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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-bromo-2,3-dihydrobenzofuran-7-yl)-4-methyl-2-trifluoromethylpentane-1,2-diol 609807-11-6 C15H18BrF3O3
    4-(5-bromo-2,3-dihydrobenzofuran-7-yl)-4-methyl-2-trifluoromethylpentane-1,2-diol
    —— 4-(5-bromo-2,3-dihydrobenzofuran-7-yl)-2-hydroxy-4-methyl-2-trifluoromethylpentanoic acid ethyl ester 609807-36-5 C17H20BrF3O4
    4-(5-bromo-2,3-dihydrobenzofuran-7-yl)-2-hydroxy-4-methyl-2-trifluoromethylpentanoic acid ethyl ester
    —— 3-Hydroxy-7-methoxy-5-(pyridin-3-ylmethyl)-2,3-dihydrobenzofuran-2,2-dicarboxylic Acid 767584-47-4 C17H15NO7
    3-Hydroxy-7-methoxy-5-(pyridin-3-ylmethyl)-2,3-dihydrobenzofuran-2,2-dicarboxylic Acid
    —— 9-methoxy-3-methyl-2,3-dihydro-1H-benzofuro<3,2-e>isoquinolin-4(7aH)-one 75611-15-3 C17H17NO3
    9-methoxy-3-methyl-2,3-dihydro-1H-benzofuro<3,2-e>isoquinolin-4(7aH)-one
    —— 5-(2,3-dihydro-2-ethylbenzo[b]furan-2-yl)-3H-[1,3,4]-oxadiazole-2-thione 1041186-94-0 C12H12N2O2S
    5-(2,3-dihydro-2-ethylbenzo[b]furan-2-yl)-3H-[1,3,4]-oxadiazole-2-thione
    —— 2,3-dihydro-2-ethylbenzo[b]furan-2-carboxylic acid hydrazide 1041186-93-9 C11H14N2O2
    2,3-dihydro-2-ethylbenzo[b]furan-2-carboxylic acid hydrazide
    —— 7-methoxy-2-nitro-2,3-dihydro-1-benzofuran-3-ol 96089-35-9 C9H9NO5
    7-methoxy-2-nitro-2,3-dihydro-1-benzofuran-3-ol
    —— tert-butyl 5-(3,3-bismethylthio-2-propenoyl)-6,7-dichloro-2,3-dihydro-2-benzo<b>furancarboxylate 126200-65-5 C18H20Cl2O4S2
    tert-butyl 5-(3,3-bismethylthio-2-propenoyl)-6,7-dichloro-2,3-dihydro-2-benzo<b>furancarboxylate
    —— 6,7-dichloro-5-(3,4-dimethyl-4-thiazolin-2-yliden)acetyl-2,3-dihydro-2-benzo<b>furancarboxylic acid 126200-85-9 C16H13Cl2NO4S
    6,7-dichloro-5-(3,4-dimethyl-4-thiazolin-2-yliden)acetyl-2,3-dihydro-2-benzo<b>furancarboxylic acid
    —— 6,7-dichloro-5-(4-thiazolin-2-ylidene)acetyl-2,3-dihydro-2-benzo<b>furancarboxylic acid 126244-47-1 C14H9Cl2NO4S
    6,7-dichloro-5-(4-thiazolin-2-ylidene)acetyl-2,3-dihydro-2-benzo<b>furancarboxylic acid
    —— 6,7-dichloro-5-(2-methylthiopyrrol-3-ylcarbonyl)-2,3-dihydro-2-benzo<b>furancarboxylic acid 105979-12-2 C15H11Cl2NO4S
    6,7-dichloro-5-(2-methylthiopyrrol-3-ylcarbonyl)-2,3-dihydro-2-benzo<b>furancarboxylic acid
    —— 6,7-dichloro-5-(N-methylthiocarbamoylacetyl)-2,3-dihydro-2-benzo<b>furancarboxylic acid 105978-83-4 C13H11Cl2NO4S
    6,7-dichloro-5-(N-methylthiocarbamoylacetyl)-2,3-dihydro-2-benzo<b>furancarboxylic acid
    —— 5-amino-7-<2-(dimethylamino)ethoxy>-2,3-dihydrobenzofuran 170730-10-6 C12H18N2O2
    5-amino-7-<2-(dimethylamino)ethoxy>-2,3-dihydrobenzofuran
    —— 2,3-Dihydro-2,2-dimethyl-7-benzofuransulfonyl isocyanate 89819-26-1 C11H11NO4S
    2,3-Dihydro-2,2-dimethyl-7-benzofuransulfonyl isocyanate
    —— (9aS)-8-acetyl-N-[4-(2-butynyloxy)-2,6-dimethylbenzyl]-1,7-dihydroxy-3-methoxy-9a-methyl-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide 925440-26-2 C30H29NO8
    (9aS)-8-acetyl-N-[4-(2-butynyloxy)-2,6-dimethylbenzyl]-1,7-dihydroxy-3-methoxy-9a-methyl-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide
    —— 6-Methoxy-9b-methyl-1,2,4a,9b-tetrahydro-dibenzofuran 102939-83-3 C14H16O2
    6-Methoxy-9b-methyl-1,2,4a,9b-tetrahydro-dibenzofuran
    —— 6-Methoxy-9b-methyl-1,4,4a,9b-tetrahydro-dibenzofuran 102939-84-4 C14H16O2
    6-Methoxy-9b-methyl-1,4,4a,9b-tetrahydro-dibenzofuran
    —— N-propyl (7-tert-butyl-3,3-dimethyl-2,3-dihydrobenzo[b]furan-5-yl)carboxamide 178322-35-5 C18H27NO2
    N-propyl (7-tert-butyl-3,3-dimethyl-2,3-dihydrobenzo[b]furan-5-yl)carboxamide
    —— 7-tert-Butyl-2,3-dihydro-3,3-dimethyl-5-(2-furoyl)benzo[b]furan 194303-01-0 C19H22O3
    7-tert-Butyl-2,3-dihydro-3,3-dimethyl-5-(2-furoyl)benzo[b]furan
    —— 6-chloro-5-hydroxy-2,2-dimethyl-benzofurane-3-thione 190193-43-2 C10H9ClO2S
    6-chloro-5-hydroxy-2,2-dimethyl-benzofurane-3-thione
    —— ((Ξ)-6-methyl-benzofuran-3-yliden)-acetic acid 1017623-61-8 C11H10O3
    ((Ξ)-6-methyl-benzofuran-3-yliden)-acetic acid
    —— 5-hydroxy-2-methyl-2,3-dihydrobenzofuran 111580-01-9 C9H10O2
    5-hydroxy-2-methyl-2,3-dihydrobenzofuran
    —— 1,2,3a,8b-cis-tetrahydro-5-(3-carbomethoxy-n-propyl)-1,2-syn-epoxycyclopenta[b]benzofuran 84718-03-6 C16H18O4
    1,2,3a,8b-cis-tetrahydro-5-(3-carbomethoxy-n-propyl)-1,2-syn-epoxycyclopenta[b]benzofuran
    —— 2-((3S)-6-((2,4-dichlorobenzyl)oxy)-2,3-dihydro-1-benzofuran-3-yl)ethanamine 1452479-56-9 C17H17Cl2NO2
    2-((3S)-6-((2,4-dichlorobenzyl)oxy)-2,3-dihydro-1-benzofuran-3-yl)ethanamine
    —— (+/-)-3-(2,3-dihydro-5-methoxybenzofuran-3-yl)propionic acid 59701-74-5 C12H14O4
    (+/-)-3-(2,3-dihydro-5-methoxybenzofuran-3-yl)propionic acid
    —— (+/-)-2-(5-methoxy-2,3-dihydrobenzofuran-3-yl)propionitrile 589091-22-5 C12H13NO2
    (+/-)-2-(5-methoxy-2,3-dihydrobenzofuran-3-yl)propionitrile
    —— (+/-)-2-(5-methoxy-2,3-dihydrobenzofuran-3-yl)ethanol 589091-11-2 C11H14O3
    (+/-)-2-(5-methoxy-2,3-dihydrobenzofuran-3-yl)ethanol
    —— (+/-)-methyl 2-(2,3-dihydro-5-methoxybenzofuran-3-yl)acetate 93772-89-5 C12H14O4
    (+/-)-methyl 2-(2,3-dihydro-5-methoxybenzofuran-3-yl)acetate
    —— 2-isopropyl-2,3-dihydrobenzofuran 74695-08-2 C11H14O
    2-isopropyl-2,3-dihydrobenzofuran
    —— ethyl 3-(2,3-dihydrobenzofuran-5-yl)-3-oxopropanoate 445491-65-6 C13H14O4
    ethyl 3-(2,3-dihydrobenzofuran-5-yl)-3-oxopropanoate
    —— 1-(2,3-dihydrobenzofuran-5-yl)cyclopropan-1-ol 66859-36-7 C11H12O2
    1-(2,3-dihydrobenzofuran-5-yl)cyclopropan-1-ol
    —— 1-(2,3-dihydrobenzofuran-5-yl)ethan-1-ol 7228-49-1 C10H12O2
    1-(2,3-dihydrobenzofuran-5-yl)ethan-1-ol
    —— 1-(3-Bromophenyl)-1-(2,3-dihydro-1-benzofuran-5-yl)ethanol 1180015-47-7 C16H15BrO2
    1-(3-Bromophenyl)-1-(2,3-dihydro-1-benzofuran-5-yl)ethanol
    —— bis(2,3-dihydro-5-benzofuranyl)methyl methyl carbonate 1253517-38-2 C19H18O5
    bis(2,3-dihydro-5-benzofuranyl)methyl methyl carbonate
    —— bis(2,3-dihydro-5-benzofuranyl)methyl tert-butyl carbonate 1253517-57-5 C22H24O5
    bis(2,3-dihydro-5-benzofuranyl)methyl tert-butyl carbonate
    —— 3-phenyl-2,3-dihydro-benzofuran-3-carboxylic acid 92496-54-3 C15H12O3
    3-phenyl-2,3-dihydro-benzofuran-3-carboxylic acid
    —— 3-(dimethylamino)-4-methoxy-2,2(3H)-benzofurandicarboxylic acid, 2,2-diethyl ester 1447798-13-1 C17H23NO6
    3-(dimethylamino)-4-methoxy-2,2(3H)-benzofurandicarboxylic acid, 2,2-diethyl ester
    —— 6,7-dichloro-2-ethoxymethyl-2,3-dihydrobenzofuran-5-sulfonamide 103969-43-3 C11H13Cl2NO4S
    6,7-dichloro-2-ethoxymethyl-2,3-dihydrobenzofuran-5-sulfonamide
    —— N-[[1-[(4-fluorophenyl)methyl]pyrrolidin-2-yl]methyl]-2-methyl-5-sulfamoyl-2,3-dihydro-1-benzofuran-7-carboxamide 129792-24-1 C22H26FN3O4S
    N-[[1-[(4-fluorophenyl)methyl]pyrrolidin-2-yl]methyl]-2-methyl-5-sulfamoyl-2,3-dihydro-1-benzofuran-7-carboxamide
    —— 5-(dimethylsulfamoyl)-N-[(1-ethylpyrrolidin-2-yl)methyl]-2-methyl-2,3-dihydro-1-benzofuran-7-carboxamide 129792-32-1 C19H29N3O4S
    5-(dimethylsulfamoyl)-N-[(1-ethylpyrrolidin-2-yl)methyl]-2-methyl-2,3-dihydro-1-benzofuran-7-carboxamide
    —— (3S)-7-bromo-2,3-dihydro-1-benzofuran-3-amine 1228557-01-4 C8H8BrNO
    (3S)-7-bromo-2,3-dihydro-1-benzofuran-3-amine
    —— (5,7-difluoro-6-hydroxy-2,3-dihydrobenzofuran-3-yl)acetic acid methyl ester 1609289-93-1 C11H10F2O4
    (5,7-difluoro-6-hydroxy-2,3-dihydrobenzofuran-3-yl)acetic acid methyl ester
    —— 5-[(2-benzyl-2,3-dihydrobenzofuran-5-yl)methyl]thiazolidine-2,4-dione 109208-73-3 C19H17NO3S
    5-[(2-benzyl-2,3-dihydrobenzofuran-5-yl)methyl]thiazolidine-2,4-dione
    —— 1-((5-chloro-2,3-dihydrobenzofuran-2-yl)methyl)-1H-imidazole 1311989-74-8 C12H11ClN2O
    1-((5-chloro-2,3-dihydrobenzofuran-2-yl)methyl)-1H-imidazole
    —— 1-((2,3-dihydro-4,6-dimethylbenzofuran-2-yl)methyl)-1H-imidazole 1311989-76-0 C14H16N2O
    1-((2,3-dihydro-4,6-dimethylbenzofuran-2-yl)methyl)-1H-imidazole
    —— (2S,3S,4aR,6aR,11aR,11bR)-methyl 7-formyl-2,3,10-trimethoxy-2,3-dimethyl-2,3,4a,6a,11a,11b-hexahydrobenzo[b][1,4]dioxino[2,3-g]benzofuran-6-carboxylate 1309662-64-3 C22H26O9
    (2S,3S,4aR,6aR,11aR,11bR)-methyl 7-formyl-2,3,10-trimethoxy-2,3-dimethyl-2,3,4a,6a,11a,11b-hexahydrobenzo[b][1,4]dioxino[2,3-g]benzofuran-6-carboxylate
    —— (2S,3S,4aR,6S,6aS,11aR,11bS)-2,3,10-trimethoxy-2,3-dimethyl-2,3,4a,5,6,6a,11a,11b-octahydrobenzo[b][1,4]dioxino[2,3-g]benzofuran-6,7-dicarboxaldehyde 1309662-71-2 C21H26O8
    (2S,3S,4aR,6S,6aS,11aR,11bS)-2,3,10-trimethoxy-2,3-dimethyl-2,3,4a,5,6,6a,11a,11b-octahydrobenzo[b][1,4]dioxino[2,3-g]benzofuran-6,7-dicarboxaldehyde
    —— ((2S,3S,4aR,6S,6aS,11aR,11bS)-2,3,10-trimethoxy-2,3-dimethyl-2,3,4a,5,6,6a,11a,11b-octahydrobenzo[b][1,4]dioxino[2,3-g]benzofuran-6,7-diyl)dimethanol 1309662-70-1 C21H30O8
    ((2S,3S,4aR,6S,6aS,11aR,11bS)-2,3,10-trimethoxy-2,3-dimethyl-2,3,4a,5,6,6a,11a,11b-octahydrobenzo[b][1,4]dioxino[2,3-g]benzofuran-6,7-diyl)dimethanol
    —— (2S,3S,4aR,6S,6aS,11aR,11bS)-methyl 7-(hydroxymethyl)-2,3,10-trimethoxy-2,3-dimethyl-2,3,4a,5,6,6a,11a,11b-octahydrobenzo[b][1,4]dioxino[2,3-g]benzofuran-6-carboxylate 1309662-68-7 C22H30O9
    (2S,3S,4aR,6S,6aS,11aR,11bS)-methyl 7-(hydroxymethyl)-2,3,10-trimethoxy-2,3-dimethyl-2,3,4a,5,6,6a,11a,11b-octahydrobenzo[b][1,4]dioxino[2,3-g]benzofuran-6-carboxylate
    —— 2-Bromo-1-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)propan-1-one 62315-82-6 C12H13BrO2
    2-Bromo-1-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)propan-1-one