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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-ethylhexyl 3-[(6-bromo-2,3-dihydro-1-benzofuran-5-yl)thio]propanoate 1156468-72-2 C19H27BrO3S
    2-ethylhexyl 3-[(6-bromo-2,3-dihydro-1-benzofuran-5-yl)thio]propanoate
    —— 2-ethylhexyl 3-[(7-bromo-2,3-dihydro-1-benzofuran-5-yl)thio]propanoate 1156468-73-3 C19H27BrO3S
    2-ethylhexyl 3-[(7-bromo-2,3-dihydro-1-benzofuran-5-yl)thio]propanoate
    —— 7-Chloro-6-methoxy-2,3-dihydro-1-benzofuran-3-ol 1154740-84-7 C9H9ClO3
    7-Chloro-6-methoxy-2,3-dihydro-1-benzofuran-3-ol
    —— 2,3-dihydro-2,2,6,7-tetramethylbenzofuran-5-ol 26172-18-9 C12H16O2
    2,3-dihydro-2,2,6,7-tetramethylbenzofuran-5-ol
    —— (2R)-4-(5-fluoro-2,3-dihydro-1-benzofuran-7-yl)-2-hydroxy-4-methyl-2-(trifluoromethyl)pentanal 1039486-12-8 C15H16F4O3
    (2R)-4-(5-fluoro-2,3-dihydro-1-benzofuran-7-yl)-2-hydroxy-4-methyl-2-(trifluoromethyl)pentanal
    —— tert-butyl N-[3-[2-(hydroxymethyl)-2,3-dihydro-1-benzofuran-7-yl]propyl]carbamate 1047664-43-6 C17H25NO4
    tert-butyl N-[3-[2-(hydroxymethyl)-2,3-dihydro-1-benzofuran-7-yl]propyl]carbamate
    —— 6-(2-methyl-2.3-dihydro-benzofuran-5-yl)-3H-pyrimidin-4-one 861851-00-5 C13H12N2O2
    6-(2-methyl-2.3-dihydro-benzofuran-5-yl)-3H-pyrimidin-4-one
    —— 7-fluoro-2,3-dihydro-1-benzofuran-4-amine 935292-68-5 C8H8FNO
    7-fluoro-2,3-dihydro-1-benzofuran-4-amine
    —— 4,7-Difluoro-2,3-dihydro-1-benzofuran-3-ol 1487605-87-7 C8H6F2O2
    4,7-Difluoro-2,3-dihydro-1-benzofuran-3-ol
    —— (I(2)R)-I(2)-Amino-2,3-dihydro-2,2-dimethyl-5-benzofuranethanol 1213406-64-4 C12H17NO2
    (I(2)R)-I(2)-Amino-2,3-dihydro-2,2-dimethyl-5-benzofuranethanol
    —— 2-Pyridinamine, 3-[(2,3-dihydro-2-benzofuranyl)methyl]-5-methyl- 1541278-56-1 C15H16N2O
    2-Pyridinamine, 3-[(2,3-dihydro-2-benzofuranyl)methyl]-5-methyl-
    —— 2-(5-Methoxy-2,3-dihydro-1-benzofuran-3-yl)ethanamine 1148035-88-4 C11H15NO2
    2-(5-Methoxy-2,3-dihydro-1-benzofuran-3-yl)ethanamine
    —— 1-benzyl-4-(5-bromo-2,3-dihydro-benzofuran-7-yl)-1,2,3,6-tetrahydro-pyridine 923297-53-4 C20H20BrNO
    1-benzyl-4-(5-bromo-2,3-dihydro-benzofuran-7-yl)-1,2,3,6-tetrahydro-pyridine
    —— 2-(methoxymethyl)-2,4,6,7-tetramethyl-2,3-dihydro-1-benzofuran 1243544-86-6 C14H20O2
    2-(methoxymethyl)-2,4,6,7-tetramethyl-2,3-dihydro-1-benzofuran
    —— 5-bromo-2-[(methoxymethoxy)methyl]-2,4,6,7-tetramethyl-2,3-dihydro-1-benzofuran 1243545-35-8 C15H21BrO3
    5-bromo-2-[(methoxymethoxy)methyl]-2,4,6,7-tetramethyl-2,3-dihydro-1-benzofuran
    —— 1-[(5-bromo-2,4,6,7-tetramethyl-2,3-dihydro-1-benzofuran-2-yl)methyl]piperidine 1243545-05-2 C18H26BrNO
    1-[(5-bromo-2,4,6,7-tetramethyl-2,3-dihydro-1-benzofuran-2-yl)methyl]piperidine
    —— (2,3-dihydro-benzofuran-5-yl)-propynoic acid ethyl ester 445491-66-7 C13H12O3
    (2,3-dihydro-benzofuran-5-yl)-propynoic acid ethyl ester
    —— 6'-chloro-3'H-spiro[azepane-4,2'-benzofuran] 1258430-99-7 C13H16ClNO
    6'-chloro-3'H-spiro[azepane-4,2'-benzofuran]
    —— 5'-bromo-3'H-spiro[azepane-4,2'-benzofuran] 1258430-92-0 C13H16BrNO
    5'-bromo-3'H-spiro[azepane-4,2'-benzofuran]
    —— 1-cyclobutyl-5'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3'H-spiro[azepane-4,2'-benzofuran] 1258430-93-1 C23H34BNO3
    1-cyclobutyl-5'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3'H-spiro[azepane-4,2'-benzofuran]
    —— (3S)-1-(7-fluoro-2-methyl-2,3-dihydrobenzofuran-4-yl)pyrrolidin-3-amine 1258851-27-2 C13H17FN2O
    (3S)-1-(7-fluoro-2-methyl-2,3-dihydrobenzofuran-4-yl)pyrrolidin-3-amine
    —— 7-fluoro-2-methyl-2,3-dihydrobenzofuran-4-amine 1258851-14-7 C9H10FNO
    7-fluoro-2-methyl-2,3-dihydrobenzofuran-4-amine
    —— 7-fluoro-2-methyl-2,3-dihydrobenzofuran-4-ol 1258851-17-0 C9H9FO2
    7-fluoro-2-methyl-2,3-dihydrobenzofuran-4-ol
    —— 5-chloro-4-fluoro-2,3-dihydro-1-benzofuran-3-amine 1294003-36-3 C8H7ClFNO
    5-chloro-4-fluoro-2,3-dihydro-1-benzofuran-3-amine
    —— tert-butyl (3S)-1-(7-fluoro-2-methyl-2,3-dihydrobenzofuran-4-yl)pyrrolidin-3-ylcarbamate 1258851-23-8 C18H25FN2O3
    tert-butyl (3S)-1-(7-fluoro-2-methyl-2,3-dihydrobenzofuran-4-yl)pyrrolidin-3-ylcarbamate
    —— methyl [(3S)-6-({7-[1-(difluoromethyl)-3,5-dimethyl-1H-pyrazol-4-yl]-2,3-dihydro-1-benzofuran-3-yl}amino)-2,3-dihydro-1-benzofuran-3-yl]acetate 1258396-49-4 C25H25F2N3O4
    methyl [(3S)-6-({7-[1-(difluoromethyl)-3,5-dimethyl-1H-pyrazol-4-yl]-2,3-dihydro-1-benzofuran-3-yl}amino)-2,3-dihydro-1-benzofuran-3-yl]acetate
    —— [(3S)-6-{[(3S)-7-(2,5-dimethylthiophen-3-yl)-2,3-dihydro-1-benzofuran-3-yl]amino}-2,3-dihydro-1-benzofuran-3-yl]acetic acid 1258395-79-7 C24H23NO4S
    [(3S)-6-{[(3S)-7-(2,5-dimethylthiophen-3-yl)-2,3-dihydro-1-benzofuran-3-yl]amino}-2,3-dihydro-1-benzofuran-3-yl]acetic acid
    —— [(3S)-6-{[(3S)-7-(2,6-dimethyl-4-{[(2S)-5-oxopyrrolidin-2-yl]methoxy}phenyl)-2,3-dihydro-1-benzofuran-3-yl]amino}-2,3-dihydro-1-benzofuran-3-yl]acetic acid 1258395-86-6 C31H32N2O6
    [(3S)-6-{[(3S)-7-(2,6-dimethyl-4-{[(2S)-5-oxopyrrolidin-2-yl]methoxy}phenyl)-2,3-dihydro-1-benzofuran-3-yl]amino}-2,3-dihydro-1-benzofuran-3-yl]acetic acid
    —— [(3S)-6-{[3-(2,5-dimethylthiophen-3-yl)-2-fluorobenzyl]amino}-2,3-dihydro-1-benzofuran-3-yl]acetic acid 1258397-36-2 C23H22FNO3S
    [(3S)-6-{[3-(2,5-dimethylthiophen-3-yl)-2-fluorobenzyl]amino}-2,3-dihydro-1-benzofuran-3-yl]acetic acid
    —— 2-(1-Hydroxyethyl)-2,3-dihydro-1-benzofuran-7-carbonitrile 1047648-58-7 C11H11NO2
    2-(1-Hydroxyethyl)-2,3-dihydro-1-benzofuran-7-carbonitrile
    —— 2-Acetyl-2,3-dihydro-1-benzofuran-7-carbonitrile 1047648-57-6 C11H9NO2
    2-Acetyl-2,3-dihydro-1-benzofuran-7-carbonitrile
    —— 1-(5-Chloro-2,3-dihydro-1-benzofuran-2-yl)ethanone 1047648-56-5 C10H9ClO2
    1-(5-Chloro-2,3-dihydro-1-benzofuran-2-yl)ethanone
    —— methyl 7-methyl-2-(methyloxy)-2,3-dihydro-1-benzofuran-6-carboxylate 1149388-01-1 C12H14O4
    methyl 7-methyl-2-(methyloxy)-2,3-dihydro-1-benzofuran-6-carboxylate
    —— Benzofuran, 4-ethyl-2,3-dihydro- 1391086-46-6 C10H12O
    Benzofuran, 4-ethyl-2,3-dihydro-
    —— 2-[4-[4-fluoro-5-(1-propylsulfonyl-3,6-dihydro-2H-pyridin-4-yl)-2,3-dihydro-1-benzofuran-2-yl]piperidin-1-yl]-5-propylpyrimidine 1346529-48-3 C28H37FN4O3S
    2-[4-[4-fluoro-5-(1-propylsulfonyl-3,6-dihydro-2H-pyridin-4-yl)-2,3-dihydro-1-benzofuran-2-yl]piperidin-1-yl]-5-propylpyrimidine
    —— 4-[[4-[2-methyl-2-[1-(5-propylpyrimidin-2-yl)piperidin-4-yl]-3H-1-benzofuran-5-yl]-3,6-dihydro-2H-pyridin-1-yl]sulfonyl]butan-1-ol 1346529-28-9 C30H42N4O4S
    4-[[4-[2-methyl-2-[1-(5-propylpyrimidin-2-yl)piperidin-4-yl]-3H-1-benzofuran-5-yl]-3,6-dihydro-2H-pyridin-1-yl]sulfonyl]butan-1-ol
    —— 3-[[4-[2-methyl-2-[1-(5-propylpyrimidin-2-yl)piperidin-4-yl]-3H-1-benzofuran-5-yl]-3,6-dihydro-2H-pyridin-1-yl]sulfonyl]propan-1-ol 1346529-40-5 C29H40N4O4S
    3-[[4-[2-methyl-2-[1-(5-propylpyrimidin-2-yl)piperidin-4-yl]-3H-1-benzofuran-5-yl]-3,6-dihydro-2H-pyridin-1-yl]sulfonyl]propan-1-ol
    —— (3,3-dimethyl-2,3-dihydro-1-benzofuran-6-yl)methanol 1400701-38-3 C11H14O2
    (3,3-dimethyl-2,3-dihydro-1-benzofuran-6-yl)methanol
    —— 3-Dibenzofuranol, 5a,6,7,8,9,9a-hexahydro- 104433-92-3 C12H14O2
    3-Dibenzofuranol, 5a,6,7,8,9,9a-hexahydro-
    —— C-(7-chloro-2,3-dihydro-benzofuran-2-yl)-N-BOC-methylamine 872518-67-7 C14H18ClNO3
    C-(7-chloro-2,3-dihydro-benzofuran-2-yl)-N-BOC-methylamine
    —— 1-(7-bromo-2,3-dihydro-benzofuran-2-yl)-ethanol 872518-59-7 C10H11BrO2
    1-(7-bromo-2,3-dihydro-benzofuran-2-yl)-ethanol
    —— tert-butyl-(4-methoxy-2,2-dimethyl-2,3-dihydrobenzofuran-7-yloxy)dimethylsilane 892406-56-3 C17H28O3Si
    tert-butyl-(4-methoxy-2,2-dimethyl-2,3-dihydrobenzofuran-7-yloxy)dimethylsilane
    —— 3-(3,3-dimethyl-2,3-dihydro-benzofuran-7-yl)-propionic acid ethyl ester 623176-73-8 C15H20O3
    3-(3,3-dimethyl-2,3-dihydro-benzofuran-7-yl)-propionic acid ethyl ester
    —— 4,6-Dimethyl-2,2-dipentyl-2,3-dihydro-1-benzofuran-5-ol 609348-02-9 C20H32O2
    4,6-Dimethyl-2,2-dipentyl-2,3-dihydro-1-benzofuran-5-ol
    —— (R)-3-Methyl-3-phenylbenzofuran-2(3H)-one 1418028-11-1 C15H12O2
    (R)-3-Methyl-3-phenylbenzofuran-2(3H)-one
    —— (2,2-dimethyl-2,3-dihydrobenzofuran-5-yl)methanol 38002-93-6 C11H14O2
    (2,2-dimethyl-2,3-dihydrobenzofuran-5-yl)methanol
    —— 2,3-Dihydro-N-(3-phenylpropyl)-2-benzofurancarboxamide 50635-13-7 C18H19NO2
    2,3-Dihydro-N-(3-phenylpropyl)-2-benzofurancarboxamide
    —— (3S)-2,3-Dihydro-3-methyl-3-benzofuranmethanol 1123787-06-3 C10H12O2
    (3S)-2,3-Dihydro-3-methyl-3-benzofuranmethanol
    —— (Z)-2-benzylidene-7-bromo-5-tert-butyl-2,3-dihydrobenzofuran-3-ol 1262020-37-0 C19H19BrO2
    (Z)-2-benzylidene-7-bromo-5-tert-butyl-2,3-dihydrobenzofuran-3-ol
    —— 2-[(5-Ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl)methyl]-1-ethyl-3-(2-pyrazol-1-ylethyl)guanidine;hydroiodide 2084650-00-8 C20H30IN5O2
    2-[(5-Ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl)methyl]-1-ethyl-3-(2-pyrazol-1-ylethyl)guanidine;hydroiodide