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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-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylsulfanyl]-1-propan-2-yltetrazole —— C16H22N4O2S
    5-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylsulfanyl]-1-propan-2-yltetrazole
    —— 2-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylsulfanyl]-5-ethylsulfanyl-1,3,4-thiadiazole —— C16H20N2O2S3
    2-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylsulfanyl]-5-ethylsulfanyl-1,3,4-thiadiazole
    —— 5-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylsulfanyl]-1-propan-2-yltetrazole —— C16H22N4O2S
    5-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylsulfanyl]-1-propan-2-yltetrazole
    —— 1-(2,3-dihydro-1-benzofuran-5-yl)-2-oxopyridine-3-carbaldehyde —— C14H11NO3
    1-(2,3-dihydro-1-benzofuran-5-yl)-2-oxopyridine-3-carbaldehyde
    —— 14-oxa-4,6-diazatetracyclo[7.7.0.02,6.011,15]hexadeca-1(16),2,4,9,11(15)-pentaen-5-ylmethanamine —— C14H15N3O
    14-oxa-4,6-diazatetracyclo[7.7.0.02,6.011,15]hexadeca-1(16),2,4,9,11(15)-pentaen-5-ylmethanamine
    —— (4R)-4-methyl-3-oxa-14-thia-12,16-diazatetracyclo[7.7.0.02,6.011,15]hexadeca-1(9),2(6),7,11(15),12-pentaene —— C13H12N2OS
    (4R)-4-methyl-3-oxa-14-thia-12,16-diazatetracyclo[7.7.0.02,6.011,15]hexadeca-1(9),2(6),7,11(15),12-pentaene
    —— (4S)-4-methyl-5-oxa-14-thia-12,16-diazatetracyclo[7.7.0.02,6.011,15]hexadeca-1(9),2(6),7,11(15),12-pentaene —— C13H12N2OS
    (4S)-4-methyl-5-oxa-14-thia-12,16-diazatetracyclo[7.7.0.02,6.011,15]hexadeca-1(9),2(6),7,11(15),12-pentaene
    —— (4S)-4-methyl-3-oxa-14-thia-12,16-diazatetracyclo[7.7.0.02,6.011,15]hexadeca-1(9),2(6),7,11(15),12-pentaene —— C13H12N2OS
    (4S)-4-methyl-3-oxa-14-thia-12,16-diazatetracyclo[7.7.0.02,6.011,15]hexadeca-1(9),2(6),7,11(15),12-pentaene
    —— (4R)-4-methyl-5-oxa-14-thia-12,16-diazatetracyclo[7.7.0.02,6.011,15]hexadeca-1(9),2(6),7,11(15),12-pentaene —— C13H12N2OS
    (4R)-4-methyl-5-oxa-14-thia-12,16-diazatetracyclo[7.7.0.02,6.011,15]hexadeca-1(9),2(6),7,11(15),12-pentaene
    —— 13-methyl-5-oxa-14-thia-12,16-diazatetracyclo[7.7.0.02,6.011,15]hexadeca-1(9),2(6),7,11(15),12-pentaene —— C13H12N2OS
    13-methyl-5-oxa-14-thia-12,16-diazatetracyclo[7.7.0.02,6.011,15]hexadeca-1(9),2(6),7,11(15),12-pentaene
    —— (2R)-1-(2,3-dihydro-1-benzofuran-6-yl)-4,4,4-trifluorobutan-2-amine —— C12H14F3NO
    (2R)-1-(2,3-dihydro-1-benzofuran-6-yl)-4,4,4-trifluorobutan-2-amine
    —— (2S)-1-(2,3-dihydro-1-benzofuran-6-yl)-4,4,4-trifluorobutan-2-amine —— C12H14F3NO
    (2S)-1-(2,3-dihydro-1-benzofuran-6-yl)-4,4,4-trifluorobutan-2-amine
    —— 5-amino-2-(2,2-dimethyl-3H-1-benzofuran-5-yl)-4H-pyrazol-3-one —— C13H15N3O2
    5-amino-2-(2,2-dimethyl-3H-1-benzofuran-5-yl)-4H-pyrazol-3-one
    —— 2-[4-(2,3-dihydro-1-benzofuran-6-yl)-1,2,5-oxadiazol-3-yl]acetic acid —— C12H10N2O4
    2-[4-(2,3-dihydro-1-benzofuran-6-yl)-1,2,5-oxadiazol-3-yl]acetic acid
    —— 1-tert-butyl-3-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]urea —— C16H24N2O3
    1-tert-butyl-3-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]urea
    —— 1-tert-butyl-3-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]urea —— C16H24N2O3
    1-tert-butyl-3-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]urea
    —— tert-butyl N-[(3S)-6-formyl-3-methyl-2H-1-benzofuran-3-yl]carbamate —— C15H19NO4
    tert-butyl N-[(3S)-6-formyl-3-methyl-2H-1-benzofuran-3-yl]carbamate
    —— tert-butyl N-[(3R)-6-formyl-3-methyl-2H-1-benzofuran-3-yl]carbamate —— C15H19NO4
    tert-butyl N-[(3R)-6-formyl-3-methyl-2H-1-benzofuran-3-yl]carbamate
    —— tert-butyl N-[[(2S)-5-formyl-2,3-dihydro-1-benzofuran-2-yl]methyl]carbamate —— C15H19NO4
    tert-butyl N-[[(2S)-5-formyl-2,3-dihydro-1-benzofuran-2-yl]methyl]carbamate
    —— tert-butyl N-[[(2R)-5-formyl-2,3-dihydro-1-benzofuran-2-yl]methyl]carbamate —— C15H19NO4
    tert-butyl N-[[(2R)-5-formyl-2,3-dihydro-1-benzofuran-2-yl]methyl]carbamate
    —— tert-butyl N-[(3S)-6-formyl-2,3-dihydro-1-benzofuran-3-yl]-N-methylcarbamate —— C15H19NO4
    tert-butyl N-[(3S)-6-formyl-2,3-dihydro-1-benzofuran-3-yl]-N-methylcarbamate
    —— tert-butyl N-[(3R)-6-formyl-2,3-dihydro-1-benzofuran-3-yl]-N-methylcarbamate —— C15H19NO4
    tert-butyl N-[(3R)-6-formyl-2,3-dihydro-1-benzofuran-3-yl]-N-methylcarbamate
    —— 4-bromo-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]pyrazole —— C12H11BrN2O
    4-bromo-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]pyrazole
    —— (2R)-2-[4-[(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-carbonyl]piperazin-1-yl]-2-(4-methoxyphenyl)acetonitrile —— C22H22ClN3O3
    (2R)-2-[4-[(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-carbonyl]piperazin-1-yl]-2-(4-methoxyphenyl)acetonitrile
    —— (2R)-2-[4-[(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-carbonyl]piperazin-1-yl]-2-(4-methoxyphenyl)acetonitrile —— C22H22ClN3O3
    (2R)-2-[4-[(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-carbonyl]piperazin-1-yl]-2-(4-methoxyphenyl)acetonitrile
    —— (2S)-2-[4-[(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-carbonyl]piperazin-1-yl]-2-(4-methoxyphenyl)acetonitrile —— C22H22ClN3O3
    (2S)-2-[4-[(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-carbonyl]piperazin-1-yl]-2-(4-methoxyphenyl)acetonitrile
    —— (2S)-2-[4-[(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-carbonyl]piperazin-1-yl]-2-(4-methoxyphenyl)acetonitrile —— C22H22ClN3O3
    (2S)-2-[4-[(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-carbonyl]piperazin-1-yl]-2-(4-methoxyphenyl)acetonitrile
    —— 3-hydroxy-1-[3-(1H-imidazol-1-yl)propyl]-4-[(2-methyl-2,3-dihydro-1-benzofuran-5-yl)carbonyl]-5-(pyridin-4-yl)-1,5-dihydro-2H-pyrrol-2-one —— C25H24N4O4
    3-hydroxy-1-[3-(1H-imidazol-1-yl)propyl]-4-[(2-methyl-2,3-dihydro-1-benzofuran-5-yl)carbonyl]-5-(pyridin-4-yl)-1,5-dihydro-2H-pyrrol-2-one
    —— 1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-4-ethylpiperazine —— C18H28N2O2
    1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-4-ethylpiperazine
    —— 3-(2,3-dihydro-1-benzofuran-6-yl)-4-nitro-1,2-oxazol-5-amine —— C11H9N3O4
    3-(2,3-dihydro-1-benzofuran-6-yl)-4-nitro-1,2-oxazol-5-amine
    —— (2R)-2-amino-1-(2,3-dihydro-1-benzofuran-6-yl)-4,4-dimethylpentan-3-one —— C15H21NO2
    (2R)-2-amino-1-(2,3-dihydro-1-benzofuran-6-yl)-4,4-dimethylpentan-3-one
    —— (2S)-2-amino-1-(2,3-dihydro-1-benzofuran-6-yl)-4,4-dimethylpentan-3-one —— C15H21NO2
    (2S)-2-amino-1-(2,3-dihydro-1-benzofuran-6-yl)-4,4-dimethylpentan-3-one
    —— 4-(2,2-dimethyl-3H-1-benzofuran-5-yl)-2-oxobutanoic acid —— C14H16O4
    4-(2,2-dimethyl-3H-1-benzofuran-5-yl)-2-oxobutanoic acid
    —— (2R)-3-(2,3-dihydro-1-benzofuran-6-yl)-1-N,1-N-diethylpropane-1,2-diamine —— C15H24N2O
    (2R)-3-(2,3-dihydro-1-benzofuran-6-yl)-1-N,1-N-diethylpropane-1,2-diamine
    —— (2S)-3-(2,3-dihydro-1-benzofuran-6-yl)-1-N,1-N-diethylpropane-1,2-diamine —— C15H24N2O
    (2S)-3-(2,3-dihydro-1-benzofuran-6-yl)-1-N,1-N-diethylpropane-1,2-diamine
    —— 1-(2-aminoethyl)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)urea —— C13H19N3O2
    1-(2-aminoethyl)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)urea
    —— (2S,3R)-2-amino-1-(2,3-dihydro-1-benzofuran-6-yl)-5-methylhexan-3-ol —— C15H23NO2
    (2S,3R)-2-amino-1-(2,3-dihydro-1-benzofuran-6-yl)-5-methylhexan-3-ol
    —— (2R,3R)-2-amino-1-(2,3-dihydro-1-benzofuran-6-yl)-5-methylhexan-3-ol —— C15H23NO2
    (2R,3R)-2-amino-1-(2,3-dihydro-1-benzofuran-6-yl)-5-methylhexan-3-ol
    —— (2R,3S)-2-amino-1-(2,3-dihydro-1-benzofuran-6-yl)-5-methylhexan-3-ol —— C15H23NO2
    (2R,3S)-2-amino-1-(2,3-dihydro-1-benzofuran-6-yl)-5-methylhexan-3-ol
    —— (2S,3S)-2-amino-1-(2,3-dihydro-1-benzofuran-6-yl)-5-methylhexan-3-ol —— C15H23NO2
    (2S,3S)-2-amino-1-(2,3-dihydro-1-benzofuran-6-yl)-5-methylhexan-3-ol
    —— (2S)-3-(2,3-dihydro-1-benzofuran-6-yl)-2-methylsulfonylpropan-1-amine —— C12H17NO3S
    (2S)-3-(2,3-dihydro-1-benzofuran-6-yl)-2-methylsulfonylpropan-1-amine
    —— (2R)-3-(2,3-dihydro-1-benzofuran-6-yl)-2-methylsulfonylpropan-1-amine —— C12H17NO3S
    (2R)-3-(2,3-dihydro-1-benzofuran-6-yl)-2-methylsulfonylpropan-1-amine
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-(4-methyl-1,4-diazepan-1-yl)methanone —— C15H20N2O2
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-(4-methyl-1,4-diazepan-1-yl)methanone
    —— [(2R)-2,3-dihydro-1-benzofuran-2-yl]-(4-methyl-1,4-diazepan-1-yl)methanone —— C15H20N2O2
    [(2R)-2,3-dihydro-1-benzofuran-2-yl]-(4-methyl-1,4-diazepan-1-yl)methanone
    —— (2S)-N-[(Z)-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethylideneamino]-2-[[5-[(2S)-1-[(2Z)-2-[1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethylidene]hydrazinyl]-1-oxopropan-2-yl]sulfanyl-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C30H34N6O5S2
    (2S)-N-[(Z)-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethylideneamino]-2-[[5-[(2S)-1-[(2Z)-2-[1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethylidene]hydrazinyl]-1-oxopropan-2-yl]sulfanyl-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
    —— (2S)-N-[(Z)-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethylideneamino]-2-[[5-[(2S)-1-[(2Z)-2-[1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethylidene]hydrazinyl]-1-oxopropan-2-yl]sulfanyl-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C30H34N6O5S2
    (2S)-N-[(Z)-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethylideneamino]-2-[[5-[(2S)-1-[(2Z)-2-[1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethylidene]hydrazinyl]-1-oxopropan-2-yl]sulfanyl-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
    —— (2S)-N-[(Z)-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethylideneamino]-2-[[5-[(2R)-1-[(2Z)-2-[1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethylidene]hydrazinyl]-1-oxopropan-2-yl]sulfanyl-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C30H34N6O5S2
    (2S)-N-[(Z)-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethylideneamino]-2-[[5-[(2R)-1-[(2Z)-2-[1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethylidene]hydrazinyl]-1-oxopropan-2-yl]sulfanyl-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
    —— 1-cyclopentyl-3-[[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]amino]thiourea —— C18H25N3O3S
    1-cyclopentyl-3-[[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]amino]thiourea
    —— tert-butyl N-[(3R)-6-formyl-2,3-dihydro-1-benzofuran-3-yl]carbamate —— C14H17NO4
    tert-butyl N-[(3R)-6-formyl-2,3-dihydro-1-benzofuran-3-yl]carbamate
    —— 4-bromo-1-(2,3-dihydro-1-benzofuran-5-yl)pyrazole —— C11H9BrN2O
    4-bromo-1-(2,3-dihydro-1-benzofuran-5-yl)pyrazole