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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
    —— 2,3-Dihydro-N-(2-hydroxypropyl)-5-benzofurancarboxamide 1155911-39-9 C12H15NO3
    2,3-Dihydro-N-(2-hydroxypropyl)-5-benzofurancarboxamide
    —— 2,3-Dihydro-N-(1-methylethyl)-5-(phenylmethoxy)-3-benzofuranamine 1153452-68-6 C18H21NO2
    2,3-Dihydro-N-(1-methylethyl)-5-(phenylmethoxy)-3-benzofuranamine
    —— (4-Bromo-2-methylphenyl)-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methanamine 1154883-53-0 C17H18BrNO
    (4-Bromo-2-methylphenyl)-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methanamine
    —— N-benzyl-1-(2,3-dihydrobenzofuran-5-yl)methanamine 1157545-44-2 C16H17NO
    N-benzyl-1-(2,3-dihydrobenzofuran-5-yl)methanamine
    —— 5-(2-Methyl-2,3-dihydro-1-benzofuran-5-yl)isoxazole-3-carboxylic acid 1105191-98-7 C13H11NO4
    5-(2-Methyl-2,3-dihydro-1-benzofuran-5-yl)isoxazole-3-carboxylic acid
    —— 3-[4-[(2R)-2-aminopropyl]-2,3,6,7-tetrahydrofuro[2,3-f][1]benzofuran-8-yl]propanoic acid 943899-26-1 C16H21NO4
    3-[4-[(2R)-2-aminopropyl]-2,3,6,7-tetrahydrofuro[2,3-f][1]benzofuran-8-yl]propanoic acid
    —— (2R)-2-[(R)-2,3-dihydro-1-benzofuran-7-yloxy(phenyl)methyl]morpholine 1030837-39-8 C19H21NO3
    (2R)-2-[(R)-2,3-dihydro-1-benzofuran-7-yloxy(phenyl)methyl]morpholine
    —— 9b-(hydroxymethyl)-6-methyl-1,2,3,4,4a,9b-hexahydrodibenzo[b,d]furan-4a-ol 1179321-92-6 C14H18O3
    9b-(hydroxymethyl)-6-methyl-1,2,3,4,4a,9b-hexahydrodibenzo[b,d]furan-4a-ol
    —— 5-(2,3-dihydro-1-benzofuran-5-yl)-N-(3-fluorobenzyl)-1,3,4-oxadiazol-2-amine 1005200-93-0 C17H14FN3O2
    5-(2,3-dihydro-1-benzofuran-5-yl)-N-(3-fluorobenzyl)-1,3,4-oxadiazol-2-amine
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-5-[(3-fluorobenzyl)oxy]-1,3,4-oxadiazole 1005200-94-1 C17H13FN2O3
    2-(2,3-dihydro-1-benzofuran-5-yl)-5-[(3-fluorobenzyl)oxy]-1,3,4-oxadiazole
    —— 5-bromo-3,3-difluoro-2,2,7-trimethyl-2,3-dihydro-1-benzofuran 1179356-48-9 C11H11BrF2O
    5-bromo-3,3-difluoro-2,2,7-trimethyl-2,3-dihydro-1-benzofuran
    —— 5-bromo-7-(bromomethyl)-3,3-difluoro-2,2-dimethyl-2,3-dihydro-1-benzofuran 1179356-49-0 C11H10Br2F2O
    5-bromo-7-(bromomethyl)-3,3-difluoro-2,2-dimethyl-2,3-dihydro-1-benzofuran
    —— 5-Benzofurancarboximidoyl chloride, 2,3-dihydro-N-hydroxy- 1263286-67-4 C9H8ClNO2
    5-Benzofurancarboximidoyl chloride, 2,3-dihydro-N-hydroxy-
    —— 2-(1-((4,7-dimethyl-2,3-dihydrobenzofuran-2-yl)methyl)-1H-1,2,3-triazol-4-yl)ethanol 1212056-64-8 C15H19N3O2
    2-(1-((4,7-dimethyl-2,3-dihydrobenzofuran-2-yl)methyl)-1H-1,2,3-triazol-4-yl)ethanol
    —— 2-((4-pentyl-1H-1,2,3-triazol-1-yl)methyl)-2,3-dihydrobenzofuran-5-carbonitrile 1212056-68-2 C17H20N4O
    2-((4-pentyl-1H-1,2,3-triazol-1-yl)methyl)-2,3-dihydrobenzofuran-5-carbonitrile
    —— 2-((4-hexyl-1H-1,2,3-triazol-1-yl)methyl)-2,3-dihydrobenzofuran-5-carbonitrile 1212056-67-1 C18H22N4O
    2-((4-hexyl-1H-1,2,3-triazol-1-yl)methyl)-2,3-dihydrobenzofuran-5-carbonitrile
    —— 1-[(4,7-dimethyl-2,3-dihydrobenzofuran-2-yl)methyl]-4-pentyl-1H-1,2,3-triazole 1212056-62-6 C18H25N3O
    1-[(4,7-dimethyl-2,3-dihydrobenzofuran-2-yl)methyl]-4-pentyl-1H-1,2,3-triazole
    —— 1-[(4,7-dimethyl-2,3-dihydrobenzofuran-2-yl)methyl]-1H-1,2,3-triazol-4-yl methanol 1212056-58-0 C14H17N3O2
    1-[(4,7-dimethyl-2,3-dihydrobenzofuran-2-yl)methyl]-1H-1,2,3-triazol-4-yl methanol
    —— 2-((4-(2-hydroxyethyl)-1H-1,2,3-triazol-1-yl)methyl)-2,3-dihydrobenzofuran-5-carbonitrile 1212056-69-3 C14H14N4O2
    2-((4-(2-hydroxyethyl)-1H-1,2,3-triazol-1-yl)methyl)-2,3-dihydrobenzofuran-5-carbonitrile
    —— (Z)-2-benzylidene-5,7-dibromo-2,3-dihydrobenzofuran-3-ol 1262020-36-9 C15H10Br2O2
    (Z)-2-benzylidene-5,7-dibromo-2,3-dihydrobenzofuran-3-ol
    —— 2,3-Dihydro-3-[(1-methylethyl)amino]-6-benzofuranol 1021044-12-1 C11H15NO2
    2,3-Dihydro-3-[(1-methylethyl)amino]-6-benzofuranol
    —— I+/--(2,3-Dihydro-2-benzofuranyl)-N-propyl-1H-imidazole-2-ethanamine 1174161-96-6 C16H21N3O
    I+/--(2,3-Dihydro-2-benzofuranyl)-N-propyl-1H-imidazole-2-ethanamine
    —— 2,3-Dihydro-7-methoxy-N-methyl-3-benzofuranamine 1156602-04-8 C10H13NO2
    2,3-Dihydro-7-methoxy-N-methyl-3-benzofuranamine
    —— (R)-1-[(S)-7-methoxy-2,3-dihydrobenzofuran-2-yl]ethane-1,2-diol 1177405-57-0 C11H14O4
    (R)-1-[(S)-7-methoxy-2,3-dihydrobenzofuran-2-yl]ethane-1,2-diol
    —— [8-[(2R)-2-aminopropyl]-2,3,6,7-tetrahydrofuro[2,3-f][1]benzofuran-4-yl]methanol 943899-18-1 C14H19NO3
    [8-[(2R)-2-aminopropyl]-2,3,6,7-tetrahydrofuro[2,3-f][1]benzofuran-4-yl]methanol
    —— 2-[(4-hexyl-1H-1,2,3-triazol-1-yl)methyl]-2,3-dihydrobenzofuran-5-carbaldehyde 1212056-56-8 C18H23N3O2
    2-[(4-hexyl-1H-1,2,3-triazol-1-yl)methyl]-2,3-dihydrobenzofuran-5-carbaldehyde
    —— 2-((4-pentyl-1H-1,2,3-triazol-1-yl)methyl)-2,3-dihydrobenzofuran-5-carbaldehyde 1212056-53-5 C17H21N3O2
    2-((4-pentyl-1H-1,2,3-triazol-1-yl)methyl)-2,3-dihydrobenzofuran-5-carbaldehyde
    —— (1S,13S,15R)-10-methoxy-4-methyl-5,12-dioxa-4-azatetracyclo[9.6.1.01,13.07,18]octadeca-7(18),8,10,16-tetraen-15-ol 596828-91-0 C17H21NO4
    (1S,13S,15R)-10-methoxy-4-methyl-5,12-dioxa-4-azatetracyclo[9.6.1.01,13.07,18]octadeca-7(18),8,10,16-tetraen-15-ol
    —— 1-[(4,7-dimethyl-2,3-dihydrobenzofuran-2-yl)methyl]-4-hexyl-1H-1,2,3-triazole 1212056-60-4 C19H27N3O
    1-[(4,7-dimethyl-2,3-dihydrobenzofuran-2-yl)methyl]-4-hexyl-1H-1,2,3-triazole
    —— 5-Benzofurancarboxamide, N-[1-(bromomethyl)-4-methylcyclohexyl]-2,3-dihydro- 1523204-40-1 C17H22BrNO2
    5-Benzofurancarboxamide, N-[1-(bromomethyl)-4-methylcyclohexyl]-2,3-dihydro-
    —— 2-[(4-(hydroxymethyl)-1H-1,2,3-triazol-1-yl)methyl]-2,3-dihydrobenzofuran-5-carbaldehyde 1212056-54-6 C13H13N3O3
    2-[(4-(hydroxymethyl)-1H-1,2,3-triazol-1-yl)methyl]-2,3-dihydrobenzofuran-5-carbaldehyde
    —— 2-((4-(hydroxymethyl)-1H-1,2,3-triazol-1-yl)methyl)-2,3-dihydrobenzofuran-5-carbonitrile 1212056-70-6 C13H12N4O2
    2-((4-(hydroxymethyl)-1H-1,2,3-triazol-1-yl)methyl)-2,3-dihydrobenzofuran-5-carbonitrile
    —— 2-Chloracetyl-2.3-dihydro-benzofuran 943-05-5 C10H9ClO2
    2-Chloracetyl-2.3-dihydro-benzofuran
    —— 7-tert-butyl-5-(2-oxo-1,2-dihydro-pyridin-3-yl)-2,3-dihydro-benzofuran-3-carboxylic acid methyl ester 1219830-56-4 C19H21NO4
    7-tert-butyl-5-(2-oxo-1,2-dihydro-pyridin-3-yl)-2,3-dihydro-benzofuran-3-carboxylic acid methyl ester
    —— 2,3-dihydro-benzofuran-4-carboxylic acid [3-(2-methyl-5-m-tolyl-thiazole-4-carbonyl)-oxazolidin-2-ylmethyl]-amide 1220346-76-8 C25H25N3O4S
    2,3-dihydro-benzofuran-4-carboxylic acid [3-(2-methyl-5-m-tolyl-thiazole-4-carbonyl)-oxazolidin-2-ylmethyl]-amide
    —— 2-(4,5-dihydro-1H-imidazol-2-yl)-2,3-dihydro-1-benzofuran-6-ol;hydrobromide 89197-14-8 BrH*C11H12N2O2
    2-(4,5-dihydro-1H-imidazol-2-yl)-2,3-dihydro-1-benzofuran-6-ol;hydrobromide
    —— 2-(2-propyl-3H-1-benzofuran-2-yl)-4,5-dihydro-1H-imidazole;hydrochloride 89197-01-3 C14H19ClN2O
    2-(2-propyl-3H-1-benzofuran-2-yl)-4,5-dihydro-1H-imidazole;hydrochloride
    —— Pyrimidine, 4-bromo-2-cyclopropyl-6-(2,3-dihydro-7-benzofuranyl)- 1779121-91-3 C15H13BrN2O
    Pyrimidine, 4-bromo-2-cyclopropyl-6-(2,3-dihydro-7-benzofuranyl)-
    —— 2,3-Dihydro-2,7-dimethyl-6-benzofurancarboxylic acid 2-[(2,3-dihydro-2,7-dimethyl-6-benzofuranyl)carbonyl]hydrazide 887582-60-7 C22H24N2O4
    2,3-Dihydro-2,7-dimethyl-6-benzofurancarboxylic acid 2-[(2,3-dihydro-2,7-dimethyl-6-benzofuranyl)carbonyl]hydrazide
    —— 1-(2,3-Dihydrobenzofuran-5-yl)-N-methylpropan-2-amine 1354631-78-9 C12H17NO
    1-(2,3-Dihydrobenzofuran-5-yl)-N-methylpropan-2-amine
    —— 1-(2,3-Dihydrobenzofuran-6-yl)-N-methylpropan-2-amine 1354631-81-4 C12H17NO
    1-(2,3-Dihydrobenzofuran-6-yl)-N-methylpropan-2-amine
    —— 2,3-Dihydro-N-methyl-N-[(1-methyl-1H-pyrazol-4-yl)methyl]-5-benzofuransulfonamide 1210719-19-9 C14H17N3O3S
    2,3-Dihydro-N-methyl-N-[(1-methyl-1H-pyrazol-4-yl)methyl]-5-benzofuransulfonamide
    —— N-[2-(2,6-dimethylmorpholin-4-yl)-2-methylpropyl]-2,3-dihydro-1-benzofuran-2-carboxamide 1212270-77-3 C19H28N2O3
    N-[2-(2,6-dimethylmorpholin-4-yl)-2-methylpropyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2,3-Dihydro-5-benzofuranyl)[4-[(3,5-dimethyl-4-isoxazolyl)methyl]-1-piperazinyl]methanone 1197630-94-6 C19H23N3O3
    (2,3-Dihydro-5-benzofuranyl)[4-[(3,5-dimethyl-4-isoxazolyl)methyl]-1-piperazinyl]methanone
    —— Methyl 2-(aminomethyl)-2,3-dihydro-5-benzofurancarboxylate 927801-02-3 C11H13NO3
    Methyl 2-(aminomethyl)-2,3-dihydro-5-benzofurancarboxylate
    —— (E)-3-benzylidene-2-((2-methoxyethoxy)methoxy)-2,3-dihydrobenzofuran 1227290-83-6 C19H20O4
    (E)-3-benzylidene-2-((2-methoxyethoxy)methoxy)-2,3-dihydrobenzofuran
    —— 3-Tert-butyl-5a,6,7,8,9,9a-hexahydrodibenzofuran-2-ol 1229193-44-5 C16H22O2
    3-Tert-butyl-5a,6,7,8,9,9a-hexahydrodibenzofuran-2-ol
    —— 5-(2-Bromoethyl-d4)-2,3-dihydrobenzofuran 1189652-25-2 C10H11BrO
    5-(2-Bromoethyl-d4)-2,3-dihydrobenzofuran
    —— 2-methyl-5-nitro-2-(1-methylethenyl)-2,3-dihydrobenzofuran 873925-08-7 C12H13NO3
    2-methyl-5-nitro-2-(1-methylethenyl)-2,3-dihydrobenzofuran
    —— 4-methoxy-2-methyl-2-(1-methylethenyl)-2,3-dihydrobenzofuran 1229291-84-2 C13H16O2
    4-methoxy-2-methyl-2-(1-methylethenyl)-2,3-dihydrobenzofuran