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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-(trifluoromethyl)-7-(3-fluorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine 852122-73-7 C16H13F4NO
    (+/-)-{[5-(trifluoromethyl)-7-(3-fluorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine
    —— (+/-)-{[5-(trifluoromethyl)-7-(3-chlorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine 852122-74-8 C16H13ClF3NO
    (+/-)-{[5-(trifluoromethyl)-7-(3-chlorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine
    —— (+/-)-{[7-(2,5-difluorophenyl)-5-(trifluoromethyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine 852122-91-9 C16H12F5NO
    (+/-)-{[7-(2,5-difluorophenyl)-5-(trifluoromethyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine
    —— (+/-)-{[5-ethyl-7-(2-chlorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine 852122-60-2 C17H18ClNO
    (+/-)-{[5-ethyl-7-(2-chlorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine
    —— (+/-)-{[5-(trifluoromethyl)-7-(2-methylphenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine 852122-68-0 C17H16F3NO
    (+/-)-{[5-(trifluoromethyl)-7-(2-methylphenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine
    —— (+/-)-{[7-(2-methoxyphenyl)-5-methyl-2,3-dihydro-1-benzofuran-2-yl]methyl}amine 852122-39-5 C17H19NO2
    (+/-)-{[7-(2-methoxyphenyl)-5-methyl-2,3-dihydro-1-benzofuran-2-yl]methyl}amine
    —— (+/-)-{[7-(2,4-difluorophenyl)-5-(trifluoromethyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine 852122-86-2 C16H12F5NO
    (+/-)-{[7-(2,4-difluorophenyl)-5-(trifluoromethyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine
    —— (+/-)-{[7-(2-chlorophenyl)-5-methoxy-2,3-dihydro-1-benzofuran-2-yl]methyl}amine 852123-19-4 C16H16ClNO2
    (+/-)-{[7-(2-chlorophenyl)-5-methoxy-2,3-dihydro-1-benzofuran-2-yl]methyl}amine
    —— 3-methyl-2,3-dihydrobenzofuran-3-carboxylic acid 245063-66-5 C10H10O3
    3-methyl-2,3-dihydrobenzofuran-3-carboxylic acid
    —— 3-benzyl-2,3-dihydrobenzofuran 72374-36-8 C15H14O
    3-benzyl-2,3-dihydrobenzofuran
    —— 7-Methyl-2,3-dihydro-1-benzofuran-3-ol 52204-89-4 C9H10O2
    7-Methyl-2,3-dihydro-1-benzofuran-3-ol
    —— 5-amino-7-(2-methyl-1-propenyl)-2,2,4,6-tetramethyl-2,3-dihydrobenzofuran 759428-34-7 C16H23NO
    5-amino-7-(2-methyl-1-propenyl)-2,2,4,6-tetramethyl-2,3-dihydrobenzofuran
    —— methyl 5-chloro-2,3-dihydro-1-benzofuran-3-carboxylate 93670-33-8 C10H9ClO3
    methyl 5-chloro-2,3-dihydro-1-benzofuran-3-carboxylate
    —— 6,7-dichloro-2-(phenylthiomethyl)-2,3-dihydrobenzofuran 118434-61-0 C15H12Cl2OS
    6,7-dichloro-2-(phenylthiomethyl)-2,3-dihydrobenzofuran
    —— methyl 6,7-dichloro-2,3-dihydrobenzo<b>furan-2-carboxylate 118434-70-1 C10H8Cl2O3
    methyl 6,7-dichloro-2,3-dihydrobenzo<b>furan-2-carboxylate
    —— 6,7-dichloro-2-<dichloro(phenylthio)methyl>-2,3-dihydrobenzofuran 118434-69-8 C15H10Cl4OS
    6,7-dichloro-2-<dichloro(phenylthio)methyl>-2,3-dihydrobenzofuran
    —— 6,7-dichloro-5-(3-methyl-4-thiazolin-2-ylidene)acetyl-2,3-dihydro-2-benzo<b>furancarboxylic acid 126200-93-9 C15H11Cl2NO4S
    6,7-dichloro-5-(3-methyl-4-thiazolin-2-ylidene)acetyl-2,3-dihydro-2-benzo<b>furancarboxylic acid
    —— 6-methoxy-7-(2-mesyloxyethoxy)-2,3-dihydrobenzofuran 1448661-50-4 C12H16O6S
    6-methoxy-7-(2-mesyloxyethoxy)-2,3-dihydrobenzofuran
    —— 6-methoxy-7-(2-hydroxyethoxy)-2,3-dihydrobenzofuran 1448661-49-1 C11H14O4
    6-methoxy-7-(2-hydroxyethoxy)-2,3-dihydrobenzofuran
    —— (7-fluoro-4-(trifluoromethyl)-2,3-dihydrobenzofuran-2-yl)methanol 289891-98-1 C10H8F4O2
    (7-fluoro-4-(trifluoromethyl)-2,3-dihydrobenzofuran-2-yl)methanol
    —— 3-(Methoxymethyl)-6-methyl-2,3-dihydro-1-benzofuran-2-ol 195210-86-7 C11H14O3
    3-(Methoxymethyl)-6-methyl-2,3-dihydro-1-benzofuran-2-ol
    —— methyl 5-(benzyloxy)-3,4,6,7-tetramethyl-2,3-dihydrobenzofuran-3-carboxylate 221324-74-9 C21H24O4
    methyl 5-(benzyloxy)-3,4,6,7-tetramethyl-2,3-dihydrobenzofuran-3-carboxylate
    —— 2-amino-5-[[4-[(5-hydroxy-2,4,6,7-tetramethyl-3H-1-benzofuran-2-yl)methoxy]phenyl]methyl]-1,3-thiazol-4-one 1028316-69-9 C23H26N2O4S
    2-amino-5-[[4-[(5-hydroxy-2,4,6,7-tetramethyl-3H-1-benzofuran-2-yl)methoxy]phenyl]methyl]-1,3-thiazol-4-one
    —— 6-amino-3-phenyl-2(3H)-benzofuranone 95067-63-3 C14H11NO2
    6-amino-3-phenyl-2(3H)-benzofuranone
    —— (3R)-3-[2,2-bis(benzenesulfonyl)ethyl]-7-methyl-3-phenyl-1-benzofuran-2-one 1374605-33-0 C29H24O6S2
    (3R)-3-[2,2-bis(benzenesulfonyl)ethyl]-7-methyl-3-phenyl-1-benzofuran-2-one
    —— 7-methyl-3-phenyl-2(3H)-benzofuranone 39531-25-4 C15H12O2
    7-methyl-3-phenyl-2(3H)-benzofuranone
    —— 5-[(1R,3R)-3-(2,3-dihydro-1-benzofuran-4-yl)-2,2-dimethylcyclopropyl]-2-methylsulfanyl-1H-imidazole 335061-32-0 C17H20N2OS
    5-[(1R,3R)-3-(2,3-dihydro-1-benzofuran-4-yl)-2,2-dimethylcyclopropyl]-2-methylsulfanyl-1H-imidazole
    —— 2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl isothiocyanate 690665-11-3 C14H17NO3S2
    2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl isothiocyanate
    —— (11S)-3,26-dichloro-25-(methoxymethyl)-8-methyl-11-phenyl-9,13,28-trioxa-4,7,25-triazaheptacyclo[18.6.1.12,5.06,10.011,15.014,19.024,27]octacosa-1(26),2,4,6(10),7,14(19),15,17,20(27),21,23-undecaene 405519-88-2 C31H21Cl2N3O4
    (11S)-3,26-dichloro-25-(methoxymethyl)-8-methyl-11-phenyl-9,13,28-trioxa-4,7,25-triazaheptacyclo[18.6.1.12,5.06,10.011,15.014,19.024,27]octacosa-1(26),2,4,6(10),7,14(19),15,17,20(27),21,23-undecaene
    —— (7-bromo-2-methoxy-3-phenyl-2H-1-benzofuran-3-yl)methoxy-tert-butyl-dimethylsilane 321527-39-3 C22H29BrO3Si
    (7-bromo-2-methoxy-3-phenyl-2H-1-benzofuran-3-yl)methoxy-tert-butyl-dimethylsilane
    —— (3R)-3-[2,2-bis(benzenesulfonyl)ethyl]-5-tert-butyl-3-phenyl-1-benzofuran-2-one 1374605-25-0 C32H30O6S2
    (3R)-3-[2,2-bis(benzenesulfonyl)ethyl]-5-tert-butyl-3-phenyl-1-benzofuran-2-one
    —— (3R)-3-[2,2-bis(benzenesulfonyl)ethyl]-7-tert-butyl-3-phenyl-1-benzofuran-2-one 1374605-38-5 C32H30O6S2
    (3R)-3-[2,2-bis(benzenesulfonyl)ethyl]-7-tert-butyl-3-phenyl-1-benzofuran-2-one
    —— (3R)-3-[2,2-bis(benzenesulfonyl)ethyl]-3,5-diphenyl-1-benzofuran-2-one 1374605-26-1 C34H26O6S2
    (3R)-3-[2,2-bis(benzenesulfonyl)ethyl]-3,5-diphenyl-1-benzofuran-2-one
    —— 2-(2,3-dihydro-5-methoxy-2-oxo-3-phenylbenzofuran-3-yl)acetic acid 118709-27-6 C17H14O5
    2-(2,3-dihydro-5-methoxy-2-oxo-3-phenylbenzofuran-3-yl)acetic acid
    —— (3R)-3-[2,2-bis(benzenesulfonyl)ethyl]-5-ethyl-3-phenyl-1-benzofuran-2-one 1374605-23-8 C30H26O6S2
    (3R)-3-[2,2-bis(benzenesulfonyl)ethyl]-5-ethyl-3-phenyl-1-benzofuran-2-one
    —— (3S)-5-ethyl-3-[(1R)-2-nitro-1-phenylethyl]-3-phenyl-1-benzofuran-2-one 1352953-57-1 C24H21NO4
    (3S)-5-ethyl-3-[(1R)-2-nitro-1-phenylethyl]-3-phenyl-1-benzofuran-2-one
    —— (3S)-3-[(3S)-5-methoxy-2-oxo-3-phenyl-1-benzofuran-3-yl]-1-phenylpyrrolidine-2,5-dione 1258326-22-5 C25H19NO5
    (3S)-3-[(3S)-5-methoxy-2-oxo-3-phenyl-1-benzofuran-3-yl]-1-phenylpyrrolidine-2,5-dione
    —— (3R)-3-[2,2-bis(benzenesulfonyl)ethyl]-5-methoxy-3-phenyl-1-benzofuran-2-one 1374605-22-7 C29H24O7S2
    (3R)-3-[2,2-bis(benzenesulfonyl)ethyl]-5-methoxy-3-phenyl-1-benzofuran-2-one
    —— 5-methoxy-3-phenyl-3-(2-propenyl)-2(3H)benzofuranone 623163-90-6 C18H16O3
    5-methoxy-3-phenyl-3-(2-propenyl)-2(3H)benzofuranone
    —— 3-benzyl-6-hydroxy-3-phenylbenzofuran-2(3H)-one 1373335-31-9 C21H16O3
    3-benzyl-6-hydroxy-3-phenylbenzofuran-2(3H)-one
    —— (NZ)-N-[1-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)ethylidene]hydroxylamine —— C11H13NO2
    (NZ)-N-[1-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)ethylidene]hydroxylamine
    —— 2-(1-hydroxy-1-methylethyl)-2,3-dihydrobenzofuran-6-ol 4806-05-7 C11H14O3
    2-(1-hydroxy-1-methylethyl)-2,3-dihydrobenzofuran-6-ol
    —— (Z)-3-ethylidene-2,3-dihydrobenzofuran 1188474-21-6 C10H10O
    (Z)-3-ethylidene-2,3-dihydrobenzofuran
    —— 2,3-Dihydro-N-ethyl-5-methoxy-2-benzofuranmethylamine, maleate 34366-48-8 C16H21NO6
    2,3-Dihydro-N-ethyl-5-methoxy-2-benzofuranmethylamine, maleate
    —— 3-(2-bromobenzyl)-1-((5-methoxy-2,3-dihydrobenzofuran-2-yl)methyl)-1H-imidazol-3-ium bromide 1311989-39-5 Br*C20H20BrN2O2
    3-(2-bromobenzyl)-1-((5-methoxy-2,3-dihydrobenzofuran-2-yl)methyl)-1H-imidazol-3-ium bromide
    —— 2,3-Dihydro-5-methoxy-N-methyl-2-benzofuranmethylamine maleate 34336-40-8 C15H19NO6
    2,3-Dihydro-5-methoxy-N-methyl-2-benzofuranmethylamine maleate
    —— 2-Isopropylaminomethyl 2,3-dihydrobenzofuran 20450-60-6 C16H21NO5
    2-Isopropylaminomethyl 2,3-dihydrobenzofuran
    —— 3-benzyl-1-((5-methoxy-2,3-dihydrobenzofuran-2-yl)methyl)-1Himidazol-3-ium bromide 1311989-29-3 Br*C20H21N2O2
    3-benzyl-1-((5-methoxy-2,3-dihydrobenzofuran-2-yl)methyl)-1Himidazol-3-ium bromide
    —— methyl 3-(3-hydroxybenzofuran-2(3H)-ylidene)propanoate 1311297-07-0 C12H12O4
    methyl 3-(3-hydroxybenzofuran-2(3H)-ylidene)propanoate
    —— 2,3-Dihydro-N-isopropyl-5-methyl-2-benzofuranmethylamine maleate 34336-44-2 C17H23NO5
    2,3-Dihydro-N-isopropyl-5-methyl-2-benzofuranmethylamine maleate