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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-(3-methoxypropyl)-2-methyl-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-4,5,6,7-tetrahydroindazole-3-carboxamide —— C23H31N3O3
    N-(3-methoxypropyl)-2-methyl-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-4,5,6,7-tetrahydroindazole-3-carboxamide
    —— N-[(2-methoxyphenyl)methyl]-2-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-N-(pyridin-3-ylmethyl)acetamide —— C25H26N2O3
    N-[(2-methoxyphenyl)methyl]-2-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-N-(pyridin-3-ylmethyl)acetamide
    —— N-[(R)-[1-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]piperidin-4-yl]-pyridin-2-ylmethyl]acetamide —— C23H29N3O2
    N-[(R)-[1-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]piperidin-4-yl]-pyridin-2-ylmethyl]acetamide
    —— N-cyclopentyl-3-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-N-(pyridin-2-ylmethyl)propanamide —— C23H28N2O2
    N-cyclopentyl-3-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-N-(pyridin-2-ylmethyl)propanamide
    —— (2S)-N-[(4-methoxyphenyl)methyl]-2-methyl-N-(pyridin-3-ylmethyl)-2,3-dihydro-1-benzofuran-5-carboxamide —— C24H24N2O3
    (2S)-N-[(4-methoxyphenyl)methyl]-2-methyl-N-(pyridin-3-ylmethyl)-2,3-dihydro-1-benzofuran-5-carboxamide
    —— 2-cyclopentyl-N-[(S)-[1-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]piperidin-4-yl]-pyridin-2-ylmethyl]acetamide —— C28H37N3O2
    2-cyclopentyl-N-[(S)-[1-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]piperidin-4-yl]-pyridin-2-ylmethyl]acetamide
    —— (2R)-N-(3-methoxypropyl)-2-methyl-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C24H29NO4
    (2R)-N-(3-methoxypropyl)-2-methyl-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— 2-cyclopentyl-N-[(S)-[1-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]piperidin-4-yl]-pyridin-2-ylmethyl]acetamide —— C28H37N3O2
    2-cyclopentyl-N-[(S)-[1-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]piperidin-4-yl]-pyridin-2-ylmethyl]acetamide
    —— 2-[(3S)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]pyrrolidin-3-yl]-5-pyrazin-2-yl-1,3,4-oxadiazole —— C21H23N5O2
    2-[(3S)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]pyrrolidin-3-yl]-5-pyrazin-2-yl-1,3,4-oxadiazole
    —— 2-[(3R)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]pyrrolidin-3-yl]-5-pyrazin-2-yl-1,3,4-oxadiazole —— C21H23N5O2
    2-[(3R)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]pyrrolidin-3-yl]-5-pyrazin-2-yl-1,3,4-oxadiazole
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(1,2,4-triazol-1-yl)acetamide —— C13H14N4O2
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(1,2,4-triazol-1-yl)acetamide
    —— N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(1,2,4-triazol-1-yl)acetamide —— C13H14N4O2
    N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(1,2,4-triazol-1-yl)acetamide
    —— (4aR,9bS)-8,9b-dimethyl-2-[(4-methylpiperazin-1-yl)methyl]-4,4a-dihydrodibenzofuran-3-one —— C20H26N2O2
    (4aR,9bS)-8,9b-dimethyl-2-[(4-methylpiperazin-1-yl)methyl]-4,4a-dihydrodibenzofuran-3-one
    —— (4aS,9bR)-8,9b-dimethyl-2-[(4-methylpiperazin-1-yl)methyl]-4,4a-dihydrodibenzofuran-3-one —— C20H26N2O2
    (4aS,9bR)-8,9b-dimethyl-2-[(4-methylpiperazin-1-yl)methyl]-4,4a-dihydrodibenzofuran-3-one
    —— 8,9b-dimethyl-2-(4-methyl-piperazin-1-ylmethyl)-4a,9b-dihydro-4<i>H</i>-dibenzofuran-3-one 68788-90-9 C20H26N2O2
    8,9b-dimethyl-2-(4-methyl-piperazin-1-ylmethyl)-4a,9b-dihydro-4<i>H</i>-dibenzofuran-3-one
    —— [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(4R)-4-(4-fluorophenyl)-4-hydroxyazepan-1-yl]methanone —— C21H21ClFNO3
    [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(4R)-4-(4-fluorophenyl)-4-hydroxyazepan-1-yl]methanone
    —— [(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(4S)-4-(4-fluorophenyl)-4-hydroxyazepan-1-yl]methanone —— C21H21ClFNO3
    [(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(4S)-4-(4-fluorophenyl)-4-hydroxyazepan-1-yl]methanone
    —— [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(4S)-4-(4-fluorophenyl)-4-hydroxyazepan-1-yl]methanone —— C21H21ClFNO3
    [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(4S)-4-(4-fluorophenyl)-4-hydroxyazepan-1-yl]methanone
    —— [(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(4R)-4-(4-fluorophenyl)-4-hydroxyazepan-1-yl]methanone —— C21H21ClFNO3
    [(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(4R)-4-(4-fluorophenyl)-4-hydroxyazepan-1-yl]methanone
    —— 2-methyl-7-[3-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]propanoyl]-5,6,8,9-tetrahydro-3H-pyrimido[4,5-d]azepin-4-one —— C21H25N3O3
    2-methyl-7-[3-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]propanoyl]-5,6,8,9-tetrahydro-3H-pyrimido[4,5-d]azepin-4-one
    —— 2-methyl-7-[3-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]propanoyl]-5,6,8,9-tetrahydro-3H-pyrimido[4,5-d]azepin-4-one —— C21H25N3O3
    2-methyl-7-[3-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]propanoyl]-5,6,8,9-tetrahydro-3H-pyrimido[4,5-d]azepin-4-one
    —— 2-methyl-7-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-5,6,8,9-tetrahydro-3H-pyrimido[4,5-d]azepin-4-one —— C19H23N3O2
    2-methyl-7-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-5,6,8,9-tetrahydro-3H-pyrimido[4,5-d]azepin-4-one
    —— 2-methyl-7-[2-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]acetyl]-5,6,8,9-tetrahydro-3H-pyrimido[4,5-d]azepin-4-one —— C20H23N3O3
    2-methyl-7-[2-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]acetyl]-5,6,8,9-tetrahydro-3H-pyrimido[4,5-d]azepin-4-one
    —— 2-methyl-7-[2-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]acetyl]-5,6,8,9-tetrahydro-3H-pyrimido[4,5-d]azepin-4-one —— C20H23N3O3
    2-methyl-7-[2-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]acetyl]-5,6,8,9-tetrahydro-3H-pyrimido[4,5-d]azepin-4-one
    —— 2-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-1-[4-[(2-methyl-1,3-thiazol-4-yl)methyl]piperazin-1-yl]ethanone —— C20H25N3O2S
    2-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-1-[4-[(2-methyl-1,3-thiazol-4-yl)methyl]piperazin-1-yl]ethanone
    —— (1R)-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-1-(4-methyl-1,3-thiazol-2-yl)-2-thiophen-3-ylethanamine —— C20H22N2OS2
    (1R)-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-1-(4-methyl-1,3-thiazol-2-yl)-2-thiophen-3-ylethanamine
    —— (1S)-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-1-(4-methyl-1,3-thiazol-2-yl)-2-thiophen-3-ylethanamine —— C20H22N2OS2
    (1S)-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-1-(4-methyl-1,3-thiazol-2-yl)-2-thiophen-3-ylethanamine
    —— (1S)-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-1-(4-methyl-1,3-thiazol-2-yl)-2-thiophen-3-ylethanamine —— C20H22N2OS2
    (1S)-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-1-(4-methyl-1,3-thiazol-2-yl)-2-thiophen-3-ylethanamine
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(3-methylpyrazol-1-yl)propanamide —— C16H19N3O2
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(3-methylpyrazol-1-yl)propanamide
    —— 1-Benzyl-4-[hydroxy-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-5-thiophen-2-ylpyrrolidine-2,3-dione —— C25H21NO4S
    1-Benzyl-4-[hydroxy-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-5-thiophen-2-ylpyrrolidine-2,3-dione
    —— N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(3-methylpyrazol-1-yl)propanamide —— C16H19N3O2
    N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(3-methylpyrazol-1-yl)propanamide
    —— N-[(2R)-1-methoxypropan-2-yl]-2-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-N-[(3-methylphenyl)methyl]acetamide —— C23H29NO3
    N-[(2R)-1-methoxypropan-2-yl]-2-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-N-[(3-methylphenyl)methyl]acetamide
    —— N-[(2R)-1-methoxypropan-2-yl]-2-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-N-[(3-methylphenyl)methyl]acetamide —— C23H29NO3
    N-[(2R)-1-methoxypropan-2-yl]-2-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-N-[(3-methylphenyl)methyl]acetamide
    —— (1R)-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-1-(5-methylpyridin-2-yl)-2-thiophen-3-ylethanamine —— C22H24N2OS
    (1R)-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-1-(5-methylpyridin-2-yl)-2-thiophen-3-ylethanamine
    —— (1S)-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-1-(5-methylpyridin-2-yl)-2-thiophen-3-ylethanamine —— C22H24N2OS
    (1S)-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-1-(5-methylpyridin-2-yl)-2-thiophen-3-ylethanamine
    —— (1S)-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-1-(5-methylpyridin-2-yl)-2-thiophen-3-ylethanamine —— C22H24N2OS
    (1S)-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-1-(5-methylpyridin-2-yl)-2-thiophen-3-ylethanamine
    —— (1R)-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-1-(5-methylpyridin-2-yl)-2-thiophen-3-ylethanamine —— C22H24N2OS
    (1R)-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-1-(5-methylpyridin-2-yl)-2-thiophen-3-ylethanamine
    —— 2-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-N-[(S)-(4-methylphenyl)-pyridin-4-ylmethyl]acetamide —— C24H24N2O2
    2-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-N-[(S)-(4-methylphenyl)-pyridin-4-ylmethyl]acetamide
    —— 2-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-N-[(S)-(4-methylphenyl)-pyridin-4-ylmethyl]acetamide —— C24H24N2O2
    2-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-N-[(S)-(4-methylphenyl)-pyridin-4-ylmethyl]acetamide
    —— 2-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-N-[(R)-(4-methylphenyl)-pyridin-4-ylmethyl]acetamide —— C24H24N2O2
    2-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-N-[(R)-(4-methylphenyl)-pyridin-4-ylmethyl]acetamide
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(3-methyl-6-oxopyridazin-1-yl)acetamide —— C16H17N3O3
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(3-methyl-6-oxopyridazin-1-yl)acetamide
    —— N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(3-methyl-6-oxopyridazin-1-yl)acetamide —— C16H17N3O3
    N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(3-methyl-6-oxopyridazin-1-yl)acetamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(2-(dimethylamino)ethyl)acetamide —— C16H24N2O3
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(2-(dimethylamino)ethyl)acetamide
    —— N-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-5-methylthiophene-2-carboxamide —— C17H19NO3S
    N-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-5-methylthiophene-2-carboxamide
    —— 2-(2,4-dichloro-6-methylpyridin-3-yl)-N-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]acetamide —— C19H20Cl2N2O3
    2-(2,4-dichloro-6-methylpyridin-3-yl)-N-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]acetamide
    —— N-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-5-methylthiophene-2-carboxamide —— C17H19NO3S
    N-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-5-methylthiophene-2-carboxamide
    —— 2-(2,4-dichloro-6-methylpyridin-3-yl)-N-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]acetamide —— C19H20Cl2N2O3
    2-(2,4-dichloro-6-methylpyridin-3-yl)-N-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]acetamide
    —— (2S)-5-chloro-N-[[4-(dimethylamino)phenyl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H19ClN2O2
    (2S)-5-chloro-N-[[4-(dimethylamino)phenyl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-chloro-N-[[4-(dimethylamino)phenyl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H19ClN2O2
    (2R)-5-chloro-N-[[4-(dimethylamino)phenyl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-chloro-N'-(thiophene-2-carbonyl)-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C14H11ClN2O3S
    (2S)-5-chloro-N'-(thiophene-2-carbonyl)-2,3-dihydro-1-benzofuran-2-carbohydrazide