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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
    —— (3R)-3-[2,2-bis(benzenesulfonyl)ethyl]-3-(4-chlorophenyl)-1-benzofuran-2-one 1374605-29-4 C28H21ClO6S2
    (3R)-3-[2,2-bis(benzenesulfonyl)ethyl]-3-(4-chlorophenyl)-1-benzofuran-2-one
    —— (3R)-3-[2,2-bis(benzenesulfonyl)ethyl]-5-bromo-3-phenyl-1-benzofuran-2-one 1374605-27-2 C28H21BrO6S2
    (3R)-3-[2,2-bis(benzenesulfonyl)ethyl]-5-bromo-3-phenyl-1-benzofuran-2-one
    —— methyl 2-(cyanomethyl)-2-methyl-2,3-dihydrobenzofuran-4-carboxylate 1372769-18-0 C13H13NO3
    methyl 2-(cyanomethyl)-2-methyl-2,3-dihydrobenzofuran-4-carboxylate
    —— Butanoic acid, 3-[(2,3-dihydro-2,2-dimethyl-7-benzofuranyl)oxy]-4,4,4-trifluoro- 1478676-27-5 C14H15F3O4
    Butanoic acid, 3-[(2,3-dihydro-2,2-dimethyl-7-benzofuranyl)oxy]-4,4,4-trifluoro-
    —— Ethanone, 1,1a(2)-(3-hydroxy-2(3H)-benzofuranylidene)bis- 1351932-14-3 C12H12O4
    Ethanone, 1,1a(2)-(3-hydroxy-2(3H)-benzofuranylidene)bis-
    —— 5-Bromo-3-(2-methoxyphenyl)-3-phenyl-6-prop-2-ynoxy-1-benzofuran-2-one 1373334-86-1 C24H17BrO4
    5-Bromo-3-(2-methoxyphenyl)-3-phenyl-6-prop-2-ynoxy-1-benzofuran-2-one
    —— 3-(4-Methylphenyl)-3,6-diphenyl-1-benzofuran-2-one 1373334-83-8 C27H20O2
    3-(4-Methylphenyl)-3,6-diphenyl-1-benzofuran-2-one
    —— 5-Bromo-3-(2-methoxyphenyl)-7-methyl-3-phenylfuro[2,3-e][1]benzofuran-2-one 1373334-91-8 C24H17BrO4
    5-Bromo-3-(2-methoxyphenyl)-7-methyl-3-phenylfuro[2,3-e][1]benzofuran-2-one
    —— 3-Benzofuranamine, 6-ethoxy-2,3-dihydro- 1337065-55-0 C10H13NO2
    3-Benzofuranamine, 6-ethoxy-2,3-dihydro-
    —— 2,3-dihydro-6-methyl-1-benzofuran-7-ol 1064781-11-8 C9H10O2
    2,3-dihydro-6-methyl-1-benzofuran-7-ol
    —— 1-[8-(Trifluoromethyl)-2,3,6,7-tetrahydrobenzo[1,2-b:4,5-b']difuran-4-yl]propan-2-amine —— C14H16F3NO2
    1-[8-(Trifluoromethyl)-2,3,6,7-tetrahydrobenzo[1,2-b:4,5-b']difuran-4-yl]propan-2-amine
    —— N-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]propan-2-amine 1342891-36-4 C14H21NO
    N-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]propan-2-amine
    —— N-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]cyclohexanamine 1342891-39-7 C17H25NO
    N-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]cyclohexanamine
    —— (2R)-2-(aminomethyl)-4-(2,3-dihydro-1-benzofuran-7-yl)-1,1,1-trifluoro-4-methyl-2-pentanol 913003-10-8 C15H20F3NO2
    (2R)-2-(aminomethyl)-4-(2,3-dihydro-1-benzofuran-7-yl)-1,1,1-trifluoro-4-methyl-2-pentanol
    —— 10a-(4-(benzyloxy)phenyl)-6,7,8,9,10,10a-hexahydro-5aH-benzo[b]cyclohepta[d]furan 1147714-33-7 C26H26O2
    10a-(4-(benzyloxy)phenyl)-6,7,8,9,10,10a-hexahydro-5aH-benzo[b]cyclohepta[d]furan
    —— 2,4,6,7-tetramethyl-5-nitrodihydrobenzofuran-2-trifluoromethanesulfonate 841295-49-6 C14H16F3NO6S
    2,4,6,7-tetramethyl-5-nitrodihydrobenzofuran-2-trifluoromethanesulfonate
    —— Benzofuran, 5-(1-chloro-3,3-dimethylbutyl)-2,3-dihydro- 1340419-23-9 C14H19ClO
    Benzofuran, 5-(1-chloro-3,3-dimethylbutyl)-2,3-dihydro-
    —— 3-{7-[1,1-dimethyl-2-(2-trifluoromethyloxiranyl)ethyl]-2,3-dihydrobenzofuran-5-yl}pyridine 866112-80-3 C20H20F3NO2
    3-{7-[1,1-dimethyl-2-(2-trifluoromethyloxiranyl)ethyl]-2,3-dihydrobenzofuran-5-yl}pyridine
    —— 1-[4-(2,3-dihydrobenzofuran-7-yl)-2-hydroxy-4-methyl-2-trifluoromethylpentyl]-2-hydroxymethyl-3,5-dimethyl-1H-pyridin-4-one 727375-12-4 C23H28F3NO4
    1-[4-(2,3-dihydrobenzofuran-7-yl)-2-hydroxy-4-methyl-2-trifluoromethylpentyl]-2-hydroxymethyl-3,5-dimethyl-1H-pyridin-4-one
    —— 5-[(3-bromophenyl)ethynyl]-2,3-dihydro-1-benzofuran 937594-68-8 C16H11BrO
    5-[(3-bromophenyl)ethynyl]-2,3-dihydro-1-benzofuran
    —— 2,2,6,7-tetramethyl-4-hydroxymethyl-5-nitrodihydrobenzofuran 936214-95-8 C13H17NO4
    2,2,6,7-tetramethyl-4-hydroxymethyl-5-nitrodihydrobenzofuran
    —— 6-Nitro-2,3-dihydrobenzofuran-5-ol 955395-93-4 C8H7NO4
    6-Nitro-2,3-dihydrobenzofuran-5-ol
    —— Ethyl 2-(6-phenylmethoxy-2,3-dihydro-1-benzofuran-3-yl)acetate 905724-86-9 C19H20O4
    Ethyl 2-(6-phenylmethoxy-2,3-dihydro-1-benzofuran-3-yl)acetate
    —— (2,3-dihydro-benzofuran-6-yl)-[2-(6-trifluoromethyl-pyridin-3-yl)-ethyl]-amine 1201195-88-1 C16H15F3N2O
    (2,3-dihydro-benzofuran-6-yl)-[2-(6-trifluoromethyl-pyridin-3-yl)-ethyl]-amine
    —— N-{(1S)-1-[(2S)-6-hydroxy-2,3-dihydro-1-benzofuran-2-yl]ethyl}acetamide 1224719-35-0 C12H15NO3
    N-{(1S)-1-[(2S)-6-hydroxy-2,3-dihydro-1-benzofuran-2-yl]ethyl}acetamide
    —— N-{(1R)-1-[(2R)-6-{[4-(cyclopropylmethoxy)phenyl]ethynyl}-2,3-dihydro-1-benzofuran-2-yl]ethyl}acetamide 1224716-05-5 C24H25NO3
    N-{(1R)-1-[(2R)-6-{[4-(cyclopropylmethoxy)phenyl]ethynyl}-2,3-dihydro-1-benzofuran-2-yl]ethyl}acetamide
    —— N-{(1S)-1-[(2R)-6-{[4-(cyclopropylmethoxy)phenyl]ethynyl}-2,3-dihydro-1-benzofuran-2-yl]ethyl}acetamide 1224716-13-5 C24H25NO3
    N-{(1S)-1-[(2R)-6-{[4-(cyclopropylmethoxy)phenyl]ethynyl}-2,3-dihydro-1-benzofuran-2-yl]ethyl}acetamide
    —— N-[1-(5-hydroxy-2,3-dihydro-1-benzofuran-2-yl)ethyl]acetamide 1224719-34-9 C12H15NO3
    N-[1-(5-hydroxy-2,3-dihydro-1-benzofuran-2-yl)ethyl]acetamide
    —— N-[1-(5-{[4-(cyclopropylmethoxy)-2-fluorobenzyl]oxy}-2,3-dihydro-1-benzofuran-2-yl)ethyl]acetamide 1224716-22-6 C23H26FNO4
    N-[1-(5-{[4-(cyclopropylmethoxy)-2-fluorobenzyl]oxy}-2,3-dihydro-1-benzofuran-2-yl)ethyl]acetamide
    —— N-{(1RS)-1-[(2RS)-6-{[4-(cyclopropylmethoxy)phenyl]ethynyl}-2,3-dihydro-1-benzofuran-2-yl]ethyl}acetamide —— C24H25NO3
    N-{(1RS)-1-[(2RS)-6-{[4-(cyclopropylmethoxy)phenyl]ethynyl}-2,3-dihydro-1-benzofuran-2-yl]ethyl}acetamide
    —— N-{(1RS)-1-[(2SR)-6-{[4-(cyclopropylmethoxy)phenyl]ethynyl}-2,3-dihydro-1-benzofuran-2-yl]ethyl}acetamide —— C24H25NO3
    N-{(1RS)-1-[(2SR)-6-{[4-(cyclopropylmethoxy)phenyl]ethynyl}-2,3-dihydro-1-benzofuran-2-yl]ethyl}acetamide
    —— Methanone, (3-amino-1-azetidinyl)(2,3-dihydro-2-benzofuranyl)- 1343658-72-9 C12H14N2O2
    Methanone, (3-amino-1-azetidinyl)(2,3-dihydro-2-benzofuranyl)-
    —— methyl 3,3-dimethyl-2,3-dihydro-1-benzofuran-6-carboxylate 1147531-56-3 C12H14O3
    methyl 3,3-dimethyl-2,3-dihydro-1-benzofuran-6-carboxylate
    —— 3-Benzofurancarboxamide, N-(1-cyano-2-methylpropyl)-2,3-dihydro- 1409746-87-7 C14H16N2O2
    3-Benzofurancarboxamide, N-(1-cyano-2-methylpropyl)-2,3-dihydro-
    —— 2,2-dimethyl-5-(1H-tetrazol-1-yl)-2,3-dihydrobenzofuran-7-carboxylic acid 1234846-82-2 C12H12N4O3
    2,2-dimethyl-5-(1H-tetrazol-1-yl)-2,3-dihydrobenzofuran-7-carboxylic acid
    —— ethyl 5-amino-2,2-dimethyl-2,3-dihydrobenzofuran-7-carboxylate 1234846-80-0 C13H17NO3
    ethyl 5-amino-2,2-dimethyl-2,3-dihydrobenzofuran-7-carboxylate
    —— (2,2-dimethyl-5-(1H-tetrazol-1-yl)-2,3-dihydrobenzofuran-7-yl)methanol 1234846-83-3 C12H14N4O2
    (2,2-dimethyl-5-(1H-tetrazol-1-yl)-2,3-dihydrobenzofuran-7-yl)methanol
    —— ethyl 2,2-dimethyl-5-(1H-tetrazol-1-yl)-2,3-dihydrobenzofuran-7-carboxylate 1234846-81-1 C14H16N4O3
    ethyl 2,2-dimethyl-5-(1H-tetrazol-1-yl)-2,3-dihydrobenzofuran-7-carboxylate
    —— 2-(5-Methoxy-2-oxo-3-phenyl-1-benzofuran-3-yl)acetaldehyde 623163-91-7 C17H14O4
    2-(5-Methoxy-2-oxo-3-phenyl-1-benzofuran-3-yl)acetaldehyde
    —— 4-(5-fluoro-2-hydroxy-2,3-dihydrobenzofuran-7-yl)-2-hydroxy-4-methyl-2-trifluoromethyl-valeric acid ethyl ester 887375-44-2 C17H20F4O5
    4-(5-fluoro-2-hydroxy-2,3-dihydrobenzofuran-7-yl)-2-hydroxy-4-methyl-2-trifluoromethyl-valeric acid ethyl ester
    —— 2,6-Dimethyl-cumaran 3199-64-2 C10H12O
    2,6-Dimethyl-cumaran
    —— 4-(7-formyl-2,3-dihydro-1-benzofuran-5-yl)benzonitrile 923281-70-3 C16H11NO2
    4-(7-formyl-2,3-dihydro-1-benzofuran-5-yl)benzonitrile
    —— 3-Benzofuranamine, 2-ethyl-2,3-dihydro-5-(1,1,3,3-tetramethylbutyl)- 1491346-77-0 C18H29NO
    3-Benzofuranamine, 2-ethyl-2,3-dihydro-5-(1,1,3,3-tetramethylbutyl)-
    —— Methyl 6-bromo-2,3-dihydro-2-benzofurancarboxylate 425675-99-6 C10H9BrO3
    Methyl 6-bromo-2,3-dihydro-2-benzofurancarboxylate
    —— 5,7-Dibromo-2,3-dihydro-1-benzofuran-3-amine 1273653-91-0 C8H7Br2NO
    5,7-Dibromo-2,3-dihydro-1-benzofuran-3-amine
    —— Methyl 2,3-dihydro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-7-benzofurancarboxylate 1198615-61-0 C16H21BO5
    Methyl 2,3-dihydro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-7-benzofurancarboxylate
    —— 5-difluoromethyl-1-(2,2-dimethyl-2,3-dihydro-benzofuran-3-yl)-1H-imidazole 1034919-45-3 C14H14F2N2O
    5-difluoromethyl-1-(2,2-dimethyl-2,3-dihydro-benzofuran-3-yl)-1H-imidazole
    —— t-Butyl N-[(5-bromo-2,3-dihydrobenzo[b]furan-7-yl)methyl]carbamate 478375-02-9 C14H18BrNO3
    t-Butyl N-[(5-bromo-2,3-dihydrobenzo[b]furan-7-yl)methyl]carbamate
    —— Methyl 7-tert-butyl-5-(2-phenylmethoxypyridin-3-yl)-2,3-dihydro-1-benzofuran-3-carboxylate 1219831-78-3 C26H27NO4
    Methyl 7-tert-butyl-5-(2-phenylmethoxypyridin-3-yl)-2,3-dihydro-1-benzofuran-3-carboxylate
    —— 6-bromo-1-(2,3-dihydro-benzofuran-5-ylmethyl)-1H-[1,2,3]triazolo[4,5-b]pyrazine 956905-02-5 C13H10BrN5O
    6-bromo-1-(2,3-dihydro-benzofuran-5-ylmethyl)-1H-[1,2,3]triazolo[4,5-b]pyrazine