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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-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-(2-morpholin-4-ylethyl)acetamide —— C18H26N2O4
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-(2-morpholin-4-ylethyl)acetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-(5-pentan-3-yl-1,3,4-thiadiazol-2-yl)acetamide —— C19H25N3O3S
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-(5-pentan-3-yl-1,3,4-thiadiazol-2-yl)acetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N'-(2,4,6-trichlorophenyl)acetohydrazide —— C18H17Cl3N2O3
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N'-(2,4,6-trichlorophenyl)acetohydrazide
    —— 5-(2,2,3,3-Tetramethyl-1-benzofuran-5-yl)-4-azatricyclo[6.2.1.02,7]undeca-2,4,6-triene —— C22H25NO
    5-(2,2,3,3-Tetramethyl-1-benzofuran-5-yl)-4-azatricyclo[6.2.1.02,7]undeca-2,4,6-triene
    —— 5-Bromo-2,2,3,3-tetramethyl-1-benzofuran —— C12H15BrO
    5-Bromo-2,2,3,3-tetramethyl-1-benzofuran
    —— 2,3-Dihydro-2,2,3,3-tetramethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzofuran —— C18H27BO3
    2,3-Dihydro-2,2,3,3-tetramethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzofuran
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(thiazol-2-yl)acetamide —— C15H16N2O3S
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(thiazol-2-yl)acetamide
    —— N-(5-((2S,5R,6S)-5-amino-6-fluorooxepan-2-yl)-1-methyl-1H-pyrazol-4-yl)-2-(5,7-difluoro-2,3-dihydrobenzofuran-6-yl)thiazole-4-carboxamide 1586042-28-5 C22H22F3N5O3S
    N-(5-((2S,5R,6S)-5-amino-6-fluorooxepan-2-yl)-1-methyl-1H-pyrazol-4-yl)-2-(5,7-difluoro-2,3-dihydrobenzofuran-6-yl)thiazole-4-carboxamide
    —— 3-[2-[4-[[Butyl-[1-(2,3-dihydro-1-benzofuran-5-yl)-3-hydroxybut-3-enyl]amino]methyl]-2-methoxyphenoxy]ethyl]-1-methylpyrimidine-2,4-dione —— C31H39N3O6
    3-[2-[4-[[Butyl-[1-(2,3-dihydro-1-benzofuran-5-yl)-3-hydroxybut-3-enyl]amino]methyl]-2-methoxyphenoxy]ethyl]-1-methylpyrimidine-2,4-dione
    —— 1-[2-[4-[[Cyclohexylmethyl-[1-(2,3-dihydro-1-benzofuran-5-yl)-3-hydroxybut-3-enyl]amino]methyl]-2-methoxyphenoxy]ethyl]pyrrolidine-2,5-dione —— C33H42N2O6
    1-[2-[4-[[Cyclohexylmethyl-[1-(2,3-dihydro-1-benzofuran-5-yl)-3-hydroxybut-3-enyl]amino]methyl]-2-methoxyphenoxy]ethyl]pyrrolidine-2,5-dione
    —— 3-[2-[4-[[Cyclopropylmethyl-[1-(2,3-dihydro-1-benzofuran-5-yl)-3-hydroxybut-3-enyl]amino]methyl]-2-methoxyphenoxy]ethyl]-1-methylpyrimidine-2,4-dione —— C31H37N3O6
    3-[2-[4-[[Cyclopropylmethyl-[1-(2,3-dihydro-1-benzofuran-5-yl)-3-hydroxybut-3-enyl]amino]methyl]-2-methoxyphenoxy]ethyl]-1-methylpyrimidine-2,4-dione
    —— Ethyl 3-(2,3-dihydro-1-benzofuran-5-yl)-3-[[4-[2-(2,5-dioxopyrrolidin-1-yl)ethoxy]-3-methoxyphenyl]methyl-(2-methylpropyl)amino]propanoate —— C31H40N2O7
    Ethyl 3-(2,3-dihydro-1-benzofuran-5-yl)-3-[[4-[2-(2,5-dioxopyrrolidin-1-yl)ethoxy]-3-methoxyphenyl]methyl-(2-methylpropyl)amino]propanoate
    —— (6R)-2-[[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]amino]-6-methyl-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide —— C22H26N2O4S
    (6R)-2-[[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]amino]-6-methyl-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide
    —— (6S)-2-[[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]amino]-6-methyl-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide —— C22H26N2O4S
    (6S)-2-[[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]amino]-6-methyl-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide
    —— (2S)-2-methyl-N-(1,3-thiazol-2-yl)-2,3-dihydro-1-benzofuran-5-carboxamide —— C13H12N2O2S
    (2S)-2-methyl-N-(1,3-thiazol-2-yl)-2,3-dihydro-1-benzofuran-5-carboxamide
    —— (E)-2-cyano-3-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-N-(2-phenylethyl)prop-2-enamide —— C21H20N2O2
    (E)-2-cyano-3-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-N-(2-phenylethyl)prop-2-enamide
    —— (Z)-2-cyano-3-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-N-(2-phenylethyl)prop-2-enamide —— C21H20N2O2
    (Z)-2-cyano-3-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-N-(2-phenylethyl)prop-2-enamide
    —— (E)-2-cyano-3-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-N-(2-phenylethyl)prop-2-enamide —— C21H20N2O2
    (E)-2-cyano-3-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-N-(2-phenylethyl)prop-2-enamide
    —— (5Z)-3-(3-methoxypropyl)-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C17H19NO3S2
    (5Z)-3-(3-methoxypropyl)-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
    —— (5E)-3-(3-methoxypropyl)-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C17H19NO3S2
    (5E)-3-(3-methoxypropyl)-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
    —— (5Z)-3-(3-methoxypropyl)-5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C17H19NO3S2
    (5Z)-3-(3-methoxypropyl)-5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
    —— (5E)-3-(3-methoxypropyl)-5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C17H19NO3S2
    (5E)-3-(3-methoxypropyl)-5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
    —— 2-[[(Z)-2-cyano-3-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoyl]amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide —— C22H21N3O3S
    2-[[(Z)-2-cyano-3-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoyl]amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide
    —— 2-[[(E)-2-cyano-3-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoyl]amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide —— C22H21N3O3S
    2-[[(E)-2-cyano-3-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoyl]amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide
    —— 2-[[(Z)-2-cyano-3-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoyl]amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide —— C22H21N3O3S
    2-[[(Z)-2-cyano-3-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoyl]amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide
    —— 2-[[(E)-2-cyano-3-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoyl]amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide —— C22H21N3O3S
    2-[[(E)-2-cyano-3-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoyl]amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide
    —— Ethyl 3-(2,3-dihydro-1-benzofuran-5-yl)-3-[[4-[2-(2,5-dioxopyrrolidin-1-yl)ethoxy]-3-ethoxyphenyl]methyl-(2-methylpropyl)amino]propanoate —— C32H42N2O7
    Ethyl 3-(2,3-dihydro-1-benzofuran-5-yl)-3-[[4-[2-(2,5-dioxopyrrolidin-1-yl)ethoxy]-3-ethoxyphenyl]methyl-(2-methylpropyl)amino]propanoate
    —— (5Z)-5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-morpholin-4-yl-1,3-thiazol-4-one —— C17H18N2O3S
    (5Z)-5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-morpholin-4-yl-1,3-thiazol-4-one
    —— 3-[Cyclopentylmethyl-[[4-[2-(2,5-dioxopyrrolidin-1-yl)ethoxy]-3-methoxyphenyl]methyl]amino]-3-(2,3-dihydro-1-benzofuran-5-yl)propanoic acid —— C31H38N2O7
    3-[Cyclopentylmethyl-[[4-[2-(2,5-dioxopyrrolidin-1-yl)ethoxy]-3-methoxyphenyl]methyl]amino]-3-(2,3-dihydro-1-benzofuran-5-yl)propanoic acid
    —— (5Z)-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-morpholin-4-yl-1,3-thiazol-4-one —— C17H18N2O3S
    (5Z)-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-morpholin-4-yl-1,3-thiazol-4-one
    —— (5E)-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-morpholin-4-yl-1,3-thiazol-4-one —— C17H18N2O3S
    (5E)-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-morpholin-4-yl-1,3-thiazol-4-one
    —— (5E)-3-[(4-fluorophenyl)methyl]-5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C20H16FNO2S2
    (5E)-3-[(4-fluorophenyl)methyl]-5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
    —— (5Z)-3-[(4-fluorophenyl)methyl]-5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C20H16FNO2S2
    (5Z)-3-[(4-fluorophenyl)methyl]-5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
    —— (5E)-5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-morpholin-4-yl-1,3-thiazol-4-one —— C17H18N2O3S
    (5E)-5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-morpholin-4-yl-1,3-thiazol-4-one
    —— (5E)-3-[(4-fluorophenyl)methyl]-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C20H16FNO2S2
    (5E)-3-[(4-fluorophenyl)methyl]-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
    —— (5E)-3-cyclopentyl-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C18H19NO2S2
    (5E)-3-cyclopentyl-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
    —— (5Z)-3-cyclopentyl-5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C18H19NO2S2
    (5Z)-3-cyclopentyl-5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
    —— (5Z)-3-cyclopentyl-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C18H19NO2S2
    (5Z)-3-cyclopentyl-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
    —— (5E)-3-cyclopentyl-5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C18H19NO2S2
    (5E)-3-cyclopentyl-5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
    —— (5E)-3-(2-methoxyethyl)-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C16H17NO3S2
    (5E)-3-(2-methoxyethyl)-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
    —— (5Z)-3-(2-methoxyethyl)-5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C16H17NO3S2
    (5Z)-3-(2-methoxyethyl)-5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
    —— (5E)-3-(2-methoxyethyl)-5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C16H17NO3S2
    (5E)-3-(2-methoxyethyl)-5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
    —— Butyl-[[2-[tert-butyl(dimethyl)silyl]-6-methoxy-7-propan-2-yloxy-1-benzofuran-3-ylidene]methoxy]-dimethylsilane —— C25H44O4Si2
    Butyl-[[2-[tert-butyl(dimethyl)silyl]-6-methoxy-7-propan-2-yloxy-1-benzofuran-3-ylidene]methoxy]-dimethylsilane
    —— 3-(2,3-Dihydro-1-benzofuran-5-yl)-3-[[4-[3-(2,5-dioxopyrrolidin-1-yl)propyl]-3-methoxyphenyl]methyl-(2-methylpropyl)amino]propanoic acid —— C30H38N2O6
    3-(2,3-Dihydro-1-benzofuran-5-yl)-3-[[4-[3-(2,5-dioxopyrrolidin-1-yl)propyl]-3-methoxyphenyl]methyl-(2-methylpropyl)amino]propanoic acid
    —— 2-(2,3-dihydrobenzofuran-5<sub>-</sub>yl)-4,5-dihydroxyisophthalonitrile —— C16H10N2O3
    2-(2,3-dihydrobenzofuran-5<sub>-</sub>yl)-4,5-dihydroxyisophthalonitrile
    —— 3-[Butyl-[[4-[3-(2,5-dioxopyrrolidin-1-yl)propyl]-3-methoxyphenyl]methyl]amino]-3-(2,3-dihydro-1-benzofuran-5-yl)propanoic acid —— C30H38N2O6
    3-[Butyl-[[4-[3-(2,5-dioxopyrrolidin-1-yl)propyl]-3-methoxyphenyl]methyl]amino]-3-(2,3-dihydro-1-benzofuran-5-yl)propanoic acid
    —— 3-[Cyclohexylmethyl-[[3-methoxy-4-[2-(3-methyl-2,6-dioxopyrimidin-1-yl)ethoxy]phenyl]methyl]amino]-3-(2,3-dihydro-1-benzofuran-5-yl)propanoic acid —— C33H41N3O7
    3-[Cyclohexylmethyl-[[3-methoxy-4-[2-(3-methyl-2,6-dioxopyrimidin-1-yl)ethoxy]phenyl]methyl]amino]-3-(2,3-dihydro-1-benzofuran-5-yl)propanoic acid
    —— 3-[Cyclopentylmethyl-[[4-[2-(2,5-dioxopyrrolidin-1-yl)ethoxy]-3-methylphenyl]methyl]amino]-3-(2,3-dihydro-1-benzofuran-5-yl)propanoic acid —— C31H38N2O6
    3-[Cyclopentylmethyl-[[4-[2-(2,5-dioxopyrrolidin-1-yl)ethoxy]-3-methylphenyl]methyl]amino]-3-(2,3-dihydro-1-benzofuran-5-yl)propanoic acid
    —— 3-(2,3-Dihydro-1-benzofuran-5-yl)-3-[ethyl-[[3-methyl-4-[2-(3-methyl-2,6-dioxopyrimidin-1-yl)ethoxy]phenyl]methyl]amino]propanoic acid —— C28H33N3O6
    3-(2,3-Dihydro-1-benzofuran-5-yl)-3-[ethyl-[[3-methyl-4-[2-(3-methyl-2,6-dioxopyrimidin-1-yl)ethoxy]phenyl]methyl]amino]propanoic acid
    —— 3-[Cyclohexylmethyl-[[4-[3-(2,5-dioxopyrrolidin-1-yl)propyl]-3-methylphenyl]methyl]amino]-3-(2,3-dihydro-1-benzofuran-5-yl)propanoic acid —— C33H42N2O5
    3-[Cyclohexylmethyl-[[4-[3-(2,5-dioxopyrrolidin-1-yl)propyl]-3-methylphenyl]methyl]amino]-3-(2,3-dihydro-1-benzofuran-5-yl)propanoic acid