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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
    —— (2S)-5-chloro-N-(6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-3-ylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H15ClN4O2
    (2S)-5-chloro-N-(6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-3-ylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-chloro-N-(6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-3-ylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H15ClN4O2
    (2R)-5-chloro-N-(6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-3-ylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1,3,5-trimethylpyrazole-4-carboxamide —— C19H25N3O3
    N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1,3,5-trimethylpyrazole-4-carboxamide
    —— N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1,3,5-trimethylpyrazole-4-carboxamide —— C19H25N3O3
    N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1,3,5-trimethylpyrazole-4-carboxamide
    —— N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1,5-dimethylpyrazole-4-carboxamide —— C18H23N3O3
    N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1,5-dimethylpyrazole-4-carboxamide
    —— N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1,5-dimethylpyrazole-4-carboxamide —— C18H23N3O3
    N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1,5-dimethylpyrazole-4-carboxamide
    —— (2S,3R)-N-[(2S)-1-methoxypropan-2-yl]-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide —— C15H21NO3
    (2S,3R)-N-[(2S)-1-methoxypropan-2-yl]-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide
    —— (2R,3S)-N-[(2S)-1-methoxypropan-2-yl]-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide —— C15H21NO3
    (2R,3S)-N-[(2S)-1-methoxypropan-2-yl]-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide
    —— (2S,3S)-N-[(2S)-1-methoxypropan-2-yl]-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide —— C15H21NO3
    (2S,3S)-N-[(2S)-1-methoxypropan-2-yl]-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide
    —— (2R)-4-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-2-methylmorpholine —— C13H17NO4S
    (2R)-4-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-2-methylmorpholine
    —— (2S)-4-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-2-methylmorpholine —— C13H17NO4S
    (2S)-4-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-2-methylmorpholine
    —— (2R,3R)-N-[(2S)-1-methoxypropan-2-yl]-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide —— C15H21NO3
    (2R,3R)-N-[(2S)-1-methoxypropan-2-yl]-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide
    —— (2S)-N-[[2-(imidazol-1-ylmethyl)phenyl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C20H19N3O2
    (2S)-N-[[2-(imidazol-1-ylmethyl)phenyl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-pyrazol-1-ylacetamide —— C17H21N3O3
    N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-pyrazol-1-ylacetamide
    —— N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-pyrazol-1-ylacetamide —— C17H21N3O3
    N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-pyrazol-1-ylacetamide
    —— [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-(4-methylsulfonylpiperazin-1-yl)methanone —— C14H17ClN2O4S
    [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-(4-methylsulfonylpiperazin-1-yl)methanone
    —— [(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-(4-methylsulfonylpiperazin-1-yl)methanone —— C14H17ClN2O4S
    [(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-(4-methylsulfonylpiperazin-1-yl)methanone
    —— N-[3-[[(2R)-oxolan-2-yl]methoxy]propyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C16H23NO5S
    N-[3-[[(2R)-oxolan-2-yl]methoxy]propyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-N-[(1-benzylpyrazol-4-yl)methyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C21H21N3O2
    (2S)-N-[(1-benzylpyrazol-4-yl)methyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[(1-benzylpyrazol-4-yl)methyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C21H21N3O2
    (2R)-N-[(1-benzylpyrazol-4-yl)methyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-chloro-N-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H16ClNO4S
    (2S)-5-chloro-N-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-chloro-N-[(3S)-3-methyl-1,1-dioxothiolan-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H16ClNO4S
    (2S)-5-chloro-N-[(3S)-3-methyl-1,1-dioxothiolan-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[(3-fluorophenyl)methyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H16FNO2
    (2R)-N-[(3-fluorophenyl)methyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[(3-fluorophenyl)methyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H16FNO2
    (2S)-N-[(3-fluorophenyl)methyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-chloro-N-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H16ClNO4S
    (2R)-5-chloro-N-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-[(1S)-1-pyridin-2-ylethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C15H16N2O3S
    N-[(1S)-1-pyridin-2-ylethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— N-[[(2S)-oxolan-2-yl]methyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C13H17NO4S
    N-[[(2S)-oxolan-2-yl]methyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (3S)-1-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-3-(trifluoromethyl)piperidine —— C14H16F3NO3S
    (3S)-1-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-3-(trifluoromethyl)piperidine
    —— (2R,6R)-4-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-2,6-dimethylmorpholine —— C14H19NO4S
    (2R,6R)-4-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-2,6-dimethylmorpholine
    —— (3R)-1-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-3-(trifluoromethyl)piperidine —— C14H16F3NO3S
    (3R)-1-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-3-(trifluoromethyl)piperidine
    —— (2S,6S)-4-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-2,6-dimethylmorpholine —— C14H19NO4S
    (2S,6S)-4-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-2,6-dimethylmorpholine
    —— N-[(1R)-1-pyridin-2-ylethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C15H16N2O3S
    N-[(1R)-1-pyridin-2-ylethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R,6S)-4-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-2,6-dimethylmorpholine —— C14H19NO4S
    (2R,6S)-4-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-2,6-dimethylmorpholine
    —— tert-butyl N-(2,3-dihydro-1-benzofuran-6-ylmethyl)-N-[(3R)-piperidin-3-yl]carbamate —— C19H28N2O3
    tert-butyl N-(2,3-dihydro-1-benzofuran-6-ylmethyl)-N-[(3R)-piperidin-3-yl]carbamate
    —— tert-butyl N-(2,3-dihydro-1-benzofuran-6-ylmethyl)-N-[(3S)-piperidin-3-yl]carbamate —— C19H28N2O3
    tert-butyl N-(2,3-dihydro-1-benzofuran-6-ylmethyl)-N-[(3S)-piperidin-3-yl]carbamate
    —— 3-(5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl)-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-yl)prop-2-enenitrile —— C21H24N4O2
    3-(5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl)-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-yl)prop-2-enenitrile
    —— (2R)-5-chloro-N-(1H-pyrazol-5-ylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C13H12ClN3O2
    (2R)-5-chloro-N-(1H-pyrazol-5-ylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-(2,2,6,6-tetramethylpiperidin-4-yl)acetamide —— C21H32N2O3
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-(2,2,6,6-tetramethylpiperidin-4-yl)acetamide
    —— 5-bromo-N'-[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]thiophene-2-carbohydrazide —— C17H17BrN2O4S
    5-bromo-N'-[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]thiophene-2-carbohydrazide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-methylacetamide —— C13H17NO3
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-methylacetamide
    —— N'-[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]thiophene-2-carbohydrazide —— C17H18N2O4S
    N'-[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]thiophene-2-carbohydrazide
    —— N'-[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]-2-(4-fluorophenoxy)acetohydrazide —— C20H21FN2O5
    N'-[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]-2-(4-fluorophenoxy)acetohydrazide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-(furan-2-ylmethyl)-N-methylacetamide —— C18H21NO4
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-(furan-2-ylmethyl)-N-methylacetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-methyl-N-(thiophen-2-ylmethyl)acetamide —— C18H21NO3S
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-methyl-N-(thiophen-2-ylmethyl)acetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-1-[1-(3-methoxypropyl)-2,5-dimethylpyrrol-3-yl]ethanone —— C22H29NO4
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-1-[1-(3-methoxypropyl)-2,5-dimethylpyrrol-3-yl]ethanone
    —— N'-[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]adamantane-1-carbohydrazide —— C23H30N2O4
    N'-[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]adamantane-1-carbohydrazide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-1-[4-(2-phenylethenylsulfonyl)piperazin-1-yl]ethanone —— C24H28N2O5S
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-1-[4-(2-phenylethenylsulfonyl)piperazin-1-yl]ethanone
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(2-methoxyethyl)acetamide —— C15H21NO4
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(2-methoxyethyl)acetamide
    —— 5-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]thiophene-2-carboxylic acid —— C14H12O3S
    5-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]thiophene-2-carboxylic acid
    —— 5-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]thiophene-2-carboxylic acid —— C14H12O3S
    5-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]thiophene-2-carboxylic acid