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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
    —— (2R)-2-methyl-N-(2-methylpyrimidin-4-yl)-2,3-dihydro-1-benzofuran-5-sulfonamide —— C14H15N3O3S
    (2R)-2-methyl-N-(2-methylpyrimidin-4-yl)-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— 1-[(5-chloro-2,3-dihydro-1-benzofuran-7-yl)methyl]-3-[(2R)-2-hydroxy-3-methylbutyl]urea —— C15H21ClN2O3
    1-[(5-chloro-2,3-dihydro-1-benzofuran-7-yl)methyl]-3-[(2R)-2-hydroxy-3-methylbutyl]urea
    —— N-(5-benzyl-1,3,4-thiadiazol-2-yl)-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide —— C21H21N3O3S
    N-(5-benzyl-1,3,4-thiadiazol-2-yl)-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide
    —— (NZ)-N-[1-[(3R)-5-bromo-2,3-dihydro-1-benzofuran-3-yl]ethylidene]hydroxylamine —— C10H10BrNO2
    (NZ)-N-[1-[(3R)-5-bromo-2,3-dihydro-1-benzofuran-3-yl]ethylidene]hydroxylamine
    —— (NZ)-N-[1-[(3S)-5-bromo-2,3-dihydro-1-benzofuran-3-yl]ethylidene]hydroxylamine —— C10H10BrNO2
    (NZ)-N-[1-[(3S)-5-bromo-2,3-dihydro-1-benzofuran-3-yl]ethylidene]hydroxylamine
    —— (2R,3S)-2,3-dimethyl-2,3-dihydro-1-benzofuran-5-amine —— C10H13NO
    (2R,3S)-2,3-dimethyl-2,3-dihydro-1-benzofuran-5-amine
    —— methyl (2R)-6-hydroxy-2,3-dihydro-1-benzofuran-2-carboxylate —— C10H10O4
    methyl (2R)-6-hydroxy-2,3-dihydro-1-benzofuran-2-carboxylate
    —— (2R,3R)-2,3-dimethyl-2,3-dihydro-1-benzofuran-5-amine —— C10H13NO
    (2R,3R)-2,3-dimethyl-2,3-dihydro-1-benzofuran-5-amine
    —— (2S,3S)-2,3-dimethyl-2,3-dihydro-1-benzofuran-5-amine —— C10H13NO
    (2S,3S)-2,3-dimethyl-2,3-dihydro-1-benzofuran-5-amine
    —— (2R)-6-(difluoromethoxy)-2,3-dihydro-1-benzofuran-2-carboxylic acid —— C10H8F2O4
    (2R)-6-(difluoromethoxy)-2,3-dihydro-1-benzofuran-2-carboxylic acid
    —— (2S)-6-(difluoromethoxy)-2,3-dihydro-1-benzofuran-2-carboxylic acid —— C10H8F2O4
    (2S)-6-(difluoromethoxy)-2,3-dihydro-1-benzofuran-2-carboxylic acid
    —— (2S,3R)-2,3-dimethyl-2,3-dihydro-1-benzofuran-5-amine —— C10H13NO
    (2S,3R)-2,3-dimethyl-2,3-dihydro-1-benzofuran-5-amine
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[4-(2,5-dimethylphenyl)-1,3-thiazol-2-yl]acetamide —— C23H24N2O3S
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[4-(2,5-dimethylphenyl)-1,3-thiazol-2-yl]acetamide
    —— (3R)-5-nitro-2,3-dihydro-1-benzofuran-3-amine —— C8H8N2O3
    (3R)-5-nitro-2,3-dihydro-1-benzofuran-3-amine
    —— (3S)-5-nitro-2,3-dihydro-1-benzofuran-3-amine —— C8H8N2O3
    (3S)-5-nitro-2,3-dihydro-1-benzofuran-3-amine
    —— tert-butyl N-[(2S)-2-(hydroxymethyl)-2,3-dihydro-1-benzofuran-7-yl]carbamate —— C14H19NO4
    tert-butyl N-[(2S)-2-(hydroxymethyl)-2,3-dihydro-1-benzofuran-7-yl]carbamate
    —— tert-butyl N-[(2R)-2-(hydroxymethyl)-2,3-dihydro-1-benzofuran-7-yl]carbamate —— C14H19NO4
    tert-butyl N-[(2R)-2-(hydroxymethyl)-2,3-dihydro-1-benzofuran-7-yl]carbamate
    —— 1-[3-(furan-2-ylmethylsulfanyl)propyl]-3-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]urea —— C18H22N2O3S
    1-[3-(furan-2-ylmethylsulfanyl)propyl]-3-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]urea
    —— 1-[3-(furan-2-ylmethylsulfanyl)propyl]-3-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]urea —— C18H22N2O3S
    1-[3-(furan-2-ylmethylsulfanyl)propyl]-3-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]urea
    —— 1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-3-[(4-methylthiadiazol-5-yl)methyl]urea —— C14H16N4O2S
    1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-3-[(4-methylthiadiazol-5-yl)methyl]urea
    —— 1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-3-[(4-methylthiadiazol-5-yl)methyl]urea —— C14H16N4O2S
    1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-3-[(4-methylthiadiazol-5-yl)methyl]urea
    —— 4-[(4-fluorophenyl)methyl]-N-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-1,4-diazepane-1-carboxamide —— C22H26FN3O2
    4-[(4-fluorophenyl)methyl]-N-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-1,4-diazepane-1-carboxamide
    —— 4-[(4-fluorophenyl)methyl]-N-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-1,4-diazepane-1-carboxamide —— C22H26FN3O2
    4-[(4-fluorophenyl)methyl]-N-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-1,4-diazepane-1-carboxamide
    —— (2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-carbaldehyde —— C11H12O3
    (2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-carbaldehyde
    —— 4-hydroxy-4-(imidazol-1-ylmethyl)-N-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]piperidine-1-carboxamide —— C19H24N4O3
    4-hydroxy-4-(imidazol-1-ylmethyl)-N-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]piperidine-1-carboxamide
    —— 4-hydroxy-4-(imidazol-1-ylmethyl)-N-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]piperidine-1-carboxamide —— C19H24N4O3
    4-hydroxy-4-(imidazol-1-ylmethyl)-N-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]piperidine-1-carboxamide
    —— 1-[1-(3-cyanopyridin-2-yl)piperidin-4-yl]-3-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]urea —— C21H23N5O2
    1-[1-(3-cyanopyridin-2-yl)piperidin-4-yl]-3-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]urea
    —— 1-[1-(3-cyanopyridin-2-yl)piperidin-4-yl]-3-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]urea —— C21H23N5O2
    1-[1-(3-cyanopyridin-2-yl)piperidin-4-yl]-3-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]urea
    —— 4-[4-[[(3R)-2,3-dihydro-1-benzofuran-3-yl]amino]piperidin-1-yl]-N,N,6-trimethylpyrimidin-2-amine —— C20H27N5O
    4-[4-[[(3R)-2,3-dihydro-1-benzofuran-3-yl]amino]piperidin-1-yl]-N,N,6-trimethylpyrimidin-2-amine
    —— 4-[4-[[(3S)-2,3-dihydro-1-benzofuran-3-yl]amino]piperidin-1-yl]-N,N,6-trimethylpyrimidin-2-amine —— C20H27N5O
    4-[4-[[(3S)-2,3-dihydro-1-benzofuran-3-yl]amino]piperidin-1-yl]-N,N,6-trimethylpyrimidin-2-amine
    —— (6R)-4-(2,3-dihydro-1-benzofuran-5-carbonyl)-1-methyl-1,4,10-triazaspiro[5.6]dodecan-9-one —— C19H25N3O3
    (6R)-4-(2,3-dihydro-1-benzofuran-5-carbonyl)-1-methyl-1,4,10-triazaspiro[5.6]dodecan-9-one
    —— (6S)-4-(2,3-dihydro-1-benzofuran-5-carbonyl)-1-methyl-1,4,10-triazaspiro[5.6]dodecan-9-one —— C19H25N3O3
    (6S)-4-(2,3-dihydro-1-benzofuran-5-carbonyl)-1-methyl-1,4,10-triazaspiro[5.6]dodecan-9-one
    —— 1-(2-methoxyethyl)-3-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-1-[(2-methylphenyl)methyl]urea —— C21H26N2O3
    1-(2-methoxyethyl)-3-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-1-[(2-methylphenyl)methyl]urea
    —— 1-(2-methoxyethyl)-3-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-1-[(2-methylphenyl)methyl]urea —— C21H26N2O3
    1-(2-methoxyethyl)-3-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-1-[(2-methylphenyl)methyl]urea
    —— 2-(2,3-dihydro-1-benzofuran-6-yl)-N-[[(2R)-1-ethylpyrrolidin-2-yl]methyl]acetamide —— C17H24N2O2
    2-(2,3-dihydro-1-benzofuran-6-yl)-N-[[(2R)-1-ethylpyrrolidin-2-yl]methyl]acetamide
    —— 2-(2,3-dihydro-1-benzofuran-6-yl)-N-[[(2S)-1-ethylpyrrolidin-2-yl]methyl]acetamide —— C17H24N2O2
    2-(2,3-dihydro-1-benzofuran-6-yl)-N-[[(2S)-1-ethylpyrrolidin-2-yl]methyl]acetamide
    —— 2-(2,3-dihydro-1-benzofuran-6-yl)-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide —— C14H17NO4S
    2-(2,3-dihydro-1-benzofuran-6-yl)-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide
    —— 2-(2,3-dihydro-1-benzofuran-6-yl)-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide —— C14H17NO4S
    2-(2,3-dihydro-1-benzofuran-6-yl)-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide
    —— 3-(2,3-dihydro-1-benzofuran-5-yl)-N-[[(2R)-1-ethylpyrrolidin-2-yl]methyl]propanamide —— C18H26N2O2
    3-(2,3-dihydro-1-benzofuran-5-yl)-N-[[(2R)-1-ethylpyrrolidin-2-yl]methyl]propanamide
    —— 3-(2,3-dihydro-1-benzofuran-5-yl)-N-[[(2S)-1-ethylpyrrolidin-2-yl]methyl]propanamide —— C18H26N2O2
    3-(2,3-dihydro-1-benzofuran-5-yl)-N-[[(2S)-1-ethylpyrrolidin-2-yl]methyl]propanamide
    —— (3S)-N'-(2-amino-6-chloropyrimidin-4-yl)-2,3-dihydro-1-benzofuran-3-carbohydrazide —— C13H12ClN5O2
    (3S)-N'-(2-amino-6-chloropyrimidin-4-yl)-2,3-dihydro-1-benzofuran-3-carbohydrazide
    —— (3R)-N'-(2-amino-6-chloropyrimidin-4-yl)-2,3-dihydro-1-benzofuran-3-carbohydrazide —— C13H12ClN5O2
    (3R)-N'-(2-amino-6-chloropyrimidin-4-yl)-2,3-dihydro-1-benzofuran-3-carbohydrazide
    —— methyl 5-[2-[(2R)-5-fluoro-2,3-dihydro-1-benzofuran-2-carbonyl]oxyacetyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C19H18FNO6
    methyl 5-[2-[(2R)-5-fluoro-2,3-dihydro-1-benzofuran-2-carbonyl]oxyacetyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
    —— methyl 5-[2-[(2S)-5-fluoro-2,3-dihydro-1-benzofuran-2-carbonyl]oxyacetyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C19H18FNO6
    methyl 5-[2-[(2S)-5-fluoro-2,3-dihydro-1-benzofuran-2-carbonyl]oxyacetyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
    —— N-[(1R)-4-(4-fluorophenyl)cyclohex-3-en-1-yl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C21H20FNO2
    N-[(1R)-4-(4-fluorophenyl)cyclohex-3-en-1-yl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-[(1S)-4-(4-fluorophenyl)cyclohex-3-en-1-yl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C21H20FNO2
    N-[(1S)-4-(4-fluorophenyl)cyclohex-3-en-1-yl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— 1-[(3R)-1,4-dioxaspiro[4.5]decan-3-yl]-N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methyl]methanamine —— C20H29NO4
    1-[(3R)-1,4-dioxaspiro[4.5]decan-3-yl]-N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methyl]methanamine
    —— 1-[(3S)-1,4-dioxaspiro[4.5]decan-3-yl]-N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methyl]methanamine —— C20H29NO4
    1-[(3S)-1,4-dioxaspiro[4.5]decan-3-yl]-N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methyl]methanamine
    —— 1-[(3R)-1,4-dioxaspiro[4.5]decan-3-yl]-N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methyl]methanamine —— C20H29NO4
    1-[(3R)-1,4-dioxaspiro[4.5]decan-3-yl]-N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methyl]methanamine
    —— 1-[(3S)-1,4-dioxaspiro[4.5]decan-3-yl]-N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methyl]methanamine —— C20H29NO4
    1-[(3S)-1,4-dioxaspiro[4.5]decan-3-yl]-N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methyl]methanamine