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
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-imidazol-1-ylpropanamide —— C15H17N3O2
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-imidazol-1-ylpropanamide
    —— N-methyl-2-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-N-(2,2,2-trifluoroethyl)acetamide —— C14H16F3NO2
    N-methyl-2-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-N-(2,2,2-trifluoroethyl)acetamide
    —— N-methyl-2-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-N-(2,2,2-trifluoroethyl)acetamide —— C14H16F3NO2
    N-methyl-2-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-N-(2,2,2-trifluoroethyl)acetamide
    —— 1-[3-(3-fluorophenyl)-6,7-dihydro-4H-[1,2]oxazolo[4,5-c]pyridin-5-yl]-2-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethanone —— C23H21FN2O3
    1-[3-(3-fluorophenyl)-6,7-dihydro-4H-[1,2]oxazolo[4,5-c]pyridin-5-yl]-2-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethanone
    —— N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-imidazol-1-ylpropanamide —— C15H17N3O2
    N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-imidazol-1-ylpropanamide
    —— 1-[(Z)-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-3-propan-2-ylthiourea —— C16H23N3O2S
    1-[(Z)-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-3-propan-2-ylthiourea
    —— 1-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-3-(2-morpholin-4-ium-4-ylethyl)thiourea —— C19H29N4O3S+
    1-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-3-(2-morpholin-4-ium-4-ylethyl)thiourea
    —— N-(2-adamantyl)-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide —— C22H29NO3
    N-(2-adamantyl)-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide
    —— 5-chloro-4-[(2Z)-2-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylidene]hydrazinyl]-1H-pyridazin-6-one —— C16H17ClN4O3
    5-chloro-4-[(2Z)-2-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylidene]hydrazinyl]-1H-pyridazin-6-one
    —— 5-chloro-4-[(2Z)-2-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylidene]hydrazinyl]-1H-pyridazin-6-one —— C16H17ClN4O3
    5-chloro-4-[(2Z)-2-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylidene]hydrazinyl]-1H-pyridazin-6-one
    —— N-[6-[(2R)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]pyrrolidin-2-yl]pyrazin-2-yl]-5-ethyl-1,3,4-thiadiazol-2-amine —— C23H28N6OS
    N-[6-[(2R)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]pyrrolidin-2-yl]pyrazin-2-yl]-5-ethyl-1,3,4-thiadiazol-2-amine
    —— N-[6-[(2S)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]pyrrolidin-2-yl]pyrazin-2-yl]-1,3,4-thiadiazol-2-amine —— C21H24N6OS
    N-[6-[(2S)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]pyrrolidin-2-yl]pyrazin-2-yl]-1,3,4-thiadiazol-2-amine
    —— 6-[(2S)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]pyrrolidin-2-yl]-N-pyridin-2-ylpyrazin-2-amine —— C24H27N5O
    6-[(2S)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]pyrrolidin-2-yl]-N-pyridin-2-ylpyrazin-2-amine
    —— N-[6-[(2R)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]pyrrolidin-2-yl]pyrazin-2-yl]-4,6-dimethylpyrimidin-2-amine —— C25H30N6O
    N-[6-[(2R)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]pyrrolidin-2-yl]pyrazin-2-yl]-4,6-dimethylpyrimidin-2-amine
    —— N-[6-[(2R)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]pyrrolidin-2-yl]pyrazin-2-yl]-1,3,4-thiadiazol-2-amine —— C21H24N6OS
    N-[6-[(2R)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]pyrrolidin-2-yl]pyrazin-2-yl]-1,3,4-thiadiazol-2-amine
    —— N-[6-[(2S)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]pyrrolidin-2-yl]pyrazin-2-yl]-5-methyl-1,3,4-thiadiazol-2-amine —— C22H26N6OS
    N-[6-[(2S)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]pyrrolidin-2-yl]pyrazin-2-yl]-5-methyl-1,3,4-thiadiazol-2-amine
    —— N-[6-[(2R)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]pyrrolidin-2-yl]pyrazin-2-yl]-5-methyl-1,3,4-thiadiazol-2-amine —— C22H26N6OS
    N-[6-[(2R)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]pyrrolidin-2-yl]pyrazin-2-yl]-5-methyl-1,3,4-thiadiazol-2-amine
    —— 6-[(2R)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]pyrrolidin-2-yl]-N-pyridin-2-ylpyrazin-2-amine —— C24H27N5O
    6-[(2R)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]pyrrolidin-2-yl]-N-pyridin-2-ylpyrazin-2-amine
    —— N-[6-[(2S)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]pyrrolidin-2-yl]pyrazin-2-yl]-4,6-dimethylpyrimidin-2-amine —— C25H30N6O
    N-[6-[(2S)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]pyrrolidin-2-yl]pyrazin-2-yl]-4,6-dimethylpyrimidin-2-amine
    —— N-[6-[(2S)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]pyrrolidin-2-yl]pyrazin-2-yl]-5-ethyl-1,3,4-thiadiazol-2-amine —— C23H28N6OS
    N-[6-[(2S)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]pyrrolidin-2-yl]pyrazin-2-yl]-5-ethyl-1,3,4-thiadiazol-2-amine
    —— 2-[(4,6-diamino-1,3,5-triazin-2-yl)sulfanyl]-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide —— C17H22N6O3S
    2-[(4,6-diamino-1,3,5-triazin-2-yl)sulfanyl]-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide
    —— 2-[(4,6-diamino-1,3,5-triazin-2-yl)sulfanyl]-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide —— C17H22N6O3S
    2-[(4,6-diamino-1,3,5-triazin-2-yl)sulfanyl]-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide
    —— N-[2-[(2R)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]pyrrolidin-2-yl]-6-methylpyridin-4-yl]pyrazin-2-amine —— C25H29N5O
    N-[2-[(2R)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]pyrrolidin-2-yl]-6-methylpyridin-4-yl]pyrazin-2-amine
    —— N-[2-[(2S)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]pyrrolidin-2-yl]-6-methylpyridin-4-yl]pyrazin-2-amine —— C25H29N5O
    N-[2-[(2S)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]pyrrolidin-2-yl]-6-methylpyridin-4-yl]pyrazin-2-amine
    —— 2-(4-cyano-2-methoxyphenoxy)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide —— C22H24N2O5
    2-(4-cyano-2-methoxyphenoxy)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide
    —— 4-[(Z)-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-1H-1,2,4-triazole-5-thione —— C14H16N4O2S
    4-[(Z)-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-1H-1,2,4-triazole-5-thione
    —— 1-butyl-3-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]thiourea —— C17H25N3O2S
    1-butyl-3-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]thiourea
    —— 1-[(Z)-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-3-prop-2-enylthiourea —— C16H21N3O2S
    1-[(Z)-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-3-prop-2-enylthiourea
    —— 1-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-3-prop-2-enylthiourea —— C16H21N3O2S
    1-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-3-prop-2-enylthiourea
    —— N-[(Z)-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-5-(trifluoromethyl)pyridin-2-amine —— C18H18F3N3O2
    N-[(Z)-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-5-(trifluoromethyl)pyridin-2-amine
    —— N-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-5-(trifluoromethyl)pyridin-2-amine —— C18H18F3N3O2
    N-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-5-(trifluoromethyl)pyridin-2-amine
    —— 1-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-3-ethylthiourea —— C15H21N3O2S
    1-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-3-ethylthiourea
    —— 5-[2-[(3R)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]piperidin-3-yl]-6-methylpyridin-4-yl]pyrimidin-2-amine —— C26H31N5O
    5-[2-[(3R)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]piperidin-3-yl]-6-methylpyridin-4-yl]pyrimidin-2-amine
    —— 5-[2-[(3R)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]piperidin-3-yl]-6-methylpyridin-4-yl]pyrimidine —— C26H30N4O
    5-[2-[(3R)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]piperidin-3-yl]-6-methylpyridin-4-yl]pyrimidine
    —— 5-[2-[(3S)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]piperidin-3-yl]-6-methylpyridin-4-yl]pyrimidin-2-amine —— C26H31N5O
    5-[2-[(3S)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]piperidin-3-yl]-6-methylpyridin-4-yl]pyrimidin-2-amine
    —— 5-[2-[(3S)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]piperidin-3-yl]-6-methylpyridin-4-yl]pyrimidine —— C26H30N4O
    5-[2-[(3S)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]piperidin-3-yl]-6-methylpyridin-4-yl]pyrimidine
    —— 1-[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-4-ium-1-yl]-2-[(3R)-1,1-dioxothiolan-3-yl]ethanone —— C19H27N2O4S+
    1-[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-4-ium-1-yl]-2-[(3R)-1,1-dioxothiolan-3-yl]ethanone
    —— 1-[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-4-ium-1-yl]-2-[(3S)-1,1-dioxothiolan-3-yl]ethanone —— C19H27N2O4S+
    1-[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-4-ium-1-yl]-2-[(3S)-1,1-dioxothiolan-3-yl]ethanone
    —— 1-[3-[4-(2,3-Dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]-3-oxopropyl]pyrrolidine-2,5-dione —— C20H25N3O4
    1-[3-[4-(2,3-Dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]-3-oxopropyl]pyrrolidine-2,5-dione
    —— [4-(2,3-Dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]-thiophen-3-ylmethanone —— C18H20N2O2S
    [4-(2,3-Dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]-thiophen-3-ylmethanone
    —— (2R)-1-[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-4-ium-1-yl]-2-(4-methylphenyl)sulfanylpropan-1-one —— C23H29N2O2S+
    (2R)-1-[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-4-ium-1-yl]-2-(4-methylphenyl)sulfanylpropan-1-one
    —— [4-(2,3-Dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]-[5-(2-fluorophenyl)furan-2-yl]methanone —— C24H23FN2O3
    [4-(2,3-Dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]-[5-(2-fluorophenyl)furan-2-yl]methanone
    —— [4-(2,3-Dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]-(3-ethyl-5-methyl-1,2-oxazol-4-yl)methanone —— C20H25N3O3
    [4-(2,3-Dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]-(3-ethyl-5-methyl-1,2-oxazol-4-yl)methanone
    —— [4-(2,3-Dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]-(3-methyl-5-propan-2-yl-1,2-oxazol-4-yl)methanone —— C21H27N3O3
    [4-(2,3-Dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]-(3-methyl-5-propan-2-yl-1,2-oxazol-4-yl)methanone
    —— 1-[4-(2,3-Dihydro-1-benzofuran-5-ylmethyl)piperazin-4-ium-1-yl]-3-pyridin-3-ylpropan-1-one —— C21H26N3O2+
    1-[4-(2,3-Dihydro-1-benzofuran-5-ylmethyl)piperazin-4-ium-1-yl]-3-pyridin-3-ylpropan-1-one
    —— 1-[4-(2,3-Dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]-3-pyridin-3-ylpropan-1-one —— C21H25N3O2
    1-[4-(2,3-Dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]-3-pyridin-3-ylpropan-1-one
    —— [6-[4-(2,3-Dihydro-1-benzofuran-5-ylmethyl)piperazin-4-ium-1-yl]-6-oxohexyl]urea —— C20H31N4O3+
    [6-[4-(2,3-Dihydro-1-benzofuran-5-ylmethyl)piperazin-4-ium-1-yl]-6-oxohexyl]urea
    —— [6-[4-(2,3-Dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]-6-oxohexyl]urea —— C20H30N4O3
    [6-[4-(2,3-Dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]-6-oxohexyl]urea
    —— (1-Butyl-5-chloro-3-methylpyrazol-4-yl)-[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-4-ium-1-yl]methanone —— C22H30ClN4O2+
    (1-Butyl-5-chloro-3-methylpyrazol-4-yl)-[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-4-ium-1-yl]methanone
    —— (2S)-1-[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]-2-(4-methylphenyl)sulfanylpropan-1-one —— C23H28N2O2S
    (2S)-1-[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]-2-(4-methylphenyl)sulfanylpropan-1-one