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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
    —— 6,7-dichloro-2,3-dihydro-5-(hydroxy-2-thienylmethyl)-2-benzofurancarboxylic acid 67287-21-2 C14H10Cl2O4S
    6,7-dichloro-2,3-dihydro-5-(hydroxy-2-thienylmethyl)-2-benzofurancarboxylic acid
    —— 6,7-dichloro-2,3-dihydro-5-(2-thienylcarbonyl)-2-benzofurancarboxylic acid hydrazine 77886-67-0 C14H10Cl2N2O3S
    6,7-dichloro-2,3-dihydro-5-(2-thienylcarbonyl)-2-benzofurancarboxylic acid hydrazine
    —— 6,7-dichloro-2,3-dihydro-5-(thienylcarbonyl)-2-benzofurancarboxaldehyde 77514-38-6 C14H8Cl2O3S
    6,7-dichloro-2,3-dihydro-5-(thienylcarbonyl)-2-benzofurancarboxaldehyde
    —— 5-(Thiophene-2-carbonyl)-2,3-dihydro-1-benzofuran-2-carboxylic acid 77886-61-4 C14H10O4S
    5-(Thiophene-2-carbonyl)-2,3-dihydro-1-benzofuran-2-carboxylic acid
    —— 6,7-dichloro-2,3-dihydro-2-(hydroxymethyl)-5-(thienylcarbonyl)benzofuran 77514-36-4 C14H10Cl2O3S
    6,7-dichloro-2,3-dihydro-2-(hydroxymethyl)-5-(thienylcarbonyl)benzofuran
    —— (+)-6,7-dichloro-2,3-dihydro-5-(2-thienylcarbonyl)-2-benzofurancarboxylic acid 62717-24-2 C14H8Cl2O4S
    (+)-6,7-dichloro-2,3-dihydro-5-(2-thienylcarbonyl)-2-benzofurancarboxylic acid
    —— 6,7-dichloro-2,3-dihydro-5-(2-thienylcarbonyl)-2-bezofurancarbonitrile 77886-70-5 C14H7Cl2NO2S
    6,7-dichloro-2,3-dihydro-5-(2-thienylcarbonyl)-2-bezofurancarbonitrile
    —— methyl 6,7-dichloro-2,3-dihydro-5-(2-thienylcarbonyl)-2-benzofurancarboxylate 68279-43-6 C15H10Cl2O4S
    methyl 6,7-dichloro-2,3-dihydro-5-(2-thienylcarbonyl)-2-benzofurancarboxylate
    —— (4-Butoxy-5-methoxy-2,3-dihydro-1-benzofuran-2-yl)methanol 1639236-79-5 C14H20O4
    (4-Butoxy-5-methoxy-2,3-dihydro-1-benzofuran-2-yl)methanol
    —— methyl 2-methyl-2-(1-methylethenyl)-2,3-dihydrobenzofuran-5-carboxylate 873925-11-2 C14H16O3
    methyl 2-methyl-2-(1-methylethenyl)-2,3-dihydrobenzofuran-5-carboxylate
    —— (E)-methyl-3-ethylidene-2-(ethoxymethoxy)-2,3-dihydrobenzofuran-5-carboxylate 1227290-84-7 C15H18O5
    (E)-methyl-3-ethylidene-2-(ethoxymethoxy)-2,3-dihydrobenzofuran-5-carboxylate
    —— (2R,3S)-2,3-Dimethyl-2,3-dihydro-benzofuran-7-carboxylic acid methyl ester 133844-97-0 C12H14O3
    (2R,3S)-2,3-Dimethyl-2,3-dihydro-benzofuran-7-carboxylic acid methyl ester
    —— (2S,3S)-2,3-Dimethyl-2,3-dihydro-benzofuran-7-carboxylic acid methyl ester 133844-97-0 C12H14O3
    (2S,3S)-2,3-Dimethyl-2,3-dihydro-benzofuran-7-carboxylic acid methyl ester
    —— (3S)-4-Fluoro-2,3-dihydrobenzo[b]furan-3-ylamine 1213519-46-0 C8H8FNO
    (3S)-4-Fluoro-2,3-dihydrobenzo[b]furan-3-ylamine
    —— 2-(2,3-dihydrobenzofuran-6-yl)-4-methylthiazole-5-carboxylic acid 1154061-28-5 C13H11NO3S
    2-(2,3-dihydrobenzofuran-6-yl)-4-methylthiazole-5-carboxylic acid
    —— (R)-5-chloro-2,3-dihydro-1-benzofuran-2-carboxylic acid 357396-04-4 C9H7ClO3
    (R)-5-chloro-2,3-dihydro-1-benzofuran-2-carboxylic acid
    —— 1-(2-methyl-2,3-dihydro-benzofuran-5-yl)-ethanone oxime —— C11H13NO2
    1-(2-methyl-2,3-dihydro-benzofuran-5-yl)-ethanone oxime
    —— 3-methyl-2,3-dihydrobenzofuran-3-ol 88112-02-1 C9H10O2
    3-methyl-2,3-dihydrobenzofuran-3-ol
    —— 2-ethylhexyl 3-[(5-bromo-2,3-dihydrobenzofuran-6-yl)sulfanyl]propanoate 1156468-67-5 C19H27BrO3S
    2-ethylhexyl 3-[(5-bromo-2,3-dihydrobenzofuran-6-yl)sulfanyl]propanoate
    —— 2-ethylhexyl 3-(2,3-dihydro-1-benzofuran-6-ylthio)propanoate 1156468-65-3 C19H28O3S
    2-ethylhexyl 3-(2,3-dihydro-1-benzofuran-6-ylthio)propanoate
    —— 4-carboxy-2-[3-(2-chlorophenyl)propyl]-6-(2,3-dihydro-1-benzofuran-5-yl)-2H-pyridazin-3-one 756836-82-5 C22H19ClN2O4
    4-carboxy-2-[3-(2-chlorophenyl)propyl]-6-(2,3-dihydro-1-benzofuran-5-yl)-2H-pyridazin-3-one
    —— 4-carboxy-2-(4-fluorobenzyl)-6-(2,3-dihydro-1-benzofuran-5-yl)-2H-pyridazin-3-one 756836-34-7 C20H15FN2O4
    4-carboxy-2-(4-fluorobenzyl)-6-(2,3-dihydro-1-benzofuran-5-yl)-2H-pyridazin-3-one
    —— 4-carboxy-2-[3-(4-chlorophenyl)propyl]-6-(2,3-dihydro-1-benzofuran-5-yl)-2H-pyridazin-3-one 756836-89-2 C22H19ClN2O4
    4-carboxy-2-[3-(4-chlorophenyl)propyl]-6-(2,3-dihydro-1-benzofuran-5-yl)-2H-pyridazin-3-one
    —— 3-Bromo-3-methoxycarbonylmethyl-2,3-dihydrobenzofuran-2-carboxylic acid methyl ester 287107-29-3 C13H13BrO5
    3-Bromo-3-methoxycarbonylmethyl-2,3-dihydrobenzofuran-2-carboxylic acid methyl ester
    —— methyl 2-(methoxycarbonyl)coumaran-3-acetate 76268-13-8 C13H14O5
    methyl 2-(methoxycarbonyl)coumaran-3-acetate
    —— 1,2-Dihydro-Pummerer-Keton 58323-18-5 C14H16O2
    1,2-Dihydro-Pummerer-Keton
    —— [2-[2-Ethyl-2,3-dihydro-2-benzofuranyl]]-2-imidazolinium chloride —— C13H17ClN2O
    [2-[2-Ethyl-2,3-dihydro-2-benzofuranyl]]-2-imidazolinium chloride
    —— 2-[2-(4,5-Dihydro-1H-imidazol-2-yl)-1-(2,3-dihydro-benzofuran-7-yl)-ethyl]-pyridine 134402-28-1 C18H19N3O
    2-[2-(4,5-Dihydro-1H-imidazol-2-yl)-1-(2,3-dihydro-benzofuran-7-yl)-ethyl]-pyridine
    —— 2,5-dimethyl-2,3-dihydrobenzofuran 3199-35-7 C10H12O
    2,5-dimethyl-2,3-dihydrobenzofuran
    —— 2,3,3-trimethyl-2,3-dihydrobenzofuran 70201-81-9 C11H14O
    2,3,3-trimethyl-2,3-dihydrobenzofuran
    —— 4-Ethenyl-2,3-dihydro-6,7-dimethoxy-5-hydroxy-3-butylidenebenzofuran 135482-17-6 C16H20O4
    4-Ethenyl-2,3-dihydro-6,7-dimethoxy-5-hydroxy-3-butylidenebenzofuran
    —— 4-[(2R,3R)-3-[(E,1R)-1,5-bis[[tert-butyl(dimethyl)silyl]oxy]-4-methylpent-3-enyl]-2,3-dimethyl-4-tri(propan-2-yl)silyloxy-2H-1-benzofuran-7-yl]-4-hydroxy-2-methoxy-3-methylcyclobut-2-en-1-one 628299-82-1 C43H76O7Si3
    4-[(2R,3R)-3-[(E,1R)-1,5-bis[[tert-butyl(dimethyl)silyl]oxy]-4-methylpent-3-enyl]-2,3-dimethyl-4-tri(propan-2-yl)silyloxy-2H-1-benzofuran-7-yl]-4-hydroxy-2-methoxy-3-methylcyclobut-2-en-1-one
    —— 4-[(2R,3R)-3-[(1E,3E)-5-[tert-butyl(dimethyl)silyl]oxy-4-methylpenta-1,3-dienyl]-2,3-dimethyl-4-tri(propan-2-yl)silyloxy-2H-1-benzofuran-7-yl]-4-hydroxy-2-methoxy-3-methylcyclobut-2-en-1-one 474418-84-3 C37H60O6Si2
    4-[(2R,3R)-3-[(1E,3E)-5-[tert-butyl(dimethyl)silyl]oxy-4-methylpenta-1,3-dienyl]-2,3-dimethyl-4-tri(propan-2-yl)silyloxy-2H-1-benzofuran-7-yl]-4-hydroxy-2-methoxy-3-methylcyclobut-2-en-1-one
    —— 4-[(2R,3R)-3-[(Z,1R)-1,5-bis[[tert-butyl(dimethyl)silyl]oxy]-4-methylpent-3-enyl]-2,3-dimethyl-4-tri(propan-2-yl)silyloxy-2H-1-benzofuran-7-yl]-4-hydroxy-2-methoxy-3-methylcyclobut-2-en-1-one 628299-89-8 C43H76O7Si3
    4-[(2R,3R)-3-[(Z,1R)-1,5-bis[[tert-butyl(dimethyl)silyl]oxy]-4-methylpent-3-enyl]-2,3-dimethyl-4-tri(propan-2-yl)silyloxy-2H-1-benzofuran-7-yl]-4-hydroxy-2-methoxy-3-methylcyclobut-2-en-1-one
    —— 12-Phenyl-8-oxatetracyclo<7.5.0.0<sup>2,7</sup>.0<sup>9,12</sup>>tetradeca-2,4,6,10,13-pentaene 132166-33-7 C19H14O
    12-Phenyl-8-oxatetracyclo<7.5.0.0<sup>2,7</sup>.0<sup>9,12</sup>>tetradeca-2,4,6,10,13-pentaene
    —— N-{1-[(2,3-dihydrobenzofuran-2-yl)-methyl]-piperid-4-yl}-N-methylpropionamide hydrochloride 139062-69-4 C18H26N2O2*ClH
    N-{1-[(2,3-dihydrobenzofuran-2-yl)-methyl]-piperid-4-yl}-N-methylpropionamide hydrochloride
    —— 5-bromo-6-hydroxy-3-phenyl-3-p-tolylbenzofuran-2(3H)-one 1373334-99-6 C21H15BrO3
    5-bromo-6-hydroxy-3-phenyl-3-p-tolylbenzofuran-2(3H)-one
    —— [3-(4-Methylphenyl)-2-oxo-3-phenyl-1-benzofuran-6-yl] trifluoromethanesulfonate 1373334-80-5 C22H15F3O5S
    [3-(4-Methylphenyl)-2-oxo-3-phenyl-1-benzofuran-6-yl] trifluoromethanesulfonate
    —— 6-hydroxy-3-phenyl-3-p-tolylbenzofuran-2(3H)-one 1373335-01-3 C21H16O3
    6-hydroxy-3-phenyl-3-p-tolylbenzofuran-2(3H)-one
    —— 5-methyl-3-phenyl-3-(p-tolyl)benzofuran-2(3H)-one 1373335-09-1 C22H18O2
    5-methyl-3-phenyl-3-(p-tolyl)benzofuran-2(3H)-one
    —— 5-bromo-3-phenyl-3-p-tolylbenzofuran-2(3H)-one 1373334-95-2 C21H15BrO2
    5-bromo-3-phenyl-3-p-tolylbenzofuran-2(3H)-one
    —— 5-tert-butyl-3-phenyl-3-p-tolylbenzofuran-2(3H)-one 1373334-93-0 C25H24O2
    5-tert-butyl-3-phenyl-3-p-tolylbenzofuran-2(3H)-one
    —— N-(2-(5-methoxy-2,3-dihydrobenzofuran-3-yl)ethyl)acetamide 1148035-89-5 C13H17NO3
    N-(2-(5-methoxy-2,3-dihydrobenzofuran-3-yl)ethyl)acetamide
    —— 2,3-Dihydro-N-isopropyl-7-methoxy-2-benzofuranmethylamine maleate 34339-10-1 C17H23NO6
    2,3-Dihydro-N-isopropyl-7-methoxy-2-benzofuranmethylamine maleate
    —— 2,3-Dihydro-7-chloro-N-ethyl-2-benzofuranmethylamine maleate 34339-05-4 C15H18ClNO5
    2,3-Dihydro-7-chloro-N-ethyl-2-benzofuranmethylamine maleate
    —— 2,3-Dihydro-N-isopropyl-5-methoxy-2-benzofuranmethylamine maleate 34336-39-5 C17H23NO6
    2,3-Dihydro-N-isopropyl-5-methoxy-2-benzofuranmethylamine maleate
    —— 2,3-Dihydro-N-ethyl-7-methoxy-2-benzofuranmethylamine maleate 34339-11-2 C16H21NO6
    2,3-Dihydro-N-ethyl-7-methoxy-2-benzofuranmethylamine maleate
    —— methyl 2,3-dihydro-5-hydroxy-2,6-dimethylbenzofuran-2-carboxylate 83893-52-1 C12H14O4
    methyl 2,3-dihydro-5-hydroxy-2,6-dimethylbenzofuran-2-carboxylate
    —— (7-amino-5-methyl-2,3-dihydrobenzofuran-2-yl)methanol 1609171-31-4 C10H13NO2
    (7-amino-5-methyl-2,3-dihydrobenzofuran-2-yl)methanol
    —— ((Ξ)-benzofuran-3-yliden)-acetic acid 6544-80-5 C10H8O3
    ((Ξ)-benzofuran-3-yliden)-acetic acid