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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-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]propanedinitrile —— C13H10N2O
    2-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]propanedinitrile
    —— 2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide —— C20H22N4O2S2
    2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide
    —— (2S)-N-[(4-fluorophenyl)methyl]-2-methyl-2,3-dihydro-1-benzofuran-5-carboxamide —— C17H16FNO2
    (2S)-N-[(4-fluorophenyl)methyl]-2-methyl-2,3-dihydro-1-benzofuran-5-carboxamide
    —— 2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide —— C20H22N4O2S2
    2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide
    —— (2R)-N-[(4-fluorophenyl)methyl]-2-methyl-2,3-dihydro-1-benzofuran-5-carboxamide —— C17H16FNO2
    (2R)-N-[(4-fluorophenyl)methyl]-2-methyl-2,3-dihydro-1-benzofuran-5-carboxamide
    —— 2-(2,5-dimethylphenoxy)-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide —— C20H23NO3
    2-(2,5-dimethylphenoxy)-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide
    —— 2-(2,5-dimethylphenoxy)-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide —— C20H23NO3
    2-(2,5-dimethylphenoxy)-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide
    —— (2R)-N,2-dimethyl-2,3-dihydro-1-benzofuran-5-carboxamide —— C11H13NO2
    (2R)-N,2-dimethyl-2,3-dihydro-1-benzofuran-5-carboxamide
    —— (2S)-N,2-dimethyl-2,3-dihydro-1-benzofuran-5-carboxamide —— C11H13NO2
    (2S)-N,2-dimethyl-2,3-dihydro-1-benzofuran-5-carboxamide
    —— 2-(2-methoxyphenoxy)-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide —— C19H21NO4
    2-(2-methoxyphenoxy)-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide
    —— 2-(2-methoxyphenoxy)-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide —— C19H21NO4
    2-(2-methoxyphenoxy)-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide
    —— [(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-piperidin-1-ylmethanethione —— C15H19NOS
    [(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-piperidin-1-ylmethanethione
    —— [(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-piperidin-1-ylmethanethione —— C15H19NOS
    [(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-piperidin-1-ylmethanethione
    —— N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-2-[(6-methyl-4-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C17H19N3O3S
    N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-2-[(6-methyl-4-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
    —— (2R)-2-methyl-2,3-dihydro-1-benzofuran-5-carboxamide —— C10H11NO2
    (2R)-2-methyl-2,3-dihydro-1-benzofuran-5-carboxamide
    —— (2S)-2-methyl-2,3-dihydro-1-benzofuran-5-carboxamide —— C10H11NO2
    (2S)-2-methyl-2,3-dihydro-1-benzofuran-5-carboxamide
    —— 2-[(6-amino-4-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide —— C16H18N4O3S
    2-[(6-amino-4-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide
    —— 2-[(6-amino-4-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide —— C16H18N4O3S
    2-[(6-amino-4-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide
    —— 2-(2-chlorophenoxy)-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide —— C18H18ClNO3
    2-(2-chlorophenoxy)-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide
    —— 2-(4-chlorophenoxy)-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide —— C18H18ClNO3
    2-(4-chlorophenoxy)-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide
    —— 2-(4-methoxyphenoxy)-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide —— C19H21NO4
    2-(4-methoxyphenoxy)-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide
    —— 2-(4-methoxyphenoxy)-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide —— C19H21NO4
    2-(4-methoxyphenoxy)-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide
    —— 2-(4-fluorophenoxy)-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide —— C18H18FNO3
    2-(4-fluorophenoxy)-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide
    —— 2-(4-fluorophenoxy)-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide —— C18H18FNO3
    2-(4-fluorophenoxy)-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide
    —— (2R)-2-methyl-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C20H21NO3
    (2R)-2-methyl-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— (2S)-2-methyl-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C20H21NO3
    (2S)-2-methyl-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— (2S)-2-methyl-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C20H21NO3
    (2S)-2-methyl-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— [(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-morpholin-4-ylmethanethione —— C14H17NO2S
    [(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-morpholin-4-ylmethanethione
    —— [(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-morpholin-4-ylmethanethione —— C14H17NO2S
    [(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-morpholin-4-ylmethanethione
    —— (2R)-2-methyl-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C20H21NO3
    (2R)-2-methyl-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]thiophene-2-carboxamide —— C15H15NO2S
    N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]thiophene-2-carboxamide
    —— (2R)-N-[(2-fluorophenyl)methyl]-2-methyl-2,3-dihydro-1-benzofuran-5-carboxamide —— C17H16FNO2
    (2R)-N-[(2-fluorophenyl)methyl]-2-methyl-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]furan-2-carboxamide —— C15H15NO3
    N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]furan-2-carboxamide
    —— N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]furan-2-carboxamide —— C15H15NO3
    N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]furan-2-carboxamide
    —— 2-(4-bromophenoxy)-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide —— C18H18BrNO3
    2-(4-bromophenoxy)-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide
    —— 2-(4-bromophenoxy)-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide —— C18H18BrNO3
    2-(4-bromophenoxy)-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide
    —— (2S)-N-[(2-chlorophenyl)methyl]-2-methyl-2,3-dihydro-1-benzofuran-5-carboxamide —— C17H16ClNO2
    (2S)-N-[(2-chlorophenyl)methyl]-2-methyl-2,3-dihydro-1-benzofuran-5-carboxamide
    —— 2-(4-cyclohexylphenoxy)-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide —— C24H29NO3
    2-(4-cyclohexylphenoxy)-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide
    —— 2-(4,6-Dimethyl-1-benzofuran-3-ylidene)acetic acid —— C12H12O3
    2-(4,6-Dimethyl-1-benzofuran-3-ylidene)acetic acid
    —— (2R)-7-methoxy-2,3-dihydro-1-benzofuran-2-carboxylic acid —— C10H10O4
    (2R)-7-methoxy-2,3-dihydro-1-benzofuran-2-carboxylic acid
    —— (2R)-3,3-dimethyl-2-piperidin-1-yl-2H-1-benzofuran-5-ol —— C15H21NO2
    (2R)-3,3-dimethyl-2-piperidin-1-yl-2H-1-benzofuran-5-ol
    —— (2S)-3,3-dimethyl-2-piperidin-1-yl-2H-1-benzofuran-5-ol —— C15H21NO2
    (2S)-3,3-dimethyl-2-piperidin-1-yl-2H-1-benzofuran-5-ol
    —— (3aR,8bS)-3a,8b-dihydro-3H-cyclopenta[b][1]benzofuran-5-carbaldehyde —— C12H10O2
    (3aR,8bS)-3a,8b-dihydro-3H-cyclopenta[b][1]benzofuran-5-carbaldehyde
    —— (3aS,8bR)-3a,8b-dihydro-3H-cyclopenta[b][1]benzofuran-5-carbaldehyde —— C12H10O2
    (3aS,8bR)-3a,8b-dihydro-3H-cyclopenta[b][1]benzofuran-5-carbaldehyde
    —— (5aS,9aR)-5a,6,7,8,9,9a-hexahydrodibenzofuran-2-ol —— C12H14O2
    (5aS,9aR)-5a,6,7,8,9,9a-hexahydrodibenzofuran-2-ol
    —— (5aS,9aS)-5a,6,7,8,9,9a-hexahydrodibenzofuran-2-ol —— C12H14O2
    (5aS,9aS)-5a,6,7,8,9,9a-hexahydrodibenzofuran-2-ol
    —— (5aR,9aS)-5a,6,7,8,9,9a-hexahydrodibenzofuran-2-ol —— C12H14O2
    (5aR,9aS)-5a,6,7,8,9,9a-hexahydrodibenzofuran-2-ol
    —— (5aR,9aR)-5a,6,7,8,9,9a-hexahydrodibenzofuran-2-ol —— C12H14O2
    (5aR,9aR)-5a,6,7,8,9,9a-hexahydrodibenzofuran-2-ol
    —— (4aR,9bR)-1,2,3,4,4a,9b-hexahydro-[1]benzofuro[3,2-c]pyridine —— C11H13NO
    (4aR,9bR)-1,2,3,4,4a,9b-hexahydro-[1]benzofuro[3,2-c]pyridine
    —— (4aS,9bS)-1,2,3,4,4a,9b-hexahydro-[1]benzofuro[3,2-c]pyridine —— C11H13NO
    (4aS,9bS)-1,2,3,4,4a,9b-hexahydro-[1]benzofuro[3,2-c]pyridine