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香豆素

香豆素 基本信息

香豆素(Coumarin)是一类具有独特芳香气味的化合物,化学式为C9H6O2。它们属于苯骈α-呋喃酮类化合物,在自然界中广泛存在。

结构特征

香豆素的基本结构由苯环和呋喃酮构成,其中苯环与四个碳原子相连的呋喃酮单元形成独特的“香豆素环”。

自然来源

香豆素存在于多种植物、真菌及动物体内。在植物界中,它主要作为天然防御机制的一部分,用作对昆虫的化学信号。著名的例子包括:天竺葵科(如紫花苜蓿)、唇形科(如薄荷)和芸香科(如柑橘属果实)。此外,在真菌、苔藓及藻类中也有发现。

化学性质 稳定性

由于其独特的结构,香豆素表现出良好的化学稳定性。它们不易被氧化或还原,但可以与其他化合物发生多种类型的反应,包括缩合、取代等。

生物活性

许多香豆素衍生物具有生物活性,能够引起抗菌、抗炎、抗氧化等多种作用。这些特性使它们成为医药、食品添加剂等多个领域的重要研究对象。

应用领域 医药行业

在制药业中,某些结构类似物被开发为药物先导化合物。例如,香豆素类抗生素是最早的广谱抗生素之一;一些香豆素衍生物还表现出抗癌潜力。

食品工业

由于其独特的香气和味道,在食品加工中也得到了广泛应用,常作为香精成分使用。

其他应用

此外,它们还在染料生产、农药开发等多个领域展现出潜在价值。

生产方法

香豆素可通过多种合成路径获得。传统的化学合成涉及从苯甲醛出发的反应;而近年来,通过生物转化技术,利用微生物发酵过程制备天然香豆素也成为一种可持续的方法。

总之,香豆素因其独特的结构和广泛的生物学应用,在多个领域中发挥着重要作用,并且仍然是有机化学研究中的一个重要课题。

中文名称 英文名称 CAS号 化学式 结构式图片
—— (2S)-3-methyl-2-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]butan-1-amine —— C14H21NO
(2S)-3-methyl-2-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]butan-1-amine
—— (2R)-3-methyl-2-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]butan-1-amine —— C14H21NO
(2R)-3-methyl-2-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]butan-1-amine
—— 1-(5-methoxy-2,3-dihydro-1-benzofuran-6-yl)cyclobutan-1-amine —— C13H17NO2
1-(5-methoxy-2,3-dihydro-1-benzofuran-6-yl)cyclobutan-1-amine
—— [1-(5-methoxy-2,3-dihydro-1-benzofuran-6-yl)cyclopropyl]methanamine —— C13H17NO2
[1-(5-methoxy-2,3-dihydro-1-benzofuran-6-yl)cyclopropyl]methanamine
—— 2-[(2S)-7-hydroxy-2-methyl-2,3-dihydro-1-benzofuran-4-yl]acetic acid —— C11H12O4
2-[(2S)-7-hydroxy-2-methyl-2,3-dihydro-1-benzofuran-4-yl]acetic acid
—— (3R)-3-amino-3-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]propan-1-ol —— C12H17NO2
(3R)-3-amino-3-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]propan-1-ol
—— 2-[(2R)-7-hydroxy-2-methyl-2,3-dihydro-1-benzofuran-5-yl]acetic acid —— C11H12O4
2-[(2R)-7-hydroxy-2-methyl-2,3-dihydro-1-benzofuran-5-yl]acetic acid
—— 2-[(2R)-7-hydroxy-2-methyl-2,3-dihydro-1-benzofuran-4-yl]acetic acid —— C11H12O4
2-[(2R)-7-hydroxy-2-methyl-2,3-dihydro-1-benzofuran-4-yl]acetic acid
—— 2-[(2S)-7-hydroxy-2-methyl-2,3-dihydro-1-benzofuran-5-yl]acetic acid —— C11H12O4
2-[(2S)-7-hydroxy-2-methyl-2,3-dihydro-1-benzofuran-5-yl]acetic acid
—— N-methyl-N-[(1R)-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-6-yl]ethyl]hydroxylamine —— C12H17NO2
N-methyl-N-[(1R)-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-6-yl]ethyl]hydroxylamine
—— (1R)-2-(methylamino)-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethanol —— C12H17NO2
(1R)-2-(methylamino)-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethanol
—— N-methyl-N-[(1R)-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethyl]hydroxylamine —— C12H17NO2
N-methyl-N-[(1R)-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethyl]hydroxylamine
—— (3R)-3-amino-3-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]propan-1-ol —— C12H17NO2
(3R)-3-amino-3-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]propan-1-ol
—— (3S)-3-amino-3-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]propan-1-ol —— C12H17NO2
(3S)-3-amino-3-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]propan-1-ol
—— N-methyl-N-[(1R)-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-6-yl]ethyl]hydroxylamine —— C12H17NO2
N-methyl-N-[(1R)-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-6-yl]ethyl]hydroxylamine
—— N-methyl-N-[(1S)-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-6-yl]ethyl]hydroxylamine —— C12H17NO2
N-methyl-N-[(1S)-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-6-yl]ethyl]hydroxylamine
—— N-methyl-N-[(1R)-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-7-yl]ethyl]hydroxylamine —— C12H17NO2
N-methyl-N-[(1R)-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-7-yl]ethyl]hydroxylamine
—— N-methyl-N-[(1S)-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-7-yl]ethyl]hydroxylamine —— C12H17NO2
N-methyl-N-[(1S)-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-7-yl]ethyl]hydroxylamine
—— N-methyl-N-[(1S)-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-7-yl]ethyl]hydroxylamine —— C12H17NO2
N-methyl-N-[(1S)-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-7-yl]ethyl]hydroxylamine
—— N-(2,3-dihydro-1-benzofuran-6-ylmethyl)-N-hydroxyacetamide —— C11H13NO3
N-(2,3-dihydro-1-benzofuran-6-ylmethyl)-N-hydroxyacetamide
—— N-(2,3-dihydro-1-benzofuran-4-ylmethyl)-N-hydroxyacetamide —— C11H13NO3
N-(2,3-dihydro-1-benzofuran-4-ylmethyl)-N-hydroxyacetamide
—— N-methyl-N-[(1S)-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethyl]hydroxylamine —— C12H17NO2
N-methyl-N-[(1S)-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethyl]hydroxylamine
—— (3R)-3-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-7-yl]butan-1-amine —— C13H19NO
(3R)-3-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-7-yl]butan-1-amine
—— (3S)-3-amino-3-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]propan-1-ol —— C12H17NO2
(3S)-3-amino-3-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]propan-1-ol
—— N-methyl-N-[(1S)-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-4-yl]ethyl]hydroxylamine —— C12H17NO2
N-methyl-N-[(1S)-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-4-yl]ethyl]hydroxylamine
—— N-methyl-N-[(1S)-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethyl]hydroxylamine —— C12H17NO2
N-methyl-N-[(1S)-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethyl]hydroxylamine
—— N-(2,3-dihydro-1-benzofuran-7-ylmethyl)-N-hydroxyacetamide —— C11H13NO3
N-(2,3-dihydro-1-benzofuran-7-ylmethyl)-N-hydroxyacetamide
—— N-methyl-N-[(1R)-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-4-yl]ethyl]hydroxylamine —— C12H17NO2
N-methyl-N-[(1R)-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-4-yl]ethyl]hydroxylamine
—— N-methyl-N-[(1R)-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethyl]hydroxylamine —— C12H17NO2
N-methyl-N-[(1R)-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethyl]hydroxylamine
—— N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-N-hydroxyacetamide —— C11H13NO3
N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-N-hydroxyacetamide
—— N-methyl-N-[(1R)-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-7-yl]ethyl]hydroxylamine —— C12H17NO2
N-methyl-N-[(1R)-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-7-yl]ethyl]hydroxylamine
—— N-methyl-N-[(1S)-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-4-yl]ethyl]hydroxylamine —— C12H17NO2
N-methyl-N-[(1S)-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-4-yl]ethyl]hydroxylamine
—— (2S)-2-(2,3-dihydro-1-benzofuran-5-yl)butanoic acid —— C12H14O3
(2S)-2-(2,3-dihydro-1-benzofuran-5-yl)butanoic acid
—— (3S)-3-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-7-yl]butan-1-amine —— C13H19NO
(3S)-3-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-7-yl]butan-1-amine
—— (2R)-2-(2,3-dihydro-1-benzofuran-4-yl)butanoic acid —— C12H14O3
(2R)-2-(2,3-dihydro-1-benzofuran-4-yl)butanoic acid
—— 2-methyl-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-7-yl]propan-2-amine —— C13H19NO
2-methyl-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-7-yl]propan-2-amine
—— (3S)-3-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]butan-1-amine —— C13H19NO
(3S)-3-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]butan-1-amine
—— (3R)-3-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]butan-1-amine —— C13H19NO
(3R)-3-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]butan-1-amine
—— (3S)-3-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]butan-1-amine —— C13H19NO
(3S)-3-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]butan-1-amine
—— (2S)-2-(2,3-dihydro-1-benzofuran-4-yl)butanoic acid —— C12H14O3
(2S)-2-(2,3-dihydro-1-benzofuran-4-yl)butanoic acid
—— 2-methyl-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-7-yl]propan-2-amine —— C13H19NO
2-methyl-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-7-yl]propan-2-amine
—— (3S)-3-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-7-yl]butan-1-amine —— C13H19NO
(3S)-3-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-7-yl]butan-1-amine
—— 2-methyl-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-6-yl]propan-2-amine —— C13H19NO
2-methyl-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-6-yl]propan-2-amine
—— (3R)-3-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-7-yl]butan-1-amine —— C13H19NO
(3R)-3-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-7-yl]butan-1-amine
—— (3R)-3-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]butan-1-amine —— C13H19NO
(3R)-3-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]butan-1-amine
—— 2-methyl-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-6-yl]propan-2-amine —— C13H19NO
2-methyl-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-6-yl]propan-2-amine
—— 2-methyl-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]propan-2-amine —— C13H19NO
2-methyl-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]propan-2-amine
—— 2-methyl-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]propan-2-amine —— C13H19NO
2-methyl-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]propan-2-amine
—— (3R)-3-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-6-yl]butan-1-amine —— C13H19NO
(3R)-3-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-6-yl]butan-1-amine
—— (2R)-2-(2,3-dihydro-1-benzofuran-6-yl)butanoic acid —— C12H14O3
(2R)-2-(2,3-dihydro-1-benzofuran-6-yl)butanoic acid