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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
    —— Methyl 3-amino-2-[(5-bromo-2-methoxy-3-phenyl-2,3-dihydro-1-benzofuran-6-yl)amino]benzoate 261351-30-8 C23H21BrN2O4
    Methyl 3-amino-2-[(5-bromo-2-methoxy-3-phenyl-2,3-dihydro-1-benzofuran-6-yl)amino]benzoate
    —— Methyl 3-amino-2-[(2-methoxy-3-phenyl-2,3-dihydro-1-benzofuran-6-yl)amino]benzoate 261351-29-5 C23H22N2O4
    Methyl 3-amino-2-[(2-methoxy-3-phenyl-2,3-dihydro-1-benzofuran-6-yl)amino]benzoate
    —— Methyl 2-[(2-methoxy-3-phenyl-2,3-dihydro-1-benzofuran-6-yl)amino]-3-nitrobenzoate 261351-28-4 C23H20N2O6
    Methyl 2-[(2-methoxy-3-phenyl-2,3-dihydro-1-benzofuran-6-yl)amino]-3-nitrobenzoate
    —— 5a-morpholin-4-yl-5a,6,7,8,9,9a-hexahydro-dibenzofuran-2-ol 5207-24-9 C16H21NO3
    5a-morpholin-4-yl-5a,6,7,8,9,9a-hexahydro-dibenzofuran-2-ol
    —— 1-[(5aS,9aR)-2-hydroxy-5a-morpholin-4-yl-7,8,9,9a-tetrahydro-6H-dibenzofuran-1-yl]propan-1-one 93574-30-2 C19H25NO4
    1-[(5aS,9aR)-2-hydroxy-5a-morpholin-4-yl-7,8,9,9a-tetrahydro-6H-dibenzofuran-1-yl]propan-1-one
    —— diethyl 6-(tert-butoxy)-3-hydroxybenzofuran-2,2(3H)dicarboxylate 1400892-33-2 C18H24O7
    diethyl 6-(tert-butoxy)-3-hydroxybenzofuran-2,2(3H)dicarboxylate
    —— 6-methoxy-3a,8b-dihydrofuro[2,3-b][1]benzofuran-8-ol 412338-95-5 C11H10O4
    6-methoxy-3a,8b-dihydrofuro[2,3-b][1]benzofuran-8-ol
    —— diethyl 3-hydroxy-7-methoxyisobenzofuran-1,1(3H)dicarboxylate 591764-08-8 C15H18O7
    diethyl 3-hydroxy-7-methoxyisobenzofuran-1,1(3H)dicarboxylate
    —— 2,3-Dihydro-3-methyl-5-chlorobenzofurane-2-carboxylic acid 230293-44-4 C10H9ClO3
    2,3-Dihydro-3-methyl-5-chlorobenzofurane-2-carboxylic acid
    —— ethyl (2S,3S)-5-chloro-3-hydroxy-3-methyl-2H-1-benzofuran-2-carboxylate 142143-48-4 C12H13ClO4
    ethyl (2S,3S)-5-chloro-3-hydroxy-3-methyl-2H-1-benzofuran-2-carboxylate
    —— 7-(trifluoromethyl)-2,3-dihydro-1-benzofuran-3-ol 1202577-69-2 C9H7F3O2
    7-(trifluoromethyl)-2,3-dihydro-1-benzofuran-3-ol
    —— 2-Methoxy-3-methylen-6-methyl-2,3-dihydrobenzofuran 28397-67-3 C11H12O2
    2-Methoxy-3-methylen-6-methyl-2,3-dihydrobenzofuran
    —— N-methoxy-N-methyl-2,3-dihydrobenzofuran-7-carboxamide 1037763-65-7 C11H13NO3
    N-methoxy-N-methyl-2,3-dihydrobenzofuran-7-carboxamide
    —— 5-chloro-2,3-dihydro-1-benzofuran-3-amine 1213380-80-3 C8H8ClNO
    5-chloro-2,3-dihydro-1-benzofuran-3-amine
    —— (5-Bromo-2,3-dihydrobenzo[b]furan-7-yl)methyl azide 478375-00-7 C9H8BrN3O
    (5-Bromo-2,3-dihydrobenzo[b]furan-7-yl)methyl azide
    —— methyl (3S)-3-ethoxy-3-(4-{[(3S)-7-(trifluoromethyl)-2,3-dihydro-1-benzofuran-3-yl]oxy}phenyl)propanoate 1202578-10-6 C21H21F3O5
    methyl (3S)-3-ethoxy-3-(4-{[(3S)-7-(trifluoromethyl)-2,3-dihydro-1-benzofuran-3-yl]oxy}phenyl)propanoate
    —— (3R)-7-(trifluoromethyl)-2,3-dihydro-1-benzofuran-3-ol 1202578-09-3 C9H7F3O2
    (3R)-7-(trifluoromethyl)-2,3-dihydro-1-benzofuran-3-ol
    —— Methyl (3S)-3-ethoxy-3-(4-{[7-(trifluoromethyl)-2,3-dihydro-1-benzofuran-3-yl]oxy}phenyl)propionate 1202577-70-5 C21H21F3O5
    Methyl (3S)-3-ethoxy-3-(4-{[7-(trifluoromethyl)-2,3-dihydro-1-benzofuran-3-yl]oxy}phenyl)propionate
    —— trans-2,3-Dihydro-2,3-dimethyl-7-benzofurancarbonsaeure 103986-71-6 C11H12O3
    trans-2,3-Dihydro-2,3-dimethyl-7-benzofurancarbonsaeure
    —— 2,3-Dihydro-2,3-dimethyl-7-benzofurancarbonsaeure 103986-71-6 C11H12O3
    2,3-Dihydro-2,3-dimethyl-7-benzofurancarbonsaeure
    —— cis-2,3-Dihydro-2,3-dimethyl-7-benzofurancarbonsaeure 103986-71-6 C11H12O3
    cis-2,3-Dihydro-2,3-dimethyl-7-benzofurancarbonsaeure
    —— 2,3-dihydro-2,3-dimethyl-7-benzofurancarbonsaeuremethylester 133844-97-0 C12H14O3
    2,3-dihydro-2,3-dimethyl-7-benzofurancarbonsaeuremethylester
    —— 2,2-diethoxy-6,7-dimethyl-2,3-dihydro-benzofuran-5-ol 61530-06-1 C14H20O4
    2,2-diethoxy-6,7-dimethyl-2,3-dihydro-benzofuran-5-ol
    —— (3Z)-3-[(5,5-dimethyl-2-oxo-1,3,2lambda5-dioxaphosphinan-2-yl)methylidene]-2,2-dimethyl-1-benzofuran-5-carbaldehyde 1204570-75-1 C17H21O5P
    (3Z)-3-[(5,5-dimethyl-2-oxo-1,3,2lambda5-dioxaphosphinan-2-yl)methylidene]-2,2-dimethyl-1-benzofuran-5-carbaldehyde
    —— (3E)-3-benzylidene-2,2-dimethyl-1-benzofuran-5-carbaldehyde 1204570-84-2 C18H16O2
    (3E)-3-benzylidene-2,2-dimethyl-1-benzofuran-5-carbaldehyde
    —— (3Z)-3-[(5,5-dimethyl-2-oxo-1,3,2lambda5-dioxaphosphinan-2-yl)methylidene]-2-ethyl-2-methyl-1-benzofuran-5-carbaldehyde 1204570-78-4 C18H23O5P
    (3Z)-3-[(5,5-dimethyl-2-oxo-1,3,2lambda5-dioxaphosphinan-2-yl)methylidene]-2-ethyl-2-methyl-1-benzofuran-5-carbaldehyde
    —— 2,2,4-trimethyl-3H-1-benzofuran 71472-67-8 C11H14O
    2,2,4-trimethyl-3H-1-benzofuran
    —— 2,3-dihydro-1-benzofuran-4-yl trifluoromethanesulfonate 251562-71-7 C9H7F3O4S
    2,3-dihydro-1-benzofuran-4-yl trifluoromethanesulfonate
    —— (R)-N-(2,3-dihydrobenzofuran-4-yl)-3-(amino)pyrrolidine 319478-28-9 C12H16N2O
    (R)-N-(2,3-dihydrobenzofuran-4-yl)-3-(amino)pyrrolidine
    —— 3-(2,3-dihydro-2-benzofuryl)propanoic acid 84768-03-6 C11H12O3
    3-(2,3-dihydro-2-benzofuryl)propanoic acid
    —— N-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]cyclopentanamine 1273910-49-8 C16H23NO
    N-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]cyclopentanamine
    —— N-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]butan-1-amine 1271633-17-0 C15H23NO
    N-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]butan-1-amine
    —— N-cycloheptyl-N-((2,2-dimethyl-2,3-dihydrobenzofuran-5-yl)methyl)-3,4dimethoxybenzenesulfonamide 1342891-35-3 C18H27NO
    N-cycloheptyl-N-((2,2-dimethyl-2,3-dihydrobenzofuran-5-yl)methyl)-3,4dimethoxybenzenesulfonamide
    —— 3-benzyl-1-((5-chloro-2,3-dihydrobenzofuran-2-yl)methyl)-1H-imidazol-3-ium bromide 1311989-53-3 Br*C19H18ClN2O
    3-benzyl-1-((5-chloro-2,3-dihydrobenzofuran-2-yl)methyl)-1H-imidazol-3-ium bromide
    —— N-((2,2-dimethyl-2,3-dihydrobenzofuran-5-yl)methyl)benzenamine 947972-24-9 C17H19NO
    N-((2,2-dimethyl-2,3-dihydrobenzofuran-5-yl)methyl)benzenamine
    —— 1-((5-chloro-2,3-dihydrobenzofuran-2-yl)methyl)-4,5-dimethyl-1H-imidazole 1311989-75-9 C14H15ClN2O
    1-((5-chloro-2,3-dihydrobenzofuran-2-yl)methyl)-4,5-dimethyl-1H-imidazole
    —— 3-allyl-1-((5-chloro-2,3-dihydrobenzofuran-2-yl)methyl)-1H-imidazol-3-ium bromide 1311989-51-1 Br*C15H16ClN2O
    3-allyl-1-((5-chloro-2,3-dihydrobenzofuran-2-yl)methyl)-1H-imidazol-3-ium bromide
    —— 3-(2-bromobenzyl)-1-((5-chloro-2,3-dihydrobenzofuran-2-yl)methyl)-1H-imidazol-3-ium bromide 1311989-52-2 Br*C19H17BrClN2O
    3-(2-bromobenzyl)-1-((5-chloro-2,3-dihydrobenzofuran-2-yl)methyl)-1H-imidazol-3-ium bromide
    —— 2-(azidomethyl)-5-chloro-2,3-dihydrobenzofuran 1311989-99-7 C9H8ClN3O
    2-(azidomethyl)-5-chloro-2,3-dihydrobenzofuran
    —— (+/-)-2-hydroxymethyl-5-chloro-2,3-dihydro-1-benzofuran 312608-45-0 C9H9ClO2
    (+/-)-2-hydroxymethyl-5-chloro-2,3-dihydro-1-benzofuran
    —— 1-[(5-chloro-2,3-dihydro-1-benzofuran-2-yl)methyl]piperazine 1177477-62-1 C13H17ClN2O
    1-[(5-chloro-2,3-dihydro-1-benzofuran-2-yl)methyl]piperazine
    —— 2-chloro-1-[4-[(5-chloro-2,3-dihydro-1-benzofuran-2-yl)methyl]piperazin-1-yl]ethan-1-one 1610696-22-4 C15H18Cl2N2O2
    2-chloro-1-[4-[(5-chloro-2,3-dihydro-1-benzofuran-2-yl)methyl]piperazin-1-yl]ethan-1-one
    —— 1-[(5-chloro-2,3-dihydro-1-benzofuran-2-yl)carbonyl]piperazine 1610696-25-7 C13H15ClN2O2
    1-[(5-chloro-2,3-dihydro-1-benzofuran-2-yl)carbonyl]piperazine
    —— 5-chloro-2-(chloromethyl)-2,3-dihydro-1-benzofuran 1610696-21-3 C9H8Cl2O
    5-chloro-2-(chloromethyl)-2,3-dihydro-1-benzofuran
    —— 2,9-Dichlor-5a,10b-dihydro-benzofuro<2,3-b>benzofuran 15330-42-4 C14H8Cl2O2
    2,9-Dichlor-5a,10b-dihydro-benzofuro<2,3-b>benzofuran
    —— (+/-)-5-chloro-2,3-dihydro-1-benzofuran-2-carboxylic acid methyl ester 55169-15-8 C10H9ClO3
    (+/-)-5-chloro-2,3-dihydro-1-benzofuran-2-carboxylic acid methyl ester
    —— (7-bromo-5-chloro-2,3-dihydrobenzofuran-2-yl)methanol 872518-53-1 C9H8BrClO2
    (7-bromo-5-chloro-2,3-dihydrobenzofuran-2-yl)methanol
    —— 5-cyano-2,3-dihydro-3,3-dimethylbenzofuran 75097-55-1 C11H11NO
    5-cyano-2,3-dihydro-3,3-dimethylbenzofuran
    —— 2-Chloro-5-cyano-2,3-dihydro-3,3-dimethylbenzofuran 75097-78-8 C11H10ClNO
    2-Chloro-5-cyano-2,3-dihydro-3,3-dimethylbenzofuran
    —— N-[7-tert-Butyl-2,3-dihydro-3,3-dimethyl-benzo[b]furan-5-yl]-N-[N-ethylamidino]-N'-ethylguanidine 194549-67-2 C20H33N5O
    N-[7-tert-Butyl-2,3-dihydro-3,3-dimethyl-benzo[b]furan-5-yl]-N-[N-ethylamidino]-N'-ethylguanidine