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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
    —— (3R)-3-[[(3S)-oxan-3-yl]methylamino]-2,3-dihydro-1-benzofuran-6-ol —— C14H19NO3
    (3R)-3-[[(3S)-oxan-3-yl]methylamino]-2,3-dihydro-1-benzofuran-6-ol
    —— (3R)-3-[[(3R)-oxan-3-yl]methylamino]-2,3-dihydro-1-benzofuran-6-ol —— C14H19NO3
    (3R)-3-[[(3R)-oxan-3-yl]methylamino]-2,3-dihydro-1-benzofuran-6-ol
    —— (3S)-3-[[(3R)-oxan-3-yl]methylamino]-2,3-dihydro-1-benzofuran-6-ol —— C14H19NO3
    (3S)-3-[[(3R)-oxan-3-yl]methylamino]-2,3-dihydro-1-benzofuran-6-ol
    —— 3-[cyclohexylmethyl(oxolane-2-carbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H40N2O8
    3-[cyclohexylmethyl(oxolane-2-carbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (2R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-2-methyl-3-piperidin-1-ylpropan-1-amine —— C18H28N2O
    (2R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-2-methyl-3-piperidin-1-ylpropan-1-amine
    —— (2S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-2-methyl-3-piperidin-1-ylpropan-1-amine —— C18H28N2O
    (2S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-2-methyl-3-piperidin-1-ylpropan-1-amine
    —— (3S)-3-[[(2S)-2-methyl-3-piperidin-1-ylpropyl]amino]-2,3-dihydro-1-benzofuran-6-ol —— C17H26N2O2
    (3S)-3-[[(2S)-2-methyl-3-piperidin-1-ylpropyl]amino]-2,3-dihydro-1-benzofuran-6-ol
    —— (3R)-3-[[(2S)-2-methyl-3-piperidin-1-ylpropyl]amino]-2,3-dihydro-1-benzofuran-6-ol —— C17H26N2O2
    (3R)-3-[[(2S)-2-methyl-3-piperidin-1-ylpropyl]amino]-2,3-dihydro-1-benzofuran-6-ol
    —— (3R)-3-[[(2R)-2-methyl-3-piperidin-1-ylpropyl]amino]-2,3-dihydro-1-benzofuran-6-ol —— C17H26N2O2
    (3R)-3-[[(2R)-2-methyl-3-piperidin-1-ylpropyl]amino]-2,3-dihydro-1-benzofuran-6-ol
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]piperidin-4-amine —— C14H20N2O
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]piperidin-4-amine
    —— N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]piperidin-4-amine —— C14H20N2O
    N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]piperidin-4-amine
    —— (3S)-3-[(2-bromo-5-fluorophenyl)methylamino]-2,3-dihydro-1-benzofuran-6-ol —— C15H13BrFNO2
    (3S)-3-[(2-bromo-5-fluorophenyl)methylamino]-2,3-dihydro-1-benzofuran-6-ol
    —— (3R)-3-[(2-bromo-5-fluorophenyl)methylamino]-2,3-dihydro-1-benzofuran-6-ol —— C15H13BrFNO2
    (3R)-3-[(2-bromo-5-fluorophenyl)methylamino]-2,3-dihydro-1-benzofuran-6-ol
    —— 3-[3-cyclopentylpropanoyl(2-methoxyethyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H38N2O8
    3-[3-cyclopentylpropanoyl(2-methoxyethyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-[(2-methylpyrimidin-4-yl)methyl]ethanamine —— C16H19N3O
    (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-[(2-methylpyrimidin-4-yl)methyl]ethanamine
    —— (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-[(2-methylpyrimidin-4-yl)methyl]propan-1-amine —— C17H21N3O
    (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-[(2-methylpyrimidin-4-yl)methyl]propan-1-amine
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-[(2-methylpyrimidin-4-yl)methyl]propan-1-amine —— C17H21N3O
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-[(2-methylpyrimidin-4-yl)methyl]propan-1-amine
    —— (3R)-3-[(2-methylpyrimidin-4-yl)methylamino]-2,3-dihydro-1-benzofuran-6-ol —— C14H15N3O2
    (3R)-3-[(2-methylpyrimidin-4-yl)methylamino]-2,3-dihydro-1-benzofuran-6-ol
    —— N-ethyl-N-[3-[[(3S)-6-hydroxy-2,3-dihydro-1-benzofuran-3-yl]amino]propyl]methanesulfonamide —— C14H22N2O4S
    N-ethyl-N-[3-[[(3S)-6-hydroxy-2,3-dihydro-1-benzofuran-3-yl]amino]propyl]methanesulfonamide
    —— (3R)-3-[(3-methyl-1,2,4-oxadiazol-5-yl)methylamino]-2,3-dihydro-1-benzofuran-6-ol —— C12H13N3O3
    (3R)-3-[(3-methyl-1,2,4-oxadiazol-5-yl)methylamino]-2,3-dihydro-1-benzofuran-6-ol
    —— 5-(2,3-Dihydro-1-benzofuran-5-yl)-2-thiophenecarbaldehyde —— C13H10O2S
    5-(2,3-Dihydro-1-benzofuran-5-yl)-2-thiophenecarbaldehyde
    —— (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-[(3-methyl-1,2,4-oxadiazol-5-yl)methyl]propan-1-amine —— C15H19N3O2
    (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-[(3-methyl-1,2,4-oxadiazol-5-yl)methyl]propan-1-amine
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-[(3-methyl-1,2,4-oxadiazol-5-yl)methyl]ethanamine —— C14H17N3O2
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-[(3-methyl-1,2,4-oxadiazol-5-yl)methyl]ethanamine
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-[(3-methyl-1,2,4-oxadiazol-5-yl)methyl]propan-1-amine —— C15H19N3O2
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-[(3-methyl-1,2,4-oxadiazol-5-yl)methyl]propan-1-amine
    —— (2R)-N-[2-(4-hydroxyphenyl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H17NO3
    (2R)-N-[2-(4-hydroxyphenyl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[(3-hydroxyphenyl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C16H15NO3
    (2R)-N-[(3-hydroxyphenyl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[2-(4-hydroxyphenyl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H17NO3
    (2S)-N-[2-(4-hydroxyphenyl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[(3-hydroxyphenyl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C16H15NO3
    (2S)-N-[(3-hydroxyphenyl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-2-piperidin-1-ylpropan-1-amine —— C18H28N2O
    (2R)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-2-piperidin-1-ylpropan-1-amine
    —— (2R)-N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-2-piperidin-1-ylpropan-1-amine —— C18H28N2O
    (2R)-N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-2-piperidin-1-ylpropan-1-amine
    —— (2S)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-2-piperidin-1-ylpropan-1-amine —— C18H28N2O
    (2S)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-2-piperidin-1-ylpropan-1-amine
    —— (2S)-N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-2-piperidin-1-ylpropan-1-amine —— C18H28N2O
    (2S)-N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-2-piperidin-1-ylpropan-1-amine
    —— (3S)-3-[[(2R)-2-piperidin-1-ylpropyl]amino]-2,3-dihydro-1-benzofuran-6-ol —— C16H24N2O2
    (3S)-3-[[(2R)-2-piperidin-1-ylpropyl]amino]-2,3-dihydro-1-benzofuran-6-ol
    —— (3R)-3-[[(2S)-2-piperidin-1-ylpropyl]amino]-2,3-dihydro-1-benzofuran-6-ol —— C16H24N2O2
    (3R)-3-[[(2S)-2-piperidin-1-ylpropyl]amino]-2,3-dihydro-1-benzofuran-6-ol
    —— 4-[5-chloro-2-[2-(4-fluorophenoxy)ethylidene]-7-nitro-3H-1-benzofuran-3-yl]morpholine —— C20H18ClFN2O5
    4-[5-chloro-2-[2-(4-fluorophenoxy)ethylidene]-7-nitro-3H-1-benzofuran-3-yl]morpholine
    —— 1-tert-butyl-3-[[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]amino]thiourea —— C17H25N3O3S
    1-tert-butyl-3-[[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]amino]thiourea
    —— 3-[cyclopropanecarbonyl(oxolan-2-ylmethyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H32N2O8
    3-[cyclopropanecarbonyl(oxolan-2-ylmethyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 4-hydroxy-N-(2-hydroxyethyl)-3-[3-methoxypropanoyl(3-propan-2-yloxypropyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H36N2O7
    4-hydroxy-N-(2-hydroxyethyl)-3-[3-methoxypropanoyl(3-propan-2-yloxypropyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— methyl 3-[[(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-carbonyl]-ethylamino]propanoate —— C15H18ClNO4
    methyl 3-[[(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-carbonyl]-ethylamino]propanoate
    —— 3-[[(2S)-2,3-dihydro-1-benzofuran-2-carbonyl]-ethylamino]propanoic acid —— C14H17NO4
    3-[[(2S)-2,3-dihydro-1-benzofuran-2-carbonyl]-ethylamino]propanoic acid
    —— 3-[[(2R,3R)-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carbonyl]-ethylamino]propanoic acid —— C16H21NO4
    3-[[(2R,3R)-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carbonyl]-ethylamino]propanoic acid
    —— 3-[[(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-carbonyl]-ethylamino]propanoic acid —— C14H16ClNO4
    3-[[(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-carbonyl]-ethylamino]propanoic acid
    —— 3-[[(2R,3S)-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carbonyl]-ethylamino]propanoic acid —— C16H21NO4
    3-[[(2R,3S)-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carbonyl]-ethylamino]propanoic acid
    —— 3-[[(2S,3S)-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carbonyl]-ethylamino]propanoic acid —— C16H21NO4
    3-[[(2S,3S)-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carbonyl]-ethylamino]propanoic acid
    —— 3-[[(2S,3R)-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carbonyl]-ethylamino]propanoic acid —— C16H21NO4
    3-[[(2S,3R)-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carbonyl]-ethylamino]propanoic acid
    —— (1R)-N-[(5-bromothiophen-2-yl)methyl]-1-(2,3-dihydro-1-benzofuran-5-yl)ethanamine —— C15H16BrNOS
    (1R)-N-[(5-bromothiophen-2-yl)methyl]-1-(2,3-dihydro-1-benzofuran-5-yl)ethanamine
    —— (1S)-N-[(5-bromothiophen-2-yl)methyl]-1-(2,3-dihydro-1-benzofuran-5-yl)ethanamine —— C15H16BrNOS
    (1S)-N-[(5-bromothiophen-2-yl)methyl]-1-(2,3-dihydro-1-benzofuran-5-yl)ethanamine
    —— (1S)-N-[(5-bromothiophen-2-yl)methyl]-1-(2,3-dihydro-1-benzofuran-5-yl)propan-1-amine —— C16H18BrNOS
    (1S)-N-[(5-bromothiophen-2-yl)methyl]-1-(2,3-dihydro-1-benzofuran-5-yl)propan-1-amine
    —— (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-[(5-methyl-1H-pyrazol-4-yl)methyl]propan-1-amine —— C16H21N3O
    (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-[(5-methyl-1H-pyrazol-4-yl)methyl]propan-1-amine
    —— (2S,3R)-2,3-dimethyl-N-[(5-methyl-1H-pyrazol-4-yl)methyl]-2,3-dihydro-1-benzofuran-7-carboxamide —— C16H19N3O2
    (2S,3R)-2,3-dimethyl-N-[(5-methyl-1H-pyrazol-4-yl)methyl]-2,3-dihydro-1-benzofuran-7-carboxamide