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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
    —— 2-(methoxymethyl)-6-methyl-N-[(3S)-5-methyl-2,3-dihydro-1-benzofuran-3-yl]pyrimidin-4-amine —— C16H19N3O2
    2-(methoxymethyl)-6-methyl-N-[(3S)-5-methyl-2,3-dihydro-1-benzofuran-3-yl]pyrimidin-4-amine
    —— 4-methyl-N-[(3R)-5-methyl-2,3-dihydro-1-benzofuran-3-yl]pyrimidin-2-amine —— C14H15N3O
    4-methyl-N-[(3R)-5-methyl-2,3-dihydro-1-benzofuran-3-yl]pyrimidin-2-amine
    —— 4-methyl-N-[(3S)-5-methyl-2,3-dihydro-1-benzofuran-3-yl]pyrimidin-2-amine —— C14H15N3O
    4-methyl-N-[(3S)-5-methyl-2,3-dihydro-1-benzofuran-3-yl]pyrimidin-2-amine
    —— 6-[[(3S)-5-methyl-2,3-dihydro-1-benzofuran-3-yl]amino]pyridine-3-carbonitrile —— C15H13N3O
    6-[[(3S)-5-methyl-2,3-dihydro-1-benzofuran-3-yl]amino]pyridine-3-carbonitrile
    —— 2-(methoxymethyl)-6-methyl-N-[(3R)-5-methyl-2,3-dihydro-1-benzofuran-3-yl]pyrimidin-4-amine —— C16H19N3O2
    2-(methoxymethyl)-6-methyl-N-[(3R)-5-methyl-2,3-dihydro-1-benzofuran-3-yl]pyrimidin-4-amine
    —— N-[(3R)-5-methyl-2,3-dihydro-1-benzofuran-3-yl]pyrimidin-2-amine —— C13H13N3O
    N-[(3R)-5-methyl-2,3-dihydro-1-benzofuran-3-yl]pyrimidin-2-amine
    —— N-[(3S)-5-methyl-2,3-dihydro-1-benzofuran-3-yl]pyrimidin-2-amine —— C13H13N3O
    N-[(3S)-5-methyl-2,3-dihydro-1-benzofuran-3-yl]pyrimidin-2-amine
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-[(3-methyl-1,2-oxazol-5-yl)methylsulfanyl]acetamide —— C16H18N2O3S
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-[(3-methyl-1,2-oxazol-5-yl)methylsulfanyl]acetamide
    —— N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-[(3-methyl-1,2-oxazol-5-yl)methylsulfanyl]acetamide —— C16H18N2O3S
    N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-[(3-methyl-1,2-oxazol-5-yl)methylsulfanyl]acetamide
    —— (3S)-N-(2-methyl-1,2,4-triazol-3-yl)-2,3-dihydro-1-benzofuran-3-carboxamide —— C12H12N4O2
    (3S)-N-(2-methyl-1,2,4-triazol-3-yl)-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-(2-methyl-1,2,4-triazol-3-yl)-2,3-dihydro-1-benzofuran-3-carboxamide —— C12H12N4O2
    (3R)-N-(2-methyl-1,2,4-triazol-3-yl)-2,3-dihydro-1-benzofuran-3-carboxamide
    —— 1-[(3S)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-3-[(1R)-1-(oxan-4-yl)ethyl]urea —— C18H26N2O3
    1-[(3S)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-3-[(1R)-1-(oxan-4-yl)ethyl]urea
    —— 1-[(3R)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-3-[(1R)-1-(oxan-4-yl)ethyl]urea —— C18H26N2O3
    1-[(3R)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-3-[(1R)-1-(oxan-4-yl)ethyl]urea
    —— 1-[(3S)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-3-[(1S)-1-(oxan-4-yl)ethyl]urea —— C18H26N2O3
    1-[(3S)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-3-[(1S)-1-(oxan-4-yl)ethyl]urea
    —— 1-[(3R)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-3-[(1S)-1-(oxan-4-yl)ethyl]urea —— C18H26N2O3
    1-[(3R)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-3-[(1S)-1-(oxan-4-yl)ethyl]urea
    —— N-(2,3-dihydro-1-benzofuran-5-yl)-N,1-dimethylpyrazole-4-carboxamide —— C14H15N3O2
    N-(2,3-dihydro-1-benzofuran-5-yl)-N,1-dimethylpyrazole-4-carboxamide
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl 1-ethylpyrazole-4-carboxylate —— C15H16N2O3
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl 1-ethylpyrazole-4-carboxylate
    —— [(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl 1-ethylpyrazole-4-carboxylate —— C15H16N2O3
    [(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl 1-ethylpyrazole-4-carboxylate
    —— N-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-1H-pyrrole-2-carboxamide —— C14H14N2O2
    N-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-1H-pyrrole-2-carboxamide
    —— N-(2,3-dihydro-1-benzofuran-5-yl)-N,5-dimethyl-1H-pyrazole-4-carboxamide —— C14H15N3O2
    N-(2,3-dihydro-1-benzofuran-5-yl)-N,5-dimethyl-1H-pyrazole-4-carboxamide
    —— 1-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-3-[(2R,4S)-4-(furan-2-yl)-4-hydroxybutan-2-yl]urea —— C19H24N2O4
    1-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-3-[(2R,4S)-4-(furan-2-yl)-4-hydroxybutan-2-yl]urea
    —— 1-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-3-[(2R,4R)-4-(furan-2-yl)-4-hydroxybutan-2-yl]urea —— C19H24N2O4
    1-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-3-[(2R,4R)-4-(furan-2-yl)-4-hydroxybutan-2-yl]urea
    —— 1-[(3R)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-3-[(2S,4S)-4-(furan-2-yl)-4-hydroxybutan-2-yl]urea —— C19H24N2O4
    1-[(3R)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-3-[(2S,4S)-4-(furan-2-yl)-4-hydroxybutan-2-yl]urea
    —— 1-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-3-[(2S,4R)-4-(furan-2-yl)-4-hydroxybutan-2-yl]urea —— C19H24N2O4
    1-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-3-[(2S,4R)-4-(furan-2-yl)-4-hydroxybutan-2-yl]urea
    —— 1-[(3R)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-3-[(2R,4S)-4-(furan-2-yl)-4-hydroxybutan-2-yl]urea —— C19H24N2O4
    1-[(3R)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-3-[(2R,4S)-4-(furan-2-yl)-4-hydroxybutan-2-yl]urea
    —— 1-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-3-[(2S,4S)-4-(furan-2-yl)-4-hydroxybutan-2-yl]urea —— C19H24N2O4
    1-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-3-[(2S,4S)-4-(furan-2-yl)-4-hydroxybutan-2-yl]urea
    —— 1-[(3S)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-3-[(2R,4S)-4-(furan-2-yl)-4-hydroxybutan-2-yl]urea —— C19H24N2O4
    1-[(3S)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-3-[(2R,4S)-4-(furan-2-yl)-4-hydroxybutan-2-yl]urea
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(2R,4S)-4-(furan-2-yl)-4-hydroxybutan-2-yl]urea —— C18H22N2O4
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(2R,4S)-4-(furan-2-yl)-4-hydroxybutan-2-yl]urea
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(2R,4R)-4-(furan-2-yl)-4-hydroxybutan-2-yl]urea —— C18H22N2O4
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(2R,4R)-4-(furan-2-yl)-4-hydroxybutan-2-yl]urea
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(2S,4R)-4-(furan-2-yl)-4-hydroxybutan-2-yl]urea —— C18H22N2O4
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(2S,4R)-4-(furan-2-yl)-4-hydroxybutan-2-yl]urea
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(2S,4S)-4-(furan-2-yl)-4-hydroxybutan-2-yl]urea —— C18H22N2O4
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(2S,4S)-4-(furan-2-yl)-4-hydroxybutan-2-yl]urea
    —— 1-[(3S)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-3-[(2S,4S)-4-(furan-2-yl)-4-hydroxybutan-2-yl]urea —— C19H24N2O4
    1-[(3S)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-3-[(2S,4S)-4-(furan-2-yl)-4-hydroxybutan-2-yl]urea
    —— [(2S)-1-[2-(dimethylazaniumyl)ethyl]-2-(5-methylfuran-2-yl)-4,5-dioxopyrrolidin-3-ylidene]-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanolate —— C23H26N2O5
    [(2S)-1-[2-(dimethylazaniumyl)ethyl]-2-(5-methylfuran-2-yl)-4,5-dioxopyrrolidin-3-ylidene]-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanolate
    —— (3S)-6,7-dimethyl-N-[(6-pyrrolidin-1-ylpyridin-3-yl)methyl]-2,3-dihydro-1-benzofuran-3-amine —— C20H25N3O
    (3S)-6,7-dimethyl-N-[(6-pyrrolidin-1-ylpyridin-3-yl)methyl]-2,3-dihydro-1-benzofuran-3-amine
    —— (3R)-6,7-dimethyl-N-[(6-pyrrolidin-1-ylpyridin-3-yl)methyl]-2,3-dihydro-1-benzofuran-3-amine —— C20H25N3O
    (3R)-6,7-dimethyl-N-[(6-pyrrolidin-1-ylpyridin-3-yl)methyl]-2,3-dihydro-1-benzofuran-3-amine
    —— (5E)-3-[(3S)-1,1-dioxothiolan-3-yl]-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C17H17NO4S3
    (5E)-3-[(3S)-1,1-dioxothiolan-3-yl]-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
    —— 3-[(1S)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)propyl]-1-methyl-1-[[(3R)-oxolan-3-yl]methyl]urea —— C20H30N2O3
    3-[(1S)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)propyl]-1-methyl-1-[[(3R)-oxolan-3-yl]methyl]urea
    —— 3-[(3S)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-1-methyl-1-[[(3R)-oxolan-3-yl]methyl]urea —— C17H24N2O3
    3-[(3S)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-1-methyl-1-[[(3R)-oxolan-3-yl]methyl]urea
    —— 3-[(3R)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-1-methyl-1-[[(3R)-oxolan-3-yl]methyl]urea —— C17H24N2O3
    3-[(3R)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-1-methyl-1-[[(3R)-oxolan-3-yl]methyl]urea
    —— 3-[(3R)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-1-methyl-1-[[(3S)-oxolan-3-yl]methyl]urea —— C17H24N2O3
    3-[(3R)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-1-methyl-1-[[(3S)-oxolan-3-yl]methyl]urea
    —— 3-[(1S)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)propyl]-1-methyl-1-[[(3S)-oxolan-3-yl]methyl]urea —— C20H30N2O3
    3-[(1S)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)propyl]-1-methyl-1-[[(3S)-oxolan-3-yl]methyl]urea
    —— 3-[(3S)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-1-methyl-1-[[(3S)-oxolan-3-yl]methyl]urea —— C17H24N2O3
    3-[(3S)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-1-methyl-1-[[(3S)-oxolan-3-yl]methyl]urea
    —— 3-[(1R)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)propyl]-1-methyl-1-[[(3R)-oxolan-3-yl]methyl]urea —— C20H30N2O3
    3-[(1R)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)propyl]-1-methyl-1-[[(3R)-oxolan-3-yl]methyl]urea
    —— 3-[(1R)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)propyl]-1-methyl-1-[[(3S)-oxolan-3-yl]methyl]urea —— C20H30N2O3
    3-[(1R)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)propyl]-1-methyl-1-[[(3S)-oxolan-3-yl]methyl]urea
    —— N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(2-hydroxyphenyl)sulfanylacetamide —— C17H17NO3S
    N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(2-hydroxyphenyl)sulfanylacetamide
    —— (2S)-2-methyl-N-(5-methyl-1,2-oxazol-3-yl)-2,3-dihydro-1-benzofuran-5-sulfonamide —— C13H14N2O4S
    (2S)-2-methyl-N-(5-methyl-1,2-oxazol-3-yl)-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-2-methyl-N-(5-methyl-1,2-oxazol-3-yl)-2,3-dihydro-1-benzofuran-5-sulfonamide —— C13H14N2O4S
    (2R)-2-methyl-N-(5-methyl-1,2-oxazol-3-yl)-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(2-hydroxyphenyl)sulfanylacetamide —— C17H17NO3S
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(2-hydroxyphenyl)sulfanylacetamide
    —— 1-[(1S)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)propyl]-3-(1,2-oxazol-3-ylmethyl)urea —— C18H23N3O3
    1-[(1S)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)propyl]-3-(1,2-oxazol-3-ylmethyl)urea
    —— 1-[(3R)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-3-[(1R)-1-(furan-2-yl)-2-methoxyethyl]urea —— C18H22N2O4
    1-[(3R)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-3-[(1R)-1-(furan-2-yl)-2-methoxyethyl]urea