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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,3S)-7-chloro-N,2,4-trimethyl-2,3-dihydro-1-benzofuran-3-amine —— C11H14ClNO
    (2R,3S)-7-chloro-N,2,4-trimethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2R,3R)-N-ethyl-5,7-difluoro-2-methyl-2,3-dihydro-1-benzofuran-3-amine —— C11H13F2NO
    (2R,3R)-N-ethyl-5,7-difluoro-2-methyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2S,3R)-7-bromo-N,2-dimethyl-2,3-dihydro-1-benzofuran-3-amine —— C10H12BrNO
    (2S,3R)-7-bromo-N,2-dimethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2R,3S)-N,2,5,7-tetramethyl-2,3-dihydro-1-benzofuran-3-amine —— C12H17NO
    (2R,3S)-N,2,5,7-tetramethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2S,3S)-7-bromo-N,2-dimethyl-2,3-dihydro-1-benzofuran-3-amine —— C10H12BrNO
    (2S,3S)-7-bromo-N,2-dimethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2S,3S)-5-ethyl-N,2-dimethyl-2,3-dihydro-1-benzofuran-3-amine —— C12H17NO
    (2S,3S)-5-ethyl-N,2-dimethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2S,3S)-N,2,5,7-tetramethyl-2,3-dihydro-1-benzofuran-3-amine —— C12H17NO
    (2S,3S)-N,2,5,7-tetramethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2S,3R)-7-chloro-N,2-dimethyl-2,3-dihydro-1-benzofuran-3-amine —— C10H12ClNO
    (2S,3R)-7-chloro-N,2-dimethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2S,3S)-5-methoxy-N,2-dimethyl-2,3-dihydro-1-benzofuran-3-amine —— C11H15NO2
    (2S,3S)-5-methoxy-N,2-dimethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2S,3S)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-3-amine —— C9H10ClNO
    (2S,3S)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2R,3R)-2,5,7-trimethyl-2,3-dihydro-1-benzofuran-3-amine —— C11H15NO
    (2R,3R)-2,5,7-trimethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2S,3S)-5-chloro-N,2-dimethyl-2,3-dihydro-1-benzofuran-3-amine —— C10H12ClNO
    (2S,3S)-5-chloro-N,2-dimethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2S,3S)-7-ethyl-2-methyl-2,3-dihydro-1-benzofuran-3-amine —— C11H15NO
    (2S,3S)-7-ethyl-2-methyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2R,3R)-2,4,6-trimethyl-2,3-dihydro-1-benzofuran-3-amine —— C11H15NO
    (2R,3R)-2,4,6-trimethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2R,3S)-7-bromo-2,5-dimethyl-2,3-dihydro-1-benzofuran-3-amine —— C10H12BrNO
    (2R,3S)-7-bromo-2,5-dimethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2S,3R)-2,6,7-trimethyl-2,3-dihydro-1-benzofuran-3-amine —— C11H15NO
    (2S,3R)-2,6,7-trimethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2R,3R)-N-ethyl-7-methoxy-2-methyl-2,3-dihydro-1-benzofuran-3-amine —— C12H17NO2
    (2R,3R)-N-ethyl-7-methoxy-2-methyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2R,3S)-5-ethoxy-N,2-dimethyl-2,3-dihydro-1-benzofuran-3-amine —— C12H17NO2
    (2R,3S)-5-ethoxy-N,2-dimethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2S,3S)-7-methoxy-2,5-dimethyl-2,3-dihydro-1-benzofuran-3-amine —— C11H15NO2
    (2S,3S)-7-methoxy-2,5-dimethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2S,3S)-N-ethyl-2,5,7-trimethyl-2,3-dihydro-1-benzofuran-3-amine —— C13H19NO
    (2S,3S)-N-ethyl-2,5,7-trimethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2R,3R)-5-bromo-2-methyl-2,3-dihydro-1-benzofuran-3-amine —— C9H10BrNO
    (2R,3R)-5-bromo-2-methyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2S,3R)-2-methyl-2,3-dihydro-1-benzofuran-3-amine —— C9H11NO
    (2S,3R)-2-methyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2R,3R)-5-chloro-N,2,7-trimethyl-2,3-dihydro-1-benzofuran-3-amine —— C11H14ClNO
    (2R,3R)-5-chloro-N,2,7-trimethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2S,3R)-5-chloro-2-methyl-2,3-dihydro-1-benzofuran-3-amine —— C9H10ClNO
    (2S,3R)-5-chloro-2-methyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2R,3S)-7-chloro-5-fluoro-N,2-dimethyl-2,3-dihydro-1-benzofuran-3-amine —— C10H11ClFNO
    (2R,3S)-7-chloro-5-fluoro-N,2-dimethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2S,3R)-N,2,6,7-tetramethyl-2,3-dihydro-1-benzofuran-3-amine —— C12H17NO
    (2S,3R)-N,2,6,7-tetramethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2S,3R)-5,7-difluoro-2-methyl-N-propyl-2,3-dihydro-1-benzofuran-3-amine —— C12H15F2NO
    (2S,3R)-5,7-difluoro-2-methyl-N-propyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2R,3S)-2,4,6-trimethyl-2,3-dihydro-1-benzofuran-3-amine —— C11H15NO
    (2R,3S)-2,4,6-trimethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2R,3R)-7-chloro-N,2-dimethyl-2,3-dihydro-1-benzofuran-3-amine —— C10H12ClNO
    (2R,3R)-7-chloro-N,2-dimethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2R,3S)-7-chloro-N-ethyl-2-methyl-2,3-dihydro-1-benzofuran-3-amine —— C11H14ClNO
    (2R,3S)-7-chloro-N-ethyl-2-methyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2S,3S)-7-chloro-N,2-dimethyl-2,3-dihydro-1-benzofuran-3-amine —— C10H12ClNO
    (2S,3S)-7-chloro-N,2-dimethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2R,3R)-5-fluoro-2-methyl-N-propyl-2,3-dihydro-1-benzofuran-3-amine —— C12H16FNO
    (2R,3R)-5-fluoro-2-methyl-N-propyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2R,3R)-5-fluoro-N,2-dimethyl-2,3-dihydro-1-benzofuran-3-amine —— C10H12FNO
    (2R,3R)-5-fluoro-N,2-dimethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2R,3S)-N-ethyl-7-methoxy-2,5-dimethyl-2,3-dihydro-1-benzofuran-3-amine —— C13H19NO2
    (2R,3S)-N-ethyl-7-methoxy-2,5-dimethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2R,3S)-N,2,5,6-tetramethyl-2,3-dihydro-1-benzofuran-3-amine —— C12H17NO
    (2R,3S)-N,2,5,6-tetramethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2R,3R)-2-methyl-N-propyl-2,3-dihydro-1-benzofuran-3-amine —— C12H17NO
    (2R,3R)-2-methyl-N-propyl-2,3-dihydro-1-benzofuran-3-amine
    —— 1-[(2,4-difluorophenyl)methyl]-3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-methylurea —— C21H24F2N2O3
    1-[(2,4-difluorophenyl)methyl]-3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-methylurea
    —— 4-[(2R)-1-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)pyrrolidin-2-yl]pyridine —— C17H18N2O3S
    4-[(2R)-1-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)pyrrolidin-2-yl]pyridine
    —— (2R)-2-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methylamino]propanenitrile —— C12H14N2O
    (2R)-2-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methylamino]propanenitrile
    —— (2R)-2-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methylamino]propanenitrile —— C12H14N2O
    (2R)-2-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methylamino]propanenitrile
    —— 1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(2-imidazol-1-ylethyl)urea —— C18H24N4O3
    1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(2-imidazol-1-ylethyl)urea
    —— 1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(2-imidazol-1-ylethyl)urea —— C18H24N4O3
    1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(2-imidazol-1-ylethyl)urea
    —— N-[(2-fluorophenyl)methyl]-3-imidazol-1-yl-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]propan-1-amine —— C23H26FN3O
    N-[(2-fluorophenyl)methyl]-3-imidazol-1-yl-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]propan-1-amine
    —— (1S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-yl)ethanamine —— C18H24N4O
    (1S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-yl)ethanamine
    —— (1R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-yl)ethanamine —— C18H24N4O
    (1R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-yl)ethanamine
    —— (2S)-5-chloro-N-[(4-cyanophenyl)methyl]-N-(2,2,2-trifluoroethyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H14ClF3N2O2
    (2S)-5-chloro-N-[(4-cyanophenyl)methyl]-N-(2,2,2-trifluoroethyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(1,3-thiazol-2-yl)urea —— C13H13N3O2S
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(1,3-thiazol-2-yl)urea
    —— (E)-3-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-2-pyridin-2-ylprop-2-enenitrile —— C19H18N2O2
    (E)-3-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-2-pyridin-2-ylprop-2-enenitrile
    —— ethyl 2-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-2-oxoacetate —— C13H14O4
    ethyl 2-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-2-oxoacetate
    —— (3S)-3-[[(1R,2S)-2-methylcyclohexyl]methylamino]-2,3-dihydro-1-benzofuran-6-ol —— C16H23NO2
    (3S)-3-[[(1R,2S)-2-methylcyclohexyl]methylamino]-2,3-dihydro-1-benzofuran-6-ol