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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
    —— 4,5,6-trimethoxy-N-(2-methoxyethyl)-1-benzofuran-3-imine;hydrochloride —— C14H20ClNO5
    4,5,6-trimethoxy-N-(2-methoxyethyl)-1-benzofuran-3-imine;hydrochloride
    —— methyl 2-[(2S,3R)-3-butyl-5-hydroxy-6-prop-2-enyl-2,3-dihydro-1-benzofuran-2-yl]acetate —— C18H24O4
    methyl 2-[(2S,3R)-3-butyl-5-hydroxy-6-prop-2-enyl-2,3-dihydro-1-benzofuran-2-yl]acetate
    —— 8-(2,4-dichlorophenyl)-N,N-dimethyl-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]-pyridin-6-amine 488124-74-9 C19H20Cl2N2O
    8-(2,4-dichlorophenyl)-N,N-dimethyl-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]-pyridin-6-amine
    —— 8-(2,4-dichlorophenyl)-6-methyl-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]-pyridine 488124-88-5 C18H17Cl2NO
    8-(2,4-dichlorophenyl)-6-methyl-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]-pyridine
    —— 3-[(3S)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-1-methyl-1-(4,5,6,7-tetrahydro-1,3-benzothiazol-2-ylmethyl)urea —— C20H25N3O2S
    3-[(3S)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-1-methyl-1-(4,5,6,7-tetrahydro-1,3-benzothiazol-2-ylmethyl)urea
    —— 3-[(3R)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-1-methyl-1-(4,5,6,7-tetrahydro-1,3-benzothiazol-2-ylmethyl)urea —— C20H25N3O2S
    3-[(3R)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-1-methyl-1-(4,5,6,7-tetrahydro-1,3-benzothiazol-2-ylmethyl)urea
    —— 6-[2,2,4,6,7-pentamethyl-3-phenyl-2,3-dihydro-1-benzofuran-5-yl]-6,7-dihydro-5H-[1,3]dioxolo[4,5-f]isoindole —— C28H29NO3
    6-[2,2,4,6,7-pentamethyl-3-phenyl-2,3-dihydro-1-benzofuran-5-yl]-6,7-dihydro-5H-[1,3]dioxolo[4,5-f]isoindole
    —— N-(4-fluorobenzyl)-3-(4-fluorophenyl)-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-amine —— C26H27F2NO
    N-(4-fluorobenzyl)-3-(4-fluorophenyl)-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-amine
    —— 5,7-Ditert-butyl-3-(3,4-dimethylphenyl)-3-methyl-1-benzofuran-2-one —— C25H32O2
    5,7-Ditert-butyl-3-(3,4-dimethylphenyl)-3-methyl-1-benzofuran-2-one
    —— 4-(2,2-diethyl-4-methoxy-3H-1-benzofuran-7-yl)-4a,5,6,7,8,8a-hexahydro-2H-phthalazin-1-one —— C21H28N2O3
    4-(2,2-diethyl-4-methoxy-3H-1-benzofuran-7-yl)-4a,5,6,7,8,8a-hexahydro-2H-phthalazin-1-one
    —— 3-Hydroxy-1-[2-(5-hydroxy-4,6,7-trimethyl-2,3-dihydro-1-benzofuran-2-yl)ethyl]-2-methylpyridin-4-one —— C19H23NO4
    3-Hydroxy-1-[2-(5-hydroxy-4,6,7-trimethyl-2,3-dihydro-1-benzofuran-2-yl)ethyl]-2-methylpyridin-4-one
    —— N-[1-(2,3-dihydro-1-benzofuran-4-yl)pyrrolidin-3-yl]-2-methoxyacetamide —— C15H20N2O3
    N-[1-(2,3-dihydro-1-benzofuran-4-yl)pyrrolidin-3-yl]-2-methoxyacetamide
    —— 5-(Sulfomethyl)-2,3-dihydro-1-benzofuran-2-carboxylic acid —— C10H10O6S
    5-(Sulfomethyl)-2,3-dihydro-1-benzofuran-2-carboxylic acid
    —— 8-(2,6-difluoro-4-chlorophenyl)-6-ethyl-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]-pyridine 488125-05-9 C19H18ClF2NO
    8-(2,6-difluoro-4-chlorophenyl)-6-ethyl-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]-pyridine
    —— 2-[2-(2,3-Dihydro-1-benzofuran-5-yl)tetrazol-5-yl]pyridine —— C14H11N5O
    2-[2-(2,3-Dihydro-1-benzofuran-5-yl)tetrazol-5-yl]pyridine
    —— R-1-{2'3'-dihydrobenzo[b]furan-4'-yl}-ethane-1,2-diol —— C10H12O3
    R-1-{2'3'-dihydrobenzo[b]furan-4'-yl}-ethane-1,2-diol
    —— 3-[(1R,2R,3aS,8bS)-2-[tert-butyl(dimethyl)silyl]oxy-1-[(E,3S)-3-[tert-butyl(dimethyl)silyl]oxy-4-methyl-4-phenoxypent-1-enyl]-2,3,3a,8b-tetrahydro-1H-cyclopenta[b][1]benzofuran-5-yl]propanenitrile —— C38H57NO4Si2
    3-[(1R,2R,3aS,8bS)-2-[tert-butyl(dimethyl)silyl]oxy-1-[(E,3S)-3-[tert-butyl(dimethyl)silyl]oxy-4-methyl-4-phenoxypent-1-enyl]-2,3,3a,8b-tetrahydro-1H-cyclopenta[b][1]benzofuran-5-yl]propanenitrile
    —— N-(4-Fluorobenzyl)-2,2,4,6,7-pentamethyl-3-phenyl-2,3-dihydro-1-benzofuran-5-amine —— C26H28FNO
    N-(4-Fluorobenzyl)-2,2,4,6,7-pentamethyl-3-phenyl-2,3-dihydro-1-benzofuran-5-amine
    —— 2-[5-[(E)-(1,1-dioxo-1,2-thiazolidin-5-ylidene)methyl]-2-hydroxy-3,3-dimethyl-2H-1-benzofuran-7-yl]-2-methylpropanoic acid —— C18H23NO6S
    2-[5-[(E)-(1,1-dioxo-1,2-thiazolidin-5-ylidene)methyl]-2-hydroxy-3,3-dimethyl-2H-1-benzofuran-7-yl]-2-methylpropanoic acid
    —— 3-(4-Pyridyl)-N-(2-[5-carbamimidoyl-2,3-dihydrobenzofuran-3-yl]ethyl)acrylamide —— C19H20N4O2
    3-(4-Pyridyl)-N-(2-[5-carbamimidoyl-2,3-dihydrobenzofuran-3-yl]ethyl)acrylamide
    —— 1-[1-(2,3-Dihydro-1-benzofuran-4-yl)pyrrolidin-3-yl]-3-ethylurea —— C15H21N3O2
    1-[1-(2,3-Dihydro-1-benzofuran-4-yl)pyrrolidin-3-yl]-3-ethylurea
    —— (1S,2S)-N-carbamimidoyl-2-(2,3-dihydro-1-benzofuran-7-yl)cyclopropane-1-carboxamide —— C13H15N3O2
    (1S,2S)-N-carbamimidoyl-2-(2,3-dihydro-1-benzofuran-7-yl)cyclopropane-1-carboxamide
    —— (3S)-3-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-6-yl]pentanoic acid —— C14H18O3
    (3S)-3-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-6-yl]pentanoic acid
    —— N-[2-(3,3-Dimethyl-2,3,-dihydrobenzofuran-6-yl)-1-methylethyl]-N-ethyl-(1-methanesulfonylpiperidin-4-ylmethyl)amine —— C22H36N2O3S
    N-[2-(3,3-Dimethyl-2,3,-dihydrobenzofuran-6-yl)-1-methylethyl]-N-ethyl-(1-methanesulfonylpiperidin-4-ylmethyl)amine
    —— 3-[(1R,2R,3aS,8bS)-1-[(E,3S)-4-cyclohexyl-3-hydroxybut-1-enyl]-2-hydroxy-2,3,3a,8b-tetrahydro-1H-cyclopenta[b][1]benzofuran-5-yl]propanoic acid —— C24H32O5
    3-[(1R,2R,3aS,8bS)-1-[(E,3S)-4-cyclohexyl-3-hydroxybut-1-enyl]-2-hydroxy-2,3,3a,8b-tetrahydro-1H-cyclopenta[b][1]benzofuran-5-yl]propanoic acid
    —— N-[2-(5-carbamimidoyl-2,3-dihydro-1-benzofuran-3-yl)ethyl]-2-(4-cyanophenoxy)-2-methylpropanamide —— C22H24N4O3
    N-[2-(5-carbamimidoyl-2,3-dihydro-1-benzofuran-3-yl)ethyl]-2-(4-cyanophenoxy)-2-methylpropanamide
    —— 2,2,4,6,7-pentamethyl-3-[(4-methylpiperazin-1-yl)methyl]-3H-1-benzofuran-5-ol;dihydrochloride —— C19H32Cl2N2O2
    2,2,4,6,7-pentamethyl-3-[(4-methylpiperazin-1-yl)methyl]-3H-1-benzofuran-5-ol;dihydrochloride
    —— 2-(2-methyl-3,4-dioxo-2H-pyridin-1-yl)ethyl 2-(5-hydroxy-4,6,7-trimethyl-2,3-dihydro-1-benzofuran-2-yl)acetate —— C21H25NO6
    2-(2-methyl-3,4-dioxo-2H-pyridin-1-yl)ethyl 2-(5-hydroxy-4,6,7-trimethyl-2,3-dihydro-1-benzofuran-2-yl)acetate
    —— 2-[1-[[2-(2,3-dihydro-1-benzofuran-5-yl)-1H-imidazol-5-yl]methyl]piperidin-4-yl]-5-fluoropyrimidine —— C21H22FN5O
    2-[1-[[2-(2,3-dihydro-1-benzofuran-5-yl)-1H-imidazol-5-yl]methyl]piperidin-4-yl]-5-fluoropyrimidine
    —— 1-(2,3-dihydro-1-benzofuran-5-yl)-N-[(1-methylsulfonylpiperidin-4-yl)methyl]butan-2-amine —— C19H30N2O3S
    1-(2,3-dihydro-1-benzofuran-5-yl)-N-[(1-methylsulfonylpiperidin-4-yl)methyl]butan-2-amine
    —— 1-Cyclopropyl-3-[1-(2,3-dihydro-1-benzofuran-4-yl)pyrrolidin-3-yl]urea —— C16H21N3O2
    1-Cyclopropyl-3-[1-(2,3-dihydro-1-benzofuran-4-yl)pyrrolidin-3-yl]urea
    —— 8-(2,4-dichlorophenyl)-1,2,3,4,4a,9b-hexahydro[1]benzofuro[3,2-c]pyridine 488124-45-4 C17H15Cl2NO
    8-(2,4-dichlorophenyl)-1,2,3,4,4a,9b-hexahydro[1]benzofuro[3,2-c]pyridine
    —— 1-[1-[[2-(2,3-dihydro-1-benzofuran-5-yl)-1H-imidazol-5-yl]methyl]piperidin-4-yl]-4-phenyl-3,6-dihydro-2H-pyridine —— C28H32N4O
    1-[1-[[2-(2,3-dihydro-1-benzofuran-5-yl)-1H-imidazol-5-yl]methyl]piperidin-4-yl]-4-phenyl-3,6-dihydro-2H-pyridine
    —— 2-[1-[[2-(2,3-dihydro-1-benzofuran-5-yl)-1H-imidazol-5-yl]methyl]piperidin-4-yl]-4-(trifluoromethyl)pyrimidine —— C22H22F3N5O
    2-[1-[[2-(2,3-dihydro-1-benzofuran-5-yl)-1H-imidazol-5-yl]methyl]piperidin-4-yl]-4-(trifluoromethyl)pyrimidine
    —— 2-[2,2,4,6,7-pentamethyl-3-(4-methylphenyl)-2,3-dihydro-1-benzofuran-5-yl]isoindoline —— C28H31NO
    2-[2,2,4,6,7-pentamethyl-3-(4-methylphenyl)-2,3-dihydro-1-benzofuran-5-yl]isoindoline
    —— 2-(5-hydroxy-4,6,7-trimethyl-2,3-dihydro-1-benzofuran-2-yl)-N-[2-(2-methyl-3,4-dioxo-2H-pyridin-1-yl)ethyl]acetamide —— C21H26N2O5
    2-(5-hydroxy-4,6,7-trimethyl-2,3-dihydro-1-benzofuran-2-yl)-N-[2-(2-methyl-3,4-dioxo-2H-pyridin-1-yl)ethyl]acetamide
    —— 2-[1-[[2-(2,3-dihydro-1-benzofuran-5-yl)-1H-imidazol-5-yl]methyl]piperidin-4-yl]pyrimidine —— C21H23N5O
    2-[1-[[2-(2,3-dihydro-1-benzofuran-5-yl)-1H-imidazol-5-yl]methyl]piperidin-4-yl]pyrimidine
    —— trans-N-(aminoiminomethyl)-2-(2,3-dihydro-4-benzofuranyl)-cyclopropanecarboxamide —— C13H15N3O2
    trans-N-(aminoiminomethyl)-2-(2,3-dihydro-4-benzofuranyl)-cyclopropanecarboxamide
    —— 1,3,4-trimethyl-6,7,8,9,10,10a-hexahydro-5aH-cyclohepta[b][1]benzofuran-2-ol —— C16H22O2
    1,3,4-trimethyl-6,7,8,9,10,10a-hexahydro-5aH-cyclohepta[b][1]benzofuran-2-ol
    —— 2-[(6-benzyloxy-2,3-dihydro-benzofuran-2-ylmethyl)-amino]-ethanol 507482-04-4 C18H21NO3
    2-[(6-benzyloxy-2,3-dihydro-benzofuran-2-ylmethyl)-amino]-ethanol
    —— 5,6-Dimethoxy-2-[3-(4-isopropylphenyl)-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-yl]isoindoline —— C32H39NO3
    5,6-Dimethoxy-2-[3-(4-isopropylphenyl)-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-yl]isoindoline
    —— [4-(2-Amino-3-sulfanylpropyl)-3-(phenylmethoxymethyl)piperazin-1-yl]-(2,3-dihydro-1-benzofuran-7-yl)methanone —— C24H31N3O3S
    [4-(2-Amino-3-sulfanylpropyl)-3-(phenylmethoxymethyl)piperazin-1-yl]-(2,3-dihydro-1-benzofuran-7-yl)methanone
    —— 1-[5-(2,3-dihydro-1-benzofuran-5-yl)-2-(3,4,5-trimethoxyphenyl)-2H-1,3,4-oxadiazol-3-yl]ethanone —— C21H22N2O6
    1-[5-(2,3-dihydro-1-benzofuran-5-yl)-2-(3,4,5-trimethoxyphenyl)-2H-1,3,4-oxadiazol-3-yl]ethanone
    —— 4-butyl-cyclohexanecarboxylic acid [2-(5-carbamimidoyl-2,3-dihydro-benzofuran-3-yl)-ethyl]-amide —— C22H33N3O2
    4-butyl-cyclohexanecarboxylic acid [2-(5-carbamimidoyl-2,3-dihydro-benzofuran-3-yl)-ethyl]-amide
    —— (2R)-N-methyl-N-(4,5,6,7-tetrahydro-1,3-benzothiazol-2-ylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H20N2O2S
    (2R)-N-methyl-N-(4,5,6,7-tetrahydro-1,3-benzothiazol-2-ylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 4-[2,2-dimethyl-4-(trifluoromethoxy)-3H-1-benzofuran-7-yl]-4a,5,6,7,8,8a-hexahydro-2H-phthalazin-1-one —— C19H21F3N2O3
    4-[2,2-dimethyl-4-(trifluoromethoxy)-3H-1-benzofuran-7-yl]-4a,5,6,7,8,8a-hexahydro-2H-phthalazin-1-one
    —— 4-(4-ethoxy-2,2-diethyl-3H-1-benzofuran-7-yl)-4a,5,6,7,8,8a-hexahydro-2H-phthalazin-1-one —— C22H30N2O3
    4-(4-ethoxy-2,2-diethyl-3H-1-benzofuran-7-yl)-4a,5,6,7,8,8a-hexahydro-2H-phthalazin-1-one
    —— 5-[(1R,3R)-3-(2,3-Dihydro-benzofuran-4-yl)-2,2-dimethyl-cyclopropyl]-1H-imidazol-2-ylamine —— C16H19N3O
    5-[(1R,3R)-3-(2,3-Dihydro-benzofuran-4-yl)-2,2-dimethyl-cyclopropyl]-1H-imidazol-2-ylamine
    —— N-[1-(2,3-dihydro-1-benzofuran-4-yl)pyrrolidin-3-yl]butanamide —— C16H22N2O2
    N-[1-(2,3-dihydro-1-benzofuran-4-yl)pyrrolidin-3-yl]butanamide
    —— 7-(Sulfomethyl)-2,3-dihydro-1-benzofuran-2-carboxylic acid —— C10H10O6S
    7-(Sulfomethyl)-2,3-dihydro-1-benzofuran-2-carboxylic acid