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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-[(3S)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-1,1-dioxo-1,4-thiazinane-4-carboxamide —— C15H20N2O4S
    N-[(3S)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-1,1-dioxo-1,4-thiazinane-4-carboxamide
    —— N-[(3R)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-1,1-dioxo-1,4-thiazinane-4-carboxamide —— C15H20N2O4S
    N-[(3R)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-1,1-dioxo-1,4-thiazinane-4-carboxamide
    —— (2R)-N-(6-chloropyridin-3-yl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H11ClN2O2
    (2R)-N-(6-chloropyridin-3-yl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 1-(2,2-difluoroethyl)-3-[(3S)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-1-(2-methoxyethyl)urea —— C16H22F2N2O3
    1-(2,2-difluoroethyl)-3-[(3S)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-1-(2-methoxyethyl)urea
    —— [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-pyridin-4-ylazepan-1-yl]methanone —— C20H22N2O2
    [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-pyridin-4-ylazepan-1-yl]methanone
    —— [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-pyridin-4-ylazepan-1-yl]methanone —— C20H22N2O2
    [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-pyridin-4-ylazepan-1-yl]methanone
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-pyridin-4-ylazepan-1-yl]methanone —— C20H22N2O2
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-pyridin-4-ylazepan-1-yl]methanone
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-pyridin-4-ylazepan-1-yl]methanone —— C20H22N2O2
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-pyridin-4-ylazepan-1-yl]methanone
    —— [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-(1-methylpyrazol-4-yl)pyrrolidin-1-yl]methanone —— C17H18ClN3O2
    [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-(1-methylpyrazol-4-yl)pyrrolidin-1-yl]methanone
    —— [(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-(1-methylpyrazol-4-yl)pyrrolidin-1-yl]methanone —— C17H18ClN3O2
    [(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-(1-methylpyrazol-4-yl)pyrrolidin-1-yl]methanone
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-1-[(2R)-2-(1-methylpyrazol-4-yl)pyrrolidin-1-yl]ethanone —— C18H21N3O2
    2-(2,3-dihydro-1-benzofuran-5-yl)-1-[(2R)-2-(1-methylpyrazol-4-yl)pyrrolidin-1-yl]ethanone
    —— [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-(1-methylpyrazol-4-yl)pyrrolidin-1-yl]methanone —— C17H18ClN3O2
    [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-(1-methylpyrazol-4-yl)pyrrolidin-1-yl]methanone
    —— [(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-(1-methylpyrazol-4-yl)pyrrolidin-1-yl]methanone —— C17H18ClN3O2
    [(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-(1-methylpyrazol-4-yl)pyrrolidin-1-yl]methanone
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-1-[(2S)-2-(1-methylpyrazol-4-yl)pyrrolidin-1-yl]ethanone —— C18H21N3O2
    2-(2,3-dihydro-1-benzofuran-5-yl)-1-[(2S)-2-(1-methylpyrazol-4-yl)pyrrolidin-1-yl]ethanone
    —— (2R)-N-(3-carbamoyl-4,5-dimethylthiophen-2-yl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C16H16N2O3S
    (2R)-N-(3-carbamoyl-4,5-dimethylthiophen-2-yl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-(2-methoxyethyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C12H15NO3
    (2R)-N-(2-methoxyethyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-(2-methoxyethyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C12H15NO3
    (2S)-N-(2-methoxyethyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 3-(2,3-dihydro-1-benzofuran-7-yl)-5-(methylsulfanyl)-1,3,4-oxadiazol-2(3H)-one —— C11H10N2O3S
    3-(2,3-dihydro-1-benzofuran-7-yl)-5-(methylsulfanyl)-1,3,4-oxadiazol-2(3H)-one
    —— 3-(2,3-dihydro-1-benzofuran-7-yl)-5-isopropoxy-1,3,4-oxadiazol-2(3H)-one —— C13H14N2O4
    3-(2,3-dihydro-1-benzofuran-7-yl)-5-isopropoxy-1,3,4-oxadiazol-2(3H)-one
    —— (5aR,10aS)-5a-morpholin-4-yl-6,7,8,9,10,10a-hexahydrocyclohepta[b][1]benzofuran-2-ol —— C17H23NO3
    (5aR,10aS)-5a-morpholin-4-yl-6,7,8,9,10,10a-hexahydrocyclohepta[b][1]benzofuran-2-ol
    —— (3S)-5-bromo-3-phenyl-3H-1-benzofuran-2-one —— C14H9BrO2
    (3S)-5-bromo-3-phenyl-3H-1-benzofuran-2-one
    —— (5aS,10aR)-5a-morpholin-4-yl-6,7,8,9,10,10a-hexahydrocyclohepta[b][1]benzofuran-2-ol —— C17H23NO3
    (5aS,10aR)-5a-morpholin-4-yl-6,7,8,9,10,10a-hexahydrocyclohepta[b][1]benzofuran-2-ol
    —— (5aS,10aS)-5a-morpholin-4-yl-6,7,8,9,10,10a-hexahydrocyclohepta[b][1]benzofuran-2-ol —— C17H23NO3
    (5aS,10aS)-5a-morpholin-4-yl-6,7,8,9,10,10a-hexahydrocyclohepta[b][1]benzofuran-2-ol
    —— (3R)-3-(bromomethyl)-3-phenyl-1-benzofuran-2-one —— C15H11BrO2
    (3R)-3-(bromomethyl)-3-phenyl-1-benzofuran-2-one
    —— (S)-5-Methoxy-2-methyl-2,3-dihydrobenzofuran-7-carbaldehyde —— C11H12O3
    (S)-5-Methoxy-2-methyl-2,3-dihydrobenzofuran-7-carbaldehyde
    —— [(2R)-5-[4-(3,3,3-trifluoropropyl)pyrimidin-2-yl]-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C16H16F3N3O
    [(2R)-5-[4-(3,3,3-trifluoropropyl)pyrimidin-2-yl]-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— [(2S)-5-[4-(3,3,3-trifluoropropyl)pyrimidin-2-yl]-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C16H16F3N3O
    [(2S)-5-[4-(3,3,3-trifluoropropyl)pyrimidin-2-yl]-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— 1-[(3R)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]piperidin-3-yl]pyrrolidin-2-one —— C20H28N2O2
    1-[(3R)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]piperidin-3-yl]pyrrolidin-2-one
    —— 1-[(3S)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]piperidin-3-yl]pyrrolidin-2-one —— C20H28N2O2
    1-[(3S)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]piperidin-3-yl]pyrrolidin-2-one
    —— (3R)-4-benzyl-1-(2,3-dihydro-1-benzofuran-7-carbonyl)-3-ethyl-1,4-diazepan-5-one —— C23H26N2O3
    (3R)-4-benzyl-1-(2,3-dihydro-1-benzofuran-7-carbonyl)-3-ethyl-1,4-diazepan-5-one
    —— (3S)-4-benzyl-1-(2,3-dihydro-1-benzofuran-7-carbonyl)-3-ethyl-1,4-diazepan-5-one —— C23H26N2O3
    (3S)-4-benzyl-1-(2,3-dihydro-1-benzofuran-7-carbonyl)-3-ethyl-1,4-diazepan-5-one
    —— (3S)-4-benzyl-1-(2,3-dihydro-1-benzofuran-5-carbonyl)-3-ethyl-1,4-diazepan-5-one —— C23H26N2O3
    (3S)-4-benzyl-1-(2,3-dihydro-1-benzofuran-5-carbonyl)-3-ethyl-1,4-diazepan-5-one
    —— (3R)-4-benzyl-1-(2,3-dihydro-1-benzofuran-5-carbonyl)-3-ethyl-1,4-diazepan-5-one —— C23H26N2O3
    (3R)-4-benzyl-1-(2,3-dihydro-1-benzofuran-5-carbonyl)-3-ethyl-1,4-diazepan-5-one
    —— 1-[2-[2-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]imidazol-1-yl]ethyl]imidazolidin-2-one —— C17H20N4O2
    1-[2-[2-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]imidazol-1-yl]ethyl]imidazolidin-2-one
    —— 2-[(6S)-1-(2,3-dihydro-1-benzofuran-7-carbonyl)-1,4-diazepan-6-yl]acetic acid —— C16H20N2O4
    2-[(6S)-1-(2,3-dihydro-1-benzofuran-7-carbonyl)-1,4-diazepan-6-yl]acetic acid
    —— (2S)-4-[(2,2-dimethyl-3H-1-benzofuran-7-yl)methyl]-2-(trifluoromethyl)morpholine —— C16H20F3NO2
    (2S)-4-[(2,2-dimethyl-3H-1-benzofuran-7-yl)methyl]-2-(trifluoromethyl)morpholine
    —— (2R)-4-[(2,2-dimethyl-3H-1-benzofuran-7-yl)methyl]-2-(trifluoromethyl)morpholine —— C16H20F3NO2
    (2R)-4-[(2,2-dimethyl-3H-1-benzofuran-7-yl)methyl]-2-(trifluoromethyl)morpholine
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(4-methoxybenzyl)acetamide —— C20H23NO4
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(4-methoxybenzyl)acetamide
    —— N-[(3-chlorophenyl)methyl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide —— C19H20ClNO3
    N-[(3-chlorophenyl)methyl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-N-methyl-5-propyl-1,3,4-oxadiazole-2-carboxamide —— C16H19N3O3
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-N-methyl-5-propyl-1,3,4-oxadiazole-2-carboxamide
    —— N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-N-methyl-5-propyl-1,3,4-oxadiazole-2-carboxamide —— C16H19N3O3
    N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-N-methyl-5-propyl-1,3,4-oxadiazole-2-carboxamide
    —— [(3R)-4-(cyclopropylmethyl)-3-propan-2-yl-1,4-diazepan-1-yl]-(2,3-dihydro-1-benzofuran-7-yl)methanone —— C21H30N2O2
    [(3R)-4-(cyclopropylmethyl)-3-propan-2-yl-1,4-diazepan-1-yl]-(2,3-dihydro-1-benzofuran-7-yl)methanone
    —— [(3S)-4-(cyclopropylmethyl)-3-propan-2-yl-1,4-diazepan-1-yl]-(2,3-dihydro-1-benzofuran-7-yl)methanone —— C21H30N2O2
    [(3S)-4-(cyclopropylmethyl)-3-propan-2-yl-1,4-diazepan-1-yl]-(2,3-dihydro-1-benzofuran-7-yl)methanone
    —— 6-[[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]methylidene]-2-methoxycyclohexa-2,4-dien-1-one —— C20H23NO4
    6-[[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]methylidene]-2-methoxycyclohexa-2,4-dien-1-one
    —— 6-[[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]methylidene]-4-methoxycyclohexa-2,4-dien-1-one —— C20H23NO4
    6-[[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]methylidene]-4-methoxycyclohexa-2,4-dien-1-one
    —— 6-[[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]methylidene]cyclohexa-2,4-dien-1-one —— C19H21NO3
    6-[[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]methylidene]cyclohexa-2,4-dien-1-one
    —— 6-[[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]methylidene]cyclohexa-2,4-dien-1-one —— C19H21NO3
    6-[[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]methylidene]cyclohexa-2,4-dien-1-one
    —— 6-[[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]methylidene]-4-nitrocyclohexa-2,4-dien-1-one —— C19H20N2O5
    6-[[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]methylidene]-4-nitrocyclohexa-2,4-dien-1-one
    —— methyl (2E)-2-(6-hydroxy-1-benzofuran-3-ylidene)acetate —— C11H10O4
    methyl (2E)-2-(6-hydroxy-1-benzofuran-3-ylidene)acetate
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[2-(4-fluorophenyl)ethyl]acetamide —— C20H22FNO3
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[2-(4-fluorophenyl)ethyl]acetamide