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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-[(1R,3S)-3-methylcyclohexyl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C16H21NO2
    N-[(1R,3S)-3-methylcyclohexyl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[3-[[(2S)-oxolan-2-yl]methoxy]propyl]urea —— C18H26N2O4
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[3-[[(2S)-oxolan-2-yl]methoxy]propyl]urea
    —— [(2R)-2-benzylpyrrolidin-1-yl]-(2,3-dihydro-1-benzofuran-5-yl)methanone —— C20H21NO2
    [(2R)-2-benzylpyrrolidin-1-yl]-(2,3-dihydro-1-benzofuran-5-yl)methanone
    —— [2-[[(3S)-5-chloro-2,3-dihydro-1-benzofuran-3-yl]amino]-2-oxoethyl] pyrrolidine-1-carbodithioate —— C15H17ClN2O2S2
    [2-[[(3S)-5-chloro-2,3-dihydro-1-benzofuran-3-yl]amino]-2-oxoethyl] pyrrolidine-1-carbodithioate
    —— N-[(3R)-5-chloro-2,3-dihydro-1-benzofuran-3-yl]-2-[[4-ethyl-5-[(2-methylphenoxy)methyl]-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C22H23ClN4O3S
    N-[(3R)-5-chloro-2,3-dihydro-1-benzofuran-3-yl]-2-[[4-ethyl-5-[(2-methylphenoxy)methyl]-1,2,4-triazol-3-yl]sulfanyl]acetamide
    —— 2-[[4-ethyl-5-[(4-methylphenoxy)methyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[(3S)-5-methoxy-2,3-dihydro-1-benzofuran-3-yl]acetamide —— C23H26N4O4S
    2-[[4-ethyl-5-[(4-methylphenoxy)methyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[(3S)-5-methoxy-2,3-dihydro-1-benzofuran-3-yl]acetamide
    —— 2-[[5-[(1S)-1-(3-chlorophenoxy)ethyl]-4-ethyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(3R)-5-methoxy-2,3-dihydro-1-benzofuran-3-yl]acetamide —— C23H25ClN4O4S
    2-[[5-[(1S)-1-(3-chlorophenoxy)ethyl]-4-ethyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(3R)-5-methoxy-2,3-dihydro-1-benzofuran-3-yl]acetamide
    —— 2-[[4-ethyl-5-[(1S)-1-phenylethyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[(3S)-5-methoxy-2,3-dihydro-1-benzofuran-3-yl]acetamide —— C23H26N4O3S
    2-[[4-ethyl-5-[(1S)-1-phenylethyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[(3S)-5-methoxy-2,3-dihydro-1-benzofuran-3-yl]acetamide
    —— 2-[[4-ethyl-5-[(1R)-1-phenylethyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[(3R)-5-methoxy-2,3-dihydro-1-benzofuran-3-yl]acetamide —— C23H26N4O3S
    2-[[4-ethyl-5-[(1R)-1-phenylethyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[(3R)-5-methoxy-2,3-dihydro-1-benzofuran-3-yl]acetamide
    —— 2-[[5-[(1S)-1-(3-chlorophenoxy)ethyl]-4-ethyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(3S)-5-methoxy-2,3-dihydro-1-benzofuran-3-yl]acetamide —— C23H25ClN4O4S
    2-[[5-[(1S)-1-(3-chlorophenoxy)ethyl]-4-ethyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(3S)-5-methoxy-2,3-dihydro-1-benzofuran-3-yl]acetamide
    —— N-[(3S)-5-chloro-2,3-dihydro-1-benzofuran-3-yl]-2-[[5-[(2-chlorophenoxy)methyl]-4-ethyl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C21H20Cl2N4O3S
    N-[(3S)-5-chloro-2,3-dihydro-1-benzofuran-3-yl]-2-[[5-[(2-chlorophenoxy)methyl]-4-ethyl-1,2,4-triazol-3-yl]sulfanyl]acetamide
    —— (2S)-1-[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]-2-pyrazol-1-ylpropan-1-one —— C19H24N4O2
    (2S)-1-[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]-2-pyrazol-1-ylpropan-1-one
    —— N-[(2S)-1-morpholin-4-ylpropan-2-yl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C15H22N2O4S
    N-[(2S)-1-morpholin-4-ylpropan-2-yl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— N-[(2R)-2-morpholin-4-yl-2-[(3S)-oxolan-3-yl]ethyl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C19H26N2O4
    N-[(2R)-2-morpholin-4-yl-2-[(3S)-oxolan-3-yl]ethyl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-ethylsulfanylpropanamide —— C17H25NO3S
    N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-ethylsulfanylpropanamide
    —— (1S,2S)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-(trifluoromethyl)cyclohexane-1-carboxamide —— C20H26F3NO3
    (1S,2S)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-(trifluoromethyl)cyclohexane-1-carboxamide
    —— N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-4-hydroxypiperidine-1-carboxamide —— C18H26N2O4
    N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-4-hydroxypiperidine-1-carboxamide
    —— 2-(3,5-dimethylpyrazol-1-yl)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide —— C19H25N3O3
    2-(3,5-dimethylpyrazol-1-yl)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide
    —— (2R)-5-chloro-N-(2-imidazol-1-ylethyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H14ClN3O2
    (2R)-5-chloro-N-(2-imidazol-1-ylethyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 1-[(3R)-1,1-dioxothiolan-3-yl]-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]methanamine —— C17H25NO4S
    1-[(3R)-1,1-dioxothiolan-3-yl]-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]methanamine
    —— N-[(2R)-2-(dimethylamino)-2-(furan-2-yl)ethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C16H20N2O4S
    N-[(2R)-2-(dimethylamino)-2-(furan-2-yl)ethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— 1-[(3S)-1,1-dioxothiolan-3-yl]-N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]methanamine —— C16H23NO4S
    1-[(3S)-1,1-dioxothiolan-3-yl]-N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]methanamine
    —— N-[(1R)-1-pyridin-4-ylethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C15H16N2O3S
    N-[(1R)-1-pyridin-4-ylethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— N-[(2S)-2-(dimethylamino)-2-(furan-2-yl)ethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C16H20N2O4S
    N-[(2S)-2-(dimethylamino)-2-(furan-2-yl)ethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— 1-[(3R)-1,1-dioxothiolan-3-yl]-N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]methanamine —— C16H23NO4S
    1-[(3R)-1,1-dioxothiolan-3-yl]-N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]methanamine
    —— 1-[(3S)-1,1-dioxothiolan-3-yl]-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]methanamine —— C17H25NO4S
    1-[(3S)-1,1-dioxothiolan-3-yl]-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]methanamine
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-N-[2-[(3S)-1,1-dioxothiolan-3-yl]-5-methylpyrazol-3-yl]acetamide —— C18H21N3O4S
    2-(2,3-dihydro-1-benzofuran-5-yl)-N-[2-[(3S)-1,1-dioxothiolan-3-yl]-5-methylpyrazol-3-yl]acetamide
    —— N-(1-ethylsulfonylpiperidin-4-yl)-2,3-dihydro-1-benzofuran-5-sulfonamide —— C15H22N2O5S2
    N-(1-ethylsulfonylpiperidin-4-yl)-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-5-chloro-N-[5-(cyanomethylsulfanyl)-4-methyl-1,3-thiazol-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H12ClN3O2S2
    (2R)-5-chloro-N-[5-(cyanomethylsulfanyl)-4-methyl-1,3-thiazol-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-chloro-N-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H16ClNO4S
    (2R)-5-chloro-N-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-chloro-N-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H16ClNO4S
    (2R)-5-chloro-N-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (1S)-1-(5-fluoro-2,3-dihydro-1-benzofuran-7-yl)ethane-1,2-diamine —— C10H13FN2O
    (1S)-1-(5-fluoro-2,3-dihydro-1-benzofuran-7-yl)ethane-1,2-diamine
    —— (1S)-1-[(2R)-2,7-dimethyl-2,3-dihydro-1-benzofuran-6-yl]ethane-1,2-diamine —— C12H18N2O
    (1S)-1-[(2R)-2,7-dimethyl-2,3-dihydro-1-benzofuran-6-yl]ethane-1,2-diamine
    —— (1R)-1-(2,2-dimethyl-3H-1-benzofuran-7-yl)ethane-1,2-diamine —— C12H18N2O
    (1R)-1-(2,2-dimethyl-3H-1-benzofuran-7-yl)ethane-1,2-diamine
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[[(3R)-1,1-dioxothiolan-3-yl]methyl]acetamide —— C17H23NO5S
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[[(3R)-1,1-dioxothiolan-3-yl]methyl]acetamide
    —— 1-cyclopropyl-3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-[[(3R)-oxolan-3-yl]methyl]urea —— C21H30N2O4
    1-cyclopropyl-3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-[[(3R)-oxolan-3-yl]methyl]urea
    —— 1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(4-pyrrolidin-1-ylbutyl)urea —— C21H33N3O3
    1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(4-pyrrolidin-1-ylbutyl)urea
    —— N-[(E)-(6-methoxy-1-benzofuran-3-ylidene)amino]-2-(2-methylphenoxy)acetamide —— C18H18N2O4
    N-[(E)-(6-methoxy-1-benzofuran-3-ylidene)amino]-2-(2-methylphenoxy)acetamide
    —— (2R)-2-(3-chlorophenoxy)-N-[(E)-(6-methyl-1-benzofuran-3-ylidene)amino]propanamide —— C18H17ClN2O3
    (2R)-2-(3-chlorophenoxy)-N-[(E)-(6-methyl-1-benzofuran-3-ylidene)amino]propanamide
    —— (2S)-N-[(E)-1-benzofuran-3-ylideneamino]-2-(3-chlorophenoxy)propanamide —— C17H15ClN2O3
    (2S)-N-[(E)-1-benzofuran-3-ylideneamino]-2-(3-chlorophenoxy)propanamide
    —— (2S)-2-(3-chlorophenoxy)-N-[(E)-(6-methyl-1-benzofuran-3-ylidene)amino]propanamide —— C18H17ClN2O3
    (2S)-2-(3-chlorophenoxy)-N-[(E)-(6-methyl-1-benzofuran-3-ylidene)amino]propanamide
    —— (2S,3R)-7-chloro-2,4-dimethyl-2,3-dihydro-1-benzofuran-3-amine —— C10H12ClNO
    (2S,3R)-7-chloro-2,4-dimethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2R,3R)-N,2,5-trimethyl-2,3-dihydro-1-benzofuran-3-amine —— C11H15NO
    (2R,3R)-N,2,5-trimethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2S,3R)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-3-amine —— C9H10ClNO
    (2S,3R)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2S,3S)-N,2,5-trimethyl-2,3-dihydro-1-benzofuran-3-amine —— C11H15NO
    (2S,3S)-N,2,5-trimethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2R,3S)-N,2,5-trimethyl-2,3-dihydro-1-benzofuran-3-amine —— C11H15NO
    (2R,3S)-N,2,5-trimethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2R,3S)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-3-amine —— C9H10ClNO
    (2R,3S)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2S,3S)-N,2,4,7-tetramethyl-2,3-dihydro-1-benzofuran-3-amine —— C12H17NO
    (2S,3S)-N,2,4,7-tetramethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2S,3R)-N-ethyl-7-fluoro-2-methyl-2,3-dihydro-1-benzofuran-3-amine —— C11H14FNO
    (2S,3R)-N-ethyl-7-fluoro-2-methyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2S,3R)-5-bromo-N,2-dimethyl-2,3-dihydro-1-benzofuran-3-amine —— C10H12BrNO
    (2S,3R)-5-bromo-N,2-dimethyl-2,3-dihydro-1-benzofuran-3-amine