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
    —— 3-Methoxy-5a-phenyl-6,7,8,9,10,10a-hexahydrocyclohepta[b][1]benzofuran-2-ol —— C20H22O3
    3-Methoxy-5a-phenyl-6,7,8,9,10,10a-hexahydrocyclohepta[b][1]benzofuran-2-ol
    —— (3R)-6-methoxy-3,4-dimethyl-2,3-dihydro-1-benzofuran-5-ol;toluene —— C18H22O3
    (3R)-6-methoxy-3,4-dimethyl-2,3-dihydro-1-benzofuran-5-ol;toluene
    —— 6-Methoxy-3a-(4-methoxyphenyl)-1,2,3,8b-tetrahydrocyclopenta[b][1]benzofuran-7-ol —— C19H20O4
    6-Methoxy-3a-(4-methoxyphenyl)-1,2,3,8b-tetrahydrocyclopenta[b][1]benzofuran-7-ol
    —— 3-Methoxy-5a-(4-methoxyphenyl)-6,7,8,9,10,10a-hexahydrocyclohepta[b][1]benzofuran-2-ol —— C21H24O4
    3-Methoxy-5a-(4-methoxyphenyl)-6,7,8,9,10,10a-hexahydrocyclohepta[b][1]benzofuran-2-ol
    —— (3aS)-6-methoxy-8-methyl-3a-phenyl-1,2,3,8b-tetrahydrocyclopenta[b][1]benzofuran-7-ol —— C19H20O3
    (3aS)-6-methoxy-8-methyl-3a-phenyl-1,2,3,8b-tetrahydrocyclopenta[b][1]benzofuran-7-ol
    —— N-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]hexanamide —— C17H25NO3
    N-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]hexanamide
    —— N-(4,6,7-trimethyl-1-benzofuran-3-ylidene)hydroxylamine —— C11H13NO2
    N-(4,6,7-trimethyl-1-benzofuran-3-ylidene)hydroxylamine
    —— (2S)-N-methyl-N-[[1-(2,2,2-trifluoroethyl)imidazol-2-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C16H16F3N3O2
    (2S)-N-methyl-N-[[1-(2,2,2-trifluoroethyl)imidazol-2-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]propanamide —— C13H17NO3
    (2R)-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]propanamide
    —— (1E)-2-(bicyclo[2.2.1]hept-5-en-2-yl)-1-[3-(morpholin-4-yl)-5-nitro-1-benzofuran-2(3H)-ylidene]propan-2-ol —— C22H26N2O5
    (1E)-2-(bicyclo[2.2.1]hept-5-en-2-yl)-1-[3-(morpholin-4-yl)-5-nitro-1-benzofuran-2(3H)-ylidene]propan-2-ol
    —— Sodium 4-(2-hydroxy-1-(3-hydroxy-4-methyloct-1-en-6-yn-1-yl)-2,3,3a,8b-tetrahydro-1H-cyclopenta[b]benzofuran-5-yl)butanoate 88475-69-8 C24H29NaO5
    Sodium 4-(2-hydroxy-1-(3-hydroxy-4-methyloct-1-en-6-yn-1-yl)-2,3,3a,8b-tetrahydro-1H-cyclopenta[b]benzofuran-5-yl)butanoate
    —— 3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-methyl-1-(pyridin-2-ylmethyl)urea —— C20H25N3O3
    3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-methyl-1-(pyridin-2-ylmethyl)urea
    —— 3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-methyl-1-(pyridin-2-ylmethyl)urea —— C17H19N3O2
    3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-methyl-1-(pyridin-2-ylmethyl)urea
    —— (2S)-N-[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]ethyl]-2-(2-ethoxyethoxy)propanamide —— C19H29NO5
    (2S)-N-[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]ethyl]-2-(2-ethoxyethoxy)propanamide
    —— (2R)-N-[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]ethyl]-2-(2-ethoxyethoxy)propanamide —— C19H29NO5
    (2R)-N-[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]ethyl]-2-(2-ethoxyethoxy)propanamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(1S)-1-(5-methylfuran-2-yl)ethyl]acetamide —— C19H23NO4
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(1S)-1-(5-methylfuran-2-yl)ethyl]acetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(1R)-1-(5-methylfuran-2-yl)ethyl]acetamide —— C19H23NO4
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(1R)-1-(5-methylfuran-2-yl)ethyl]acetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(3-phenyl-1,2-oxazol-5-yl)methyl]acetamide —— C22H22N2O4
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(3-phenyl-1,2-oxazol-5-yl)methyl]acetamide
    —— 1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(4-imidazol-1-ylbutyl)urea —— C20H28N4O3
    1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(4-imidazol-1-ylbutyl)urea
    —— 1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(4-imidazol-1-ylbutyl)urea —— C20H28N4O3
    1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(4-imidazol-1-ylbutyl)urea
    —— (2R)-5-chloro-N-[(2S)-2-cyanopropyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H15ClN2O2
    (2R)-5-chloro-N-[(2S)-2-cyanopropyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-chloro-N-[(2R)-2-cyanopropyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H15ClN2O2
    (2S)-5-chloro-N-[(2R)-2-cyanopropyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[2-(2-methylimidazol-1-yl)pyridin-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H16N4O2
    (2S)-N-[2-(2-methylimidazol-1-yl)pyridin-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-[(4R)-1-tert-butyl-4,5,6,7-tetrahydroindazol-4-yl]-2-(2,3-dihydro-1-benzofuran-5-yl)acetamide —— C21H27N3O2
    N-[(4R)-1-tert-butyl-4,5,6,7-tetrahydroindazol-4-yl]-2-(2,3-dihydro-1-benzofuran-5-yl)acetamide
    —— N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]propane-1-sulfonamide —— C15H23NO4S
    N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]propane-1-sulfonamide
    —— (2S)-5-chloro-N-[(1-ethylpiperidin-4-yl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H23ClN2O2
    (2S)-5-chloro-N-[(1-ethylpiperidin-4-yl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-[2-(dimethylamino)-2-oxoethyl]triazole-4-carboxamide —— C16H19N5O3
    N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-[2-(dimethylamino)-2-oxoethyl]triazole-4-carboxamide
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-[2-(dimethylamino)-2-oxoethyl]triazole-4-carboxamide —— C16H19N5O3
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-[2-(dimethylamino)-2-oxoethyl]triazole-4-carboxamide
    —— N-[1-[[(2S)-oxolan-2-yl]methyl]pyrazol-4-yl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C17H19N3O3
    N-[1-[[(2S)-oxolan-2-yl]methyl]pyrazol-4-yl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(1-methyltetrazol-5-yl)sulfanylpropanamide —— C14H17N5O2S
    N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(1-methyltetrazol-5-yl)sulfanylpropanamide
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(1-methyltetrazol-5-yl)sulfanylpropanamide —— C14H17N5O2S
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(1-methyltetrazol-5-yl)sulfanylpropanamide
    —— 4-(3-cyanopyridin-2-yl)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1,4-diazepane-1-carboxamide —— C21H23N5O2
    4-(3-cyanopyridin-2-yl)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1,4-diazepane-1-carboxamide
    —— (2R)-5-chloro-N-[[4-(4-methoxyphenyl)oxan-4-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C22H24ClNO4
    (2R)-5-chloro-N-[[4-(4-methoxyphenyl)oxan-4-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[4-(4-methyl-1,3-thiazol-2-yl)-1,4-diazepan-1-yl]methanone —— C18H21N3O2S
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[4-(4-methyl-1,3-thiazol-2-yl)-1,4-diazepan-1-yl]methanone
    —— 2-[4-[(2R)-2,3-dihydro-1-benzofuran-2-carbonyl]-1,4-diazepan-1-yl]pyridine-3-carbonitrile —— C20H20N4O2
    2-[4-[(2R)-2,3-dihydro-1-benzofuran-2-carbonyl]-1,4-diazepan-1-yl]pyridine-3-carbonitrile
    —— (2R)-N-[[4-[(2-oxopyridin-1-yl)methyl]phenyl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C22H20N2O3
    (2R)-N-[[4-[(2-oxopyridin-1-yl)methyl]phenyl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[4-(1,3-thiazol-4-ylmethyl)piperazin-1-yl]methanone —— C17H19N3O2S
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[4-(1,3-thiazol-4-ylmethyl)piperazin-1-yl]methanone
    —— N-[5-(2-chlorophenyl)-1,3,4-thiadiazol-2-yl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C17H12ClN3O2S
    N-[5-(2-chlorophenyl)-1,3,4-thiadiazol-2-yl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[4-(1,3-thiazol-4-ylmethyl)piperazin-1-yl]methanone —— C17H19N3O2S
    [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[4-(1,3-thiazol-4-ylmethyl)piperazin-1-yl]methanone
    —— (2R)-N-[[4-(3-chlorophenyl)oxan-4-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C21H22ClNO3
    (2R)-N-[[4-(3-chlorophenyl)oxan-4-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-(2-morpholin-4-ylpyridin-3-yl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H19N3O3
    (2R)-N-(2-morpholin-4-ylpyridin-3-yl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-benzyl-N-[[(2S)-oxolan-2-yl]methyl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C21H23NO3
    N-benzyl-N-[[(2S)-oxolan-2-yl]methyl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-ethyl-N-[(1S)-1-(3-methoxyphenyl)ethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C19H23NO4S
    N-ethyl-N-[(1S)-1-(3-methoxyphenyl)ethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— N-ethyl-N-[(1R)-1-(3-methoxyphenyl)ethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C19H23NO4S
    N-ethyl-N-[(1R)-1-(3-methoxyphenyl)ethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-methylpyrazole-4-sulfonamide —— C16H21N3O4S
    N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-methylpyrazole-4-sulfonamide
    —— N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-5-(2,5-dimethylpyrrol-1-yl)-1-methylpyrazole-4-carboxamide —— C20H22N4O2
    N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-5-(2,5-dimethylpyrrol-1-yl)-1-methylpyrazole-4-carboxamide
    —— N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-phenylethanesulfonamide —— C20H25NO4S
    N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-phenylethanesulfonamide
    —— N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-phenylethanesulfonamide —— C20H25NO4S
    N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-phenylethanesulfonamide
    —— (2R)-5-chloro-N-[[4-[2-(methylamino)-2-oxoethoxy]phenyl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H19ClN2O4
    (2R)-5-chloro-N-[[4-[2-(methylamino)-2-oxoethoxy]phenyl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-chloro-N-[[(2R)-oxolan-2-yl]methyl]-N-(pyridin-3-ylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C20H21ClN2O3
    (2S)-5-chloro-N-[[(2R)-oxolan-2-yl]methyl]-N-(pyridin-3-ylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide