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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)-N-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]hexan-3-amine —— C17H27NO
    (3R)-N-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]hexan-3-amine
    —— (3R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)oxan-3-amine —— C14H19NO2
    (3R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)oxan-3-amine
    —— (3S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)oxan-3-amine —— C14H19NO2
    (3S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)oxan-3-amine
    —— N-[(2R)-2-chloropropyl]-N-methyl-2,3-dihydro-1-benzofuran-5-carboxamide —— C13H16ClNO2
    N-[(2R)-2-chloropropyl]-N-methyl-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-[(2S)-2-chloropropyl]-N-methyl-2,3-dihydro-1-benzofuran-5-carboxamide —— C13H16ClNO2
    N-[(2S)-2-chloropropyl]-N-methyl-2,3-dihydro-1-benzofuran-5-carboxamide
    —— (2S,3R)-N-[(2S)-2-(4-methoxyphenyl)-2-morpholin-4-ylethyl]-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide —— C24H30N2O4
    (2S,3R)-N-[(2S)-2-(4-methoxyphenyl)-2-morpholin-4-ylethyl]-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide
    —— (2S)-N-(2-chloroethyl)-N-propan-2-yl-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H18ClNO2
    (2S)-N-(2-chloroethyl)-N-propan-2-yl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-(2-chloroethyl)-N-propan-2-yl-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H18ClNO2
    (2R)-N-(2-chloroethyl)-N-propan-2-yl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[(2S)-2-chloropropyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C13H16ClNO2
    (2R)-N-[(2S)-2-chloropropyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[(2S)-2-chloropropyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C13H16ClNO2
    (2S)-N-[(2S)-2-chloropropyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-butyl-N-(2-chloroethyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H20ClNO2
    (2R)-N-butyl-N-(2-chloroethyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-butyl-N-(2-chloroethyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H20ClNO2
    (2S)-N-butyl-N-(2-chloroethyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R,3S)-4,5,7-trichloro-2-methyl-N-propyl-2,3-dihydro-1-benzofuran-3-amine —— C12H14Cl3NO
    (2R,3S)-4,5,7-trichloro-2-methyl-N-propyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2S,3S)-7-tert-butyl-N,5-diethyl-2-methyl-2,3-dihydro-1-benzofuran-3-amine —— C17H27NO
    (2S,3S)-7-tert-butyl-N,5-diethyl-2-methyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2R,3S)-7-tert-butyl-N,5-diethyl-2-methyl-2,3-dihydro-1-benzofuran-3-amine —— C17H27NO
    (2R,3S)-7-tert-butyl-N,5-diethyl-2-methyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2S,3R)-4,5,7-trichloro-2-methyl-N-propyl-2,3-dihydro-1-benzofuran-3-amine —— C12H14Cl3NO
    (2S,3R)-4,5,7-trichloro-2-methyl-N-propyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2S,3R)-7-tert-butyl-N,5-diethyl-2-methyl-2,3-dihydro-1-benzofuran-3-amine —— C17H27NO
    (2S,3R)-7-tert-butyl-N,5-diethyl-2-methyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2R,3R)-7-tert-butyl-N,5-diethyl-2-methyl-2,3-dihydro-1-benzofuran-3-amine —— C17H27NO
    (2R,3R)-7-tert-butyl-N,5-diethyl-2-methyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2R,3R)-4,5,7-trichloro-2-methyl-N-propyl-2,3-dihydro-1-benzofuran-3-amine —— C12H14Cl3NO
    (2R,3R)-4,5,7-trichloro-2-methyl-N-propyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2R)-5-methoxy-2-methyl-6-[(Z)-2-nitroprop-1-enyl]-2,3-dihydro-1-benzofuran —— C13H15NO4
    (2R)-5-methoxy-2-methyl-6-[(Z)-2-nitroprop-1-enyl]-2,3-dihydro-1-benzofuran
    —— (2S)-5-methoxy-2-methyl-6-[(Z)-2-nitroprop-1-enyl]-2,3-dihydro-1-benzofuran —— C13H15NO4
    (2S)-5-methoxy-2-methyl-6-[(Z)-2-nitroprop-1-enyl]-2,3-dihydro-1-benzofuran
    —— 3-chloro-4-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-5-propan-2-yl-1,2,4-triazole —— C14H16ClN3O
    3-chloro-4-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-5-propan-2-yl-1,2,4-triazole
    —— 3-chloro-4-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-5-propan-2-yl-1,2,4-triazole —— C14H16ClN3O
    3-chloro-4-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-5-propan-2-yl-1,2,4-triazole
    —— (4Z,5R)-4-[hydroxy-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-(3-imidazol-1-ylpropyl)-5-pyridin-4-ylpyrrolidine-2,3-dione —— C25H24N4O4
    (4Z,5R)-4-[hydroxy-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-(3-imidazol-1-ylpropyl)-5-pyridin-4-ylpyrrolidine-2,3-dione
    —— (4Z,5R)-4-[hydroxy-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-(3-imidazol-1-ylpropyl)-5-pyridin-4-ylpyrrolidine-2,3-dione —— C25H24N4O4
    (4Z,5R)-4-[hydroxy-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-(3-imidazol-1-ylpropyl)-5-pyridin-4-ylpyrrolidine-2,3-dione
    —— [(2S)-7-[(2-methylpropan-2-yl)oxycarbonylamino]-2,3-dihydro-1-benzofuran-2-yl]methyl trifluoromethanesulfonate —— C15H18F3NO6S
    [(2S)-7-[(2-methylpropan-2-yl)oxycarbonylamino]-2,3-dihydro-1-benzofuran-2-yl]methyl trifluoromethanesulfonate
    —— [(2R)-7-[(2-methylpropan-2-yl)oxycarbonylamino]-2,3-dihydro-1-benzofuran-2-yl]methyl trifluoromethanesulfonate —— C15H18F3NO6S
    [(2R)-7-[(2-methylpropan-2-yl)oxycarbonylamino]-2,3-dihydro-1-benzofuran-2-yl]methyl trifluoromethanesulfonate
    —— 4-chloro-5-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]-2-phenylpyridazin-3-one —— C22H22ClN3O3
    4-chloro-5-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]-2-phenylpyridazin-3-one
    —— Ethyl 2-(2-(2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)acetamido)thiazol-4-yl)acetate —— C19H22N2O5S
    Ethyl 2-(2-(2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)acetamido)thiazol-4-yl)acetate
    —— N-cycloheptyl-2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)acetamide —— C19H27NO3
    N-cycloheptyl-2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)acetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-1-pyrrolidin-1-ylethanone —— C16H21NO3
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-1-pyrrolidin-1-ylethanone
    —— N-[(2S)-butan-2-yl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide —— C16H23NO3
    N-[(2S)-butan-2-yl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide
    —— N-[2-(3-chlorophenyl)ethyl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide —— C20H22ClNO3
    N-[2-(3-chlorophenyl)ethyl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(2S)-1-methoxypropan-2-yl]acetamide —— C16H23NO4
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(2S)-1-methoxypropan-2-yl]acetamide
    —— 2-[[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]amino]ethyl-diethylazanium —— C18H29N2O3+
    2-[[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]amino]ethyl-diethylazanium
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[4-[(5-fluoro-2-methoxyphenyl)methyl]piperazin-1-yl]methanone —— C21H23FN2O3
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[4-[(5-fluoro-2-methoxyphenyl)methyl]piperazin-1-yl]methanone
    —— (2S)-2-cyano-3-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-3-oxopropanamide —— C13H12N2O3
    (2S)-2-cyano-3-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-3-oxopropanamide
    —— (2R)-2-cyano-3-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-3-oxopropanamide —— C13H12N2O3
    (2R)-2-cyano-3-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-3-oxopropanamide
    —— 4-(2,3-dihydro-1-benzofuran-5-ylmethyl)-N-[(4-fluorophenyl)methyl]piperazin-4-ium-1-carbothioamide —— C21H25FN3OS+
    4-(2,3-dihydro-1-benzofuran-5-ylmethyl)-N-[(4-fluorophenyl)methyl]piperazin-4-ium-1-carbothioamide
    —— 4-(2,3-dihydro-1-benzofuran-5-ylmethyl)-N-[(4-methoxyphenyl)methyl]piperazine-1-carbothioamide —— C22H27N3O2S
    4-(2,3-dihydro-1-benzofuran-5-ylmethyl)-N-[(4-methoxyphenyl)methyl]piperazine-1-carbothioamide
    —— Methyl 6-[[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazine-1-carbothioyl]amino]hexanoate —— C21H31N3O3S
    Methyl 6-[[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazine-1-carbothioyl]amino]hexanoate
    —— N-benzyl-4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazine-1-carbothioamide —— C21H25N3OS
    N-benzyl-4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazine-1-carbothioamide
    —— (1S)-1-[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]ethanamine —— C18H23NO
    (1S)-1-[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]ethanamine
    —— (1R)-1-[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]ethanamine —— C18H23NO
    (1R)-1-[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]ethanamine
    —— (1R)-1-[(1R,2S,4S)-2-bicyclo[2.2.1]hept-5-enyl]-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]ethanamine —— C18H23NO
    (1R)-1-[(1R,2S,4S)-2-bicyclo[2.2.1]hept-5-enyl]-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]ethanamine
    —— (1S)-1-[(1R,2S,4S)-2-bicyclo[2.2.1]hept-5-enyl]-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]ethanamine —— C18H23NO
    (1S)-1-[(1R,2S,4S)-2-bicyclo[2.2.1]hept-5-enyl]-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]ethanamine
    —— N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C20H21N3O5S
    N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
    —— 1-[(1R,2S,4S)-2-bicyclo[2.2.1]hept-5-enyl]-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]methanamine —— C17H21NO
    1-[(1R,2S,4S)-2-bicyclo[2.2.1]hept-5-enyl]-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]methanamine
    —— 1-[(1R,2S,4S)-2-bicyclo[2.2.1]hept-5-enyl]-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]methanamine —— C17H21NO
    1-[(1R,2S,4S)-2-bicyclo[2.2.1]hept-5-enyl]-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]methanamine
    —— 1-[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]methanamine —— C17H21NO
    1-[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]methanamine