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
    —— [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[4-(2,4,6-trimethoxyphenyl)-3,6-dihydro-2H-pyridin-1-yl]methanone —— C23H24ClNO5
    [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[4-(2,4,6-trimethoxyphenyl)-3,6-dihydro-2H-pyridin-1-yl]methanone
    —— 2-(2-bicyclo[2.2.1]hept-5-enyl)-1-(3-morpholin-4-yl-5-nitro-3H-1-benzofuran-2-ylidene)propan-2-ol —— C22H26N2O5
    2-(2-bicyclo[2.2.1]hept-5-enyl)-1-(3-morpholin-4-yl-5-nitro-3H-1-benzofuran-2-ylidene)propan-2-ol
    —— (2R)-5-chloro-N-[(1R)-1-(4-chlorophenyl)propyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H17Cl2NO2
    (2R)-5-chloro-N-[(1R)-1-(4-chlorophenyl)propyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-chloro-N-[(1S)-1-(4-chlorophenyl)propyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H17Cl2NO2
    (2R)-5-chloro-N-[(1S)-1-(4-chlorophenyl)propyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-chloro-N-[(1S)-1-(4-chlorophenyl)propyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H17Cl2NO2
    (2S)-5-chloro-N-[(1S)-1-(4-chlorophenyl)propyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-chloro-N-[(1R)-1-(4-chlorophenyl)propyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H17Cl2NO2
    (2S)-5-chloro-N-[(1R)-1-(4-chlorophenyl)propyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N'-[2-(2,3-dihydro-1-benzofuran-5-yl)acetyl]-2-(2,3-dimethylphenoxy)propanehydrazide —— C21H24N2O4
    (2S)-N'-[2-(2,3-dihydro-1-benzofuran-5-yl)acetyl]-2-(2,3-dimethylphenoxy)propanehydrazide
    —— (2R)-N'-[2-(2,3-dihydro-1-benzofuran-5-yl)acetyl]-2-(2,3-dimethylphenoxy)propanehydrazide —— C21H24N2O4
    (2R)-N'-[2-(2,3-dihydro-1-benzofuran-5-yl)acetyl]-2-(2,3-dimethylphenoxy)propanehydrazide
    —— 2-(2,3-Dihydro-1-benzofuran-5-yl)-3-(3-ethoxypropyl)-1,3-thiazolidin-4-one —— C16H21NO3S
    2-(2,3-Dihydro-1-benzofuran-5-yl)-3-(3-ethoxypropyl)-1,3-thiazolidin-4-one
    —— Tert-butyl 3-[2-(2,3-dihydro-1-benzofuran-5-yl)-4-oxo-1,3-thiazolidin-3-yl]propanoate —— C18H23NO4S
    Tert-butyl 3-[2-(2,3-dihydro-1-benzofuran-5-yl)-4-oxo-1,3-thiazolidin-3-yl]propanoate
    —— (E)-2-(4-amino-6-anilino-1,3,5-triazin-2-yl)-3-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]prop-2-enenitrile —— C23H22N6O2
    (E)-2-(4-amino-6-anilino-1,3,5-triazin-2-yl)-3-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]prop-2-enenitrile
    —— (E)-2-(4-amino-6-anilino-1,3,5-triazin-2-yl)-3-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]prop-2-enenitrile —— C23H22N6O2
    (E)-2-(4-amino-6-anilino-1,3,5-triazin-2-yl)-3-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]prop-2-enenitrile
    —— (2R)-N-[4-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazol-2-yl]-2-(4-methoxyphenoxy)propanamide —— C21H20N2O4S
    (2R)-N-[4-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazol-2-yl]-2-(4-methoxyphenoxy)propanamide
    —— 2-(2,3-Dihydro-1-benzofuran-5-yl)-3-(5-hydroxy-4,4-dimethylpentyl)-1,3-thiazolidin-4-one —— C18H25NO3S
    2-(2,3-Dihydro-1-benzofuran-5-yl)-3-(5-hydroxy-4,4-dimethylpentyl)-1,3-thiazolidin-4-one
    —— 2-(2,3-Dihydro-1-benzofuran-5-yl)-3-(2-methylsulfanylethyl)-1,3-thiazolidin-4-one —— C14H17NO2S2
    2-(2,3-Dihydro-1-benzofuran-5-yl)-3-(2-methylsulfanylethyl)-1,3-thiazolidin-4-one
    —— 4-(2,3-Dihydro-1-benzofuran-5-ylmethyl)-2-[[4-(trifluoromethyl)pyrimidin-2-yl]oxymethyl]morpholine —— C19H20F3N3O3
    4-(2,3-Dihydro-1-benzofuran-5-ylmethyl)-2-[[4-(trifluoromethyl)pyrimidin-2-yl]oxymethyl]morpholine
    —— 2-(2,3-Dihydro-1-benzofuran-5-yl)-3-propyl-1,3-thiazolidin-4-one —— C14H17NO2S
    2-(2,3-Dihydro-1-benzofuran-5-yl)-3-propyl-1,3-thiazolidin-4-one
    —— (2S)-2-(3-bromophenoxy)-N'-[2-(2,3-dihydro-1-benzofuran-5-yl)acetyl]propanehydrazide —— C19H19BrN2O4
    (2S)-2-(3-bromophenoxy)-N'-[2-(2,3-dihydro-1-benzofuran-5-yl)acetyl]propanehydrazide
    —— 2-(2,3-Dihydro-1-benzofuran-5-yl)-3-[(2-fluorophenyl)methyl]-1,3-thiazinan-4-one —— C19H18FNO2S
    2-(2,3-Dihydro-1-benzofuran-5-yl)-3-[(2-fluorophenyl)methyl]-1,3-thiazinan-4-one
    —— 2-(2,3-Dihydro-1-benzofuran-5-yl)-3-[(2,4,6-trimethoxyphenyl)methyl]-1,3-thiazolidin-4-one —— C21H23NO5S
    2-(2,3-Dihydro-1-benzofuran-5-yl)-3-[(2,4,6-trimethoxyphenyl)methyl]-1,3-thiazolidin-4-one
    —— 3-Benzyl-2-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazolidin-4-one —— C18H17NO2S
    3-Benzyl-2-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazolidin-4-one
    —— N-[4-[4-[(1R)-1-acetamidoethyl]phenyl]-1,3-thiazol-2-yl]-2-(2,3-dihydro-1-benzofuran-5-yl)acetamide —— C23H23N3O3S
    N-[4-[4-[(1R)-1-acetamidoethyl]phenyl]-1,3-thiazol-2-yl]-2-(2,3-dihydro-1-benzofuran-5-yl)acetamide
    —— N-[4-[4-[(1S)-1-acetamidoethyl]phenyl]-1,3-thiazol-2-yl]-2-(2,3-dihydro-1-benzofuran-5-yl)acetamide —— C23H23N3O3S
    N-[4-[4-[(1S)-1-acetamidoethyl]phenyl]-1,3-thiazol-2-yl]-2-(2,3-dihydro-1-benzofuran-5-yl)acetamide
    —— 2-(2,3-Dihydro-1-benzofuran-5-yl)-3-[(2-methoxyphenyl)methyl]-1,3-thiazolidin-4-one —— C19H19NO3S
    2-(2,3-Dihydro-1-benzofuran-5-yl)-3-[(2-methoxyphenyl)methyl]-1,3-thiazolidin-4-one
    —— 2-(2,3-Dihydro-1-benzofuran-5-yl)-3-prop-2-ynyl-1,3-thiazolidin-4-one —— C14H13NO2S
    2-(2,3-Dihydro-1-benzofuran-5-yl)-3-prop-2-ynyl-1,3-thiazolidin-4-one
    —— 2-(2,3-Dihydro-1-benzofuran-5-yl)-3-[2-(4-methoxyphenoxy)ethyl]-1,3-thiazolidin-4-one —— C20H21NO4S
    2-(2,3-Dihydro-1-benzofuran-5-yl)-3-[2-(4-methoxyphenoxy)ethyl]-1,3-thiazolidin-4-one
    —— 2-(2,3-Dihydro-1-benzofuran-5-yl)-2-(2,3-dihydro-1-benzofuran-6-yl)acetic acid —— C18H16O4
    2-(2,3-Dihydro-1-benzofuran-5-yl)-2-(2,3-dihydro-1-benzofuran-6-yl)acetic acid
    —— 1-(2,3-Dihydro-1-benzofuran-5-ylmethyl)-4-(furan-2-ylmethyl)-1,4-diazepane —— C19H24N2O2
    1-(2,3-Dihydro-1-benzofuran-5-ylmethyl)-4-(furan-2-ylmethyl)-1,4-diazepane
    —— 2-(2,3-Dihydro-1-benzofuran-5-yl)-3-(2-pyridin-2-ylethyl)-1,3-thiazolidin-4-one —— C18H18N2O2S
    2-(2,3-Dihydro-1-benzofuran-5-yl)-3-(2-pyridin-2-ylethyl)-1,3-thiazolidin-4-one
    —— 4-[4-[[4-(2,3-Dihydro-1-benzofuran-5-ylmethyl)morpholin-2-yl]methoxy]-3-methoxyphenyl]butan-2-one —— C25H31NO5
    4-[4-[[4-(2,3-Dihydro-1-benzofuran-5-ylmethyl)morpholin-2-yl]methoxy]-3-methoxyphenyl]butan-2-one
    —— N-[2-[2-(2,3-dihydro-1-benzofuran-5-yl)-4-oxo-1,3-thiazolidin-3-yl]ethyl]acetamide —— C15H18N2O3S
    N-[2-[2-(2,3-dihydro-1-benzofuran-5-yl)-4-oxo-1,3-thiazolidin-3-yl]ethyl]acetamide
    —— (2R,3S)-5-bromo-2-[(R)-hydroxy(phenyl)methyl]-2-(1,2,4-triazol-1-ylmethyl)-3H-1-benzofuran-3-ol —— C18H16BrN3O3
    (2R,3S)-5-bromo-2-[(R)-hydroxy(phenyl)methyl]-2-(1,2,4-triazol-1-ylmethyl)-3H-1-benzofuran-3-ol
    —— 4-[(2Z,3R)-2-[2-(4-fluorophenoxy)ethylidene]-5-nitro-3H-1-benzofuran-3-yl]morpholine —— C20H19FN2O5
    4-[(2Z,3R)-2-[2-(4-fluorophenoxy)ethylidene]-5-nitro-3H-1-benzofuran-3-yl]morpholine
    —— [2-[(3,5-dichloropyridin-2-yl)amino]-2-oxoethyl] (2R)-5-chloro-2,3-dihydro-1-benzofuran-2-carboxylate —— C16H11Cl3N2O4
    [2-[(3,5-dichloropyridin-2-yl)amino]-2-oxoethyl] (2R)-5-chloro-2,3-dihydro-1-benzofuran-2-carboxylate
    —— (4,6-diamino-1,3,5-triazin-2-yl)methyl (2R)-5-chloro-2,3-dihydro-1-benzofuran-2-carboxylate —— C13H12ClN5O3
    (4,6-diamino-1,3,5-triazin-2-yl)methyl (2R)-5-chloro-2,3-dihydro-1-benzofuran-2-carboxylate
    —— (4,6-diamino-1,3,5-triazin-2-yl)methyl (2S)-5-chloro-2,3-dihydro-1-benzofuran-2-carboxylate —— C13H12ClN5O3
    (4,6-diamino-1,3,5-triazin-2-yl)methyl (2S)-5-chloro-2,3-dihydro-1-benzofuran-2-carboxylate
    —— [2-[(3,5-dichloropyridin-2-yl)amino]-2-oxoethyl] (2S)-5-chloro-2,3-dihydro-1-benzofuran-2-carboxylate —— C16H11Cl3N2O4
    [2-[(3,5-dichloropyridin-2-yl)amino]-2-oxoethyl] (2S)-5-chloro-2,3-dihydro-1-benzofuran-2-carboxylate
    —— N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-pyridin-3-ylpropanamide —— C20H24N2O3
    N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-pyridin-3-ylpropanamide
    —— N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-pyridin-3-ylpropanamide —— C20H24N2O3
    N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-pyridin-3-ylpropanamide
    —— (5S)-4-[hydroxy-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-[[(2R)-oxolan-2-yl]methyl]-5-thiophen-2-ylpyrrolidine-2,3-dione —— C23H23NO5S
    (5S)-4-[hydroxy-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-[[(2R)-oxolan-2-yl]methyl]-5-thiophen-2-ylpyrrolidine-2,3-dione
    —— (5S)-4-[hydroxy-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-(2-morpholin-4-ylethyl)-5-pyridin-4-ylpyrrolidine-2,3-dione —— C25H27N3O5
    (5S)-4-[hydroxy-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-(2-morpholin-4-ylethyl)-5-pyridin-4-ylpyrrolidine-2,3-dione
    —— [(2R)-1-[2-(dimethylazaniumyl)ethyl]-4,5-dioxo-2-thiophen-2-ylpyrrolidin-3-ylidene]-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanolate —— C22H24N2O4S
    [(2R)-1-[2-(dimethylazaniumyl)ethyl]-4,5-dioxo-2-thiophen-2-ylpyrrolidin-3-ylidene]-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanolate
    —— N-propan-2-yl-N-(pyridin-4-ylmethyl)-2,3-dihydro-1-benzofuran-7-carboxamide —— C18H20N2O2
    N-propan-2-yl-N-(pyridin-4-ylmethyl)-2,3-dihydro-1-benzofuran-7-carboxamide
    —— (3aS,8bS)-6-methoxy-1,2,3a,8b-tetrahydrofuro[2,3-b][1]benzofuran-8-ol —— C11H12O4
    (3aS,8bS)-6-methoxy-1,2,3a,8b-tetrahydrofuro[2,3-b][1]benzofuran-8-ol
    —— (3aR,8bR)-6-methoxy-1,2,3a,8b-tetrahydrofuro[2,3-b][1]benzofuran-8-ol —— C11H12O4
    (3aR,8bR)-6-methoxy-1,2,3a,8b-tetrahydrofuro[2,3-b][1]benzofuran-8-ol
    —— (1Z)-2-methyl-1-[(3R)-3-morpholin-4-yl-5-nitro-3H-1-benzofuran-2-ylidene]propan-2-ol —— C16H20N2O5
    (1Z)-2-methyl-1-[(3R)-3-morpholin-4-yl-5-nitro-3H-1-benzofuran-2-ylidene]propan-2-ol
    —— [(3S)-3-(4-nitrophenyl)-2H-1-benzofuran-3-yl] acetate —— C16H13NO5
    [(3S)-3-(4-nitrophenyl)-2H-1-benzofuran-3-yl] acetate
    —— 2-(4'-Methylphenoxy)-4a,9b-dihydro-8,9b-dimethyl-3(4H)-dibenzofuran 53042-30-1 C21H20O3
    2-(4'-Methylphenoxy)-4a,9b-dihydro-8,9b-dimethyl-3(4H)-dibenzofuran
    —— 1,2-Dibenzofurandicarboxylic acid, 1,9b-dihydro-1-hydroxy-4,9b-dimethyl-, dimethyl ester —— C18H18O6
    1,2-Dibenzofurandicarboxylic acid, 1,9b-dihydro-1-hydroxy-4,9b-dimethyl-, dimethyl ester
    —— 1,1-Dimethoxy-8,9b-dimethyl-2,2a,4,4a,9a,9b-hexahydrobenzo[b]cyclobuta[3,4]benzo[1,2-d]furan-3(1H)-one —— C18H22O4
    1,1-Dimethoxy-8,9b-dimethyl-2,2a,4,4a,9a,9b-hexahydrobenzo[b]cyclobuta[3,4]benzo[1,2-d]furan-3(1H)-one