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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
    —— N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(3-propyl-1,2,4-oxadiazol-5-yl)propanamide —— C17H21N3O3
    N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(3-propyl-1,2,4-oxadiazol-5-yl)propanamide
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylmethyl)urea —— C18H23N5O2
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylmethyl)urea
    —— 1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylmethyl)urea —— C18H23N5O2
    1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylmethyl)urea
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[3-(2-oxoazepan-1-yl)propyl]urea —— C19H27N3O3
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[3-(2-oxoazepan-1-yl)propyl]urea
    —— 1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[3-(2-oxoazepan-1-yl)propyl]urea —— C19H27N3O3
    1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[3-(2-oxoazepan-1-yl)propyl]urea
    —— (3S)-3-acetamido-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]piperidine-1-carboxamide —— C17H23N3O3
    (3S)-3-acetamido-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]piperidine-1-carboxamide
    —— (3S)-3-acetamido-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]piperidine-1-carboxamide —— C17H23N3O3
    (3S)-3-acetamido-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]piperidine-1-carboxamide
    —— (3R)-3-acetamido-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]piperidine-1-carboxamide —— C17H23N3O3
    (3R)-3-acetamido-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]piperidine-1-carboxamide
    —— [(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl-propan-2-ylazanium —— C13H20NO+
    [(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl-propan-2-ylazanium
    —— N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]propan-2-amine —— C13H19NO
    N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]propan-2-amine
    —— [(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl-propylazanium —— C13H20NO+
    [(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl-propylazanium
    —— (3R)-3-acetamido-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]piperidine-1-carboxamide —— C17H23N3O3
    (3R)-3-acetamido-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]piperidine-1-carboxamide
    —— [(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl-propylazanium —— C13H20NO+
    [(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl-propylazanium
    —— N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]propan-1-amine —— C13H19NO
    N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]propan-1-amine
    —— (13R)-13-(2,2-dimethyl-3H-1-benzofuran-5-yl)-5-thia-2,7,10-triazatricyclo[6.5.0.02,6]trideca-1(8),3,6-trien-11-one —— C19H19N3O2S
    (13R)-13-(2,2-dimethyl-3H-1-benzofuran-5-yl)-5-thia-2,7,10-triazatricyclo[6.5.0.02,6]trideca-1(8),3,6-trien-11-one
    —— N-[(3S)-1,1-dioxothiolan-3-yl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C12H15NO5S2
    N-[(3S)-1,1-dioxothiolan-3-yl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— N-[(3R)-1,1-dioxothiolan-3-yl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C12H15NO5S2
    N-[(3R)-1,1-dioxothiolan-3-yl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (E)-3-(furan-3-yl)-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-one —— C16H14O3
    (E)-3-(furan-3-yl)-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-one
    —— (E)-3-(furan-3-yl)-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-one —— C16H14O3
    (E)-3-(furan-3-yl)-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-one
    —— methyl (4R,7S)-4-(2,3-dihydro-1-benzofuran-5-yl)-7-(furan-2-yl)-2-methyl-5-oxo-4,6,7,8-tetrahydro-3H-quinoline-3-carboxylate —— C24H23NO5
    methyl (4R,7S)-4-(2,3-dihydro-1-benzofuran-5-yl)-7-(furan-2-yl)-2-methyl-5-oxo-4,6,7,8-tetrahydro-3H-quinoline-3-carboxylate
    —— methyl (4S,7S)-4-(2,3-dihydro-1-benzofuran-5-yl)-7-(furan-2-yl)-2-methyl-5-oxo-4,6,7,8-tetrahydro-3H-quinoline-3-carboxylate —— C24H23NO5
    methyl (4S,7S)-4-(2,3-dihydro-1-benzofuran-5-yl)-7-(furan-2-yl)-2-methyl-5-oxo-4,6,7,8-tetrahydro-3H-quinoline-3-carboxylate
    —— methyl (4S,7R)-4-(2,3-dihydro-1-benzofuran-5-yl)-7-(furan-2-yl)-2-methyl-5-oxo-4,6,7,8-tetrahydro-3H-quinoline-3-carboxylate —— C24H23NO5
    methyl (4S,7R)-4-(2,3-dihydro-1-benzofuran-5-yl)-7-(furan-2-yl)-2-methyl-5-oxo-4,6,7,8-tetrahydro-3H-quinoline-3-carboxylate
    —— (2R)-2,3-dihydro-1-benzofuran-2-carbonyl chloride —— C9H7ClO2
    (2R)-2,3-dihydro-1-benzofuran-2-carbonyl chloride
    —— (NZ)-N-[1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethylidene]hydroxylamine —— C11H13NO2
    (NZ)-N-[1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethylidene]hydroxylamine
    —— (2S)-2,3-dihydro-1-benzofuran-2-carbonyl chloride —— C9H7ClO2
    (2S)-2,3-dihydro-1-benzofuran-2-carbonyl chloride
    —— 2,2-dimethyl-3H-1-benzofuran-7-carboxylate —— C11H11O3-
    2,2-dimethyl-3H-1-benzofuran-7-carboxylate
    —— (NZ)-N-[1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethylidene]hydroxylamine —— C11H13NO2
    (NZ)-N-[1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethylidene]hydroxylamine
    —— (2R)-7-ethoxy-2,3-dihydro-1-benzofuran-2-carboxylate —— C11H11O4-
    (2R)-7-ethoxy-2,3-dihydro-1-benzofuran-2-carboxylate
    —— (2R)-7-ethoxy-2,3-dihydro-1-benzofuran-2-carboxylic acid —— C11H12O4
    (2R)-7-ethoxy-2,3-dihydro-1-benzofuran-2-carboxylic acid
    —— (2S)-7-ethoxy-2,3-dihydro-1-benzofuran-2-carboxylate —— C11H11O4-
    (2S)-7-ethoxy-2,3-dihydro-1-benzofuran-2-carboxylate
    —— (2S)-N-[3-(cyclopropylcarbamoyl)-5,6-dihydro-4H-cyclopenta[b]thiophen-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C20H20N2O3S
    (2S)-N-[3-(cyclopropylcarbamoyl)-5,6-dihydro-4H-cyclopenta[b]thiophen-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H20N2O3
    (2S)-N-[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 2-chloro-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide —— C14H18ClNO3
    2-chloro-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide
    —— (2S)-N-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylmethyl)-2-methyl-2,3-dihydro-1-benzofuran-5-carboxamide —— C20H21NO4
    (2S)-N-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylmethyl)-2-methyl-2,3-dihydro-1-benzofuran-5-carboxamide
    —— 2-[[5-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-4-ethyl-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide —— C25H28N4O4S
    2-[[5-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-4-ethyl-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide
    —— 2-[[4-cyclopropyl-5-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide —— C26H28N4O4S
    2-[[4-cyclopropyl-5-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide
    —— 2-[[5-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-4-ethyl-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide —— C25H28N4O4S
    2-[[5-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-4-ethyl-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide
    —— 2-[[5-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide —— C24H26N4O4S
    2-[[5-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide
    —— 2-[[5-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-4-propan-2-yl-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide —— C26H30N4O4S
    2-[[5-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-4-propan-2-yl-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide
    —— (2R)-N-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylmethyl)-2-methyl-2,3-dihydro-1-benzofuran-5-carboxamide —— C20H21NO4
    (2R)-N-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylmethyl)-2-methyl-2,3-dihydro-1-benzofuran-5-carboxamide
    —— 2-chloro-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide —— C14H18ClNO3
    2-chloro-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide
    —— (2R)-N-[(7-methoxy-3,4-dihydro-2H-1,5-benzodioxepin-8-yl)methyl]-2-methyl-2,3-dihydro-1-benzofuran-5-carboxamide —— C21H23NO5
    (2R)-N-[(7-methoxy-3,4-dihydro-2H-1,5-benzodioxepin-8-yl)methyl]-2-methyl-2,3-dihydro-1-benzofuran-5-carboxamide
    —— 2-[[5-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide —— C24H26N4O4S
    2-[[5-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide
    —— 2-[[5-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-4-propan-2-yl-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide —— C26H30N4O4S
    2-[[5-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-4-propan-2-yl-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide
    —— (2S)-N-[(7-methoxy-3,4-dihydro-2H-1,5-benzodioxepin-8-yl)methyl]-2-methyl-2,3-dihydro-1-benzofuran-5-carboxamide —— C21H23NO5
    (2S)-N-[(7-methoxy-3,4-dihydro-2H-1,5-benzodioxepin-8-yl)methyl]-2-methyl-2,3-dihydro-1-benzofuran-5-carboxamide
    —— (2S)-2,3-dihydro-1-benzofuran-2-carboxylate —— C9H7O3-
    (2S)-2,3-dihydro-1-benzofuran-2-carboxylate
    —— (2R)-5-chloro-2,3-dihydro-1-benzofuran-2-carboxylate —— C9H6ClO3-
    (2R)-5-chloro-2,3-dihydro-1-benzofuran-2-carboxylate
    —— (2S)-5-chloro-2,3-dihydro-1-benzofuran-2-carboxylate —— C9H6ClO3-
    (2S)-5-chloro-2,3-dihydro-1-benzofuran-2-carboxylate
    —— 2-(2,3-Dihydro-1-benzofuran-5-yl)acetate —— C10H9O3-
    2-(2,3-Dihydro-1-benzofuran-5-yl)acetate
    —— [(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylazanium —— C12H18NO2+
    [(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylazanium