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    首页 分子通 按分子结构分类 有机化合物 有机杂环化合物 香豆素

    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。

    相关化合物

    中文名称 英文名称 CAS号 化学式 结构式图片
    —— (2R)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-phenylsulfanylpropanamide —— C21H25NO3S
    (2R)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-phenylsulfanylpropanamide
    —— 1-benzyl-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3,5-dimethylpyrazole-4-carboxamide —— C25H29N3O3
    1-benzyl-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3,5-dimethylpyrazole-4-carboxamide
    —— N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-4-morpholin-4-yl-4-oxobutanamide —— C20H28N2O5
    N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-4-morpholin-4-yl-4-oxobutanamide
    —— N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2,5-dimethyl-1-propan-2-ylpyrrole-3-carboxamide —— C22H30N2O3
    N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2,5-dimethyl-1-propan-2-ylpyrrole-3-carboxamide
    —— N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-[2-methoxy-4-[(E)-prop-1-enyl]phenoxy]acetamide —— C24H29NO5
    N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-[2-methoxy-4-[(E)-prop-1-enyl]phenoxy]acetamide
    —— N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-5,6-dihydro-4H-cyclopenta[b]thiophene-2-carboxamide —— C20H23NO3S
    N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-5,6-dihydro-4H-cyclopenta[b]thiophene-2-carboxamide
    —— N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-[2-methoxy-4-[(E)-prop-1-enyl]phenoxy]acetamide —— C24H29NO5
    N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-[2-methoxy-4-[(E)-prop-1-enyl]phenoxy]acetamide
    —— N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(2-methylphenoxy)propanamide —— C22H27NO4
    N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(2-methylphenoxy)propanamide
    —— N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2,5-dimethyl-1-propan-2-ylpyrrole-3-carboxamide —— C22H30N2O3
    N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2,5-dimethyl-1-propan-2-ylpyrrole-3-carboxamide
    —— N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-phenylsulfanylacetamide —— C20H23NO3S
    N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-phenylsulfanylacetamide
    —— N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-4-phenoxybutanamide —— C22H27NO4
    N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-4-phenoxybutanamide
    —— N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(4-methylphenoxy)propanamide —— C22H27NO4
    N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(4-methylphenoxy)propanamide
    —— N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-5-(4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl)pentanamide —— C20H26N2O4S2
    N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-5-(4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl)pentanamide
    —— N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-(3-fluorophenoxy)acetamide —— C20H22FNO4
    N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-(3-fluorophenoxy)acetamide
    —— N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-phenylsulfanylpropanamide —— C21H25NO3S
    N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-phenylsulfanylpropanamide
    —— N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-(3-methylphenoxy)acetamide —— C21H25NO4
    N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-(3-methylphenoxy)acetamide
    —— 2-(2-cyanophenoxy)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide —— C21H22N2O4
    2-(2-cyanophenoxy)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide
    —— N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(3,4,5-trimethoxyphenyl)propanamide —— C24H31NO6
    N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(3,4,5-trimethoxyphenyl)propanamide
    —— 2-(2-cyanophenoxy)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide —— C21H22N2O4
    2-(2-cyanophenoxy)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide
    —— N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(3,4,5-trimethoxyphenyl)propanamide —— C24H31NO6
    N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(3,4,5-trimethoxyphenyl)propanamide
    —— 5-chloro-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]thiophene-2-carboxamide —— C17H18ClNO3S
    5-chloro-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]thiophene-2-carboxamide
    —— N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-(4-methoxyphenoxy)acetamide —— C21H25NO5
    N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-(4-methoxyphenoxy)acetamide
    —— N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-[(Z)-(4-methoxyphenyl)methylideneamino]oxyacetamide —— C22H26N2O5
    N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-[(Z)-(4-methoxyphenyl)methylideneamino]oxyacetamide
    —— 2-(3-bromophenoxy)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide —— C20H22BrNO4
    2-(3-bromophenoxy)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide
    —— (2E,4E)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]hexa-2,4-dienamide —— C18H23NO3
    (2E,4E)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]hexa-2,4-dienamide
    —— N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-methylbutanamide —— C17H25NO3
    N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-methylbutanamide
    —— N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-thiophen-2-ylacetamide —— C18H21NO3S
    N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-thiophen-2-ylacetamide
    —— N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-4-oxo-4-thiophen-2-ylbutanamide —— C20H23NO4S
    N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-4-oxo-4-thiophen-2-ylbutanamide
    —— N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-4-oxo-4-thiophen-2-ylbutanamide —— C20H23NO4S
    N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-4-oxo-4-thiophen-2-ylbutanamide
    —— N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-thiophen-2-ylacetamide —— C18H21NO3S
    N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-thiophen-2-ylacetamide
    —— 1-(2,3-Dihydro-1-benzofuran-5-ylmethyl)-4-thiophen-2-ylsulfonylpiperazine —— C17H20N2O3S2
    1-(2,3-Dihydro-1-benzofuran-5-ylmethyl)-4-thiophen-2-ylsulfonylpiperazine
    —— 1-(2,3-Dihydro-1-benzofuran-5-ylmethyl)-4-thiophen-2-ylsulfonylpiperazin-1-ium —— C17H21N2O3S2+
    1-(2,3-Dihydro-1-benzofuran-5-ylmethyl)-4-thiophen-2-ylsulfonylpiperazin-1-ium
    —— 2-Amino-1-(4-methoxy-6-methyl-2,3-dihydro-1-benzofuran-5-yl)ethanone —— C12H15NO3
    2-Amino-1-(4-methoxy-6-methyl-2,3-dihydro-1-benzofuran-5-yl)ethanone
    —— 2-Amino-1-(6-methoxy-2,3-dihydro-1-benzofuran-5-yl)-2-methylpropan-1-one —— C13H17NO3
    2-Amino-1-(6-methoxy-2,3-dihydro-1-benzofuran-5-yl)-2-methylpropan-1-one
    —— 1-(4-Methoxy-5-methyl-2,3-dihydro-1-benzofuran-7-yl)-2-methylpropan-2-amine —— C14H21NO2
    1-(4-Methoxy-5-methyl-2,3-dihydro-1-benzofuran-7-yl)-2-methylpropan-2-amine
    —— 3-Amino-1-(4-methoxy-5-methyl-2,3-dihydro-1-benzofuran-7-yl)propan-1-one —— C13H17NO3
    3-Amino-1-(4-methoxy-5-methyl-2,3-dihydro-1-benzofuran-7-yl)propan-1-one
    —— (2R)-N'-[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]-2-(4-fluorophenoxy)propanehydrazide —— C21H23FN2O5
    (2R)-N'-[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]-2-(4-fluorophenoxy)propanehydrazide
    —— 4-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-6-methyl-3-sulfanylidene-2H-1,2,4-triazin-5-one —— C16H18N4O3S
    4-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-6-methyl-3-sulfanylidene-2H-1,2,4-triazin-5-one
    —— 4-[(Z)-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-6-methyl-3-sulfanylidene-2H-1,2,4-triazin-5-one —— C16H18N4O3S
    4-[(Z)-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-6-methyl-3-sulfanylidene-2H-1,2,4-triazin-5-one
    —— N-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-2-(4-ethylphenoxy)acetamide —— C22H26N2O4
    N-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-2-(4-ethylphenoxy)acetamide
    —— N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C21H27N3O4S
    N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide
    —— 2-(3-cyanophenoxy)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide —— C21H22N2O4
    2-(3-cyanophenoxy)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide
    —— 2-[[4-(2,3-Dihydro-1-benzofuran-5-ylmethyl)piperazine-1,4-diium-1-yl]methyl]-4-ethyl-1,2,4-triazole-3-thione —— C18H27N5OS+2
    2-[[4-(2,3-Dihydro-1-benzofuran-5-ylmethyl)piperazine-1,4-diium-1-yl]methyl]-4-ethyl-1,2,4-triazole-3-thione
    —— 5-Benzyl-3-[[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]methyl]-1,3,4-oxadiazole-2-thione —— C23H26N4O2S
    5-Benzyl-3-[[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]methyl]-1,3,4-oxadiazole-2-thione
    —— 2-[[4-(2,3-Dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]methyl]-4-prop-2-enyl-1,2,4-triazole-3-thione —— C19H25N5OS
    2-[[4-(2,3-Dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]methyl]-4-prop-2-enyl-1,2,4-triazole-3-thione
    —— 2-[[4-(2,3-Dihydro-1-benzofuran-5-ylmethyl)piperazine-1,4-diium-1-yl]methyl]-4-prop-2-enyl-1,2,4-triazole-3-thione —— C19H27N5OS+2
    2-[[4-(2,3-Dihydro-1-benzofuran-5-ylmethyl)piperazine-1,4-diium-1-yl]methyl]-4-prop-2-enyl-1,2,4-triazole-3-thione
    —— N-[(Z)-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-2-(2-fluorophenoxy)acetamide —— C20H21FN2O4
    N-[(Z)-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-2-(2-fluorophenoxy)acetamide
    —— 2-(4-cyanophenoxy)-N-[(Z)-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]acetamide —— C21H21N3O4
    2-(4-cyanophenoxy)-N-[(Z)-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]acetamide
    —— 2-(3,4-dimethylphenoxy)-N-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]acetamide —— C22H26N2O4
    2-(3,4-dimethylphenoxy)-N-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]acetamide
    —— 2-(3,5-dimethylphenoxy)-N-[(Z)-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]acetamide —— C22H26N2O4
    2-(3,5-dimethylphenoxy)-N-[(Z)-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]acetamide