsulfanylphenyl)methyl]acetamide —— C13H16N4OS3
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-methyl-N-[(4-methylsulfanylphenyl)methyl]acetamide
—— 1-[(3S,3aR,7Z)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-(4,6-diaminopyrimidin-2-yl)sulfanylethanone —— C22H22N6O3S
1-[(3S,3aR,7Z)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-(4,6-diaminopyrimidin-2-yl)sulfanylethanone
—— 1-[(3R,3aS,7Z)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone —— C21H20N4O3S2
1-[(3R,3aS,7Z)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone
—— 1-[(3S,3aS,7Z)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C22H20F3N5O3S
1-[(3S,3aS,7Z)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— 1-[(3S,3aS,7Z)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone —— C21H20N4O3S2
1-[(3S,3aS,7Z)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone
—— 4-Chloro-5-[(2-methylphenyl)methylsulfanyl]-2-phenylpyridazin-3-one —— C18H15ClN2OS
4-Chloro-5-[(2-methylphenyl)methylsulfanyl]-2-phenylpyridazin-3-one
—— 1-[(3S,3aS,7Z)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-(4,6-diaminopyrimidin-2-yl)sulfanylethanone —— C22H22N6O3S
1-[(3S,3aS,7Z)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-(4,6-diaminopyrimidin-2-yl)sulfanylethanone
—— 1-[4-(2-Fluorophenyl)sulfanyl-3-nitrophenyl]sulfonylpiperidine —— C17H17FN2O4S2
1-[4-(2-Fluorophenyl)sulfanyl-3-nitrophenyl]sulfonylpiperidine