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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
    —— N-[2-(3-pyridin-2-yl-1,2,4-oxadiazol-5-yl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H16N4O3
    N-[2-(3-pyridin-2-yl-1,2,4-oxadiazol-5-yl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 3-[benzyl(oxolane-3-carbonyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H32N2O8
    3-[benzyl(oxolane-3-carbonyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[benzyl(cyclopropanecarbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H32N2O7
    3-[benzyl(cyclopropanecarbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— N-(2,3-dihydro-1-benzofuran-3-yl)-2,3-dihydrothieno[3,4-b][1,4]dioxine-5-carboxamide —— C15H13NO4S
    N-(2,3-dihydro-1-benzofuran-3-yl)-2,3-dihydrothieno[3,4-b][1,4]dioxine-5-carboxamide
    —— N-(cis-3-{5-[(dimethylamino)methyl]-4-methyl-4H-1,2,4-triazol-3-yl}cyclobutyl)-2,3-dihydro-1-benzofuran-5-carboxamide —— C19H25N5O2
    N-(cis-3-{5-[(dimethylamino)methyl]-4-methyl-4H-1,2,4-triazol-3-yl}cyclobutyl)-2,3-dihydro-1-benzofuran-5-carboxamide
    —— 3-[acetyl(furan-3-ylmethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C24H28N2O8
    3-[acetyl(furan-3-ylmethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 1,5-anhydro-2,4-dideoxy-2-[(2,3-dihydro-1-benzofuran-5-ylcarbonyl)amino]-3-O-(pyridin-2-ylmethyl)-D-threo-pentitol —— C20H22N2O4
    1,5-anhydro-2,4-dideoxy-2-[(2,3-dihydro-1-benzofuran-5-ylcarbonyl)amino]-3-O-(pyridin-2-ylmethyl)-D-threo-pentitol
    —— 6-(3-aminocyclobutyl)-N-[(2,2-dimethyl-2,3-dihydro-1-benzofuran-5-yl)methyl]pyrimidin-4-amine —— C19H24N4O
    6-(3-aminocyclobutyl)-N-[(2,2-dimethyl-2,3-dihydro-1-benzofuran-5-yl)methyl]pyrimidin-4-amine
    —— 1-[1-(2,3-dihydro-1-benzofuran-5-ylcarbonyl)azetidin-3-yl]-3,5-dimethyl-1H-pyrazole —— C17H19N3O2
    1-[1-(2,3-dihydro-1-benzofuran-5-ylcarbonyl)azetidin-3-yl]-3,5-dimethyl-1H-pyrazole
    —— 3-[(4-chlorophenyl)methyl-pentanoylamino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H35ClN2O7
    3-[(4-chlorophenyl)methyl-pentanoylamino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— N-{cis-3-[2-(methoxymethyl)-6-oxo-1,6-dihydropyrimidin-4-yl]cyclobutyl}-2,3-dihydro-1-benzofuran-5-carboxamide —— C19H21N3O4
    N-{cis-3-[2-(methoxymethyl)-6-oxo-1,6-dihydropyrimidin-4-yl]cyclobutyl}-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-ethyl-N-(tetrahydro-2H-pyran-2-ylmethyl)-2,3-dihydro-1-benzofuran-5-carboxamide —— C17H23NO3
    N-ethyl-N-(tetrahydro-2H-pyran-2-ylmethyl)-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-(2,3-dihydro-1-benzofuran-3-yl)-5-(3-hydroxy-3-methylbut-1-yn-1-yl)-2-furamide —— C18H17NO4
    N-(2,3-dihydro-1-benzofuran-3-yl)-5-(3-hydroxy-3-methylbut-1-yn-1-yl)-2-furamide
    —— 2-[(3R,4S)-3-(2,3-dihydro-1-benzofuran-5-carbonylamino)oxan-4-yl]oxyacetic acid —— C16H19NO6
    2-[(3R,4S)-3-(2,3-dihydro-1-benzofuran-5-carbonylamino)oxan-4-yl]oxyacetic acid
    —— N-[2,3-dihydro-1-benzofuran-5-yl(cis-3-hydroxycyclobutyl)methyl]-5-methylisoxazole-4-carboxamide —— C18H20N2O4
    N-[2,3-dihydro-1-benzofuran-5-yl(cis-3-hydroxycyclobutyl)methyl]-5-methylisoxazole-4-carboxamide
    —— 3-[cyclohexylmethyl(2-methylpropanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H38N2O7
    3-[cyclohexylmethyl(2-methylpropanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— N-[rac-7-(dimethylamino)-2-oxabicyclo[3.2.0]hept-6-yl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C17H22N2O3
    N-[rac-7-(dimethylamino)-2-oxabicyclo[3.2.0]hept-6-yl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— 8-formyl-3-[hept-6-enoyl(2-morpholin-4-ylethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C30H41N3O8
    8-formyl-3-[hept-6-enoyl(2-morpholin-4-ylethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[3-methylbutanoyl(2-morpholin-4-ylethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H41N3O8
    4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[3-methylbutanoyl(2-morpholin-4-ylethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cycloheptyl(3-methylbutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H38N2O5
    3-[cycloheptyl(3-methylbutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— N-{[1-(2-Fluorophenyl)cyclopentyl]methyl}-2,3-dihydro-1-benzofuran-2-carboxamide —— C21H22FNO2
    N-{[1-(2-Fluorophenyl)cyclopentyl]methyl}-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-{[5-(2-chlorophenyl)isoxazol-3-yl]methyl}-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H15ClN2O3
    N-{[5-(2-chlorophenyl)isoxazol-3-yl]methyl}-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 3-[cyclohexylmethyl(pent-4-enoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H38N2O7
    3-[cyclohexylmethyl(pent-4-enoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclopentyl(2-methylpropanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C24H32N2O5
    3-[cyclopentyl(2-methylpropanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclohexylmethyl(2-methylpropanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H40N2O7
    3-[cyclohexylmethyl(2-methylpropanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— N-[(2-morpholin-4-yl-1,3-thiazol-4-yl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H19N3O3S
    N-[(2-morpholin-4-yl-1,3-thiazol-4-yl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 3-[acetyl(3-ethoxypropyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C24H34N2O8
    3-[acetyl(3-ethoxypropyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[3-ethoxypropyl(3-methylbut-2-enoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H36N2O8
    3-[3-ethoxypropyl(3-methylbut-2-enoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[2-(3-methoxyphenyl)ethyl-octanoylamino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C34H46N2O8
    4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[2-(3-methoxyphenyl)ethyl-octanoylamino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(2-cyclopentylacetyl)-[2-(3-methoxyphenyl)ethyl]amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C33H40N2O8
    3-[(2-cyclopentylacetyl)-[2-(3-methoxyphenyl)ethyl]amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[benzyl(pent-4-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H30N2O5
    3-[benzyl(pent-4-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 1-(8-Bromo-2,3,6,7-tetrahydrodibenzo[1,2-b; 4,5-b']difuran-4-yl-2-aminopropane, N-methyl —— C14H18BrNO2
    1-(8-Bromo-2,3,6,7-tetrahydrodibenzo[1,2-b; 4,5-b']difuran-4-yl-2-aminopropane, N-methyl
    —— 1-(8-Bromo-2,3,6,7-tetrahydrodibenzo[1,2-b; 4,5-b']difuran-4-yl-2-aminopropane, N-methyl, TFA —— C16H17BrF3NO3
    1-(8-Bromo-2,3,6,7-tetrahydrodibenzo[1,2-b; 4,5-b']difuran-4-yl-2-aminopropane, N-methyl, TFA
    —— 3-[cyclobutanecarbonyl(2-morpholin-4-ylethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H35N3O6
    3-[cyclobutanecarbonyl(2-morpholin-4-ylethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclobutanecarbonyl-[(2-fluorophenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H33FN2O7
    3-[cyclobutanecarbonyl-[(2-fluorophenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(4-chlorophenyl)methyl-(oxolane-3-carbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H29ClN2O6
    3-[(4-chlorophenyl)methyl-(oxolane-3-carbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 4-hydroxy-N-(2-hydroxyethyl)-3-[pent-4-enoyl(2,2,2-trifluoroethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C22H25F3N2O5
    4-hydroxy-N-(2-hydroxyethyl)-3-[pent-4-enoyl(2,2,2-trifluoroethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(3,4-dichlorophenyl)methyl-octanoylamino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C30H36Cl2N2O5
    3-[(3,4-dichlorophenyl)methyl-octanoylamino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[acetyl(2-methoxyethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C20H26N2O6
    3-[acetyl(2-methoxyethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— Benzofuran-2,3-dione, 2-[O-(2-hydroxyethyl)oxime], 3-(O-methyloxime), TMS, isomer 1 —— C14H20N2O4Si
    Benzofuran-2,3-dione, 2-[O-(2-hydroxyethyl)oxime], 3-(O-methyloxime), TMS, isomer 1
    —— 8-formyl-3-[furan-3-ylmethyl(pentanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H32N2O8
    8-formyl-3-[furan-3-ylmethyl(pentanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[3-ethoxypropyl(3-methoxypropanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C24H34N2O7
    3-[3-ethoxypropyl(3-methoxypropanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclopentyl(3-methoxypropanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H36N2O8
    3-[cyclopentyl(3-methoxypropanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[hept-6-enoyl-[2-(2-methoxyphenyl)ethyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C33H42N2O8
    3-[hept-6-enoyl-[2-(2-methoxyphenyl)ethyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclopentyl(cyclopropanecarbonyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H32N2O7
    3-[cyclopentyl(cyclopropanecarbonyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[3-methoxypropanoyl-[(4-methylphenyl)methyl]amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H34N2O8
    8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[3-methoxypropanoyl-[(4-methylphenyl)methyl]amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 2,5-Benzofurandiol, 2,3-dihydro-3,3-dimethyl-6-pentadecyl-, diacetate —— C29H46O5
    2,5-Benzofurandiol, 2,3-dihydro-3,3-dimethyl-6-pentadecyl-, diacetate
    —— 2-Dibenzofuranol, 5a,6,7,8,9,9a-hexahydro-5a-methyl-8-(1-methylethyl)-3-(4-methylphenyl)- —— C23H28O2
    2-Dibenzofuranol, 5a,6,7,8,9,9a-hexahydro-5a-methyl-8-(1-methylethyl)-3-(4-methylphenyl)-
    —— 3-[cyclopentanecarbonyl(3-methylbutyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H40N2O7
    3-[cyclopentanecarbonyl(3-methylbutyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[3-cyclopentylpropanoyl-[2-(2-methoxyphenyl)ethyl]amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C34H42N2O8
    3-[3-cyclopentylpropanoyl-[2-(2-methoxyphenyl)ethyl]amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide