摩熵化学
数据库官网
小程序
打开微信扫一扫
首页 分子通 化学资讯 化学百科 反应查询 关于我们
请输入关键词
历史搜索
    热门化合物HOT
    • 喹啉
    • 水杨醛
    • 二溴甲烷
    • 谷胱甘肽
    • L-乳酸
    • 苯巴比妥
    • 辣椒碱
    • 非那明
    • 百草枯
    • 联苯烯
    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
    —— 2,3-Dihydro-5-methoxymethoxybenzofuran 126080-63-5 C10H12O3
    2,3-Dihydro-5-methoxymethoxybenzofuran
    —— 2,3-Dihydro-4-methyl-6-propyl-5-benzofuranol methoxymethyl ether 119795-60-7 C14H20O3
    2,3-Dihydro-4-methyl-6-propyl-5-benzofuranol methoxymethyl ether
    —— 5-Benzyloxy-6-bromo-2,3-dihydrobenzofuran 126080-66-8 C15H13BrO2
    5-Benzyloxy-6-bromo-2,3-dihydrobenzofuran
    —— 6-tert-butyl-2,3-dihydro-5-benzofuranol 40946-55-2 C12H16O2
    6-tert-butyl-2,3-dihydro-5-benzofuranol
    —— 2,3-Dihydro-5-(methoxymethoxy)-6-(1-hydroxy-1-methylethyl)benzofuran 119795-34-5 C13H18O4
    2,3-Dihydro-5-(methoxymethoxy)-6-(1-hydroxy-1-methylethyl)benzofuran
    —— 2,3-Dihydro-4-(3-hydroxypropyl)-5-benzofuranol 119795-50-5 C11H14O3
    2,3-Dihydro-4-(3-hydroxypropyl)-5-benzofuranol
    —— 2,3-dihydro-4-bromo-6-propyl-5-benzofuranol 119795-42-5 C11H13BrO2
    2,3-dihydro-4-bromo-6-propyl-5-benzofuranol
    —— 6-Bromo-2,3-dihydro-5-tetrahydropyranyloxybenzofuran 126080-67-9 C13H15BrO3
    6-Bromo-2,3-dihydro-5-tetrahydropyranyloxybenzofuran
    —— 6,8-Dimethoxy-1,2,3a,8b-tetrahydrofuro[2,3-b][1]benzofuran-2-ol 135105-87-2 C12H14O5
    6,8-Dimethoxy-1,2,3a,8b-tetrahydrofuro[2,3-b][1]benzofuran-2-ol
    —— 2,3-dihydro-2-methyl-7-nitrobenzofuran 98892-98-9 C9H9NO3
    2,3-dihydro-2-methyl-7-nitrobenzofuran
    —— 2-methyl-5-nitro-2,3-dihydrobenzo[b]furan 93591-73-2 C9H9NO3
    2-methyl-5-nitro-2,3-dihydrobenzo[b]furan
    —— 1-(2,3-Dihydro-2-methyl-5-benzofuranyl)-1-propanone 63998-46-9 C12H14O2
    1-(2,3-Dihydro-2-methyl-5-benzofuranyl)-1-propanone
    —— 2-Methyl-1-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)propan-1-one 111038-49-4 C13H16O2
    2-Methyl-1-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)propan-1-one
    —— (+/-)-(E)-2-[2-(benzyloxy)styryl]-2,3-dihydrobenzofuran 1319730-52-3 C23H20O2
    (+/-)-(E)-2-[2-(benzyloxy)styryl]-2,3-dihydrobenzofuran
    —— (+/-)-2-[2-(2,3-dihydrobenzofuran-2-yl)ethyl]-6-iodophenol 1319730-54-5 C16H15IO2
    (+/-)-2-[2-(2,3-dihydrobenzofuran-2-yl)ethyl]-6-iodophenol
    —— (+/-)-2-[2-(2,3-dihydrobenzofuran-2-yl)ethyl]cyclohexa-2,5-diene-1,4-dione 1319730-55-6 C16H14O3
    (+/-)-2-[2-(2,3-dihydrobenzofuran-2-yl)ethyl]cyclohexa-2,5-diene-1,4-dione
    —— (+/-)-2-[2-(2,3-dihydrobenzofuran-2-yl)ethyl]phenol 1319730-53-4 C16H16O2
    (+/-)-2-[2-(2,3-dihydrobenzofuran-2-yl)ethyl]phenol
    —— (+/-)-5-methyl-2-hydroxymethyl-2,3-dihydrobenzofuran 312607-93-5 C10H12O2
    (+/-)-5-methyl-2-hydroxymethyl-2,3-dihydrobenzofuran
    —— (-)-(R)-5,7-dimethoxyethoxymethyloxy-2-hydroxymethyl-2,3-dihydrobenzofuran 312608-14-3 C17H26O8
    (-)-(R)-5,7-dimethoxyethoxymethyloxy-2-hydroxymethyl-2,3-dihydrobenzofuran
    —— (+/-)-5-methoxy-2-hydroxymethyl-2,3-dihydrobenzofuran 108610-34-0 C10H12O3
    (+/-)-5-methoxy-2-hydroxymethyl-2,3-dihydrobenzofuran
    —— (+/-)-5,7-dimethoxyethoxymethyloxy-2-hydroxymethyl-2,3-dihydrobenzofuran 312608-56-3 C17H26O8
    (+/-)-5,7-dimethoxyethoxymethyloxy-2-hydroxymethyl-2,3-dihydrobenzofuran
    —— (-)-(R)-5-methoxy-2-hydroxymethyl-2,3-dihydrobenzofuran 37603-34-2 C10H12O3
    (-)-(R)-5-methoxy-2-hydroxymethyl-2,3-dihydrobenzofuran
    —— 1-adamantyl-5-methoxy-2,3-dihydrobenzo[b]furan-2-ylmethanone 1437790-74-3 C20H24O3
    1-adamantyl-5-methoxy-2,3-dihydrobenzo[b]furan-2-ylmethanone
    —— 1-adamantyl-5,6-dimethyl-2,3-dihydrobenzo[b]furan-2-ylmethanone 1437790-83-4 C21H26O2
    1-adamantyl-5,6-dimethyl-2,3-dihydrobenzo[b]furan-2-ylmethanone
    —— 1-adamantyl(5,7-di-tert-butyl-2,3-dihydro-1-benzofuran-2-yl)-methanone 1437790-70-9 C27H38O2
    1-adamantyl(5,7-di-tert-butyl-2,3-dihydro-1-benzofuran-2-yl)-methanone
    —— 1-adamantyl(5,7-dibromo-2,3-dihydro-1-benzofuran-2-yl)-methanone 1437790-89-0 C19H20Br2O2
    1-adamantyl(5,7-dibromo-2,3-dihydro-1-benzofuran-2-yl)-methanone
    —— 1-adamantyl-2,3-dihydrobenzo[b]furan-2-ylmethanone 1437790-87-8 C19H22O2
    1-adamantyl-2,3-dihydrobenzo[b]furan-2-ylmethanone
    —— (1S,2R,3aS,8bS)-2-(oxan-2-yloxy)-1-(oxan-2-yloxymethyl)-2,3,3a,8b-tetrahydro-1H-cyclopenta[b][1]benzofuran-5-carbaldehyde 132490-11-0 C23H30O6
    (1S,2R,3aS,8bS)-2-(oxan-2-yloxy)-1-(oxan-2-yloxymethyl)-2,3,3a,8b-tetrahydro-1H-cyclopenta[b][1]benzofuran-5-carbaldehyde
    —— methyl (1S,2R,3aS,8bS)-2-(oxan-2-yloxy)-1-(oxan-2-yloxymethyl)-2,3,3a,8b-tetrahydro-1H-cyclopenta[b][1]benzofuran-5-carboxylate 123670-64-4 C24H32O7
    methyl (1S,2R,3aS,8bS)-2-(oxan-2-yloxy)-1-(oxan-2-yloxymethyl)-2,3,3a,8b-tetrahydro-1H-cyclopenta[b][1]benzofuran-5-carboxylate
    —— methyl (E)-4-[(1S,2R,3aS,8bS)-2-(oxan-2-yloxy)-1-(oxan-2-yloxymethyl)-2,3,3a,8b-tetrahydro-1H-cyclopenta[b][1]benzofuran-5-yl]but-3-enoate 274250-80-5 C27H36O7
    methyl (E)-4-[(1S,2R,3aS,8bS)-2-(oxan-2-yloxy)-1-(oxan-2-yloxymethyl)-2,3,3a,8b-tetrahydro-1H-cyclopenta[b][1]benzofuran-5-yl]but-3-enoate
    —— 5-Methyl-2,3-dihydro-7-benzofurancarboxaldehyde 76429-72-6 C10H10O2
    5-Methyl-2,3-dihydro-7-benzofurancarboxaldehyde
    —— 7-chloro-2-(phenylthiomethyl)-2,3-dihydrobenzofuran 74455-35-9 C15H13ClOS
    7-chloro-2-(phenylthiomethyl)-2,3-dihydrobenzofuran
    —— 6,7-dichloro-2,3-dihydro-5-(2-furoyl)-benzofuran-2-carboxylic acid 62717-19-5 C14H8Cl2O5
    6,7-dichloro-2,3-dihydro-5-(2-furoyl)-benzofuran-2-carboxylic acid
    —— methyl 7-chloro-2,3-dihydro-2-benzofurancarboxylate 127690-17-9 C10H9ClO3
    methyl 7-chloro-2,3-dihydro-2-benzofurancarboxylate
    —— (2,3-dihydrobenzofuran-3-ylmethyl)trimethylstannane 479251-99-5 C12H18OSn
    (2,3-dihydrobenzofuran-3-ylmethyl)trimethylstannane
    —— 5-chloro-7-(chloromethyl)-2,2-dimethyl-2,3-dihydrobenzofuran 1234844-89-3 C11H12Cl2O
    5-chloro-7-(chloromethyl)-2,2-dimethyl-2,3-dihydrobenzofuran
    —— 5-Chlorosulfonyl-2,3-dihydro-benzofuran-2-carboxylic acid methyl ester 847949-02-4 C10H9ClO5S
    5-Chlorosulfonyl-2,3-dihydro-benzofuran-2-carboxylic acid methyl ester
    —— 4-hydroxy-2,2-dimethyl-2,3-dihydro-benzofuran-6-carboxylic acid (1-methyl-1H-pyrazol-3-yl)-amide 955885-20-8 C15H17N3O3
    4-hydroxy-2,2-dimethyl-2,3-dihydro-benzofuran-6-carboxylic acid (1-methyl-1H-pyrazol-3-yl)-amide
    —— (+/-)-6-chloro-2-hydroxymethyl-2,3-dihydrobenzofuran 312608-48-3 C9H9ClO2
    (+/-)-6-chloro-2-hydroxymethyl-2,3-dihydrobenzofuran
    —— 5,7-dinitro-2-acetoxy-2,3-dihydrobenzo<b>furan 103068-34-4 C10H8N2O7
    5,7-dinitro-2-acetoxy-2,3-dihydrobenzo<b>furan
    —— Dihydrobenzo[b]furan-2-carbonitrile 24889-97-2 C9H7NO
    Dihydrobenzo[b]furan-2-carbonitrile
    —— methyl 2-hydroxy-2,3-dihydrobenzofuran-4-carboxylate 166599-85-5 C10H10O4
    methyl 2-hydroxy-2,3-dihydrobenzofuran-4-carboxylate
    —— trans-2-Methyl-2,3-dihydro-3-benzofuranol 137556-58-2 C9H10O2
    trans-2-Methyl-2,3-dihydro-3-benzofuranol
    —— cis-2-Methyl-2,3-dihydro-3-benzofuranol 137556-58-2 C9H10O2
    cis-2-Methyl-2,3-dihydro-3-benzofuranol
    —— 2-(7-Chloro-2,3-dihydro-1-benzofuran-2-yl)-4,5-dihydro-1H-imidazole 93854-89-8 C11H11ClN2O
    2-(7-Chloro-2,3-dihydro-1-benzofuran-2-yl)-4,5-dihydro-1H-imidazole
    —— 1-methyl-2,3,4,4a-tetrahydrodibenzofuran-3,3,4,4-tetracarbonitrile 138552-64-4 C17H10N4O
    1-methyl-2,3,4,4a-tetrahydrodibenzofuran-3,3,4,4-tetracarbonitrile
    —— (2,3-dihydrobenzofuran-3-yl)methylboronic acid 1618107-91-7 C9H11BO3
    (2,3-dihydrobenzofuran-3-yl)methylboronic acid
    —— N-(6-chloro-4-methylpyridin-2-yl)-1-(2,3-dihydrobenzofuran-5-yl)cyclopropanecarboxamide 1083168-81-3 C18H17ClN2O2
    N-(6-chloro-4-methylpyridin-2-yl)-1-(2,3-dihydrobenzofuran-5-yl)cyclopropanecarboxamide
    —— 2-hydroxy-3-methoxy-5a-morpholino-5a,6,7,8,9,9a-hexahydro-dibenzofurane 94420-49-2 C17H23NO4
    2-hydroxy-3-methoxy-5a-morpholino-5a,6,7,8,9,9a-hexahydro-dibenzofurane
    —— (+)-(3aR,8bR)-2,3,3a,8b-tetrahydro-6-methoxy-3a-(4-methoxyphenyl)-1H-cyclopenta<b>benzofuran-7-ol 224446-60-0 C19H20O4
    (+)-(3aR,8bR)-2,3,3a,8b-tetrahydro-6-methoxy-3a-(4-methoxyphenyl)-1H-cyclopenta<b>benzofuran-7-ol