摩熵化学
数据库官网
小程序
打开微信扫一扫
首页 分子通 化学资讯 化学百科 反应查询 关于我们
请输入关键词
历史搜索
    热门化合物HOT
    • 喹啉
    • 水杨醛
    • 二溴甲烷
    • 谷胱甘肽
    • L-乳酸
    • 苯巴比妥
    • 辣椒碱
    • 非那明
    • 百草枯
    • 联苯烯
    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
    —— (4E)-1-[3-(dimethylamino)propyl]-4-[hydroxy-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-5-thiophen-2-ylpyrrolidine-2,3-dione —— C23H26N2O4S
    (4E)-1-[3-(dimethylamino)propyl]-4-[hydroxy-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-5-thiophen-2-ylpyrrolidine-2,3-dione
    —— (4E)-1-[3-(dimethylamino)propyl]-5-(furan-2-yl)-4-[hydroxy-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]pyrrolidine-2,3-dione —— C23H26N2O5
    (4E)-1-[3-(dimethylamino)propyl]-5-(furan-2-yl)-4-[hydroxy-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]pyrrolidine-2,3-dione
    —— (4E)-4-[hydroxy-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-1-pyridin-2-yl-5-pyridin-4-ylpyrrolidine-2,3-dione —— C24H19N3O4
    (4E)-4-[hydroxy-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-1-pyridin-2-yl-5-pyridin-4-ylpyrrolidine-2,3-dione
    —— ethyl (3R)-2-oxo-3-phenyl-1-benzofuran-3-carboxylate —— C17H14O4
    ethyl (3R)-2-oxo-3-phenyl-1-benzofuran-3-carboxylate
    —— (2S,3S)-5-bromo-2-propan-2-yl-2,3-dihydro-1-benzofuran-3-ol —— C11H13BrO2
    (2S,3S)-5-bromo-2-propan-2-yl-2,3-dihydro-1-benzofuran-3-ol
    —— (2S,3R)-5-bromo-2-propan-2-yl-2,3-dihydro-1-benzofuran-3-ol —— C11H13BrO2
    (2S,3R)-5-bromo-2-propan-2-yl-2,3-dihydro-1-benzofuran-3-ol
    —— (3S)-3-[2-(diethylamino)ethyl]-5-methyl-3-phenyl-1-benzofuran-2-one —— C21H25NO2
    (3S)-3-[2-(diethylamino)ethyl]-5-methyl-3-phenyl-1-benzofuran-2-one
    —— (3R)-3-[3-(dibutylamino)propyl]-3-phenyl-1-benzofuran-2-one —— C25H33NO2
    (3R)-3-[3-(dibutylamino)propyl]-3-phenyl-1-benzofuran-2-one
    —— (3S)-3-[3-(dibutylamino)propyl]-3-phenyl-1-benzofuran-2-one —— C25H33NO2
    (3S)-3-[3-(dibutylamino)propyl]-3-phenyl-1-benzofuran-2-one
    —— (3aR,8bR)-6,8-dimethoxy-3a,8b-dihydro-1H-furo[2,3-b][1]benzofuran-2-one —— C12H12O5
    (3aR,8bR)-6,8-dimethoxy-3a,8b-dihydro-1H-furo[2,3-b][1]benzofuran-2-one
    —— (3aS,8bS)-8-phenylmethoxy-3a,8b-dihydro-1H-furo[2,3-b][1]benzofuran-2-one —— C17H14O4
    (3aS,8bS)-8-phenylmethoxy-3a,8b-dihydro-1H-furo[2,3-b][1]benzofuran-2-one
    —— (1S)-7-methoxy-3-oxatricyclo[6.4.1.04,13]trideca-4(13),5,7-trien-9-one —— C13H14O3
    (1S)-7-methoxy-3-oxatricyclo[6.4.1.04,13]trideca-4(13),5,7-trien-9-one
    —— ethyl (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(4,6-dimethoxypyrimidin-2-yl)oxyacetate —— C18H20N2O6
    ethyl (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(4,6-dimethoxypyrimidin-2-yl)oxyacetate
    —— N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-[(2S)-oxolan-2-yl]methanamine —— C14H19NO2
    N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-[(2S)-oxolan-2-yl]methanamine
    —— N-[1-(5,6,7,8-tetrahydrocinnolin-3-yl)piperidin-4-yl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C21H26N4O3S
    N-[1-(5,6,7,8-tetrahydrocinnolin-3-yl)piperidin-4-yl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— N-[1-(4-methyl-6-oxo-1H-pyrimidin-2-yl)piperidin-4-yl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C18H22N4O4S
    N-[1-(4-methyl-6-oxo-1H-pyrimidin-2-yl)piperidin-4-yl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— N-[1-(5-thiophen-2-yl-1H-pyrazol-3-yl)piperidin-4-yl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C20H22N4O3S2
    N-[1-(5-thiophen-2-yl-1H-pyrazol-3-yl)piperidin-4-yl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— 2-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-1-(3-((5-methylpyridin-2-yl)oxy)pyrrolidin-1-yl)ethanone —— C22H26N2O4
    2-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-1-(3-((5-methylpyridin-2-yl)oxy)pyrrolidin-1-yl)ethanone
    —— N-(1-(2,3-dihydrobenzofuran-5-yl)propan-2-yl)-1-(4-fluorophenyl)methanesulfonamide —— C18H20FNO3S
    N-(1-(2,3-dihydrobenzofuran-5-yl)propan-2-yl)-1-(4-fluorophenyl)methanesulfonamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(2-(pyrimidin-5-yl)ethyl)acetamide —— C18H21N3O3
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(2-(pyrimidin-5-yl)ethyl)acetamide
    —— Carbamic acid, N-(3-methylphenyl)-, 1-(2,3-dihydro-5-benzofuryl)ethylidenamino ester —— C18H18N2O3
    Carbamic acid, N-(3-methylphenyl)-, 1-(2,3-dihydro-5-benzofuryl)ethylidenamino ester
    —— (4E)-4-[hydroxy-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-1-(2-morpholin-4-ylethyl)-5-pyridin-4-ylpyrrolidine-2,3-dione —— C25H27N3O5
    (4E)-4-[hydroxy-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-1-(2-morpholin-4-ylethyl)-5-pyridin-4-ylpyrrolidine-2,3-dione
    —— (3S,4S)-1-(2,3-dihydro-1-benzofuran-5-ylmethyl)-4-[3-(methoxymethyl)-1,2,4-oxadiazol-5-yl]-N-methyltetrahydro-1H-pyrrole-3-carboxamide —— C19H24N4O4
    (3S,4S)-1-(2,3-dihydro-1-benzofuran-5-ylmethyl)-4-[3-(methoxymethyl)-1,2,4-oxadiazol-5-yl]-N-methyltetrahydro-1H-pyrrole-3-carboxamide
    —— 1-{2-[(2,3-dihydro-1-benzofuran-2-ylmethyl)(methyl)amino]ethyl}-1,3-dihydro-2H-imidazol-2-one —— C15H19N3O2
    1-{2-[(2,3-dihydro-1-benzofuran-2-ylmethyl)(methyl)amino]ethyl}-1,3-dihydro-2H-imidazol-2-one
    —— 3-[5-(2,3-dihydro-1-benzofuran-5-ylmethyl)-3-hydroxy-1H-pyrazol-4-yl]-3-(2,3,4-trimethoxyphenyl)propanamide —— C24H27N3O6
    3-[5-(2,3-dihydro-1-benzofuran-5-ylmethyl)-3-hydroxy-1H-pyrazol-4-yl]-3-(2,3,4-trimethoxyphenyl)propanamide
    —— 3-[5-(2,3-dihydro-1-benzofuran-5-ylmethyl)-3-hydroxy-1H-pyrazol-4-yl]-3-(1-methyl-1H-pyrazol-4-yl)propanamide —— C19H21N5O3
    3-[5-(2,3-dihydro-1-benzofuran-5-ylmethyl)-3-hydroxy-1H-pyrazol-4-yl]-3-(1-methyl-1H-pyrazol-4-yl)propanamide
    —— N-(2-(5-acetylthiophen-2-yl)ethyl)-2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)acetamide —— C20H23NO4S
    N-(2-(5-acetylthiophen-2-yl)ethyl)-2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)acetamide
    —— N-((4-methoxytetrahydro-2H-thiopyran-4-yl)methyl)-2,3-dihydrobenzofuran-5-sulfonamide —— C15H21NO4S2
    N-((4-methoxytetrahydro-2H-thiopyran-4-yl)methyl)-2,3-dihydrobenzofuran-5-sulfonamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(2-(furan-2-yl)-2-hydroxy-2-(thiophen-2-yl)ethyl)acetamide —— C22H23NO5S
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(2-(furan-2-yl)-2-hydroxy-2-(thiophen-2-yl)ethyl)acetamide
    —— N-(2-(furan-2-yl)-2-hydroxy-2-(thiophen-2-yl)ethyl)-2,3-dihydrobenzofuran-5-sulfonamide —— C18H17NO5S2
    N-(2-(furan-2-yl)-2-hydroxy-2-(thiophen-2-yl)ethyl)-2,3-dihydrobenzofuran-5-sulfonamide
    —— 4-((1-((2,3-Dihydrobenzofuran-5-yl)sulfonyl)pyrrolidin-3-yl)oxy)-6-ethyl-5-fluoropyrimidine —— C18H20FN3O4S
    4-((1-((2,3-Dihydrobenzofuran-5-yl)sulfonyl)pyrrolidin-3-yl)oxy)-6-ethyl-5-fluoropyrimidine
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-((1-(5-fluoropyrimidin-2-yl)piperidin-4-yl)methyl)acetamide —— C22H27FN4O3
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-((1-(5-fluoropyrimidin-2-yl)piperidin-4-yl)methyl)acetamide
    —— N-(1-(2,3-dihydrobenzofuran-5-yl)propan-2-yl)cyclopropanecarboxamide —— C15H19NO2
    N-(1-(2,3-dihydrobenzofuran-5-yl)propan-2-yl)cyclopropanecarboxamide
    —— 1-(1-(2,3-Dihydrobenzofuran-5-yl)propan-2-yl)-3-(2-methoxyethyl)urea —— C15H22N2O3
    1-(1-(2,3-Dihydrobenzofuran-5-yl)propan-2-yl)-3-(2-methoxyethyl)urea
    —— N-(1-(2,3-dihydrobenzofuran-5-yl)propan-2-yl)-1-isopropyl-1H-imidazole-4-sulfonamide —— C17H23N3O3S
    N-(1-(2,3-dihydrobenzofuran-5-yl)propan-2-yl)-1-isopropyl-1H-imidazole-4-sulfonamide
    —— N-(1-(2,3-dihydrobenzofuran-5-yl)propan-2-yl)furan-3-carboxamide —— C16H17NO3
    N-(1-(2,3-dihydrobenzofuran-5-yl)propan-2-yl)furan-3-carboxamide
    —— N-(1-(2,3-dihydrobenzofuran-5-yl)propan-2-yl)-1-methyl-1H-pyrazole-4-sulfonamide —— C15H19N3O3S
    N-(1-(2,3-dihydrobenzofuran-5-yl)propan-2-yl)-1-methyl-1H-pyrazole-4-sulfonamide
    —— 1-(1-(2,3-Dihydrobenzofuran-5-yl)propan-2-yl)-3-(thiophen-2-yl)urea —— C16H18N2O2S
    1-(1-(2,3-Dihydrobenzofuran-5-yl)propan-2-yl)-3-(thiophen-2-yl)urea
    —— N-((1-(5-fluoropyrimidin-2-yl)piperidin-4-yl)methyl)-2,3-dihydrobenzofuran-5-sulfonamide —— C18H21FN4O3S
    N-((1-(5-fluoropyrimidin-2-yl)piperidin-4-yl)methyl)-2,3-dihydrobenzofuran-5-sulfonamide
    —— N-(1-(2,3-dihydrobenzofuran-5-yl)propan-2-yl)-5-phenylisoxazole-3-carboxamide —— C21H20N2O3
    N-(1-(2,3-dihydrobenzofuran-5-yl)propan-2-yl)-5-phenylisoxazole-3-carboxamide
    —— N-(1-(2,3-dihydrobenzofuran-5-yl)propan-2-yl)-3-(4-methoxyphenyl)propanamide —— C21H25NO3
    N-(1-(2,3-dihydrobenzofuran-5-yl)propan-2-yl)-3-(4-methoxyphenyl)propanamide
    —— N-(1-(2,3-dihydrobenzofuran-5-yl)propan-2-yl)furan-2-carboxamide —— C16H17NO3
    N-(1-(2,3-dihydrobenzofuran-5-yl)propan-2-yl)furan-2-carboxamide
    —— 1-(1-(2,3-Dihydrobenzofuran-5-yl)propan-2-yl)-3-(thiophen-2-ylmethyl)urea —— C17H20N2O2S
    1-(1-(2,3-Dihydrobenzofuran-5-yl)propan-2-yl)-3-(thiophen-2-ylmethyl)urea
    —— 2-cyclopropyl-N-(1-(2,3-dihydrobenzofuran-5-yl)propan-2-yl)acetamide —— C16H21NO2
    2-cyclopropyl-N-(1-(2,3-dihydrobenzofuran-5-yl)propan-2-yl)acetamide
    —— N-(1-(2,3-dihydrobenzofuran-5-yl)propan-2-yl)thiophene-2-sulfonamide —— C15H17NO3S2
    N-(1-(2,3-dihydrobenzofuran-5-yl)propan-2-yl)thiophene-2-sulfonamide
    —— 1-(1-(2,3-Dihydrobenzofuran-5-yl)propan-2-yl)-3-(4-methoxybenzyl)urea —— C20H24N2O3
    1-(1-(2,3-Dihydrobenzofuran-5-yl)propan-2-yl)-3-(4-methoxybenzyl)urea
    —— N-(1-(2,3-dihydrobenzofuran-5-yl)propan-2-yl)-2-isopropyl-1-methyl-1H-imidazole-4-sulfonamide —— C18H25N3O3S
    N-(1-(2,3-dihydrobenzofuran-5-yl)propan-2-yl)-2-isopropyl-1-methyl-1H-imidazole-4-sulfonamide
    —— N-(1-(2,3-dihydrobenzofuran-5-yl)propan-2-yl)-1-phenylmethanesulfonamide —— C18H21NO3S
    N-(1-(2,3-dihydrobenzofuran-5-yl)propan-2-yl)-1-phenylmethanesulfonamide
    —— 2-((1-(2,3-Dihydrobenzofuran-5-yl)propan-2-yl)amino)-2-oxoethyl acetate —— C15H19NO4
    2-((1-(2,3-Dihydrobenzofuran-5-yl)propan-2-yl)amino)-2-oxoethyl acetate
    —— N-(1-(2,3-dihydrobenzofuran-5-yl)propan-2-yl)-1,3,5-trimethyl-1H-pyrazole-4-carboxamide —— C18H23N3O2
    N-(1-(2,3-dihydrobenzofuran-5-yl)propan-2-yl)-1,3,5-trimethyl-1H-pyrazole-4-carboxamide