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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
    —— (3S)-N-[3-(thiophene-2-carbonylamino)propyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C17H18N2O3S
    (3S)-N-[3-(thiophene-2-carbonylamino)propyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— methyl 2-[2-[[(3R)-2,3-dihydro-1-benzofuran-3-carbonyl]amino]-1,3-thiazol-4-yl]acetate —— C15H14N2O4S
    methyl 2-[2-[[(3R)-2,3-dihydro-1-benzofuran-3-carbonyl]amino]-1,3-thiazol-4-yl]acetate
    —— (3R)-N-[(1S)-1-(3-ethoxyphenyl)ethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C19H21NO3
    (3R)-N-[(1S)-1-(3-ethoxyphenyl)ethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-[[3-methoxy-4-(3-methylbutoxy)phenyl]methyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C22H27NO4
    (3R)-N-[[3-methoxy-4-(3-methylbutoxy)phenyl]methyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-[(2S)-2-(diethylamino)-2-(3-methoxyphenyl)ethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C22H28N2O3
    (3R)-N-[(2S)-2-(diethylamino)-2-(3-methoxyphenyl)ethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-[(2S)-2-(diethylamino)-2-(3-methoxyphenyl)ethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C22H28N2O3
    (3S)-N-[(2S)-2-(diethylamino)-2-(3-methoxyphenyl)ethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-(1,3,4-thiadiazol-2-yl)-2,3-dihydro-1-benzofuran-3-carboxamide —— C11H9N3O2S
    (3S)-N-(1,3,4-thiadiazol-2-yl)-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-[(3-butoxyphenyl)methyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C20H23NO3
    (3R)-N-[(3-butoxyphenyl)methyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— [(2S)-oxan-2-yl]methyl (3R)-2,3-dihydro-1-benzofuran-3-carboxylate —— C15H18O4
    [(2S)-oxan-2-yl]methyl (3R)-2,3-dihydro-1-benzofuran-3-carboxylate
    —— (3R)-N-[4-(4-methoxyphenyl)-5-methyl-1,3-thiazol-2-yl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C20H18N2O3S
    (3R)-N-[4-(4-methoxyphenyl)-5-methyl-1,3-thiazol-2-yl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-[(1R)-1-[3-methoxy-4-(2-methylpropoxy)phenyl]ethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C22H27NO4
    (3R)-N-[(1R)-1-[3-methoxy-4-(2-methylpropoxy)phenyl]ethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— [(2S)-oxan-2-yl]methyl (3S)-2,3-dihydro-1-benzofuran-3-carboxylate —— C15H18O4
    [(2S)-oxan-2-yl]methyl (3S)-2,3-dihydro-1-benzofuran-3-carboxylate
    —— ethyl 2-[2-[[(3R)-2,3-dihydro-1-benzofuran-3-carbonyl]amino]-1,3-thiazol-4-yl]acetate —— C16H16N2O4S
    ethyl 2-[2-[[(3R)-2,3-dihydro-1-benzofuran-3-carbonyl]amino]-1,3-thiazol-4-yl]acetate
    —— (3S)-N-(4,5-dihydro-1,3-thiazol-2-yl)-2,3-dihydro-1-benzofuran-3-carboxamide —— C12H12N2O2S
    (3S)-N-(4,5-dihydro-1,3-thiazol-2-yl)-2,3-dihydro-1-benzofuran-3-carboxamide
    —— 3-pyridin-4-ylpropyl (3R)-2,3-dihydro-1-benzofuran-3-carboxylate —— C17H17NO3
    3-pyridin-4-ylpropyl (3R)-2,3-dihydro-1-benzofuran-3-carboxylate
    —— pyridin-2-ylmethyl (3R)-2,3-dihydro-1-benzofuran-3-carboxylate —— C15H13NO3
    pyridin-2-ylmethyl (3R)-2,3-dihydro-1-benzofuran-3-carboxylate
    —— (3R)-N-[(2R)-3-methyl-2-phenylbutyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C20H23NO2
    (3R)-N-[(2R)-3-methyl-2-phenylbutyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— [(2R)-oxan-2-yl]methyl (3S)-2,3-dihydro-1-benzofuran-3-carboxylate —— C15H18O4
    [(2R)-oxan-2-yl]methyl (3S)-2,3-dihydro-1-benzofuran-3-carboxylate
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[2-(thiophen-2-ylmethyl)pyrazol-3-yl]acetamide —— C20H21N3O3S
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[2-(thiophen-2-ylmethyl)pyrazol-3-yl]acetamide
    —— (2S)-6-(chloromethyl)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran —— C12H15ClO2
    (2S)-6-(chloromethyl)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran
    —— (1S)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-(4-methylphenyl)-2-morpholin-4-ylethanamine —— C25H34N2O3
    (1S)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-(4-methylphenyl)-2-morpholin-4-ylethanamine
    —— (3-chloro-5-methoxy-4-propan-2-yloxyphenyl)methyl-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]azanium —— C23H31ClNO4+
    (3-chloro-5-methoxy-4-propan-2-yloxyphenyl)methyl-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]azanium
    —— (3S)-N-[[4-(2-methoxyethoxy)phenyl]methyl]-2,3-dihydro-1-benzofuran-3-amine —— C18H21NO3
    (3S)-N-[[4-(2-methoxyethoxy)phenyl]methyl]-2,3-dihydro-1-benzofuran-3-amine
    —— (3-chloro-5-methoxy-4-propan-2-yloxyphenyl)methyl-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]azanium —— C23H31ClNO4+
    (3-chloro-5-methoxy-4-propan-2-yloxyphenyl)methyl-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]azanium
    —— (3R)-N-[[4-(2-methoxyethoxy)phenyl]methyl]-2,3-dihydro-1-benzofuran-3-amine —— C18H21NO3
    (3R)-N-[[4-(2-methoxyethoxy)phenyl]methyl]-2,3-dihydro-1-benzofuran-3-amine
    —— (1S)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-(4-methylphenyl)-2-morpholin-4-ylethanamine —— C25H34N2O3
    (1S)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-(4-methylphenyl)-2-morpholin-4-ylethanamine
    —— 1-(3-chloro-5-methoxy-4-propan-2-yloxyphenyl)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]methanamine —— C23H30ClNO4
    1-(3-chloro-5-methoxy-4-propan-2-yloxyphenyl)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]methanamine
    —— [(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl-[(1S)-1-(4-methylphenyl)-2-morpholin-4-ium-4-ylethyl]azanium —— C25H36N2O3+2
    [(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl-[(1S)-1-(4-methylphenyl)-2-morpholin-4-ium-4-ylethyl]azanium
    —— (2R)-5-chloro-N-(furan-2-ylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H12ClNO3
    (2R)-5-chloro-N-(furan-2-ylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-chloro-N-(2-phenylethyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H16ClNO2
    (2S)-5-chloro-N-(2-phenylethyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-chloro-N-(2-phenylethyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H16ClNO2
    (2R)-5-chloro-N-(2-phenylethyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-chloro-N-(1,3-thiazol-2-yl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C12H9ClN2O2S
    (2S)-5-chloro-N-(1,3-thiazol-2-yl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— [(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl-[(2R)-2-(4-methylpiperazine-1,4-diium-1-yl)-2-thiophen-2-ylethyl]azanium —— C23H36N3O2S+3
    [(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl-[(2R)-2-(4-methylpiperazine-1,4-diium-1-yl)-2-thiophen-2-ylethyl]azanium
    —— (2R)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-(4-methylpiperazin-1-yl)-2-thiophen-2-ylethanamine —— C23H33N3O2S
    (2R)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-(4-methylpiperazin-1-yl)-2-thiophen-2-ylethanamine
    —— (2S)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-(4-methylpiperazin-1-yl)-2-thiophen-2-ylethanamine —— C23H33N3O2S
    (2S)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-(4-methylpiperazin-1-yl)-2-thiophen-2-ylethanamine
    —— (2S)-N-[5-[(4-methylphenyl)methyl]-1,3-thiazol-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C20H18N2O2S
    (2S)-N-[5-[(4-methylphenyl)methyl]-1,3-thiazol-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-chloro-N-[(2-methoxyphenyl)methyl]-N-[[(2S)-oxolan-2-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C22H24ClNO4
    (2S)-5-chloro-N-[(2-methoxyphenyl)methyl]-N-[[(2S)-oxolan-2-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-chloro-N-[(2-methoxyphenyl)methyl]-N-[[(2R)-oxolan-2-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C22H24ClNO4
    (2R)-5-chloro-N-[(2-methoxyphenyl)methyl]-N-[[(2R)-oxolan-2-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-chloro-N-[(2-methoxyphenyl)methyl]-N-[[(2S)-oxolan-2-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C22H24ClNO4
    (2R)-5-chloro-N-[(2-methoxyphenyl)methyl]-N-[[(2S)-oxolan-2-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (3R)-N-ethoxy-2,3-dihydro-1-benzofuran-3-carboxamide —— C11H13NO3
    (3R)-N-ethoxy-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-ethoxy-2,3-dihydro-1-benzofuran-3-carboxamide —— C11H13NO3
    (3S)-N-ethoxy-2,3-dihydro-1-benzofuran-3-carboxamide
    —— 1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(3-methylsulfanylpropyl)thiourea —— C17H26N2O2S2
    1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(3-methylsulfanylpropyl)thiourea
    —— 1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-propylthiourea —— C16H24N2O2S
    1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-propylthiourea
    —— 1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(furan-2-ylmethyl)thiourea —— C18H22N2O3S
    1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(furan-2-ylmethyl)thiourea
    —— 1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(2-methylprop-2-enyl)thiourea —— C17H24N2O2S
    1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(2-methylprop-2-enyl)thiourea
    —— 1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(3-morpholin-4-ium-4-ylpropyl)thiourea —— C20H32N3O3S+
    1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(3-morpholin-4-ium-4-ylpropyl)thiourea
    —— 1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-prop-2-enylthiourea —— C16H22N2O2S
    1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-prop-2-enylthiourea
    —— 1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(3-morpholin-4-ium-4-ylpropyl)thiourea —— C20H32N3O3S+
    1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(3-morpholin-4-ium-4-ylpropyl)thiourea
    —— 1-cyclohexyl-3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]thiourea —— C19H28N2O2S
    1-cyclohexyl-3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]thiourea
    —— 1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-propan-2-ylthiourea —— C16H24N2O2S
    1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-propan-2-ylthiourea