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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
    —— 5-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-[(4-methyl-1,3-thiazol-5-yl)methyl]-1,3,4-oxadiazol-2-amine —— C15H14N4O2S
    5-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-[(4-methyl-1,3-thiazol-5-yl)methyl]-1,3,4-oxadiazol-2-amine
    —— 5-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-N-[(1-ethyl-3,5-dimethylpyrazol-4-yl)methyl]-1,3,4-oxadiazol-2-amine —— C18H21N5O2
    5-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-N-[(1-ethyl-3,5-dimethylpyrazol-4-yl)methyl]-1,3,4-oxadiazol-2-amine
    —— 5-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-[[5-(methoxymethyl)furan-2-yl]methyl]-1,3,4-oxadiazol-2-amine —— C17H17N3O4
    5-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-[[5-(methoxymethyl)furan-2-yl]methyl]-1,3,4-oxadiazol-2-amine
    —— 5-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-[(1-ethyl-3,5-dimethylpyrazol-4-yl)methyl]-1,3,4-oxadiazol-2-amine —— C18H21N5O2
    5-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-[(1-ethyl-3,5-dimethylpyrazol-4-yl)methyl]-1,3,4-oxadiazol-2-amine
    —— 5-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-[(3,5-dimethyl-1,2-oxazol-4-yl)methyl]-1,3,4-oxadiazol-2-amine —— C16H16N4O3
    5-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-[(3,5-dimethyl-1,2-oxazol-4-yl)methyl]-1,3,4-oxadiazol-2-amine
    —— 5-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-[(3-methylfuran-2-yl)methyl]-1,3,4-oxadiazol-2-amine —— C16H15N3O3
    5-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-[(3-methylfuran-2-yl)methyl]-1,3,4-oxadiazol-2-amine
    —— (2R)-N-[3-(dimethylamino)propyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H26N2O4S
    (2R)-N-[3-(dimethylamino)propyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[3-(dimethylamino)propyl]-N-[(3R)-1,1-dioxothiolan-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H26N2O4S
    (2R)-N-[3-(dimethylamino)propyl]-N-[(3R)-1,1-dioxothiolan-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[3-(dimethylamino)propyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H26N2O4S
    (2S)-N-[3-(dimethylamino)propyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[3-(dimethylamino)propyl]-N-[(3R)-1,1-dioxothiolan-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H26N2O4S
    (2S)-N-[3-(dimethylamino)propyl]-N-[(3R)-1,1-dioxothiolan-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-chloro-N-(2,4,6-trimethylpyridin-3-yl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H17ClN2O2
    (2S)-5-chloro-N-(2,4,6-trimethylpyridin-3-yl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 1-cyclopropyl-3-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]pyrazin-2-one —— C19H23N3O3
    1-cyclopropyl-3-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]pyrazin-2-one
    —— [(E)-(5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl)methylideneamino]thiourea —— C12H15N3O2S
    [(E)-(5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl)methylideneamino]thiourea
    —— 1-cyclopropyl-3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]pyrazin-2-one —— C19H23N3O3
    1-cyclopropyl-3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]pyrazin-2-one
    —— (3E)-4,6,7-trimethyl-1-benzofuran-3(2H)-one oxime —— C11H13NO2
    (3E)-4,6,7-trimethyl-1-benzofuran-3(2H)-one oxime
    —— 1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(1-methylpyrazol-3-yl)urea —— C17H22N4O3
    1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(1-methylpyrazol-3-yl)urea
    —— 1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(1-methylpyrazol-3-yl)urea —— C17H22N4O3
    1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(1-methylpyrazol-3-yl)urea
    —— 1,1-diethyl-2-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]guanidine —— C16H25N3O2
    1,1-diethyl-2-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]guanidine
    —— 1,1-diethyl-2-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]guanidine —— C16H25N3O2
    1,1-diethyl-2-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]guanidine
    —— N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methyl]-3-(1,3,4-oxadiazol-2-yl)aniline —— C19H19N3O3
    N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methyl]-3-(1,3,4-oxadiazol-2-yl)aniline
    —— N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methyl]-3-(1,3,4-oxadiazol-2-yl)aniline —— C19H19N3O3
    N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methyl]-3-(1,3,4-oxadiazol-2-yl)aniline
    —— 1-[(1R)-1-(3-hydroxyphenyl)ethyl]-1-methyl-3-[(3S)-5-methyl-2,3-dihydro-1-benzofuran-3-yl]urea —— C19H22N2O3
    1-[(1R)-1-(3-hydroxyphenyl)ethyl]-1-methyl-3-[(3S)-5-methyl-2,3-dihydro-1-benzofuran-3-yl]urea
    —— 1-[(1S)-1-(3-hydroxyphenyl)ethyl]-1-methyl-3-[(3R)-5-methyl-2,3-dihydro-1-benzofuran-3-yl]urea —— C19H22N2O3
    1-[(1S)-1-(3-hydroxyphenyl)ethyl]-1-methyl-3-[(3R)-5-methyl-2,3-dihydro-1-benzofuran-3-yl]urea
    —— 2-methyl-N-[(3S)-5-methyl-2,3-dihydro-1-benzofuran-3-yl]pyrimidin-4-amine —— C14H15N3O
    2-methyl-N-[(3S)-5-methyl-2,3-dihydro-1-benzofuran-3-yl]pyrimidin-4-amine
    —— 1-[(1R)-1-(3-hydroxyphenyl)ethyl]-1-methyl-3-[(3R)-5-methyl-2,3-dihydro-1-benzofuran-3-yl]urea —— C19H22N2O3
    1-[(1R)-1-(3-hydroxyphenyl)ethyl]-1-methyl-3-[(3R)-5-methyl-2,3-dihydro-1-benzofuran-3-yl]urea
    —— 2-methyl-N-[(3R)-5-methyl-2,3-dihydro-1-benzofuran-3-yl]pyrimidin-4-amine —— C14H15N3O
    2-methyl-N-[(3R)-5-methyl-2,3-dihydro-1-benzofuran-3-yl]pyrimidin-4-amine
    —— 1-[(1S)-1-(3-hydroxyphenyl)ethyl]-1-methyl-3-[(3S)-5-methyl-2,3-dihydro-1-benzofuran-3-yl]urea —— C19H22N2O3
    1-[(1S)-1-(3-hydroxyphenyl)ethyl]-1-methyl-3-[(3S)-5-methyl-2,3-dihydro-1-benzofuran-3-yl]urea
    —— 3-[(3S)-1-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)pyrrolidin-3-yl]oxypyridine —— C17H18N2O4S
    3-[(3S)-1-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)pyrrolidin-3-yl]oxypyridine
    —— (2R)-4-[[(2R)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-5-yl]sulfonyl]-2-(1-methylpyrazol-4-yl)morpholine —— C17H20ClN3O4S
    (2R)-4-[[(2R)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-5-yl]sulfonyl]-2-(1-methylpyrazol-4-yl)morpholine
    —— (2R)-4-[[(2S)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-5-yl]sulfonyl]-2-(1-methylpyrazol-4-yl)morpholine —— C17H20ClN3O4S
    (2R)-4-[[(2S)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-5-yl]sulfonyl]-2-(1-methylpyrazol-4-yl)morpholine
    —— (2R)-4-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]sulfonyl]-2-(1-methylpyrazol-4-yl)morpholine —— C17H21N3O4S
    (2R)-4-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]sulfonyl]-2-(1-methylpyrazol-4-yl)morpholine
    —— (2R)-4-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]sulfonyl]-2-(1-methylpyrazol-4-yl)morpholine —— C17H21N3O4S
    (2R)-4-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]sulfonyl]-2-(1-methylpyrazol-4-yl)morpholine
    —— (2S)-7-fluoro-N-[2-(4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H19FN2O2S
    (2S)-7-fluoro-N-[2-(4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-7-fluoro-N-[2-(4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H19FN2O2S
    (2R)-7-fluoro-N-[2-(4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (1S)-2,2-dichloro-N-[4-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazol-2-yl]cyclopropane-1-carboxamide —— C15H12Cl2N2O2S
    (1S)-2,2-dichloro-N-[4-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazol-2-yl]cyclopropane-1-carboxamide
    —— (1R)-2,2-dichloro-N-[4-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazol-2-yl]cyclopropane-1-carboxamide —— C15H12Cl2N2O2S
    (1R)-2,2-dichloro-N-[4-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazol-2-yl]cyclopropane-1-carboxamide
    —— 1-cyclopropyl-3-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-methylguanidine —— C17H25N3O2
    1-cyclopropyl-3-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-methylguanidine
    —— 1-cyclopropyl-3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-methylguanidine —— C17H25N3O2
    1-cyclopropyl-3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-methylguanidine
    —— N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-5-sulfamoylfuran-2-carboxamide —— C13H12N2O5S
    N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-5-sulfamoylfuran-2-carboxamide
    —— N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide —— C12H11N3O2S2
    N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide
    —— N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-methyl-5-(methylamino)-1,2-thiazole-4-carboxamide —— C14H15N3O2S
    N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-methyl-5-(methylamino)-1,2-thiazole-4-carboxamide
    —— 2,3-Dihydrobenzo[b]furan-5-carbaldehyde oxime —— C9H9NO2
    2,3-Dihydrobenzo[b]furan-5-carbaldehyde oxime
    —— [(E)-1-(2,3-dihydro-1-benzofuran-5-yl)ethylideneamino] N-(4-chlorophenyl)carbamate;ethanol —— C19H21ClN2O4
    [(E)-1-(2,3-dihydro-1-benzofuran-5-yl)ethylideneamino] N-(4-chlorophenyl)carbamate;ethanol
    —— 3-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylsulfanyl]-4-(2-thiophen-2-ylethyl)-1,2,4-triazole —— C20H23N3O2S2
    3-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylsulfanyl]-4-(2-thiophen-2-ylethyl)-1,2,4-triazole
    —— [(E)-2,3-dihydro-1-benzofuran-5-ylmethylideneamino] N-(3-methylphenyl)carbamate —— C17H16N2O3
    [(E)-2,3-dihydro-1-benzofuran-5-ylmethylideneamino] N-(3-methylphenyl)carbamate
    —— [(E)-2,3-dihydro-1-benzofuran-5-ylmethylideneamino] N-(4-methylphenyl)carbamate —— C17H16N2O3
    [(E)-2,3-dihydro-1-benzofuran-5-ylmethylideneamino] N-(4-methylphenyl)carbamate
    —— N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-methoxy-N-(2-methoxyethyl)ethanamine —— C18H29NO4
    N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-methoxy-N-(2-methoxyethyl)ethanamine
    —— N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-methoxy-N-(2-methoxyethyl)ethanamine —— C18H29NO4
    N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-methoxy-N-(2-methoxyethyl)ethanamine
    —— ethyl 2-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylsulfanyl]acetate —— C16H22O4S
    ethyl 2-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylsulfanyl]acetate
    —— ethyl 2-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylsulfanyl]acetate —— C16H22O4S
    ethyl 2-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylsulfanyl]acetate