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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
    —— (7-Chloro-2,3-dimethyl-2,3-dihydro-benzofuran-5-yl)-acetic acid 57898-93-8 C12H13ClO3
    (7-Chloro-2,3-dimethyl-2,3-dihydro-benzofuran-5-yl)-acetic acid
    —— 2-(7-chloro-2-methyl-2,3-dihydro-benzofuran-5-yl)-acetamide 57899-01-1 C11H12ClNO2
    2-(7-chloro-2-methyl-2,3-dihydro-benzofuran-5-yl)-acetamide
    —— N-[(4R,4aR,9bS)-8,9b-dimethyl-3-oxo-1,2,4,4a-tetrahydrodibenzofuran-4-yl]-4-(dimethylamino)butanamide;hydrochloride —— C20H29ClN2O3
    N-[(4R,4aR,9bS)-8,9b-dimethyl-3-oxo-1,2,4,4a-tetrahydrodibenzofuran-4-yl]-4-(dimethylamino)butanamide;hydrochloride
    —— N-[(4R,4aR,9bS)-8,9b-dimethyl-3-oxo-1,2,4,4a-tetrahydrodibenzofuran-4-yl]-4-(dimethylamino)butanamide —— C20H28N2O3
    N-[(4R,4aR,9bS)-8,9b-dimethyl-3-oxo-1,2,4,4a-tetrahydrodibenzofuran-4-yl]-4-(dimethylamino)butanamide
    —— (4S,4aR,9bS)-8,9b-dimethyl-4-[3-(4-methylpiperazin-1-yl)propylamino]-2,3,4,4a-tetrahydro-1H-dibenzofuran-3-ol;hydrochloride —— C22H36ClN3O2
    (4S,4aR,9bS)-8,9b-dimethyl-4-[3-(4-methylpiperazin-1-yl)propylamino]-2,3,4,4a-tetrahydro-1H-dibenzofuran-3-ol;hydrochloride
    —— (4aR,9bS)-3-hydroxy-8,9b-dimethyl-N-[2-(4-methylpiperazin-1-yl)ethyl]-2,4a-dihydro-1H-dibenzofuran-4-carboxamide;hydrochloride —— C22H32ClN3O3
    (4aR,9bS)-3-hydroxy-8,9b-dimethyl-N-[2-(4-methylpiperazin-1-yl)ethyl]-2,4a-dihydro-1H-dibenzofuran-4-carboxamide;hydrochloride
    —— N-[(4R,4aR,9bS)-8,9b-dimethyl-3-oxo-1,2,4,4a-tetrahydrodibenzofuran-4-yl]-3-[2-(dimethylamino)ethoxy]propanamide;hydrochloride —— C21H31ClN2O4
    N-[(4R,4aR,9bS)-8,9b-dimethyl-3-oxo-1,2,4,4a-tetrahydrodibenzofuran-4-yl]-3-[2-(dimethylamino)ethoxy]propanamide;hydrochloride
    —— 2-(4-methylpiperazin-1-yl)ethyl N-[(4R,4aR,9bS)-8,9b-dimethyl-3-oxo-1,2,4,4a-tetrahydrodibenzofuran-4-yl]carbamate;hydrochloride —— C22H32ClN3O4
    2-(4-methylpiperazin-1-yl)ethyl N-[(4R,4aR,9bS)-8,9b-dimethyl-3-oxo-1,2,4,4a-tetrahydrodibenzofuran-4-yl]carbamate;hydrochloride
    —— N-[(4R,4aR,9bS)-8,9b-dimethyl-3-oxo-1,2,4,4a-tetrahydrodibenzofuran-4-yl]-6-(dimethylamino)hexanamide;hydrochloride —— C22H33ClN2O3
    N-[(4R,4aR,9bS)-8,9b-dimethyl-3-oxo-1,2,4,4a-tetrahydrodibenzofuran-4-yl]-6-(dimethylamino)hexanamide;hydrochloride
    —— N-[(4R,4aR,9bS)-8,9b-dimethyl-3-oxo-1,2,4,4a-tetrahydrodibenzofuran-4-yl]-4-(4-methylpiperazin-1-yl)butanamide;hydrochloride —— C23H34ClN3O3
    N-[(4R,4aR,9bS)-8,9b-dimethyl-3-oxo-1,2,4,4a-tetrahydrodibenzofuran-4-yl]-4-(4-methylpiperazin-1-yl)butanamide;hydrochloride
    —— (4aR,9bS)-3-hydroxy-8,9b-dimethyl-N-[2-(4-methylpiperazin-1-yl)ethyl]-2,4a-dihydro-1H-dibenzofuran-4-carboxamide —— C22H31N3O3
    (4aR,9bS)-3-hydroxy-8,9b-dimethyl-N-[2-(4-methylpiperazin-1-yl)ethyl]-2,4a-dihydro-1H-dibenzofuran-4-carboxamide
    —— (Z)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-ethoxymethanimine —— C11H13NO2
    (Z)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-ethoxymethanimine
    —— 6-(2,3-dihydro-1-benzofuran-5-ylcarbonyl)-2,3-dimethyl-3,5,6,7-tetrahydro-4H-pyrrolo[3,4-d]pyrimidin-4-one —— C17H17N3O3
    6-(2,3-dihydro-1-benzofuran-5-ylcarbonyl)-2,3-dimethyl-3,5,6,7-tetrahydro-4H-pyrrolo[3,4-d]pyrimidin-4-one
    —— N-(2-pyrazin-2-ylethyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H15N3O2
    N-(2-pyrazin-2-ylethyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-(1-pyrazin-2-ylpiperidin-3-yl)-2,3-dihydro-1-benzofuran-5-carboxamide —— C18H20N4O2
    N-(1-pyrazin-2-ylpiperidin-3-yl)-2,3-dihydro-1-benzofuran-5-carboxamide
    —— 2-methyl-N-[(5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)methyl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C13H14N4O3
    2-methyl-N-[(5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)methyl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-[2-(3-pyridin-2-yl-1,2,4-oxadiazol-5-yl)ethyl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C18H16N4O3
    N-[2-(3-pyridin-2-yl-1,2,4-oxadiazol-5-yl)ethyl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— 1-[5-(2,3-Dihydro-1-benzofuran-5-ylmethyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazin-2-yl]-2-(methylsulfonyl)ethanol —— C18H23N3O4S
    1-[5-(2,3-Dihydro-1-benzofuran-5-ylmethyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazin-2-yl]-2-(methylsulfonyl)ethanol
    —— 2-[(3S)-6-[[3-(4,6-dimethyl-2,3-dihydro-1-benzofuran-5-yl)phenyl]methoxy]-2,3-dihydro-1-benzofuran-3-yl]acetic acid —— C27H26O5
    2-[(3S)-6-[[3-(4,6-dimethyl-2,3-dihydro-1-benzofuran-5-yl)phenyl]methoxy]-2,3-dihydro-1-benzofuran-3-yl]acetic acid
    —— 2-[(3S)-6-[[3-(2,4,6-trimethyl-2,3-dihydro-1-benzofuran-5-yl)phenyl]methoxy]-2,3-dihydro-1-benzofuran-3-yl]acetic acid —— C28H28O5
    2-[(3S)-6-[[3-(2,4,6-trimethyl-2,3-dihydro-1-benzofuran-5-yl)phenyl]methoxy]-2,3-dihydro-1-benzofuran-3-yl]acetic acid
    —— 2-[6-[[3-(3-ethoxy-2,2,4,6-tetramethyl-3H-1-benzofuran-5-yl)phenyl]methoxy]-2,3-dihydro-1-benzofuran-3-yl]acetic acid —— C31H34O6
    2-[6-[[3-(3-ethoxy-2,2,4,6-tetramethyl-3H-1-benzofuran-5-yl)phenyl]methoxy]-2,3-dihydro-1-benzofuran-3-yl]acetic acid
    —— 2-[(3S)-6-[[3-[4,6-dimethyl-3-(3-methylsulfonylpropylamino)-2,3-dihydro-1-benzofuran-5-yl]phenyl]methoxy]-2,3-dihydro-1-benzofuran-3-yl]acetic acid —— C31H35NO7S
    2-[(3S)-6-[[3-[4,6-dimethyl-3-(3-methylsulfonylpropylamino)-2,3-dihydro-1-benzofuran-5-yl]phenyl]methoxy]-2,3-dihydro-1-benzofuran-3-yl]acetic acid
    —— 2-[(3S)-6-[[3-[2,2-bis(methoxymethyl)-4,6-dimethyl-3H-1-benzofuran-5-yl]phenyl]methoxy]-2,3-dihydro-1-benzofuran-3-yl]acetic acid —— C31H34O7
    2-[(3S)-6-[[3-[2,2-bis(methoxymethyl)-4,6-dimethyl-3H-1-benzofuran-5-yl]phenyl]methoxy]-2,3-dihydro-1-benzofuran-3-yl]acetic acid
    —— 2-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-1-(3-((6-methoxypyridazin-3-yl)oxy)pyrrolidin-1-yl)ethanone —— C21H25N3O5
    2-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-1-(3-((6-methoxypyridazin-3-yl)oxy)pyrrolidin-1-yl)ethanone
    —— 6-((1-((2,3-dihydrobenzofuran-5-yl)sulfonyl)pyrrolidin-3-yl)oxy)-N,N-dimethylpyrazin-2-amine —— C18H22N4O4S
    6-((1-((2,3-dihydrobenzofuran-5-yl)sulfonyl)pyrrolidin-3-yl)oxy)-N,N-dimethylpyrazin-2-amine
    —— 2-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-1-(3-((6-methylpyridazin-3-yl)oxy)pyrrolidin-1-yl)ethanone —— C21H25N3O4
    2-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-1-(3-((6-methylpyridazin-3-yl)oxy)pyrrolidin-1-yl)ethanone
    —— 2-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-1-(3-(pyridazin-3-yloxy)pyrrolidin-1-yl)ethanone —— C20H23N3O4
    2-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-1-(3-(pyridazin-3-yloxy)pyrrolidin-1-yl)ethanone
    —— 2-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-1-(3-((6-methoxypyrazin-2-yl)oxy)pyrrolidin-1-yl)ethanone —— C21H25N3O5
    2-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-1-(3-((6-methoxypyrazin-2-yl)oxy)pyrrolidin-1-yl)ethanone
    —— 2-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-1-(3-((3-methoxypyrazin-2-yl)oxy)pyrrolidin-1-yl)ethanone —— C21H25N3O5
    2-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-1-(3-((3-methoxypyrazin-2-yl)oxy)pyrrolidin-1-yl)ethanone
    —— 2-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-1-(3-(pyrazin-2-yloxy)pyrrolidin-1-yl)ethanone —— C20H23N3O4
    2-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-1-(3-(pyrazin-2-yloxy)pyrrolidin-1-yl)ethanone
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-((1r,4r)-4-((5-fluoropyrimidin-2-yl)oxy)cyclohexyl)acetamide —— C22H26FN3O4
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-((1r,4r)-4-((5-fluoropyrimidin-2-yl)oxy)cyclohexyl)acetamide
    —— 4-((2,3-Dihydrobenzofuran-5-yl)sulfonyl)-7-(thiophen-2-yl)-1,4-thiazepane —— C17H19NO3S3
    4-((2,3-Dihydrobenzofuran-5-yl)sulfonyl)-7-(thiophen-2-yl)-1,4-thiazepane
    —— 2-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-1-(7-(o-tolyl)-1,4-thiazepan-4-yl)ethanone —— C24H29NO3S
    2-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-1-(7-(o-tolyl)-1,4-thiazepan-4-yl)ethanone
    —— 2-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-1-(7-(2-fluorophenyl)-1,4-thiazepan-4-yl)ethanone —— C23H26FNO3S
    2-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-1-(7-(2-fluorophenyl)-1,4-thiazepan-4-yl)ethanone
    —— N-(4-oxo-5,6,7,8-tetrahydro-4H-thiazolo[5,4-c]azepin-2-yl)-2,3-dihydrobenzofuran-5-sulfonamide —— C15H15N3O4S2
    N-(4-oxo-5,6,7,8-tetrahydro-4H-thiazolo[5,4-c]azepin-2-yl)-2,3-dihydrobenzofuran-5-sulfonamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(2-methoxy-2-(3-methoxyphenyl)ethyl)acetamide —— C22H27NO5
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(2-methoxy-2-(3-methoxyphenyl)ethyl)acetamide
    —— N-(2-(3-(trifluoromethyl)-6,7-dihydropyrano[4,3-c]pyrazol-1(4H)-yl)ethyl)-2,3-dihydrobenzofuran-5-sulfonamide —— C17H18F3N3O4S
    N-(2-(3-(trifluoromethyl)-6,7-dihydropyrano[4,3-c]pyrazol-1(4H)-yl)ethyl)-2,3-dihydrobenzofuran-5-sulfonamide
    —— N-(2-(6,7-dihydropyrano[4,3-c]pyrazol-1(4H)-yl)ethyl)-2,3-dihydrobenzofuran-5-sulfonamide —— C16H19N3O4S
    N-(2-(6,7-dihydropyrano[4,3-c]pyrazol-1(4H)-yl)ethyl)-2,3-dihydrobenzofuran-5-sulfonamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[2-(3-pyridin-2-yl-4,5,6,7-tetrahydroindazol-1-yl)ethyl]acetamide —— C26H30N4O3
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[2-(3-pyridin-2-yl-4,5,6,7-tetrahydroindazol-1-yl)ethyl]acetamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(2-(4,5,6,7-tetrahydro-1H-indazol-1-yl)ethyl)acetamide —— C21H27N3O3
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(2-(4,5,6,7-tetrahydro-1H-indazol-1-yl)ethyl)acetamide
    —— N-(2-(4,5,6,7-tetrahydro-1H-indazol-1-yl)ethyl)-2,3-dihydrobenzofuran-5-sulfonamide —— C17H21N3O3S
    N-(2-(4,5,6,7-tetrahydro-1H-indazol-1-yl)ethyl)-2,3-dihydrobenzofuran-5-sulfonamide
    —— 2-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-1-(3-phenylazepan-1-yl)ethanone —— C24H29NO3
    2-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-1-(3-phenylazepan-1-yl)ethanone
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-((4-(phenylthio)tetrahydro-2H-pyran-4-yl)methyl)acetamide —— C24H29NO4S
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-((4-(phenylthio)tetrahydro-2H-pyran-4-yl)methyl)acetamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(5-(2-methylthiazol-4-yl)-1,3,4-oxadiazol-2-yl)acetamide —— C18H18N4O4S
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(5-(2-methylthiazol-4-yl)-1,3,4-oxadiazol-2-yl)acetamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(2-(2-fluorophenyl)-2-methoxypropyl)acetamide —— C22H26FNO4
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(2-(2-fluorophenyl)-2-methoxypropyl)acetamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(2-methoxy-2-(o-tolyl)ethyl)acetamide —— C22H27NO4
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(2-methoxy-2-(o-tolyl)ethyl)acetamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(2-(2-(pyrimidin-2-yl)-1H-imidazol-1-yl)ethyl)acetamide —— C21H23N5O3
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(2-(2-(pyrimidin-2-yl)-1H-imidazol-1-yl)ethyl)acetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[2-(3-pyridin-4-ylpyrazol-1-yl)ethyl]acetamide —— C22H24N4O3
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[2-(3-pyridin-4-ylpyrazol-1-yl)ethyl]acetamide
    —— N-(2-hydroxy-2-(4-(methylthio)phenyl)ethyl)-2,3-dihydrobenzofuran-5-sulfonamide —— C17H19NO4S2
    N-(2-hydroxy-2-(4-(methylthio)phenyl)ethyl)-2,3-dihydrobenzofuran-5-sulfonamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(2-(4-(dimethylamino)phenyl)-2-hydroxyethyl)acetamide —— C22H28N2O4
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(2-(4-(dimethylamino)phenyl)-2-hydroxyethyl)acetamide