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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
    —— 1-[(3S)-1,1-dioxothiolan-3-yl]-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]methanamine —— C17H25NO4S
    1-[(3S)-1,1-dioxothiolan-3-yl]-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]methanamine
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-N-[2-[(3R)-1,1-dioxothiolan-3-yl]-5-methylpyrazol-3-yl]acetamide —— C18H21N3O4S
    2-(2,3-dihydro-1-benzofuran-5-yl)-N-[2-[(3R)-1,1-dioxothiolan-3-yl]-5-methylpyrazol-3-yl]acetamide
    —— (2S)-5-chloro-N-[5-(cyanomethylsulfanyl)-4-methyl-1,3-thiazol-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H12ClN3O2S2
    (2S)-5-chloro-N-[5-(cyanomethylsulfanyl)-4-methyl-1,3-thiazol-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-chloro-N-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H16ClNO4S
    (2S)-5-chloro-N-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 2-[(5Z)-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]ethanesulfonic acid —— C15H15NO5S3
    2-[(5Z)-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]ethanesulfonic acid
    —— 1-[(5Z)-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-4-oxo-1,3-thiazol-2-yl]piperidine-4-carboxamide —— C19H21N3O3S
    1-[(5Z)-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-4-oxo-1,3-thiazol-2-yl]piperidine-4-carboxamide
    —— (2S)-5-chloro-N-[3-(methanesulfonamido)propyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C13H17ClN2O4S
    (2S)-5-chloro-N-[3-(methanesulfonamido)propyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-chloro-N-[3-(methanesulfonamido)propyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C13H17ClN2O4S
    (2R)-5-chloro-N-[3-(methanesulfonamido)propyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (5Z)-3-[(4-methoxyphenyl)methyl]-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C21H19NO3S2
    (5Z)-3-[(4-methoxyphenyl)methyl]-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
    —— (5E)-2-(4-benzylpiperazin-4-ium-1-yl)-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1,3-thiazol-4-one —— C24H26N3O2S+
    (5E)-2-(4-benzylpiperazin-4-ium-1-yl)-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1,3-thiazol-4-one
    —— [(S)-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-phenylmethyl]azanium —— C16H18NO+
    [(S)-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-phenylmethyl]azanium
    —— (1R)-1-[(2S)-2,7-dimethyl-2,3-dihydro-1-benzofuran-6-yl]ethane-1,2-diamine —— C12H18N2O
    (1R)-1-[(2S)-2,7-dimethyl-2,3-dihydro-1-benzofuran-6-yl]ethane-1,2-diamine
    —— (1R)-1-[(2R)-2,7-dimethyl-2,3-dihydro-1-benzofuran-6-yl]ethane-1,2-diamine —— C12H18N2O
    (1R)-1-[(2R)-2,7-dimethyl-2,3-dihydro-1-benzofuran-6-yl]ethane-1,2-diamine
    —— (1R)-1-(5-fluoro-2,3-dihydro-1-benzofuran-7-yl)ethane-1,2-diamine —— C10H13FN2O
    (1R)-1-(5-fluoro-2,3-dihydro-1-benzofuran-7-yl)ethane-1,2-diamine
    —— (1S)-1-[(2S)-2,7-dimethyl-2,3-dihydro-1-benzofuran-6-yl]ethane-1,2-diamine —— C12H18N2O
    (1S)-1-[(2S)-2,7-dimethyl-2,3-dihydro-1-benzofuran-6-yl]ethane-1,2-diamine
    —— (1S)-1-(2,2-dimethyl-3H-1-benzofuran-7-yl)ethane-1,2-diamine —— C12H18N2O
    (1S)-1-(2,2-dimethyl-3H-1-benzofuran-7-yl)ethane-1,2-diamine
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[[(3S)-1,1-dioxothiolan-3-yl]methyl]acetamide —— C17H23NO5S
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[[(3S)-1,1-dioxothiolan-3-yl]methyl]acetamide
    —— (2S)-5-[(1R)-1-chlorobutyl]-2-methyl-2,3-dihydro-1-benzofuran —— C13H17ClO
    (2S)-5-[(1R)-1-chlorobutyl]-2-methyl-2,3-dihydro-1-benzofuran
    —— (2R)-5-[(1R)-1-chlorobutyl]-2-methyl-2,3-dihydro-1-benzofuran —— C13H17ClO
    (2R)-5-[(1R)-1-chlorobutyl]-2-methyl-2,3-dihydro-1-benzofuran
    —— (2R)-5-[(1S)-1-chlorobutyl]-2-methyl-2,3-dihydro-1-benzofuran —— C13H17ClO
    (2R)-5-[(1S)-1-chlorobutyl]-2-methyl-2,3-dihydro-1-benzofuran
    —— (2S)-5-[(1S)-1-chlorobutyl]-2-methyl-2,3-dihydro-1-benzofuran —— C13H17ClO
    (2S)-5-[(1S)-1-chlorobutyl]-2-methyl-2,3-dihydro-1-benzofuran
    —— 5-bromo-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]furan-2-carboxamide —— C14H12BrNO3
    5-bromo-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]furan-2-carboxamide
    —— 5-bromo-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]furan-2-carboxamide —— C14H12BrNO3
    5-bromo-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]furan-2-carboxamide
    —— (3S)-3-amino-3-(2,3-dihydro-1-benzofuran-5-yl)propan-1-ol —— C11H15NO2
    (3S)-3-amino-3-(2,3-dihydro-1-benzofuran-5-yl)propan-1-ol
    —— (2Z)-N-(2,3-dihydro-1-benzofuran-4-yl)-2-hydroxyiminoacetamide —— C10H10N2O3
    (2Z)-N-(2,3-dihydro-1-benzofuran-4-yl)-2-hydroxyiminoacetamide
    —— 1-cyclopropyl-3-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-[[(3S)-oxolan-3-yl]methyl]urea —— C21H30N2O4
    1-cyclopropyl-3-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-[[(3S)-oxolan-3-yl]methyl]urea
    —— 1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-[(3-phenyl-1,2-oxazol-5-yl)methyl]urea —— C23H25N3O4
    1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-[(3-phenyl-1,2-oxazol-5-yl)methyl]urea
    —— 1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-[(3-phenyl-1,2-oxazol-5-yl)methyl]urea —— C23H25N3O4
    1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-[(3-phenyl-1,2-oxazol-5-yl)methyl]urea
    —— 1-cyclopropyl-3-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-[[(3R)-oxolan-3-yl]methyl]urea —— C21H30N2O4
    1-cyclopropyl-3-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-[[(3R)-oxolan-3-yl]methyl]urea
    —— 1-cyclopropyl-3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-[[(3S)-oxolan-3-yl]methyl]urea —— C21H30N2O4
    1-cyclopropyl-3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-[[(3S)-oxolan-3-yl]methyl]urea
    —— 3-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-methyl-1-[(5-methyl-1,2-oxazol-3-yl)methyl]urea —— C19H25N3O4
    3-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-methyl-1-[(5-methyl-1,2-oxazol-3-yl)methyl]urea
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-1-[(2S)-2-pyridin-4-ylpyrrolidin-1-yl]ethanone —— C21H24N2O3
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-1-[(2S)-2-pyridin-4-ylpyrrolidin-1-yl]ethanone
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-1-[(2R)-2-pyridin-4-ylpyrrolidin-1-yl]ethanone —— C21H24N2O3
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-1-[(2R)-2-pyridin-4-ylpyrrolidin-1-yl]ethanone
    —— 4-acetyl-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3,5-dimethyl-1H-pyrrole-2-carboxamide —— C18H20N2O3
    4-acetyl-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3,5-dimethyl-1H-pyrrole-2-carboxamide
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4-ethylthiadiazole-5-carboxamide —— C14H15N3O2S
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4-ethylthiadiazole-5-carboxamide
    —— N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-6-oxo-1-propylpyridazine-3-carboxamide —— C17H19N3O3
    N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-6-oxo-1-propylpyridazine-3-carboxamide
    —— 4-acetyl-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3,5-dimethyl-1H-pyrrole-2-carboxamide —— C18H20N2O3
    4-acetyl-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3,5-dimethyl-1H-pyrrole-2-carboxamide
    —— N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4-ethylthiadiazole-5-carboxamide —— C14H15N3O2S
    N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4-ethylthiadiazole-5-carboxamide
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-6-oxo-1-propylpyridazine-3-carboxamide —— C17H19N3O3
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-6-oxo-1-propylpyridazine-3-carboxamide
    —— 5-chloro-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]furan-2-carboxamide —— C14H12ClNO3
    5-chloro-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]furan-2-carboxamide
    —— N-[(E)-(5-methoxy-1-benzofuran-3-ylidene)amino]-2-(4-methylphenoxy)acetamide —— C18H18N2O4
    N-[(E)-(5-methoxy-1-benzofuran-3-ylidene)amino]-2-(4-methylphenoxy)acetamide
    —— N-[(E)-1-benzofuran-3-ylideneamino]-2-(4-chlorophenoxy)acetamide —— C16H13ClN2O3
    N-[(E)-1-benzofuran-3-ylideneamino]-2-(4-chlorophenoxy)acetamide
    —— N-[(E)-(5-methoxy-1-benzofuran-3-ylidene)amino]-2-(2-methylphenoxy)acetamide —— C18H18N2O4
    N-[(E)-(5-methoxy-1-benzofuran-3-ylidene)amino]-2-(2-methylphenoxy)acetamide
    —— (2R)-N-[(E)-1-benzofuran-3-ylideneamino]-2-(3-chlorophenoxy)propanamide —— C17H15ClN2O3
    (2R)-N-[(E)-1-benzofuran-3-ylideneamino]-2-(3-chlorophenoxy)propanamide
    —— 3-[hexyl(octanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C31H48N2O7
    3-[hexyl(octanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclopropanecarbonyl-[(2,4-dichlorophenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H26Cl2N2O5
    3-[cyclopropanecarbonyl-[(2,4-dichlorophenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (2S,3R)-7-methoxy-2,5-dimethyl-2,3-dihydro-1-benzofuran-3-amine —— C11H15NO2
    (2S,3R)-7-methoxy-2,5-dimethyl-2,3-dihydro-1-benzofuran-3-amine
    —— 1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(1-ethylpyrazol-4-yl)urea —— C15H18N4O2
    1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(1-ethylpyrazol-4-yl)urea
    —— (2R,3S)-7-ethoxy-N,2-dimethyl-2,3-dihydro-1-benzofuran-3-amine —— C12H17NO2
    (2R,3S)-7-ethoxy-N,2-dimethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2S,3S)-7-chloro-2,4-dimethyl-2,3-dihydro-1-benzofuran-3-amine —— C10H12ClNO
    (2S,3S)-7-chloro-2,4-dimethyl-2,3-dihydro-1-benzofuran-3-amine