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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
    —— N,N,7-trimethyl-2,3-dihydro-1-benzofuran-3-amine;hydrochloride 669-53-4 C11H16ClNO
    N,N,7-trimethyl-2,3-dihydro-1-benzofuran-3-amine;hydrochloride
    —— 3-(4-Hydroxy-3-methoxyphenyl)-2,3-dihydro-1-benzofuran-6-ol 64702-08-5 C15H14O4
    3-(4-Hydroxy-3-methoxyphenyl)-2,3-dihydro-1-benzofuran-6-ol
    —— 7-Isocyanato-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran 63558-87-2 C11H11NO3
    7-Isocyanato-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran
    —— Ethyl [2-(piperidin-1-yl)-1-benzofuran-3(2H)-ylidene]acetate 634598-90-6 C17H21NO3
    Ethyl [2-(piperidin-1-yl)-1-benzofuran-3(2H)-ylidene]acetate
    —— trans-2,3-Dichloro-2,3-dihydrobenzofuran 63361-58-0 C8H6Cl2O
    trans-2,3-Dichloro-2,3-dihydrobenzofuran
    —— Lithium 2,3-dihydro-1-benzofuran-5-ide 68151-00-8 C8H7LiO
    Lithium 2,3-dihydro-1-benzofuran-5-ide
    —— 5-Bromo-2,3,4,6-tetramethyl-2,3-dihydro-benzofuran 667466-08-2 C12H15BrO
    5-Bromo-2,3,4,6-tetramethyl-2,3-dihydro-benzofuran
    —— 2-Cyclohexyl-2-methyl-2,3-dihydro-1-benzofuran 646516-90-7 C15H20O
    2-Cyclohexyl-2-methyl-2,3-dihydro-1-benzofuran
    —— 6-[(4,7,7-Trimethyloctan-2-YL)oxy]-2,3-dihydro-1-benzofuran 62753-42-8 C19H30O2
    6-[(4,7,7-Trimethyloctan-2-YL)oxy]-2,3-dihydro-1-benzofuran
    —— 6,8,9b-Trimethyl-4a,9b-dihydrodibenzo[b,d]furan-3(4H)-one 62470-01-3 C15H16O2
    6,8,9b-Trimethyl-4a,9b-dihydrodibenzo[b,d]furan-3(4H)-one
    —— 2-Methyl-5-[(oxiran-2-yl)methyl]-2,3-dihydro-1-benzofuran 62315-83-7 C12H14O2
    2-Methyl-5-[(oxiran-2-yl)methyl]-2,3-dihydro-1-benzofuran
    —— 2,2-Dimethyl-2,3-dihydro-1-benzofuran-7-yl butylcarbamate 62204-90-4 C15H21NO3
    2,2-Dimethyl-2,3-dihydro-1-benzofuran-7-yl butylcarbamate
    —— 8,9B-diethyl-4a,9b-dihydro-4<i>H</i>-dibenzofuran-3-one 62224-30-0 C16H18O2
    8,9B-diethyl-4a,9b-dihydro-4<i>H</i>-dibenzofuran-3-one
    —— 2,2-Dimethyl-2,3-dihydro-1-benzofuran-7-yl propylcarbamate 62204-89-1 C14H19NO3
    2,2-Dimethyl-2,3-dihydro-1-benzofuran-7-yl propylcarbamate
    —— 2,4,8,9b-Tetramethyl-4a,9b-dihydrodibenzo[b,d]furan-3(4H)-one 62156-74-5 C16H18O2
    2,4,8,9b-Tetramethyl-4a,9b-dihydrodibenzo[b,d]furan-3(4H)-one
    —— 2,8,9b-Trimethyl-4a,9b-dihydrodibenzo[b,d]furan-3(4H)-one 62156-70-1 C15H16O2
    2,8,9b-Trimethyl-4a,9b-dihydrodibenzo[b,d]furan-3(4H)-one
    —— 2,9b-Diethyl-4a,9b-dihydrodibenzo[b,d]furan-3(4H)-one 62156-69-8 C16H18O2
    2,9b-Diethyl-4a,9b-dihydrodibenzo[b,d]furan-3(4H)-one
    —— N-[(4aR,9bR)-8,9b-Dimethyl-4a,9b-dihydrodibenzo[b,d]furan-3(4H)-ylidene]hydroxylamine 61132-58-9 C14H15NO2
    N-[(4aR,9bR)-8,9b-Dimethyl-4a,9b-dihydrodibenzo[b,d]furan-3(4H)-ylidene]hydroxylamine
    —— (4aR,9bR)-2-Amino-8,9b-dimethyl-4a,9b-dihydrodibenzo[b,d]furan-3(4H)-one 61132-60-3 C14H15NO2
    (4aR,9bR)-2-Amino-8,9b-dimethyl-4a,9b-dihydrodibenzo[b,d]furan-3(4H)-one
    —— N-(2,3-Dihydro-1-benzofuran-6-yl)-N,N'-diethylurea 61070-44-8 C13H18N2O2
    N-(2,3-Dihydro-1-benzofuran-6-yl)-N,N'-diethylurea
    —— 2,2-Dimethyl-2,3-dihydro-1-benzofuran-7-yl ethenylcarbamate 88309-98-2 C13H15NO3
    2,2-Dimethyl-2,3-dihydro-1-benzofuran-7-yl ethenylcarbamate
    —— 5-[1-(4-Methoxy-phenyl)-vinyl]-2,3-dihydro-benzofuran 86767-08-0 C17H16O2
    5-[1-(4-Methoxy-phenyl)-vinyl]-2,3-dihydro-benzofuran
    —— 4,6-Dimethoxy-3-methyl-3-(prop-1-en-1-yl)-2,3-dihydro-1-benzofuran 831171-23-4 C14H18O3
    4,6-Dimethoxy-3-methyl-3-(prop-1-en-1-yl)-2,3-dihydro-1-benzofuran
    —— (3R)-7-Bromo-3-phenyl-2,3-dihydro-1-benzofuran-3-carboxamide 918305-06-3 C15H12BrNO2
    (3R)-7-Bromo-3-phenyl-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (7-Bromo-3-phenyl-2,3-dihydro-1-benzofuran-2-yl)methanol 918305-08-5 C15H13BrO2
    (7-Bromo-3-phenyl-2,3-dihydro-1-benzofuran-2-yl)methanol
    —— (+)-7-bromo-3-phenyl-2,3-dihydrobenzofuran-3-carboxylic acid 918304-67-3 C15H11BrO3
    (+)-7-bromo-3-phenyl-2,3-dihydrobenzofuran-3-carboxylic acid
    —— 1-[(2S,3R)-3-hydroxy-2,3-dihydro-1-benzofuran-2-yl]propan-1-one 928406-30-8 C11H12O3
    1-[(2S,3R)-3-hydroxy-2,3-dihydro-1-benzofuran-2-yl]propan-1-one
    —— (3R)-5-chloro-3-(3-chloro-4-methoxyphenyl)-6-methoxy-3-methyl-1-benzofuran-2-one 1418028-15-5 C17H14Cl2O4
    (3R)-5-chloro-3-(3-chloro-4-methoxyphenyl)-6-methoxy-3-methyl-1-benzofuran-2-one
    —— Esuberaprost Sodium 152695-53-9 C24H29NaO5
    Esuberaprost Sodium
    —— 2-(2,3-Dihydro-1-benzofuran-5-yl)-N-{2-[(1H-imidazol-2-yl)disulfanyl]ethyl}-1,3-thiazole-4-carboxamide 1001023-76-2 C17H16N4O2S3
    2-(2,3-Dihydro-1-benzofuran-5-yl)-N-{2-[(1H-imidazol-2-yl)disulfanyl]ethyl}-1,3-thiazole-4-carboxamide
    —— 5-chloro-4-fluoro-2,3-dihydro-1-benzofuran-3-amine hydrochloride 1294003-39-6 C8H7ClFNO*ClH
    5-chloro-4-fluoro-2,3-dihydro-1-benzofuran-3-amine hydrochloride
    —— 5-(Trifluoromethyl)-2,3-dihydrobenzofuran-3-amine hydrochloride 1384264-50-9 C9H9ClF3NO
    5-(Trifluoromethyl)-2,3-dihydrobenzofuran-3-amine hydrochloride
    —— 2-(3-Hydroxy-2,3-dihydro-1-benzofuran-5-yl)ethyl methanesulfonate 1346603-15-3 C11H14O5S
    2-(3-Hydroxy-2,3-dihydro-1-benzofuran-5-yl)ethyl methanesulfonate
    —— 2,3-Dihydro-1-benzofuran-3-ylmethanamine hydrochloride 1421601-92-4 C9H12ClNO
    2,3-Dihydro-1-benzofuran-3-ylmethanamine hydrochloride
    —— 2-(4-Methoxy-2,3-dihydro-1-benzofuran-2-yl)acetonitrile 1443979-63-2 C11H11NO2
    2-(4-Methoxy-2,3-dihydro-1-benzofuran-2-yl)acetonitrile
    —— 2-Cyano-2,3-dihydro-1-benzofuran-5-sulfonamide 1443980-08-2 C9H8N2O3S
    2-Cyano-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— 5-(1-((2,3-Dihydrobenzofuran-5-yl)methyl)azetidin-3-yl)-3-methyl-1,2,4-oxadiazole oxalate 1421532-69-5 C17H19N3O6
    5-(1-((2,3-Dihydrobenzofuran-5-yl)methyl)azetidin-3-yl)-3-methyl-1,2,4-oxadiazole oxalate
    —— 3-phenyl-2-(propa-1,2-dien-1-yl)-2,3-dihydrobenzofuran-3-ol 1445297-68-6 C17H14O2
    3-phenyl-2-(propa-1,2-dien-1-yl)-2,3-dihydrobenzofuran-3-ol
    —— Methyl 2-(2,3-dihydrobenzofuran-5-yl)thiazole-4-carboxylate 1260178-70-8 C13H11NO3S
    Methyl 2-(2,3-dihydrobenzofuran-5-yl)thiazole-4-carboxylate
    —— (S)-N-(tert-butyl)-2-(2-hydroxypropan-2-yl)-6-((S)-2-hydroxypropyl)-4-methoxy-2,3-dihydrobenzofuran-7-carboxamide 1459804-97-7 C20H31NO5
    (S)-N-(tert-butyl)-2-(2-hydroxypropan-2-yl)-6-((S)-2-hydroxypropyl)-4-methoxy-2,3-dihydrobenzofuran-7-carboxamide
    —— (S)-N-(tert-butyl)-2-(2-hydroxypropan-2-yl)-4-methoxy-2,3-dihydrobenzofuran-7-carboxamide 1459804-91-1 C17H25NO4
    (S)-N-(tert-butyl)-2-(2-hydroxypropan-2-yl)-4-methoxy-2,3-dihydrobenzofuran-7-carboxamide
    —— (5-Bromo-2,3-dihydrobenzofuran-3-YL)methanamine 944904-39-6 C9H10BrNO
    (5-Bromo-2,3-dihydrobenzofuran-3-YL)methanamine
    —— 5-(Trifluoromethoxy)-2,3-dihydro-1-benzofuran-3-amine 944904-30-7 C9H8F3NO2
    5-(Trifluoromethoxy)-2,3-dihydro-1-benzofuran-3-amine
    —— 7-chloro-5-chloromethyl-2,2-dimethyl-2,3-dihydro-benzofuran 58023-29-3 C11H12Cl2O
    7-chloro-5-chloromethyl-2,2-dimethyl-2,3-dihydro-benzofuran
    —— benzofuran-2,3-dione 2-[O-(2-methylsulphonyloxy-ethyl)-oxime] 3-(O-methyl-oxime) 220518-07-0 C12H14N2O6S
    benzofuran-2,3-dione 2-[O-(2-methylsulphonyloxy-ethyl)-oxime] 3-(O-methyl-oxime)
    —— 5-[(Tert-butyldimethylsilyl)oxy]-2,3-dihydro-1-benzofuran-3-ol 1375471-40-1 C14H22O3Si
    5-[(Tert-butyldimethylsilyl)oxy]-2,3-dihydro-1-benzofuran-3-ol
    —— 2-(8-Bromo-2,3,6,7-tetrahydro-benzo[1,2-b;4,5-b']difuran-4-yl)-1-methyl-ethylamine 219986-75-1 C13H16BrNO2
    2-(8-Bromo-2,3,6,7-tetrahydro-benzo[1,2-b;4,5-b']difuran-4-yl)-1-methyl-ethylamine
    —— N-[2-((5aR,9aS)-1-Formyl-4-methoxy-6,9-dioxo-6,9-dihydro-5aH-dibenzofuran-9a-yl)-ethyl]-N-methyl-formamide 157738-79-9 C18H17NO6
    N-[2-((5aR,9aS)-1-Formyl-4-methoxy-6,9-dioxo-6,9-dihydro-5aH-dibenzofuran-9a-yl)-ethyl]-N-methyl-formamide
    —— 2-hydroxy-4-methoxy-7-nitro-2,3-dihydrobenzofuran 164075-33-6 C9H9NO5
    2-hydroxy-4-methoxy-7-nitro-2,3-dihydrobenzofuran
    —— APS-999 267223-02-9 C24H32N4O3
    APS-999