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
    —— (2R)-N-[(4-bromophenyl)methyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H16BrNO2
    (2R)-N-[(4-bromophenyl)methyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N'-(5-ethyl-4-methylthiophene-2-carbonyl)-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C17H18N2O3S
    (2S)-N'-(5-ethyl-4-methylthiophene-2-carbonyl)-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (2R)-N'-[(5S)-5-ethyl-4,5,6,7-tetrahydro-1-benzothiophene-2-carbonyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C20H22N2O3S
    (2R)-N'-[(5S)-5-ethyl-4,5,6,7-tetrahydro-1-benzothiophene-2-carbonyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (2S)-N'-[2-(2,5-dichlorophenyl)sulfanylacetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C17H14Cl2N2O3S
    (2S)-N'-[2-(2,5-dichlorophenyl)sulfanylacetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (2R)-N'-(5-ethyl-4-methylthiophene-2-carbonyl)-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C17H18N2O3S
    (2R)-N'-(5-ethyl-4-methylthiophene-2-carbonyl)-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (2R)-N'-[(2R)-2-(3-bromophenoxy)propanoyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C18H17BrN2O4
    (2R)-N'-[(2R)-2-(3-bromophenoxy)propanoyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (2S)-N'-[(5S)-5-ethyl-4,5,6,7-tetrahydro-1-benzothiophene-2-carbonyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C20H22N2O3S
    (2S)-N'-[(5S)-5-ethyl-4,5,6,7-tetrahydro-1-benzothiophene-2-carbonyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (2R)-N'-[(2S)-2-(3-bromophenoxy)propanoyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C18H17BrN2O4
    (2R)-N'-[(2S)-2-(3-bromophenoxy)propanoyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (2R)-N'-(5-bromothiophene-2-carbonyl)-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C14H11BrN2O3S
    (2R)-N'-(5-bromothiophene-2-carbonyl)-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (2S)-N'-[(2R)-2-(3-bromophenoxy)propanoyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C18H17BrN2O4
    (2S)-N'-[(2R)-2-(3-bromophenoxy)propanoyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— 1-[2-(4-chlorophenyl)ethyl]-3-[[(2R)-2,3-dihydro-1-benzofuran-2-carbonyl]amino]thiourea —— C18H18ClN3O2S
    1-[2-(4-chlorophenyl)ethyl]-3-[[(2R)-2,3-dihydro-1-benzofuran-2-carbonyl]amino]thiourea
    —— N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-1-ethyl-3,5-dimethylpyrazole-4-sulfonamide —— C15H19N3O3S
    N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-1-ethyl-3,5-dimethylpyrazole-4-sulfonamide
    —— N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-1-ethyl-3,5-dimethylpyrazole-4-sulfonamide —— C15H19N3O3S
    N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-1-ethyl-3,5-dimethylpyrazole-4-sulfonamide
    —— (2S)-N'-(4,5,6,7,8,9-hexahydrocycloocta[b]thiophene-2-carbonyl)-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C20H22N2O3S
    (2S)-N'-(4,5,6,7,8,9-hexahydrocycloocta[b]thiophene-2-carbonyl)-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (2R)-N'-(2,3,4,5,6-pentafluorophenyl)-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C15H9F5N2O2
    (2R)-N'-(2,3,4,5,6-pentafluorophenyl)-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (2R)-7-fluoro-N-[(3-thiophen-2-yl-1H-1,2,4-triazol-5-yl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C16H13FN4O2S
    (2R)-7-fluoro-N-[(3-thiophen-2-yl-1H-1,2,4-triazol-5-yl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-7-fluoro-N-(2-methoxyethyl)-N-(pyridin-2-ylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H19FN2O3
    (2S)-7-fluoro-N-(2-methoxyethyl)-N-(pyridin-2-ylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-7-fluoro-N-[(3-thiophen-2-yl-1H-1,2,4-triazol-5-yl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C16H13FN4O2S
    (2S)-7-fluoro-N-[(3-thiophen-2-yl-1H-1,2,4-triazol-5-yl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— [(3R)-2,3-dihydro-1-benzofuran-3-yl]-[(3S)-3-(phenylmethoxymethyl)pyrrolidin-1-yl]methanone —— C21H23NO3
    [(3R)-2,3-dihydro-1-benzofuran-3-yl]-[(3S)-3-(phenylmethoxymethyl)pyrrolidin-1-yl]methanone
    —— [(3S)-2,3-dihydro-1-benzofuran-3-yl]-[(3S)-3-(phenylmethoxymethyl)pyrrolidin-1-yl]methanone —— C21H23NO3
    [(3S)-2,3-dihydro-1-benzofuran-3-yl]-[(3S)-3-(phenylmethoxymethyl)pyrrolidin-1-yl]methanone
    —— (2R)-7-fluoro-N-(2-methoxyethyl)-N-(pyridin-2-ylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H19FN2O3
    (2R)-7-fluoro-N-(2-methoxyethyl)-N-(pyridin-2-ylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N'-[2-(4-ethylphenoxy)acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C19H20N2O4
    (2R)-N'-[2-(4-ethylphenoxy)acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (2R)-N'-[2-(2-fluorophenoxy)acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C17H15FN2O4
    (2R)-N'-[2-(2-fluorophenoxy)acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (2R)-N'-[2-(2-methylphenoxy)acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C18H18N2O4
    (2R)-N'-[2-(2-methylphenoxy)acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[4-[(E)-2-phenylethenyl]sulfonylpiperazin-1-yl]methanone —— C21H22N2O4S
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[4-[(E)-2-phenylethenyl]sulfonylpiperazin-1-yl]methanone
    —— [(3R)-2,3-dihydro-1-benzofuran-3-yl]-[(3R)-3-(phenylmethoxymethyl)pyrrolidin-1-yl]methanone —— C21H23NO3
    [(3R)-2,3-dihydro-1-benzofuran-3-yl]-[(3R)-3-(phenylmethoxymethyl)pyrrolidin-1-yl]methanone
    —— [(3S)-2,3-dihydro-1-benzofuran-3-yl]-[(3R)-3-(phenylmethoxymethyl)pyrrolidin-1-yl]methanone —— C21H23NO3
    [(3S)-2,3-dihydro-1-benzofuran-3-yl]-[(3R)-3-(phenylmethoxymethyl)pyrrolidin-1-yl]methanone
    —— [(2R)-2,3-dihydro-1-benzofuran-2-yl]-(4-thiophen-2-ylsulfonylpiperazin-1-yl)methanone —— C17H18N2O4S2
    [(2R)-2,3-dihydro-1-benzofuran-2-yl]-(4-thiophen-2-ylsulfonylpiperazin-1-yl)methanone
    —— (2S)-N'-(cyclohexanecarbonyl)-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C16H20N2O3
    (2S)-N'-(cyclohexanecarbonyl)-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (2S)-N'-[2-(2-fluorophenoxy)acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C17H15FN2O4
    (2S)-N'-[2-(2-fluorophenoxy)acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-carbonyl]amino]-3-(4-fluorophenyl)thiourea —— C16H14FN3O2S
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-carbonyl]amino]-3-(4-fluorophenyl)thiourea
    —— (2R)-7-fluoro-N-(2-methoxyethyl)-N-(2,2,2-trifluoroethyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H15F4NO3
    (2R)-7-fluoro-N-(2-methoxyethyl)-N-(2,2,2-trifluoroethyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-carbonyl]amino]-3-(2-fluorophenyl)thiourea —— C16H14FN3O2S
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-carbonyl]amino]-3-(2-fluorophenyl)thiourea
    —— (2S)-N-[3-[cyclobutanecarbonyl(methyl)amino]propyl]-7-fluoro-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H23FN2O3
    (2S)-N-[3-[cyclobutanecarbonyl(methyl)amino]propyl]-7-fluoro-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (3R)-N-[(S)-cyclopropyl-(4-methyl-1,3-thiazol-2-yl)methyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C17H18N2O2S
    (3R)-N-[(S)-cyclopropyl-(4-methyl-1,3-thiazol-2-yl)methyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (2R)-N-[3-[cyclobutanecarbonyl(methyl)amino]propyl]-7-fluoro-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H23FN2O3
    (2R)-N-[3-[cyclobutanecarbonyl(methyl)amino]propyl]-7-fluoro-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (3S)-N-[(R)-cyclopropyl-(4-methyl-1,3-thiazol-2-yl)methyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C17H18N2O2S
    (3S)-N-[(R)-cyclopropyl-(4-methyl-1,3-thiazol-2-yl)methyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— 1-[[(2R)-2,3-dihydro-1-benzofuran-2-carbonyl]amino]-3-(4-fluorophenyl)thiourea —— C16H14FN3O2S
    1-[[(2R)-2,3-dihydro-1-benzofuran-2-carbonyl]amino]-3-(4-fluorophenyl)thiourea
    —— (2S)-7-fluoro-N-(2-methoxyethyl)-N-(2,2,2-trifluoroethyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H15F4NO3
    (2S)-7-fluoro-N-(2-methoxyethyl)-N-(2,2,2-trifluoroethyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[2-(4-chlorophenyl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H16ClNO2
    (2S)-N-[2-(4-chlorophenyl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[2-(4-fluorophenyl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H16FNO2
    (2S)-N-[2-(4-fluorophenyl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (3S)-N-[(1R)-1-(5-ethylfuran-2-yl)-2-methoxyethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C18H21NO4
    (3S)-N-[(1R)-1-(5-ethylfuran-2-yl)-2-methoxyethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (2S)-N-[(3-chlorophenyl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C16H14ClNO2
    (2S)-N-[(3-chlorophenyl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (3R)-N-[(1S)-1-(5-ethylfuran-2-yl)-2-methoxyethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C18H21NO4
    (3R)-N-[(1S)-1-(5-ethylfuran-2-yl)-2-methoxyethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-[(1R)-1-(5-ethylfuran-2-yl)-2-methoxyethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C18H21NO4
    (3R)-N-[(1R)-1-(5-ethylfuran-2-yl)-2-methoxyethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-[(1S)-1-(5-ethylfuran-2-yl)-2-methoxyethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C18H21NO4
    (3S)-N-[(1S)-1-(5-ethylfuran-2-yl)-2-methoxyethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (2R)-N-[(3-chlorophenyl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C16H14ClNO2
    (2R)-N-[(3-chlorophenyl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-cyclopropyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C12H13NO2
    (2S)-N-cyclopropyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-cyclopentyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H17NO2
    (2R)-N-cyclopentyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-prop-2-enyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C12H13NO2
    (2S)-N-prop-2-enyl-2,3-dihydro-1-benzofuran-2-carboxamide