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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
    —— 2,3-dihydro-1-benzofuran-5-yl-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)methanone —— C20H19NO2
    2,3-dihydro-1-benzofuran-5-yl-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)methanone
    —— 1-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-4-phenyl-3,6-dihydro-2H-pyridine —— C19H19NO3S
    1-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-4-phenyl-3,6-dihydro-2H-pyridine
    —— 2,2-dimethyl-N-pyridin-3-yl-3H-1-benzofuran-7-carboxamide —— C16H16N2O2
    2,2-dimethyl-N-pyridin-3-yl-3H-1-benzofuran-7-carboxamide
    —— 2-(2,3-Dihydro-1-benzofuran-5-yl)-1,3-bis[(4-fluorophenyl)methyl]-1,3-diazinane —— C26H26F2N2O
    2-(2,3-Dihydro-1-benzofuran-5-yl)-1,3-bis[(4-fluorophenyl)methyl]-1,3-diazinane
    —— 2,2-dimethyl-N-(thiophen-2-ylmethyl)-3H-1-benzofuran-7-carboxamide —— C16H17NO2S
    2,2-dimethyl-N-(thiophen-2-ylmethyl)-3H-1-benzofuran-7-carboxamide
    —— N-(2-furylmethyl)-2,2-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide —— C16H17NO3
    N-(2-furylmethyl)-2,2-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide
    —— N-ethyl-N-propyl-2,3-dihydro-1-benzofuran-3-amine —— C13H19NO
    N-ethyl-N-propyl-2,3-dihydro-1-benzofuran-3-amine
    —— N-[(5-methyl-3-phenyl-1,2-oxazol-4-yl)methyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C19H18N2O4S
    N-[(5-methyl-3-phenyl-1,2-oxazol-4-yl)methyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (9aS)-8-acetyl-N-[(2-bromophenyl)methyl]-1-hydroxy-3-methoxy-9a-methyl-7,9-dioxodibenzofuran-4-carboxamide —— C24H20BrNO7
    (9aS)-8-acetyl-N-[(2-bromophenyl)methyl]-1-hydroxy-3-methoxy-9a-methyl-7,9-dioxodibenzofuran-4-carboxamide
    —— (9aS)-8-acetyl-3-(difluoromethoxy)-1-hydroxy-9a-methyl-7,9-dioxodibenzofuran-4-carboxamide —— C17H13F2NO7
    (9aS)-8-acetyl-3-(difluoromethoxy)-1-hydroxy-9a-methyl-7,9-dioxodibenzofuran-4-carboxamide
    —— 3-[(5-Chloro-2,3-dihydro-1-benzofuran-6-yl)sulfanyl]propanoic acid —— C11H11ClO3S
    3-[(5-Chloro-2,3-dihydro-1-benzofuran-6-yl)sulfanyl]propanoic acid
    —— [7-(2-methoxyphenyl)-2,3-dihydro-1-benzofuran-2-yl] N-benzyl-N-methylcarbamate —— C24H23NO4
    [7-(2-methoxyphenyl)-2,3-dihydro-1-benzofuran-2-yl] N-benzyl-N-methylcarbamate
    —— 3-Phenyl-4-propoxy-2,3-dihydro-1-benzofuran —— C17H18O2
    3-Phenyl-4-propoxy-2,3-dihydro-1-benzofuran
    —— 7-methyl-5-[2-(2-oxo-3-phenyl-3H-1-benzofuran-5-yl)propan-2-yl]-3-phenyl-3H-1-benzofuran-2-one;9,12,14,20-tetramethyl-5,16-diphenyl-7,18-dioxapentacyclo[11.7.0.03,11.04,8.015,19]icosa-1(20),3(11),4(8),9,13,15(19)-hexaene-6,17-dione —— C66H54O8
    7-methyl-5-[2-(2-oxo-3-phenyl-3H-1-benzofuran-5-yl)propan-2-yl]-3-phenyl-3H-1-benzofuran-2-one;9,12,14,20-tetramethyl-5,16-diphenyl-7,18-dioxapentacyclo[11.7.0.03,11.04,8.015,19]icosa-1(20),3(11),4(8),9,13,15(19)-hexaene-6,17-dione
    —— 6,12-Dimethyl-2-oxa-10,12-diazahexacyclo[12.8.1.01,9.03,8.09,13.015,20]tricosa-3(8),4,6,10,13,15,17,19-octaen-11-amine —— C22H21N3O
    6,12-Dimethyl-2-oxa-10,12-diazahexacyclo[12.8.1.01,9.03,8.09,13.015,20]tricosa-3(8),4,6,10,13,15,17,19-octaen-11-amine
    —— 1,1-Bis[(7-pyridin-3-yl-2,3-dihydro-1-benzofuran-2-yl)methyl]hydrazine —— C28H26N4O2
    1,1-Bis[(7-pyridin-3-yl-2,3-dihydro-1-benzofuran-2-yl)methyl]hydrazine
    —— 4-[(7R)-1,7-dihydroxy-3-oxo-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-2-yl]-2,3-dihydro-1-benzofuran-7-carbonitrile —— C15H13N3O4
    4-[(7R)-1,7-dihydroxy-3-oxo-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-2-yl]-2,3-dihydro-1-benzofuran-7-carbonitrile
    —— (2S)-N-[(2S)-3-[(3S)-3-hydroxypyrrolidin-1-yl]-2-phenylpropyl]-5-[(propylsulfonylamino)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C26H35N3O5S
    (2S)-N-[(2S)-3-[(3S)-3-hydroxypyrrolidin-1-yl]-2-phenylpropyl]-5-[(propylsulfonylamino)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (9aS)-8-acetyl-N-[(3-fluorophenyl)methyl]-1-hydroxy-3-methoxy-9a-methyl-7,9-dioxodibenzofuran-4-carboxamide —— C24H20FNO7
    (9aS)-8-acetyl-N-[(3-fluorophenyl)methyl]-1-hydroxy-3-methoxy-9a-methyl-7,9-dioxodibenzofuran-4-carboxamide
    —— [4-methyl-2-(5-methyl-2-oxo-3H-1-benzofuran-3-yl)phenyl] 2-methylprop-2-enoate;2-[[3-[4-[N-methyl-4-[5-[2-(2-methylprop-2-enoyloxy)ethoxy]-2-oxo-3H-1-benzofuran-3-yl]anilino]phenyl]-2-oxo-3H-1-benzofuran-5-yl]oxy]ethyl 2-methylprop-2-enoate;[3-[4-[4-[5-(2-methylprop-2-enoyloxy)-2-oxo-3H-1-benzofuran-3-yl]phenoxy]phenyl]-2-oxo-3H-1-benzofuran-5-yl] 2-methylprop-2-enoate —— C97H81NO23
    [4-methyl-2-(5-methyl-2-oxo-3H-1-benzofuran-3-yl)phenyl] 2-methylprop-2-enoate;2-[[3-[4-[N-methyl-4-[5-[2-(2-methylprop-2-enoyloxy)ethoxy]-2-oxo-3H-1-benzofuran-3-yl]anilino]phenyl]-2-oxo-3H-1-benzofuran-5-yl]oxy]ethyl 2-methylprop-2-enoate;[3-[4-[4-[5-(2-methylprop-2-enoyloxy)-2-oxo-3H-1-benzofuran-3-yl]phenoxy]phenyl]-2-oxo-3H-1-benzofuran-5-yl] 2-methylprop-2-enoate
    —— (2,2-dimethyl-3H-1-benzofuran-7-yl) N-ethylcarbamate —— C13H17NO3
    (2,2-dimethyl-3H-1-benzofuran-7-yl) N-ethylcarbamate
    —— 5-[1,1,1,3,3,3-hexafluoro-2-(7-methyl-2-oxo-3-phenyl-3H-1-benzofuran-5-yl)propan-2-yl]-4,7-dimethyl-3-phenyl-3H-1-benzofuran-2-one;7-methyl-5-[2-(7-methyl-2-oxo-3-phenyl-3H-1-benzofuran-5-yl)propan-2-yl]-3-phenyl-3H-1-benzofuran-2-one;5-[(2-oxo-3-phenyl-3H-1-benzofuran-5-yl)methyl]-3-phenyl-3H-1-benzofuran-2-one —— C96H72F6O12
    5-[1,1,1,3,3,3-hexafluoro-2-(7-methyl-2-oxo-3-phenyl-3H-1-benzofuran-5-yl)propan-2-yl]-4,7-dimethyl-3-phenyl-3H-1-benzofuran-2-one;7-methyl-5-[2-(7-methyl-2-oxo-3-phenyl-3H-1-benzofuran-5-yl)propan-2-yl]-3-phenyl-3H-1-benzofuran-2-one;5-[(2-oxo-3-phenyl-3H-1-benzofuran-5-yl)methyl]-3-phenyl-3H-1-benzofuran-2-one
    —— (2S)-N-(10-methyl-4-oxo-2-pyrimidin-4-yl-6,7,8,9-tetrahydropyrimido[1,2-a]azepin-10-yl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C23H23N5O3
    (2S)-N-(10-methyl-4-oxo-2-pyrimidin-4-yl-6,7,8,9-tetrahydropyrimido[1,2-a]azepin-10-yl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— [7-(3-methylphenyl)-2,3-dihydro-1-benzofuran-2-yl] N-benzyl-N-methylcarbamate —— C24H23NO3
    [7-(3-methylphenyl)-2,3-dihydro-1-benzofuran-2-yl] N-benzyl-N-methylcarbamate
    —— 1-[2-(2,3-Dihydro-1-benzofuran-5-yl)ethyl]pyrrole-2,3,5-triol —— C14H15NO4
    1-[2-(2,3-Dihydro-1-benzofuran-5-yl)ethyl]pyrrole-2,3,5-triol
    —— N-[[1-[(2,2-dimethyl-3H-1-benzofuran-7-yl)methyl]piperidin-4-yl]methyl]-2-(5-hydroxy-1,3-dimethyl-2-oxoimidazol-4-yl)acetamide —— C24H34N4O4
    N-[[1-[(2,2-dimethyl-3H-1-benzofuran-7-yl)methyl]piperidin-4-yl]methyl]-2-(5-hydroxy-1,3-dimethyl-2-oxoimidazol-4-yl)acetamide
    —— [(3S)-6-[(7-bromo-2,3-dihydro-1-benzofuran-3-yl)-(2,2,2-trifluoroacetyl)amino]-2,3-dihydro-1-benzofuran-3-yl] propanoate —— C21H17BrF3NO5
    [(3S)-6-[(7-bromo-2,3-dihydro-1-benzofuran-3-yl)-(2,2,2-trifluoroacetyl)amino]-2,3-dihydro-1-benzofuran-3-yl] propanoate
    —— 2-[2-[7-Methoxy-2-[2-(3-methoxy-4-methylphenyl)propan-2-yl]-3-methyl-2,3-dihydro-1-benzofuran-5-yl]propan-2-yl]-3,7-dimethyl-5-prop-1-enyl-2,3-dihydro-1-benzofuran —— C37H46O4
    2-[2-[7-Methoxy-2-[2-(3-methoxy-4-methylphenyl)propan-2-yl]-3-methyl-2,3-dihydro-1-benzofuran-5-yl]propan-2-yl]-3,7-dimethyl-5-prop-1-enyl-2,3-dihydro-1-benzofuran
    —— 3-Propoxy-2,3-dihydro-1-benzofuran —— C11H14O2
    3-Propoxy-2,3-dihydro-1-benzofuran
    —— 8-Acetyl-1-hydroxy-9a-methyl-7,9-dioxo-3-phenylmethoxydibenzofuran-4-carboxamide —— C23H19NO7
    8-Acetyl-1-hydroxy-9a-methyl-7,9-dioxo-3-phenylmethoxydibenzofuran-4-carboxamide
    —— 1-Cyclohexa-1,3-dien-1-yl-5-(2,3-dihydro-1-benzofuran-7-yl)-5-methyl-2-(1,4-thiazin-4-yl)-3-(trifluoromethyl)hexan-3-ol —— C26H30F3NO2S
    1-Cyclohexa-1,3-dien-1-yl-5-(2,3-dihydro-1-benzofuran-7-yl)-5-methyl-2-(1,4-thiazin-4-yl)-3-(trifluoromethyl)hexan-3-ol
    —— N-(4-fluorophenyl)-3-[[7-(4-methylimidazol-1-yl)-2,3-dihydro-1-benzofuran-4-yl]methylidene]-2-propan-2-ylidene-N-propylpiperidin-1-amine —— C30H35FN4O
    N-(4-fluorophenyl)-3-[[7-(4-methylimidazol-1-yl)-2,3-dihydro-1-benzofuran-4-yl]methylidene]-2-propan-2-ylidene-N-propylpiperidin-1-amine
    —— 2-[6-[[7-[2,6-Dimethyl-4-[(5-oxopyrrolidin-2-yl)methoxy]phenyl]-2,3-dihydro-1-benzofuran-3-yl]amino]-2,3-dihydro-1-benzofuran-3-yl]acetamide —— C31H33N3O5
    2-[6-[[7-[2,6-Dimethyl-4-[(5-oxopyrrolidin-2-yl)methoxy]phenyl]-2,3-dihydro-1-benzofuran-3-yl]amino]-2,3-dihydro-1-benzofuran-3-yl]acetamide
    —— Ethyl 3-(7-methyl-2,3-dihydro-1-benzofuran-5-yl)propanoate —— C14H18O3
    Ethyl 3-(7-methyl-2,3-dihydro-1-benzofuran-5-yl)propanoate
    —— (7-benzyl-2,3-dihydro-1-benzofuran-2-yl) N-benzyl-N-methylcarbamate —— C24H23NO3
    (7-benzyl-2,3-dihydro-1-benzofuran-2-yl) N-benzyl-N-methylcarbamate
    —— (9aS)-8-acetyl-1,3-dimethoxy-9a-methyl-7,9-dioxodibenzofuran-4-carboxamide —— C18H17NO7
    (9aS)-8-acetyl-1,3-dimethoxy-9a-methyl-7,9-dioxodibenzofuran-4-carboxamide
    —— [(3S)-6-[(3-bromo-2-methylphenyl)methylamino]-2,3-dihydro-1-benzofuran-3-yl] propanoate —— C19H20BrNO3
    [(3S)-6-[(3-bromo-2-methylphenyl)methylamino]-2,3-dihydro-1-benzofuran-3-yl] propanoate
    —— Ethane;2-methyl-2,3-dihydro-1-benzofuran —— C11H16O
    Ethane;2-methyl-2,3-dihydro-1-benzofuran
    —— N-butyl-N-ethyl-2,3-dihydro-1-benzofuran-3-amine —— C14H21NO
    N-butyl-N-ethyl-2,3-dihydro-1-benzofuran-3-amine
    —— 2,3-dihydro-1-benzofuran-6-yl N,N-dimethylcarbamate —— C11H13NO3
    2,3-dihydro-1-benzofuran-6-yl N,N-dimethylcarbamate
    —— ethyl 4-(5-bromo-2,3-dihydro-1-benzofuran-7-yl)-6-propyl-4,5-dihydro-1H-pyrazolo[3,4-b]pyridine-5-carboxylate —— C20H22BrN3O3
    ethyl 4-(5-bromo-2,3-dihydro-1-benzofuran-7-yl)-6-propyl-4,5-dihydro-1H-pyrazolo[3,4-b]pyridine-5-carboxylate
    —— 1-[7-(2,3-Dichlorophenyl)-5-(trifluoromethyl)-2,3-dihydro-1-benzofuran-2-yl]ethanamine —— C17H14Cl2F3NO
    1-[7-(2,3-Dichlorophenyl)-5-(trifluoromethyl)-2,3-dihydro-1-benzofuran-2-yl]ethanamine
    —— (S)-8-Acetyl-6,9-dihydroxy-3-methoxy-6b-methyl-1,7-dioxo-6b,7-dihydro-1H-4,11-dioxa-2-aza-benzo[a]fluorene-2-carboxylic acid 4-methoxy-benzylamide —— C25H23NO8
    (S)-8-Acetyl-6,9-dihydroxy-3-methoxy-6b-methyl-1,7-dioxo-6b,7-dihydro-1H-4,11-dioxa-2-aza-benzo[a]fluorene-2-carboxylic acid 4-methoxy-benzylamide
    —— 3,3-dimethoxy-2-[(3R)-2,2,4,6,7-pentamethyl-3-(4-methylphenyl)-3H-1-benzofuran-5-yl]-1H-isoindole —— C30H35NO3
    3,3-dimethoxy-2-[(3R)-2,2,4,6,7-pentamethyl-3-(4-methylphenyl)-3H-1-benzofuran-5-yl]-1H-isoindole
    —— 3-(2,6-dimethylphenyl)-3H-1-benzofuran-2-one;ethane —— C20H26O2
    3-(2,6-dimethylphenyl)-3H-1-benzofuran-2-one;ethane
    —— 2-(2-ethyl-4-methoxy-3H-1-benzofuran-2-yl)-4,5-dihydro-1H-imidazole —— C14H18N2O2
    2-(2-ethyl-4-methoxy-3H-1-benzofuran-2-yl)-4,5-dihydro-1H-imidazole
    —— 2-(2,5-dihydroxypyrrol-1-yl)-N-[[1-[(2,2-dimethyl-3H-1-benzofuran-7-yl)methyl]piperidin-4-yl]methyl]acetamide —— C23H31N3O4
    2-(2,5-dihydroxypyrrol-1-yl)-N-[[1-[(2,2-dimethyl-3H-1-benzofuran-7-yl)methyl]piperidin-4-yl]methyl]acetamide
    —— [5-(5-Chloropentyl)-7-(2-methylphenyl)-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C21H26ClNO
    [5-(5-Chloropentyl)-7-(2-methylphenyl)-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— N-ethyl-7-fluoro-N,2-dimethyl-2,3-dihydro-1-benzofuran-4-amine —— C12H16FNO
    N-ethyl-7-fluoro-N,2-dimethyl-2,3-dihydro-1-benzofuran-4-amine
    —— 3-[[2,2-bis(methylamino)-3H-1-benzofuran-7-yl]oxy]propan-1-ol —— C13H20N2O3
    3-[[2,2-bis(methylamino)-3H-1-benzofuran-7-yl]oxy]propan-1-ol