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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
    —— cis-6-(Ethoxy)-3a,8a-di-(hydro)-3H-8-oxacyclopenta[a]indene-5-ol —— C13H14O3
    cis-6-(Ethoxy)-3a,8a-di-(hydro)-3H-8-oxacyclopenta[a]indene-5-ol
    —— cis-4,6,7-tri-(methyl)-3a,8a-di-(hydro)-3H-8-oxacyclopenta-[a]indene-5-ol —— C14H16O2
    cis-4,6,7-tri-(methyl)-3a,8a-di-(hydro)-3H-8-oxacyclopenta-[a]indene-5-ol
    —— ethyl 5-(N-methylsulfamoyl)-2,3-dihydrobenzofuran-2-carboxylate —— C12H15NO5S
    ethyl 5-(N-methylsulfamoyl)-2,3-dihydrobenzofuran-2-carboxylate
    —— (trans)-N-[[2-(2,3-dihydrobenzofuran-4-yl)cyclopropyl]methyl]propanamide —— C15H19NO2
    (trans)-N-[[2-(2,3-dihydrobenzofuran-4-yl)cyclopropyl]methyl]propanamide
    —— 5-(2,3-dihydro-benzofuran-5-yl)-valeric acid —— C13H16O3
    5-(2,3-dihydro-benzofuran-5-yl)-valeric acid
    —— N-benzyl-2,2,4,6,7-pentamethyl-3-(4-methylphenyl)-2,3-dihydro-1-benzofuran-5-amine —— C27H31NO
    N-benzyl-2,2,4,6,7-pentamethyl-3-(4-methylphenyl)-2,3-dihydro-1-benzofuran-5-amine
    —— 2-ethoxymethyl-4-isopropoxy-2,3-dihydro-benzofuran-6-carboxylic acid (1-methyl-1H-pyrazol-3-yl)-amide —— C19H25N3O4
    2-ethoxymethyl-4-isopropoxy-2,3-dihydro-benzofuran-6-carboxylic acid (1-methyl-1H-pyrazol-3-yl)-amide
    —— 5-hydroxy-2,2,4,6,7-pentamethyl-3-(4-isopropylphenyl)-2,3-dihydrobenzofuran —— C22H28O2
    5-hydroxy-2,2,4,6,7-pentamethyl-3-(4-isopropylphenyl)-2,3-dihydrobenzofuran
    —— 3-(4-isopropylphenyl)-2,2,4,6,7-pentamethyl-5-(2-phenylethyl)oxy-2,3-dihydrobenzofuran —— C30H36O2
    3-(4-isopropylphenyl)-2,2,4,6,7-pentamethyl-5-(2-phenylethyl)oxy-2,3-dihydrobenzofuran
    —— 3-(1,2,7,8-tetrahydrobenzo[1,2-b:4,3-b']difuran-1-yl)-N-cyclopropylpropanamide —— C16H19NO3
    3-(1,2,7,8-tetrahydrobenzo[1,2-b:4,3-b']difuran-1-yl)-N-cyclopropylpropanamide
    —— 2,3-dihydrobenzofuran-5-sulfonohydrazide —— C8H10N2O3S
    2,3-dihydrobenzofuran-5-sulfonohydrazide
    —— 5-(methylsulfonyl)-2,3-dihydrobenzofuran —— C9H10O3S
    5-(methylsulfonyl)-2,3-dihydrobenzofuran
    —— 3-(4-isopropylphenyl)-4-methyl-2,3-dihydronaphtho[1,2-b]furan-5-yl trifluoromethanesulfonate —— C23H21F3O4S
    3-(4-isopropylphenyl)-4-methyl-2,3-dihydronaphtho[1,2-b]furan-5-yl trifluoromethanesulfonate
    —— 3-benzyl-3-methyl-2,3-dihydro-benzofuran-6-carboxylic acid cyclohexylamide —— C23H27NO2
    3-benzyl-3-methyl-2,3-dihydro-benzofuran-6-carboxylic acid cyclohexylamide
    —— methyl {(3S)-6-[{(3S)-7-[(4-cyanophenyl)amino]-2,3-dihydro-1-benzofuran-3-yl}(trifluoroacetyl)amino]-2,3-dihydro-1-benzofuran-3-yl}acetate —— C28H22F3N3O5
    methyl {(3S)-6-[{(3S)-7-[(4-cyanophenyl)amino]-2,3-dihydro-1-benzofuran-3-yl}(trifluoroacetyl)amino]-2,3-dihydro-1-benzofuran-3-yl}acetate
    —— 6,7-dihydrofuro[3,2-g][1,2,4]benzotriazin-3-amine 1-oxide —— C9H8N4O2
    6,7-dihydrofuro[3,2-g][1,2,4]benzotriazin-3-amine 1-oxide
    —— 5-nitro-2,3-dihydrobenzofuran-6-amine 911300-53-3 C8H8N2O3
    5-nitro-2,3-dihydrobenzofuran-6-amine
    —— rel-(3S,3aS,8bS)-(3,6,8b-trimethyl-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan-3-yl)methyl (tert-butyl) sulfide —— C19H28OS
    rel-(3S,3aS,8bS)-(3,6,8b-trimethyl-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan-3-yl)methyl (tert-butyl) sulfide
    —— 3,6-dimethyl-3-(3-methylbutyl)-2-methylene-2,3-dihydrobenzo[b]furan —— C16H22O
    3,6-dimethyl-3-(3-methylbutyl)-2-methylene-2,3-dihydrobenzo[b]furan
    —— 2,3-dihydro-2,5-dimethyl-4-chloro-7-nitrobenzofuran —— C10H10ClNO3
    2,3-dihydro-2,5-dimethyl-4-chloro-7-nitrobenzofuran
    —— N,N-diisopropyl-N'-(4-bromobenzyl)-N"-(2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-sulfonyl)guanidine —— C27H38BrN3O3S
    N,N-diisopropyl-N'-(4-bromobenzyl)-N"-(2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-sulfonyl)guanidine
    —— N-ethyl-3-(1,2,7,8-tetrahydrobenzo[1,2-b:4,3-b']difuran-1-yl)propanamide —— C15H19NO3
    N-ethyl-3-(1,2,7,8-tetrahydrobenzo[1,2-b:4,3-b']difuran-1-yl)propanamide
    —— (2R,3S)-N5-ethyl-N7,2-dimethyl-3-phenyl-2,3-dihydrobenzofuran-5,7-dicarboxaminde —— C20H22N2O3
    (2R,3S)-N5-ethyl-N7,2-dimethyl-3-phenyl-2,3-dihydrobenzofuran-5,7-dicarboxaminde
    —— N-((S)-(+)-1-phenylethyl)-2,2,4,6,7-pentamethyl-3-(4-methylphenyl)-2,3-dihydro-1-benzofuran-5-amine —— C28H33NO
    N-((S)-(+)-1-phenylethyl)-2,2,4,6,7-pentamethyl-3-(4-methylphenyl)-2,3-dihydro-1-benzofuran-5-amine
    —— 5-methoxy-2,2,3,3-tetramethyl-2,3-dihydrobenzo[b]furan —— C13H18O2
    5-methoxy-2,2,3,3-tetramethyl-2,3-dihydrobenzo[b]furan
    —— 5-methoxy-2,2,3-trimethyl-2,3-dihydrobenzo[b]furan —— C12H16O2
    5-methoxy-2,2,3-trimethyl-2,3-dihydrobenzo[b]furan
    —— 1-(2,2-dimethoxyethyl)-4-methoxy-9a-(2-methoxycarbonylaminoethyl)-Sa,6,7,9-tetrahydrodibenzofuran-8-one —— C21H29NO7
    1-(2,2-dimethoxyethyl)-4-methoxy-9a-(2-methoxycarbonylaminoethyl)-Sa,6,7,9-tetrahydrodibenzofuran-8-one
    —— (1-formyl-7-hydroxy-4-methoxy-6,7-dihydro-5aH-dibenzofuran-9a-yl)acetonitrile —— C16H15NO4
    (1-formyl-7-hydroxy-4-methoxy-6,7-dihydro-5aH-dibenzofuran-9a-yl)acetonitrile
    —— 9,9b-di(tert-butyldimethylsilyloxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran —— C27H46O4Si2
    9,9b-di(tert-butyldimethylsilyloxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran
    —— 2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-sulfonamide —— C13H19NO3S
    2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-sulfonamide
    —— 2,3,3-trimethyl-7-nitro-2,3-dihydrobenzofuran —— C11H13NO3
    2,3,3-trimethyl-7-nitro-2,3-dihydrobenzofuran
    —— 2,3-dihydro-3,5,6-trichloro-4-hydroxy-2-methyl-2-isopropylbenzofuran —— C12H13Cl3O2
    2,3-dihydro-3,5,6-trichloro-4-hydroxy-2-methyl-2-isopropylbenzofuran
    —— 3-{[4-(5-fluoro-2,3-dihydro-1-benzofuran-7-yl)phenoxy]methyl}benzoic acid —— C22H17FO4
    3-{[4-(5-fluoro-2,3-dihydro-1-benzofuran-7-yl)phenoxy]methyl}benzoic acid
    —— 3-{[4-(4-fluoro-2,3-dihydro-1-benzofuran-7-yl)phenoxy]methyl}benzoic acid —— C22H17FO4
    3-{[4-(4-fluoro-2,3-dihydro-1-benzofuran-7-yl)phenoxy]methyl}benzoic acid
    —— 2-<(+/-)-5-acetyloxy-2,3-dihydro-4,6,7-trimethyl-2-benzofuranacetyl>thiophene —— C19H20O4S
    2-<(+/-)-5-acetyloxy-2,3-dihydro-4,6,7-trimethyl-2-benzofuranacetyl>thiophene
    —— (+/-)-2-(2-aminoethyl)-2,3-dihydro-4,6,7-trimethyl-5-benzofuranol —— C13H19NO2
    (+/-)-2-(2-aminoethyl)-2,3-dihydro-4,6,7-trimethyl-5-benzofuranol
    —— 2-<(+/-)-5-acetyloxy-2,3-dihydro-4,6,7-trimethyl-2-benzofuranacetyl>-5-bromothiophene —— C19H19BrO4S
    2-<(+/-)-5-acetyloxy-2,3-dihydro-4,6,7-trimethyl-2-benzofuranacetyl>-5-bromothiophene
    —— 2-(N-(7-tert-Butyl-2,3-dihydro-3,3-dimethylbenzo[b]furan-5-yl)-amino)imidazoline —— C17H25N3O
    2-(N-(7-tert-Butyl-2,3-dihydro-3,3-dimethylbenzo[b]furan-5-yl)-amino)imidazoline
    —— (S)-N-[2-(2,3-dihydrobenzofuran-5-yl)-1-methylethyl]-N-ethyl-(1-chlorosulfonylpiperidin-4-ylmethyl)amine —— C19H29ClN2O3S
    (S)-N-[2-(2,3-dihydrobenzofuran-5-yl)-1-methylethyl]-N-ethyl-(1-chlorosulfonylpiperidin-4-ylmethyl)amine
    —— (E)-N-(coumaran-5-ylmethyl)-N-methyl-3-(4-biphenylyl)prop-2-en-1-amine tartrate —— (x)C4H6O6*C25H25NO
    (E)-N-(coumaran-5-ylmethyl)-N-methyl-3-(4-biphenylyl)prop-2-en-1-amine tartrate
    —— 2,3-Dihydro-2,4,6,7-tetramethyl-2-[[4-(pyridin-4-yl)-1-piperidinyl]methyl]-5-benzofuranamine —— C23H31N3O
    2,3-Dihydro-2,4,6,7-tetramethyl-2-[[4-(pyridin-4-yl)-1-piperidinyl]methyl]-5-benzofuranamine
    —— 4-carboxy-2-cyclopropylmethyl-6-(2,3-dihydro-1-benzofuran-5-yl)-2H-pyridazin-3-one —— C17H16N2O4
    4-carboxy-2-cyclopropylmethyl-6-(2,3-dihydro-1-benzofuran-5-yl)-2H-pyridazin-3-one
    —— 2-(2,3-Dihydro-5-benzofuranyl)malonic acid —— C11H10O5
    2-(2,3-Dihydro-5-benzofuranyl)malonic acid
    —— α-sulfo(2,3-dihydro-5-benzofuranyl)acetyl chloride —— C10H9ClO5S
    α-sulfo(2,3-dihydro-5-benzofuranyl)acetyl chloride
    —— α-ethoxysulfonyl(2,3-dihydro-5-benzofuranyl)acetic acid —— C12H14O6S
    α-ethoxysulfonyl(2,3-dihydro-5-benzofuranyl)acetic acid
    —— cis-3,6-dihydroxy-2-(1-hydroxy-1,5-dimethyl-4-hexenyl)-2,3-dihydrobenzofuran-4-carboxaldehyde —— C17H22O5
    cis-3,6-dihydroxy-2-(1-hydroxy-1,5-dimethyl-4-hexenyl)-2,3-dihydrobenzofuran-4-carboxaldehyde
    —— N-(1-(7-methoxy-2-(methoxymethyl)-2,3-dihydrobenzofuran-4-yl)-3-methylbutan-2-yl)formamide —— C17H25NO4
    N-(1-(7-methoxy-2-(methoxymethyl)-2,3-dihydrobenzofuran-4-yl)-3-methylbutan-2-yl)formamide
    —— 3-(2-hydroxy-3,5-dimethylphenyl)-5,7-dimethylbenzofuran-2-one —— C18H18O3
    3-(2-hydroxy-3,5-dimethylphenyl)-5,7-dimethylbenzofuran-2-one
    —— 7-(1,1-dimethylpentyl)-9-methylsulfanylmethoxy-2,3,4a,9b-tetrahydro-1H-dibenzofuran-4-one —— C21H30O3S
    7-(1,1-dimethylpentyl)-9-methylsulfanylmethoxy-2,3,4a,9b-tetrahydro-1H-dibenzofuran-4-one
    —— 7-(1,1-dimethylpentyl)-9-hydroxy-2,3,4a,9b-tetrahydro-1H-dibenzofuran-4-one —— C19H26O3
    7-(1,1-dimethylpentyl)-9-hydroxy-2,3,4a,9b-tetrahydro-1H-dibenzofuran-4-one