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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-[[5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-pyridin-3-ylpropanamide —— C23H21ClN2O3S
    N-[[5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-pyridin-3-ylpropanamide
    —— [7-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1-benzofuran-2-yl]-methylcarbamic acid —— C16H21BClNO5
    [7-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1-benzofuran-2-yl]-methylcarbamic acid
    —— (E)-3-(6-aminopyridin-3-yl)-N-((5-bromo-7-chloro-2,3-dihydrobenzofuran-2-yl)methyl)acrylamide —— C17H15BrClN3O2
    (E)-3-(6-aminopyridin-3-yl)-N-((5-bromo-7-chloro-2,3-dihydrobenzofuran-2-yl)methyl)acrylamide
    —— 1-[4-[(5-Fluoro-2,3-dihydro-1-benzofuran-2-yl)methyl]piperazin-1-yl]-2-hydroxyethanone —— C15H19FN2O3
    1-[4-[(5-Fluoro-2,3-dihydro-1-benzofuran-2-yl)methyl]piperazin-1-yl]-2-hydroxyethanone
    —— methyl 2-[(3S)-6-[(1R,3E,5E)-3-fluoro-6-(3-methoxyphenoxy)-7-methylidenecyclonona-3,5-dien-1-yl]oxy-2,3-dihydro-1-benzofuran-3-yl]acetate —— C28H29FO6
    methyl 2-[(3S)-6-[(1R,3E,5E)-3-fluoro-6-(3-methoxyphenoxy)-7-methylidenecyclonona-3,5-dien-1-yl]oxy-2,3-dihydro-1-benzofuran-3-yl]acetate
    —— 4-(5-chloro-2,3-dihydro-1-benzofuran-7-yl)-1,1,1-trifluoro-4-methyl-2-[(3-methyl-2,3-dihydro-1H-pyrrol-5-yl)methyl]pentan-2-ol —— C20H25ClF3NO2
    4-(5-chloro-2,3-dihydro-1-benzofuran-7-yl)-1,1,1-trifluoro-4-methyl-2-[(3-methyl-2,3-dihydro-1H-pyrrol-5-yl)methyl]pentan-2-ol
    —— 4-(5-chloro-2,3-dihydro-1-benzofuran-7-yl)-2-(2,3-dihydro-1H-pyrrol-5-ylmethyl)-1,1,1-trifluoro-4-methylpentan-2-ol —— C19H23ClF3NO2
    4-(5-chloro-2,3-dihydro-1-benzofuran-7-yl)-2-(2,3-dihydro-1H-pyrrol-5-ylmethyl)-1,1,1-trifluoro-4-methylpentan-2-ol
    —— (2,2-dimethyl-3H-1-benzofuran-7-yl) N-(diethylaminosulfanyl)-N-methylcarbamate —— C16H24N2O3S
    (2,2-dimethyl-3H-1-benzofuran-7-yl) N-(diethylaminosulfanyl)-N-methylcarbamate
    —— 2-Chloro-2-[4-[(5-fluoro-2,3-dihydro-1-benzofuran-2-yl)methyl]piperazin-1-yl]acetaldehyde —— C15H18ClFN2O2
    2-Chloro-2-[4-[(5-fluoro-2,3-dihydro-1-benzofuran-2-yl)methyl]piperazin-1-yl]acetaldehyde
    —— 2-Chloro-2-[4-[(5-chloro-2,3-dihydro-1-benzofuran-2-yl)methyl]piperazin-1-yl]acetaldehyde —— C15H18Cl2N2O2
    2-Chloro-2-[4-[(5-chloro-2,3-dihydro-1-benzofuran-2-yl)methyl]piperazin-1-yl]acetaldehyde
    —— 1-[[(2R)-5-(trifluoromethyl)-2,3-dihydro-1-benzofuran-2-yl]methyl]piperazine —— C14H17F3N2O
    1-[[(2R)-5-(trifluoromethyl)-2,3-dihydro-1-benzofuran-2-yl]methyl]piperazine
    —— (2R)-2-methyl-5-(trifluoromethyl)-2,3-dihydro-1-benzofuran —— C10H9F3O
    (2R)-2-methyl-5-(trifluoromethyl)-2,3-dihydro-1-benzofuran
    —— 5,7-ditert-butyl3,3-dimethyl-2,3-dihydrobenzofuran —— C15H22O
    5,7-ditert-butyl3,3-dimethyl-2,3-dihydrobenzofuran
    —— (5-Methyl-2,3-dihydro-1-benzofuran-2-yl)-(4-methylpiperazin-1-yl)methanone —— C15H20N2O2
    (5-Methyl-2,3-dihydro-1-benzofuran-2-yl)-(4-methylpiperazin-1-yl)methanone
    —— (2R)-5-bromo-2-methyl-2,3-dihydro-1-benzofuran —— C9H9BrO
    (2R)-5-bromo-2-methyl-2,3-dihydro-1-benzofuran
    —— (5-Fluoro-2,3-dihydro-1-benzofuran-2-yl)-(4-methylpiperazin-1-yl)methanone —— C14H17FN2O2
    (5-Fluoro-2,3-dihydro-1-benzofuran-2-yl)-(4-methylpiperazin-1-yl)methanone
    —— 2-(Chloromethyl)-5-fluoro-2,3-dihydro-1-benzofuran —— C9H8ClFO
    2-(Chloromethyl)-5-fluoro-2,3-dihydro-1-benzofuran
    —— 4-Benzyl-5-(2,3-dihydro-1-benzofuran-7-ylsulfinyl)-1,3,4,6-tetrahydro-2,5-benzoxazocine —— C25H25NO3S
    4-Benzyl-5-(2,3-dihydro-1-benzofuran-7-ylsulfinyl)-1,3,4,6-tetrahydro-2,5-benzoxazocine
    —— (2S)-7-bromo-5-fluoro-2,3-dihydro-1-benzofuran-2-carboxylic acid —— C9H6BrFO3
    (2S)-7-bromo-5-fluoro-2,3-dihydro-1-benzofuran-2-carboxylic acid
    —— methyl 2-[(3S,4S)-2-[4-[1-(5-chloro-2,3-dihydro-1-benzofuran-6-yl)piperidin-4-yl]oxyphenyl]-4-methyl-5-(trifluoromethyl)-3,4-dihydropyrazol-3-yl]acetate —— C27H29ClF3N3O4
    methyl 2-[(3S,4S)-2-[4-[1-(5-chloro-2,3-dihydro-1-benzofuran-6-yl)piperidin-4-yl]oxyphenyl]-4-methyl-5-(trifluoromethyl)-3,4-dihydropyrazol-3-yl]acetate
    —— 1-(5-Chloro-2,3-dihydro-1-benzofuran-6-yl)piperidin-4-ol —— C13H16ClNO2
    1-(5-Chloro-2,3-dihydro-1-benzofuran-6-yl)piperidin-4-ol
    —— 2-[(3S,4S)-2-[4-[1-(5-chloro-2,3-dihydro-1-benzofuran-6-yl)piperidin-4-yl]oxyphenyl]-4-methyl-5-(trifluoromethyl)-3,4-dihydropyrazol-3-yl]acetic acid —— C26H27ClF3N3O4
    2-[(3S,4S)-2-[4-[1-(5-chloro-2,3-dihydro-1-benzofuran-6-yl)piperidin-4-yl]oxyphenyl]-4-methyl-5-(trifluoromethyl)-3,4-dihydropyrazol-3-yl]acetic acid
    —— 1-(5-Chloro-2,3-dihydro-1-benzofuran-6-yl)piperidin-4-one —— C13H14ClNO2
    1-(5-Chloro-2,3-dihydro-1-benzofuran-6-yl)piperidin-4-one
    —— 1,6-Bis(3-bromo-4,5-dimethoxyphenyl)-1,6-dihydro-[1]benzofuro[7,6-g][1]benzofuran-2,7-dione —— C30H22Br2O8
    1,6-Bis(3-bromo-4,5-dimethoxyphenyl)-1,6-dihydro-[1]benzofuro[7,6-g][1]benzofuran-2,7-dione
    —— 1,6-Bis(3,4-dimethoxyphenyl)-1,6-dihydro-[1]benzofuro[7,6-g][1]benzofuran-2,7-dione —— C30H24O8
    1,6-Bis(3,4-dimethoxyphenyl)-1,6-dihydro-[1]benzofuro[7,6-g][1]benzofuran-2,7-dione
    —— 1,6-Bis(4-bromophenyl)-1,6-dihydro-[1]benzofuro[7,6-g][1]benzofuran-2,7-dione —— C26H14Br2O4
    1,6-Bis(4-bromophenyl)-1,6-dihydro-[1]benzofuro[7,6-g][1]benzofuran-2,7-dione
    —— (5-Fluoro-2,3-dihydro-benzofuran-2-yl)-piperazin-1-yl-methanone —— C13H15FN2O2
    (5-Fluoro-2,3-dihydro-benzofuran-2-yl)-piperazin-1-yl-methanone
    —— 7-[2-methyl-6-(pyridin-2-ylcarbamoyl)phenyl]-N-pentyl-6H-furo[2,3-f][1,3]benzodioxole-7-carboxamide —— C28H29N3O5
    7-[2-methyl-6-(pyridin-2-ylcarbamoyl)phenyl]-N-pentyl-6H-furo[2,3-f][1,3]benzodioxole-7-carboxamide
    —— ethyl (2E,3E)-2-[6-(diethylamino)-1-benzofuran-3-ylidene]-3-[(Z)-prop-1-enyl]hexa-3,5-dienoate —— C23H29NO3
    ethyl (2E,3E)-2-[6-(diethylamino)-1-benzofuran-3-ylidene]-3-[(Z)-prop-1-enyl]hexa-3,5-dienoate
    —— N-[(1R)-1-[4-[(2,3-dihydro-1-benzofuran-2-ylmethylamino)methyl]phenyl]ethyl]methanesulfonamide —— C19H24N2O3S
    N-[(1R)-1-[4-[(2,3-dihydro-1-benzofuran-2-ylmethylamino)methyl]phenyl]ethyl]methanesulfonamide
    —— 4-chloro-3-(2,3-dihydro-1-benzofuran-5-yl)-1-[2-(4-methylpiperazin-1-yl)ethyl]-5-phenyl-2,6-dihydropyrazolo[3,4-c]pyridazine —— C26H29ClN6O
    4-chloro-3-(2,3-dihydro-1-benzofuran-5-yl)-1-[2-(4-methylpiperazin-1-yl)ethyl]-5-phenyl-2,6-dihydropyrazolo[3,4-c]pyridazine
    —— 7-(1,1-difluoropropoxymethyl)-2,2-dimethyl-3H-1-benzofuran —— C14H18F2O2
    7-(1,1-difluoropropoxymethyl)-2,2-dimethyl-3H-1-benzofuran
    —— (2E,5Z)-5-[(3-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-2-(5-methyl-4-oxopyrrolidin-3-ylidene)-1,3-thiazolidin-4-one —— C18H18N2O3S
    (2E,5Z)-5-[(3-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-2-(5-methyl-4-oxopyrrolidin-3-ylidene)-1,3-thiazolidin-4-one
    —— (2E,5Z)-5-(2,3-dihydro-1-benzofuran-5-ylmethylidene)-2-(2-oxo-3-phenylpropylidene)-1,3-thiazolidin-4-one —— C21H17NO3S
    (2E,5Z)-5-(2,3-dihydro-1-benzofuran-5-ylmethylidene)-2-(2-oxo-3-phenylpropylidene)-1,3-thiazolidin-4-one
    —— (2E,5Z)-5-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methylidene]-2-[3-methyl-2-oxo-3-(1,2,4-triazol-1-yl)butylidene]-1,3-thiazolidin-4-one —— C21H22N4O3S
    (2E,5Z)-5-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methylidene]-2-[3-methyl-2-oxo-3-(1,2,4-triazol-1-yl)butylidene]-1,3-thiazolidin-4-one
    —— (2E,5Z)-5-[(3-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-2-[3-methyl-2-oxo-3-(1,2,4-triazol-1-yl)butylidene]-1,3-thiazolidin-4-one —— C20H20N4O3S
    (2E,5Z)-5-[(3-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-2-[3-methyl-2-oxo-3-(1,2,4-triazol-1-yl)butylidene]-1,3-thiazolidin-4-one
    —— (2E,5Z)-5-(2,3-dihydro-1-benzofuran-5-ylmethylidene)-2-[3-methyl-2-oxo-3-(1,2,4-triazol-1-yl)butylidene]-1,3-thiazolidin-4-one —— C19H18N4O3S
    (2E,5Z)-5-(2,3-dihydro-1-benzofuran-5-ylmethylidene)-2-[3-methyl-2-oxo-3-(1,2,4-triazol-1-yl)butylidene]-1,3-thiazolidin-4-one
    —— (2E,5Z)-5-(2,3-dihydro-1-benzofuran-5-ylmethylidene)-2-[3-(3-methoxyphenyl)-2-oxopropylidene]-1,3-thiazolidin-4-one —— C22H19NO4S
    (2E,5Z)-5-(2,3-dihydro-1-benzofuran-5-ylmethylidene)-2-[3-(3-methoxyphenyl)-2-oxopropylidene]-1,3-thiazolidin-4-one
    —— (2E,5Z)-5-[(3,3-dimethyl-2H-1-benzofuran-5-yl)methylidene]-2-(5,5-dimethyl-4-oxopyrrolidin-3-ylidene)-1,3-thiazolidin-4-one —— C20H22N2O3S
    (2E,5Z)-5-[(3,3-dimethyl-2H-1-benzofuran-5-yl)methylidene]-2-(5,5-dimethyl-4-oxopyrrolidin-3-ylidene)-1,3-thiazolidin-4-one
    —— (2E,5Z)-5-(2,3-dihydro-1-benzofuran-5-ylmethylidene)-2-[3-(4-fluorophenyl)-2-oxopropylidene]-1,3-thiazolidin-4-one —— C21H16FNO3S
    (2E,5Z)-5-(2,3-dihydro-1-benzofuran-5-ylmethylidene)-2-[3-(4-fluorophenyl)-2-oxopropylidene]-1,3-thiazolidin-4-one
    —— (2E,5Z)-5-(2,3-dihydro-1-benzofuran-5-ylmethylidene)-2-[3-(4-methoxyphenyl)-2-oxopropylidene]-1,3-thiazolidin-4-one —— C22H19NO4S
    (2E,5Z)-5-(2,3-dihydro-1-benzofuran-5-ylmethylidene)-2-[3-(4-methoxyphenyl)-2-oxopropylidene]-1,3-thiazolidin-4-one
    —— 2,5-Dimethyl-7-nitro-2,3-dihydro-1-benzofuran —— C10H11NO3
    2,5-Dimethyl-7-nitro-2,3-dihydro-1-benzofuran
    —— 4-Bromo-2,5-dimethyl-2,3-dihydro-1-benzofuran-7-amine —— C10H12BrNO
    4-Bromo-2,5-dimethyl-2,3-dihydro-1-benzofuran-7-amine
    —— 4-[4-[(2,2,5-triethyl-3H-1-benzofuran-7-yl)methoxy]phenyl]butanoic acid —— C25H32O4
    4-[4-[(2,2,5-triethyl-3H-1-benzofuran-7-yl)methoxy]phenyl]butanoic acid
    —— N-[5-[(4-cyanophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide —— C22H20N4O3S2
    N-[5-[(4-cyanophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(5-(ethylthio)-1,3,4-thiadiazol-2-yl)acetamide —— C16H19N3O3S2
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(5-(ethylthio)-1,3,4-thiadiazol-2-yl)acetamide
    —— 2,7,9-trichloro-2-methyl-4aH-dibenzofuran —— C13H9Cl3O
    2,7,9-trichloro-2-methyl-4aH-dibenzofuran
    —— (3,3-dimethyl-2H-1-benzofuran-5-yl) ethanesulfonate;1-(3,3-dimethyl-2H-1-benzofuran-5-yl)ethanesulfonic acid —— C24H32O8S2
    (3,3-dimethyl-2H-1-benzofuran-5-yl) ethanesulfonate;1-(3,3-dimethyl-2H-1-benzofuran-5-yl)ethanesulfonic acid
    —— 1,9b-Dihydro-[1]benzofuro[3,2-b]pyridine —— C11H9NO
    1,9b-Dihydro-[1]benzofuro[3,2-b]pyridine
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-(2-morpholin-4-ium-4-ylethyl)acetamide —— C18H27N2O4+
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-(2-morpholin-4-ium-4-ylethyl)acetamide