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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
    —— 3-Hydroxy-2,3-dihydro-1-benzofuran-2-carboxylic acid —— C9H8O4
    3-Hydroxy-2,3-dihydro-1-benzofuran-2-carboxylic acid
    —— 1-[[7-(3-Fluorophenyl)-5-(trifluoromethyl)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-[[7-(3-methylphenyl)-5-(trifluoromethyl)-2,3-dihydro-1-benzofuran-2-yl]methyl]hydrazine —— C33H27F7N2O2
    1-[[7-(3-Fluorophenyl)-5-(trifluoromethyl)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-[[7-(3-methylphenyl)-5-(trifluoromethyl)-2,3-dihydro-1-benzofuran-2-yl]methyl]hydrazine
    —— (7-pyridin-3-yl-2,3-dihydro-1-benzofuran-2-yl)methyl N-benzylcarbamate —— C22H20N2O3
    (7-pyridin-3-yl-2,3-dihydro-1-benzofuran-2-yl)methyl N-benzylcarbamate
    —— 5-(2,3-dihydro-1-benzofuran-5-ylmethylidene)-N-(2-fluorophenyl)-4H-1,3-thiazol-2-amine —— C18H15FN2OS
    5-(2,3-dihydro-1-benzofuran-5-ylmethylidene)-N-(2-fluorophenyl)-4H-1,3-thiazol-2-amine
    —— (9aS)-8-acetyl-1-hydroxy-9a-methyl-7,9-dioxo-3-phenylmethoxydibenzofuran-4-carboxamide —— C23H19NO7
    (9aS)-8-acetyl-1-hydroxy-9a-methyl-7,9-dioxo-3-phenylmethoxydibenzofuran-4-carboxamide
    —— N-[[7-(2-chlorophenyl)-5-methoxy-2,3-dihydro-1-benzofuran-2-yl]methylamino]-1-[7-(2-fluorophenyl)-5-methoxy-2,3-dihydro-1-benzofuran-2-yl]-N-[[7-pyridin-3-yl-5-(trifluoromethyl)-2,3-dihydro-1-benzofuran-2-yl]methylamino]methanamine —— C47H41ClF4N4O5
    N-[[7-(2-chlorophenyl)-5-methoxy-2,3-dihydro-1-benzofuran-2-yl]methylamino]-1-[7-(2-fluorophenyl)-5-methoxy-2,3-dihydro-1-benzofuran-2-yl]-N-[[7-pyridin-3-yl-5-(trifluoromethyl)-2,3-dihydro-1-benzofuran-2-yl]methylamino]methanamine
    —— 3-[5-(2,3-Dihydro-1-benzofuran-5-yl)-1,3,4-oxadiazol-2-yl]-3-methoxybutanamide —— C15H17N3O4
    3-[5-(2,3-Dihydro-1-benzofuran-5-yl)-1,3,4-oxadiazol-2-yl]-3-methoxybutanamide
    —— 3-Ethoxy-2,3-dihydro-1-benzofuran —— C10H12O2
    3-Ethoxy-2,3-dihydro-1-benzofuran
    —— (9aS)-8-acetyl-N-[(2,4-dimethylphenyl)methyl]-1-hydroxy-3-methoxy-9a-methyl-7,9-dioxodibenzofuran-4-carboxamide —— C26H25NO7
    (9aS)-8-acetyl-N-[(2,4-dimethylphenyl)methyl]-1-hydroxy-3-methoxy-9a-methyl-7,9-dioxodibenzofuran-4-carboxamide
    —— 1-[(4R,5aR,9aR)-4-(2,3-dihydro-1-benzofuran-7-yl)-3-hydroxy-4,5a,6,7,8,9,9a,10-octahydro-2H-pyrrolo[3,4-c][1,5]benzodiazepin-5-yl]-2-hydroxyethanone —— C21H25N3O4
    1-[(4R,5aR,9aR)-4-(2,3-dihydro-1-benzofuran-7-yl)-3-hydroxy-4,5a,6,7,8,9,9a,10-octahydro-2H-pyrrolo[3,4-c][1,5]benzodiazepin-5-yl]-2-hydroxyethanone
    —— tert-butyl N-(7-bromo-2,4,6-trimethyl-2,3-dihydro-1-benzofuran-5-yl)carbamate —— C16H22BrNO3
    tert-butyl N-(7-bromo-2,4,6-trimethyl-2,3-dihydro-1-benzofuran-5-yl)carbamate
    —— 7-Tert-butyl-4-ethyl-2,3-dihydro-1-benzofuran —— C14H20O
    7-Tert-butyl-4-ethyl-2,3-dihydro-1-benzofuran
    —— methyl 2-[(2S,3S)-5-hydroxy-2-methoxy-6-methyl-2,3-dihydro-1-benzofuran-3-yl]benzoate —— C18H18O5
    methyl 2-[(2S,3S)-5-hydroxy-2-methoxy-6-methyl-2,3-dihydro-1-benzofuran-3-yl]benzoate
    —— [(3S)-6-[[(3S)-7-(2-amino-5-fluoroanilino)-2,3-dihydro-1-benzofuran-3-yl]-(2,2,2-trifluoroacetyl)amino]-2,3-dihydro-1-benzofuran-3-yl] propanoate —— C27H23F4N3O5
    [(3S)-6-[[(3S)-7-(2-amino-5-fluoroanilino)-2,3-dihydro-1-benzofuran-3-yl]-(2,2,2-trifluoroacetyl)amino]-2,3-dihydro-1-benzofuran-3-yl] propanoate
    —— 2-methyl-5-[(E)-2-nitroethenyl]-2,3-dihydro-1-benzofuran —— C11H11NO3
    2-methyl-5-[(E)-2-nitroethenyl]-2,3-dihydro-1-benzofuran
    —— 2-Methyl-7-(2-nitrovinyl)-2,3-dihydro-1-benzofuran —— C11H11NO3
    2-Methyl-7-(2-nitrovinyl)-2,3-dihydro-1-benzofuran
    —— (2Z)-2-[(5-chloro-2-phenylmethoxyphenyl)methylidene]-3H-1-benzofuran-3-ol —— C22H17ClO3
    (2Z)-2-[(5-chloro-2-phenylmethoxyphenyl)methylidene]-3H-1-benzofuran-3-ol
    —— 2-(3-Bromo-5-chloro-2-methoxybenzylidene)-2,3-dihydro-1-benzofuran-3-ol —— C16H12BrClO3
    2-(3-Bromo-5-chloro-2-methoxybenzylidene)-2,3-dihydro-1-benzofuran-3-ol
    —— 2-[4-(Benzyloxy)-3-ethoxybenzylidene]-2,3-dihydro-1-benzofuran-3-ol —— C24H22O4
    2-[4-(Benzyloxy)-3-ethoxybenzylidene]-2,3-dihydro-1-benzofuran-3-ol
    —— 5-methoxy-2-methyl-6-[(E)-2-nitroethenyl]-2,3-dihydro-1-benzofuran —— C12H13NO4
    5-methoxy-2-methyl-6-[(E)-2-nitroethenyl]-2,3-dihydro-1-benzofuran
    —— (2Z)-2-(thiophen-2-ylmethylidene)-3H-1-benzofuran-3-ol —— C13H10O2S
    (2Z)-2-(thiophen-2-ylmethylidene)-3H-1-benzofuran-3-ol
    —— (4E)-5-(furan-2-yl)-4-[hydroxy-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-1-(oxolan-2-ylmethyl)pyrrolidine-2,3-dione —— C23H23NO6
    (4E)-5-(furan-2-yl)-4-[hydroxy-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-1-(oxolan-2-ylmethyl)pyrrolidine-2,3-dione
    —— (4E)-4-[hydroxy-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-1-(pyridin-3-ylmethyl)-5-thiophen-2-ylpyrrolidine-2,3-dione —— C24H20N2O4S
    (4E)-4-[hydroxy-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-1-(pyridin-3-ylmethyl)-5-thiophen-2-ylpyrrolidine-2,3-dione
    —— 3-hydroxy-1-(3-methoxypropyl)-4-(2-methyl-2,3-dihydro-1-benzofuran-5-carbonyl)-5-(thiophen-2-yl)-2,5-dihydro-1H-pyrrol-2-one —— C22H23NO5S
    3-hydroxy-1-(3-methoxypropyl)-4-(2-methyl-2,3-dihydro-1-benzofuran-5-carbonyl)-5-(thiophen-2-yl)-2,5-dihydro-1H-pyrrol-2-one
    —— (4E)-1-[3-(dimethylamino)propyl]-4-[hydroxy-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-5-pyridin-4-ylpyrrolidine-2,3-dione —— C24H27N3O4
    (4E)-1-[3-(dimethylamino)propyl]-4-[hydroxy-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-5-pyridin-4-ylpyrrolidine-2,3-dione
    —— 5-(furan-2-yl)-3-hydroxy-4-(2-methyl-2,3-dihydro-1-benzofuran-5-carbonyl)-1-[(pyridin-4-yl)methyl]-2,5-dihydro-1H-pyrrol-2-one —— C24H20N2O5
    5-(furan-2-yl)-3-hydroxy-4-(2-methyl-2,3-dihydro-1-benzofuran-5-carbonyl)-1-[(pyridin-4-yl)methyl]-2,5-dihydro-1H-pyrrol-2-one
    —— N-(3-morpholin-4-ylpropyl)-1,4-dioxido-7,8-dihydro-2H-furo[2,3-g][1,2,4]benzotriazin-3-imine —— C16H21N5O4-2
    N-(3-morpholin-4-ylpropyl)-1,4-dioxido-7,8-dihydro-2H-furo[2,3-g][1,2,4]benzotriazin-3-imine
    —— N-(3-morpholin-4-ylpropyl)-1,4-dioxido-2,4,7,8-tetrahydro-1H-furo[2,3-g][1,2,4]benzotriazine-1,4-diium-3-imine —— C16H23N5O4
    N-(3-morpholin-4-ylpropyl)-1,4-dioxido-2,4,7,8-tetrahydro-1H-furo[2,3-g][1,2,4]benzotriazine-1,4-diium-3-imine
    —— (4Z)-1-(4-bromophenyl)-4-[(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]pyrazolidine-3,5-dione —— C19H15BrN2O3
    (4Z)-1-(4-bromophenyl)-4-[(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]pyrazolidine-3,5-dione
    —— (4Z)-1-(3,5-dichlorophenyl)-4-[(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]pyrazolidine-3,5-dione —— C19H14Cl2N2O3
    (4Z)-1-(3,5-dichlorophenyl)-4-[(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]pyrazolidine-3,5-dione
    —— 3-Bromo-2,3-dihydro-1-benzofuran —— C8H7BrO
    3-Bromo-2,3-dihydro-1-benzofuran
    —— 2-[(1,4-dioxido-6,7-dihydro-2H-furo[3,2-g][1,2,4]benzotriazin-3-ylidene)amino]-N,N-dimethylethanamine —— C13H17N5O3-2
    2-[(1,4-dioxido-6,7-dihydro-2H-furo[3,2-g][1,2,4]benzotriazin-3-ylidene)amino]-N,N-dimethylethanamine
    —— 6-Phenyl-2,3-dihydro-1-benzofuran —— C14H12O
    6-Phenyl-2,3-dihydro-1-benzofuran
    —— N-[[1-[(2,2-dimethyl-3H-1-benzofuran-7-yl)methyl]piperidin-4-yl]methyl]-2-(4-hydroxy-3-methyl-2-oxo-1,3-thiazol-5-yl)acetamide —— C23H31N3O4S
    N-[[1-[(2,2-dimethyl-3H-1-benzofuran-7-yl)methyl]piperidin-4-yl]methyl]-2-(4-hydroxy-3-methyl-2-oxo-1,3-thiazol-5-yl)acetamide
    —— 1-{(Z)-[3-(morpholin-4-yl)-5-nitro-1-benzofuran-2(3H)-ylidene]methyl}cyclohexanol —— C19H24N2O5
    1-{(Z)-[3-(morpholin-4-yl)-5-nitro-1-benzofuran-2(3H)-ylidene]methyl}cyclohexanol
    —— 3-[2-(2,3-Dihydro-1-benzofuran-7-yl)phenyl]-5-methyl-1,2-oxazole —— C18H15NO2
    3-[2-(2,3-Dihydro-1-benzofuran-7-yl)phenyl]-5-methyl-1,2-oxazole
    —— (9aS)-8-acetyl-3-methoxy-9a-methyl-7,9-dioxo-1-propoxydibenzofuran-4-carboxamide —— C20H21NO7
    (9aS)-8-acetyl-3-methoxy-9a-methyl-7,9-dioxo-1-propoxydibenzofuran-4-carboxamide
    —— 5-Oxatricyclo[7.6.0.02,6]pentadeca-1(9),2(6),7-trien-14-one —— C14H16O2
    5-Oxatricyclo[7.6.0.02,6]pentadeca-1(9),2(6),7-trien-14-one
    —— N-[[4-ethoxy-5-[1-(4-ethylphenyl)azepan-4-yl]-6-methyl-2,7-dipropyl-3H-1-benzofuran-2-yl]methoxymethoxy]-N-methylmethanamine —— C35H54N2O4
    N-[[4-ethoxy-5-[1-(4-ethylphenyl)azepan-4-yl]-6-methyl-2,7-dipropyl-3H-1-benzofuran-2-yl]methoxymethoxy]-N-methylmethanamine
    —— 4-{2-[2-(4-Fluorophenoxy)ethylidene]-5-nitro-2,3-dihydro-1-benzofuran-3-yl}morpholine —— C20H19FN2O5
    4-{2-[2-(4-Fluorophenoxy)ethylidene]-5-nitro-2,3-dihydro-1-benzofuran-3-yl}morpholine
    —— 5-[(5-bromo-2,3-dihydro-1-benzofuran-7-yl)methyl]-4-hydroxy-3H-1,3-thiazol-2-one —— C12H10BrNO3S
    5-[(5-bromo-2,3-dihydro-1-benzofuran-7-yl)methyl]-4-hydroxy-3H-1,3-thiazol-2-one
    —— 3-(2,3-Dihydro-1-benzofuran-4-yl)pyridine —— C13H11NO
    3-(2,3-Dihydro-1-benzofuran-4-yl)pyridine
    —— (9aS)-8-acetyl-N-[[4-[(2,4-dichlorophenoxy)methyl]-2,3,6-trimethylphenyl]methyl]-1-hydroxy-3-methoxy-9a-methyl-7,9-dioxodibenzofuran-4-carboxamide —— C34H31Cl2NO8
    (9aS)-8-acetyl-N-[[4-[(2,4-dichlorophenoxy)methyl]-2,3,6-trimethylphenyl]methyl]-1-hydroxy-3-methoxy-9a-methyl-7,9-dioxodibenzofuran-4-carboxamide
    —— 2-[1-(3-Bromophenyl)ethenyl]-2,3-dihydro-1-benzofuran —— C16H13BrO
    2-[1-(3-Bromophenyl)ethenyl]-2,3-dihydro-1-benzofuran
    —— [(Z)-2,3-dihydro-1-benzofuran-5-ylmethylideneamino] N-(4-methylphenyl)carbamate —— C17H16N2O3
    [(Z)-2,3-dihydro-1-benzofuran-5-ylmethylideneamino] N-(4-methylphenyl)carbamate
    —— (NZ)-N-(2,3-dihydro-1-benzofuran-5-ylmethylidene)hydroxylamine —— C9H9NO2
    (NZ)-N-(2,3-dihydro-1-benzofuran-5-ylmethylidene)hydroxylamine
    —— (Z)-N-[1-(2,3-dihydro-1-benzofuran-5-yl)ethylidene]hydroxylamine 146321-88-2 C10H11NO2
    (Z)-N-[1-(2,3-dihydro-1-benzofuran-5-yl)ethylidene]hydroxylamine
    —— [(Z)-2,3-dihydro-1-benzofuran-5-ylmethylideneamino] N-(3-methylphenyl)carbamate —— C17H16N2O3
    [(Z)-2,3-dihydro-1-benzofuran-5-ylmethylideneamino] N-(3-methylphenyl)carbamate
    —— ethane;2,2,7-trimethyl-3H-1-benzofuran —— C13H20O
    ethane;2,2,7-trimethyl-3H-1-benzofuran
    —— (6Z)-6-[5-(2,3-dihydro-1-benzofuran-5-yl)-1,2-dihydro-1,2,4-triazol-3-ylidene]cyclohexa-2,4-dien-1-one —— C16H13N3O2
    (6Z)-6-[5-(2,3-dihydro-1-benzofuran-5-yl)-1,2-dihydro-1,2,4-triazol-3-ylidene]cyclohexa-2,4-dien-1-one