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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-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methylamino]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C14H12N4O2S
    2-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methylamino]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
    —— 2-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methylamino]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C14H12N4O2S
    2-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methylamino]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
    —— 1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-N-[(5-phenyl-1,3,4-oxadiazol-2-yl)methyl]methanamine —— C18H17N3O2
    1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-N-[(5-phenyl-1,3,4-oxadiazol-2-yl)methyl]methanamine
    —— 1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-[(5-phenyl-1,3,4-oxadiazol-2-yl)methyl]methanamine —— C18H17N3O2
    1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-[(5-phenyl-1,3,4-oxadiazol-2-yl)methyl]methanamine
    —— N-[(4,5-dimethyl-1,2,4-triazol-3-yl)methyl]-N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]cyclopropanamine —— C19H26N4O2
    N-[(4,5-dimethyl-1,2,4-triazol-3-yl)methyl]-N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]cyclopropanamine
    —— N-[(4,5-dimethyl-1,2,4-triazol-3-yl)methyl]-N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]cyclopropanamine —— C19H26N4O2
    N-[(4,5-dimethyl-1,2,4-triazol-3-yl)methyl]-N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]cyclopropanamine
    —— 1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-[[3-(furan-2-yl)-1,2,4-oxadiazol-5-yl]methyl]methanamine —— C16H15N3O3
    1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-[[3-(furan-2-yl)-1,2,4-oxadiazol-5-yl]methyl]methanamine
    —— 6-[[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methylamino]methyl]-1,3-dimethylpyrimidine-2,4-dione —— C16H19N3O3
    6-[[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methylamino]methyl]-1,3-dimethylpyrimidine-2,4-dione
    —— 6-[[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methylamino]methyl]-1,3-dimethylpyrimidine-2,4-dione —— C16H19N3O3
    6-[[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methylamino]methyl]-1,3-dimethylpyrimidine-2,4-dione
    —— 1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-N-[[3-(furan-2-yl)-1,2,4-oxadiazol-5-yl]methyl]methanamine —— C16H15N3O3
    1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-N-[[3-(furan-2-yl)-1,2,4-oxadiazol-5-yl]methyl]methanamine
    —— 3-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-[(1R)-1-(furan-2-yl)ethyl]-1-methylurea —— C17H20N2O3
    3-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-[(1R)-1-(furan-2-yl)ethyl]-1-methylurea
    —— 3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-[(1R)-1-(furan-2-yl)ethyl]-1-methylurea —— C17H20N2O3
    3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-[(1R)-1-(furan-2-yl)ethyl]-1-methylurea
    —— 3-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-[(1S)-1-(furan-2-yl)ethyl]-1-methylurea —— C17H20N2O3
    3-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-[(1S)-1-(furan-2-yl)ethyl]-1-methylurea
    —— 3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-[(1S)-1-(furan-2-yl)ethyl]-1-methylurea —— C17H20N2O3
    3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-[(1S)-1-(furan-2-yl)ethyl]-1-methylurea
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(2S)-2-(4-fluorophenyl)-2-morpholin-4-ylethyl]acetamide —— C24H29FN2O4
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(2S)-2-(4-fluorophenyl)-2-morpholin-4-ylethyl]acetamide
    —— N-[[(2S)-4-benzylmorpholin-2-yl]methyl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide —— C24H30N2O4
    N-[[(2S)-4-benzylmorpholin-2-yl]methyl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide
    —— 1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[2-(3-propan-2-yl-1,2,4-oxadiazol-5-yl)ethyl]urea —— C17H22N4O3
    1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[2-(3-propan-2-yl-1,2,4-oxadiazol-5-yl)ethyl]urea
    —— N-[[(3R)-1-propan-2-ylpiperidin-3-yl]methyl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C18H26N2O2
    N-[[(3R)-1-propan-2-ylpiperidin-3-yl]methyl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-[(2R)-2-(dimethylamino)-2-(4-methoxyphenyl)ethyl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide —— C23H30N2O4
    N-[(2R)-2-(dimethylamino)-2-(4-methoxyphenyl)ethyl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide
    —— N-[(2S)-2-(dimethylamino)-2-(4-methoxyphenyl)ethyl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide —— C23H30N2O4
    N-[(2S)-2-(dimethylamino)-2-(4-methoxyphenyl)ethyl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide
    —— N-[(2S)-2-(diethylamino)-2-(furan-2-yl)ethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C18H24N2O4S
    N-[(2S)-2-(diethylamino)-2-(furan-2-yl)ethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— N-[2-[ethyl(methyl)amino]ethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C13H20N2O3S
    N-[2-[ethyl(methyl)amino]ethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— 1-[(3-cyanophenyl)methyl]-3-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-prop-2-enylurea —— C21H21N3O2
    1-[(3-cyanophenyl)methyl]-3-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-prop-2-enylurea
    —— (2R)-2-methyl-5-[(E)-2-nitroethenyl]-2,3-dihydro-1-benzofuran —— C11H11NO3
    (2R)-2-methyl-5-[(E)-2-nitroethenyl]-2,3-dihydro-1-benzofuran
    —— (2R)-2-methyl-7-[(E)-2-nitroethenyl]-2,3-dihydro-1-benzofuran —— C11H11NO3
    (2R)-2-methyl-7-[(E)-2-nitroethenyl]-2,3-dihydro-1-benzofuran
    —— (2S)-2-methyl-7-[(E)-2-nitroethenyl]-2,3-dihydro-1-benzofuran —— C11H11NO3
    (2S)-2-methyl-7-[(E)-2-nitroethenyl]-2,3-dihydro-1-benzofuran
    —— N-[(2R)-butan-2-yl]-3-(2,3-dihydro-1-benzofuran-5-yl)propanamide —— C15H21NO2
    N-[(2R)-butan-2-yl]-3-(2,3-dihydro-1-benzofuran-5-yl)propanamide
    —— N-[(2S)-butan-2-yl]-3-(2,3-dihydro-1-benzofuran-5-yl)propanamide —— C15H21NO2
    N-[(2S)-butan-2-yl]-3-(2,3-dihydro-1-benzofuran-5-yl)propanamide
    —— (2Z,3R)-2-[(3-bromo-5-chloro-2-methoxyphenyl)methylidene]-3H-1-benzofuran-3-ol —— C16H12BrClO3
    (2Z,3R)-2-[(3-bromo-5-chloro-2-methoxyphenyl)methylidene]-3H-1-benzofuran-3-ol
    —— (2Z,3R)-2-[(5-chloro-2-phenylmethoxyphenyl)methylidene]-3H-1-benzofuran-3-ol —— C22H17ClO3
    (2Z,3R)-2-[(5-chloro-2-phenylmethoxyphenyl)methylidene]-3H-1-benzofuran-3-ol
    —— (2Z,3S)-2-[(5-chloro-2-phenylmethoxyphenyl)methylidene]-3H-1-benzofuran-3-ol —— C22H17ClO3
    (2Z,3S)-2-[(5-chloro-2-phenylmethoxyphenyl)methylidene]-3H-1-benzofuran-3-ol
    —— N-[(1S)-1-[3-(2-oxo-1,3-oxazolidin-3-yl)phenyl]ethyl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C20H20N2O4
    N-[(1S)-1-[3-(2-oxo-1,3-oxazolidin-3-yl)phenyl]ethyl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— [(3R)-4,4-dimethyl-2-oxooxolan-3-yl] 2,3-dihydro-1-benzofuran-5-carboxylate —— C15H16O5
    [(3R)-4,4-dimethyl-2-oxooxolan-3-yl] 2,3-dihydro-1-benzofuran-5-carboxylate
    —— methyl (3R)-5-sulfamoyl-2,3-dihydro-1-benzofuran-3-carboxylate —— C10H11NO5S
    methyl (3R)-5-sulfamoyl-2,3-dihydro-1-benzofuran-3-carboxylate
    —— methyl (3S)-5-sulfamoyl-2,3-dihydro-1-benzofuran-3-carboxylate —— C10H11NO5S
    methyl (3S)-5-sulfamoyl-2,3-dihydro-1-benzofuran-3-carboxylate
    —— (2R)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C9H10ClNO3S
    (2R)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C9H10ClNO3S
    (2S)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-5-methoxy-2-methyl-6-[(E)-2-nitroethenyl]-2,3-dihydro-1-benzofuran —— C12H13NO4
    (2R)-5-methoxy-2-methyl-6-[(E)-2-nitroethenyl]-2,3-dihydro-1-benzofuran
    —— 3-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-[(4-fluorophenyl)methyl]-1-prop-2-ynylurea —— C20H19FN2O2
    3-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-[(4-fluorophenyl)methyl]-1-prop-2-ynylurea
    —— (2S)-2-(cyclopropylmethoxy)-N-[4-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazol-2-yl]propanamide —— C18H20N2O3S
    (2S)-2-(cyclopropylmethoxy)-N-[4-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazol-2-yl]propanamide
    —— N-methyl-N-[(1S)-1-pyridin-3-ylethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C16H18N2O3S
    N-methyl-N-[(1S)-1-pyridin-3-ylethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— N-methyl-N-[(1R)-1-pyridin-3-ylethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C16H18N2O3S
    N-methyl-N-[(1R)-1-pyridin-3-ylethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-N-methoxy-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C11H13NO3
    (2R)-N-methoxy-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-methoxy-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C11H13NO3
    (2S)-N-methoxy-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 2-(5-tert-butyltetrazol-1-yl)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]acetamide —— C16H21N5O2
    2-(5-tert-butyltetrazol-1-yl)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]acetamide
    —— 2-(5-tert-butyltetrazol-1-yl)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]acetamide —— C16H21N5O2
    2-(5-tert-butyltetrazol-1-yl)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]acetamide
    —— [(2S)-5-chloro-7-(1,3-thiazol-2-yl)-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C12H11ClN2OS
    [(2S)-5-chloro-7-(1,3-thiazol-2-yl)-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— [(2R)-5-chloro-7-(1,3-thiazol-2-yl)-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C12H11ClN2OS
    [(2R)-5-chloro-7-(1,3-thiazol-2-yl)-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[4-[(3-methylpyridin-2-yl)methyl]piperazin-1-yl]methanone —— C20H23N3O2
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[4-[(3-methylpyridin-2-yl)methyl]piperazin-1-yl]methanone
    —— N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2,3-dihydro-1-benzofuran-7-carboxamide —— C15H19NO4S
    N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2,3-dihydro-1-benzofuran-7-carboxamide