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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
    —— 1-butyl-3-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]thiourea —— C17H26N2O2S
    1-butyl-3-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]thiourea
    —— (2R)-N-[(2-methylphenyl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H17NO2
    (2R)-N-[(2-methylphenyl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[[5-(4-bromophenyl)furan-2-yl]methyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C21H18BrNO3
    (2S)-N-[[5-(4-bromophenyl)furan-2-yl]methyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[(4-bromophenyl)methyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H16BrNO2
    (2S)-N-[(4-bromophenyl)methyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N'-[2-(2-fluorophenyl)sulfanylacetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C17H15FN2O3S
    (2R)-N'-[2-(2-fluorophenyl)sulfanylacetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-carbonyl]amino]-3-(3-methylbutyl)thiourea —— C15H21N3O2S
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-carbonyl]amino]-3-(3-methylbutyl)thiourea
    —— (2R)-N'-(4,5,6,7,8,9-hexahydrocycloocta[b]thiophene-2-carbonyl)-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C20H22N2O3S
    (2R)-N'-(4,5,6,7,8,9-hexahydrocycloocta[b]thiophene-2-carbonyl)-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— 1-tert-butyl-3-[[(2R)-2,3-dihydro-1-benzofuran-2-carbonyl]amino]thiourea —— C14H19N3O2S
    1-tert-butyl-3-[[(2R)-2,3-dihydro-1-benzofuran-2-carbonyl]amino]thiourea
    —— (2R)-N'-[2-(3,5-dimethylpyrazol-1-yl)acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C16H18N4O3
    (2R)-N'-[2-(3,5-dimethylpyrazol-1-yl)acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (2R)-N'-[(2R)-2-(4-ethoxyphenoxy)propanoyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C20H22N2O5
    (2R)-N'-[(2R)-2-(4-ethoxyphenoxy)propanoyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (2S)-N'-[(2R)-2-(4-ethoxyphenoxy)propanoyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C20H22N2O5
    (2S)-N'-[(2R)-2-(4-ethoxyphenoxy)propanoyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (R)-(3-bromothiophen-2-yl)-(2,2-dimethyl-3H-1-benzofuran-5-yl)methanol —— C15H15BrO2S
    (R)-(3-bromothiophen-2-yl)-(2,2-dimethyl-3H-1-benzofuran-5-yl)methanol
    —— (S)-(3-bromothiophen-2-yl)-(2,2-dimethyl-3H-1-benzofuran-5-yl)methanol —— C15H15BrO2S
    (S)-(3-bromothiophen-2-yl)-(2,2-dimethyl-3H-1-benzofuran-5-yl)methanol
    —— (2S)-N'-[2-(3,5-dimethylphenoxy)acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C19H20N2O4
    (2S)-N'-[2-(3,5-dimethylphenoxy)acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (2R)-N'-[2-(4-cyanophenoxy)acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C18H15N3O4
    (2R)-N'-[2-(4-cyanophenoxy)acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (2R)-N'-[2-(2-chlorophenoxy)acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C17H15ClN2O4
    (2R)-N'-[2-(2-chlorophenoxy)acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (2R)-N'-(cyclohexanecarbonyl)-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C16H20N2O3
    (2R)-N'-(cyclohexanecarbonyl)-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (2S)-N'-[2-(4-ethylphenoxy)acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C19H20N2O4
    (2S)-N'-[2-(4-ethylphenoxy)acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (2S)-N-cyclopentyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H17NO2
    (2S)-N-cyclopentyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[4-[(4-methoxyphenyl)methyl]piperazin-1-yl]methanone —— C21H24N2O3
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[4-[(4-methoxyphenyl)methyl]piperazin-1-yl]methanone
    —— (2S)-N-benzyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C16H15NO2
    (2S)-N-benzyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-[(Z)-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-1H-pyrrole-2-carboxamide —— C17H19N3O3
    N-[(Z)-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-1H-pyrrole-2-carboxamide
    —— 6-amino-1-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-4-methylpyridin-2-one —— C18H21N3O3
    6-amino-1-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-4-methylpyridin-2-one
    —— [(Z)-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]urea —— C13H17N3O3
    [(Z)-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]urea
    —— [(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]urea —— C13H17N3O3
    [(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]urea
    —— 4-[(2Z)-2-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylidene]hydrazinyl]benzoic acid —— C19H20N2O4
    4-[(2Z)-2-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylidene]hydrazinyl]benzoic acid
    —— N-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-4,6-dimethylpyrimidin-2-amine —— C18H22N4O2
    N-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-4,6-dimethylpyrimidin-2-amine
    —— (3S)-6-heptoxy-2,3-dihydro-1-benzofuran-3-ol —— C15H22O3
    (3S)-6-heptoxy-2,3-dihydro-1-benzofuran-3-ol
    —— (3R)-6-heptoxy-2,3-dihydro-1-benzofuran-3-ol —— C15H22O3
    (3R)-6-heptoxy-2,3-dihydro-1-benzofuran-3-ol
    —— 5-[(S)-bromo(phenyl)methyl]-2,2-dimethyl-3H-1-benzofuran —— C17H17BrO
    5-[(S)-bromo(phenyl)methyl]-2,2-dimethyl-3H-1-benzofuran
    —— (2R)-5-chloro-N-[(1R,2S)-2-methylcyclohexyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C16H20ClNO2
    (2R)-5-chloro-N-[(1R,2S)-2-methylcyclohexyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-chloro-N-[(1S,2S)-2-methylcyclohexyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C16H20ClNO2
    (2R)-5-chloro-N-[(1S,2S)-2-methylcyclohexyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-(1H-imidazol-2-yl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C12H11N3O2
    (2S)-N-(1H-imidazol-2-yl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-(1H-imidazol-2-yl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C12H11N3O2
    (2R)-N-(1H-imidazol-2-yl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-(3-methyl-1,3-thiazol-2-ylidene)acetamide —— C16H18N2O3S
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-(3-methyl-1,3-thiazol-2-ylidene)acetamide
    —— (2R)-5-chloro-N-[2-(4-methoxyphenyl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H18ClNO3
    (2R)-5-chloro-N-[2-(4-methoxyphenyl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-chloro-N-[(1R)-1-phenylethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H16ClNO2
    (2S)-5-chloro-N-[(1R)-1-phenylethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-chloro-N-[(1R)-1-phenylethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H16ClNO2
    (2R)-5-chloro-N-[(1R)-1-phenylethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-[(Z)-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-2-(2-oxopyridin-1-yl)acetamide —— C19H21N3O4
    N-[(Z)-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-2-(2-oxopyridin-1-yl)acetamide
    —— (2S,6S)-2,6-dimethyl-4-[(3R)-2,2,4-trimethyl-7-nitro-3H-1-benzofuran-3-yl]morpholine —— C17H24N2O4
    (2S,6S)-2,6-dimethyl-4-[(3R)-2,2,4-trimethyl-7-nitro-3H-1-benzofuran-3-yl]morpholine
    —— (2S)-2-[(R)-chloro-(5-ethylthiophen-2-yl)methyl]-2,3-dihydro-1-benzofuran —— C15H15ClOS
    (2S)-2-[(R)-chloro-(5-ethylthiophen-2-yl)methyl]-2,3-dihydro-1-benzofuran
    —— (2S)-2-[(S)-chloro-(5-ethylthiophen-2-yl)methyl]-2,3-dihydro-1-benzofuran —— C15H15ClOS
    (2S)-2-[(S)-chloro-(5-ethylthiophen-2-yl)methyl]-2,3-dihydro-1-benzofuran
    —— (2R)-2-[(S)-chloro-(5-ethylthiophen-2-yl)methyl]-2,3-dihydro-1-benzofuran —— C15H15ClOS
    (2R)-2-[(S)-chloro-(5-ethylthiophen-2-yl)methyl]-2,3-dihydro-1-benzofuran
    —— (2R)-2-[(R)-chloro-(5-ethylthiophen-2-yl)methyl]-2,3-dihydro-1-benzofuran —— C15H15ClOS
    (2R)-2-[(R)-chloro-(5-ethylthiophen-2-yl)methyl]-2,3-dihydro-1-benzofuran
    —— (2S)-5-[(S)-bromo-(3-chlorophenyl)methyl]-2-methyl-2,3-dihydro-1-benzofuran —— C16H14BrClO
    (2S)-5-[(S)-bromo-(3-chlorophenyl)methyl]-2-methyl-2,3-dihydro-1-benzofuran
    —— (2S)-5-[(S)-bromo(cyclohexyl)methyl]-2-methyl-2,3-dihydro-1-benzofuran —— C16H21BrO
    (2S)-5-[(S)-bromo(cyclohexyl)methyl]-2-methyl-2,3-dihydro-1-benzofuran
    —— (2S)-5-[(R)-bromo(cyclohexyl)methyl]-2-methyl-2,3-dihydro-1-benzofuran —— C16H21BrO
    (2S)-5-[(R)-bromo(cyclohexyl)methyl]-2-methyl-2,3-dihydro-1-benzofuran
    —— (2R)-5-[(R)-bromo-(3-chlorophenyl)methyl]-2-methyl-2,3-dihydro-1-benzofuran —— C16H14BrClO
    (2R)-5-[(R)-bromo-(3-chlorophenyl)methyl]-2-methyl-2,3-dihydro-1-benzofuran
    —— (2R)-5-[(S)-bromo-(3-chlorophenyl)methyl]-2-methyl-2,3-dihydro-1-benzofuran —— C16H14BrClO
    (2R)-5-[(S)-bromo-(3-chlorophenyl)methyl]-2-methyl-2,3-dihydro-1-benzofuran
    —— (2R)-5-[(R)-bromo(cyclohexyl)methyl]-2-methyl-2,3-dihydro-1-benzofuran —— C16H21BrO
    (2R)-5-[(R)-bromo(cyclohexyl)methyl]-2-methyl-2,3-dihydro-1-benzofuran