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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
    —— [(7-bromo-3,3-dimethyl-2,3-dihydro-1-benzofuran-4-yl)oxy][tris(1-methylethyl)]silane 1380698-78-1 C19H31BrO2Si
    [(7-bromo-3,3-dimethyl-2,3-dihydro-1-benzofuran-4-yl)oxy][tris(1-methylethyl)]silane
    —— tris(1-methylethyl)[(3,3,7-trimethyl-2,3-dihydro-1-benzofuran-4-yl)oxy]silane 1380698-79-2 C20H34O2Si
    tris(1-methylethyl)[(3,3,7-trimethyl-2,3-dihydro-1-benzofuran-4-yl)oxy]silane
    —— 3,3-dimethyl-2,3-dihydro-1-benzofuran-4-ol 1232362-02-5 C10H12O2
    3,3-dimethyl-2,3-dihydro-1-benzofuran-4-ol
    —— ethyl 2-(7-methoxy-5-methyl-2,3-dihydro-1-benzofuran-3-yl)acetate 111726-58-0 C14H18O4
    ethyl 2-(7-methoxy-5-methyl-2,3-dihydro-1-benzofuran-3-yl)acetate
    —— Ethyl (7-methoxy-4-methyl-2,3-dihydro-1-benzofuran-3-yl)acetate 111726-61-5 C14H18O4
    Ethyl (7-methoxy-4-methyl-2,3-dihydro-1-benzofuran-3-yl)acetate
    —— 7-Methoxy-2,3-dihydrobenzofuran-3-essigsaeureaethylester 84922-70-3 C13H16O4
    7-Methoxy-2,3-dihydrobenzofuran-3-essigsaeureaethylester
    —— l-2,3-dihydrobenzo-2-furoic acid methyl ester 24758-34-7 C10H10O3
    l-2,3-dihydrobenzo-2-furoic acid methyl ester
    —— trans-(+/-)-ethyl 2,3-dihydro-4-(methoxymethoxy)-2-[[tris(1-methylethyl)silyl]oxy]-3-benzofuranacetate 122623-61-4 C23H38O6Si
    trans-(+/-)-ethyl 2,3-dihydro-4-(methoxymethoxy)-2-[[tris(1-methylethyl)silyl]oxy]-3-benzofuranacetate
    —— 2,3-dihydrobenzofuran-2(R)-carboxylic acid 77341-31-2 C9H8O3
    2,3-dihydrobenzofuran-2(R)-carboxylic acid
    —— 2-Aethyl-3-methyl-cumaran 13629-70-4 C11H14O
    2-Aethyl-3-methyl-cumaran
    —— (2R)-5-[(propylsulfonylamino)methyl]-2,3-dihydro-1-benzofuran-2-carboxylic acid 871213-75-1 C13H17NO5S
    (2R)-5-[(propylsulfonylamino)methyl]-2,3-dihydro-1-benzofuran-2-carboxylic acid
    —— (2R)-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-carboxylic acid 41060-18-8 C12H14O4
    (2R)-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-carboxylic acid
    —— (2S)-5-[(propylsulfonylamino)methyl]-2,3-dihydro-1-benzofuran-2-carboxylic acid 871213-76-2 C13H17NO5S
    (2S)-5-[(propylsulfonylamino)methyl]-2,3-dihydro-1-benzofuran-2-carboxylic acid
    —— (-)-2,3-dihydro-1-benzofuran-2-carboxylic acid 63559-46-6 C9H8O3
    (-)-2,3-dihydro-1-benzofuran-2-carboxylic acid
    —— d-2,3-dihydrobenzo-2-furoic acid methyl ester 17332-01-3 C10H10O3
    d-2,3-dihydrobenzo-2-furoic acid methyl ester
    —— bis<2-(5-methyl-2,3-dihydrobenzofuranyl)methyl>tellurium dichloride 78733-66-1 C20H22Cl2O2Te
    bis<2-(5-methyl-2,3-dihydrobenzofuranyl)methyl>tellurium dichloride
    —— (5-methyl-2,3-dihydro-benzofuran-7-yl)-acetic acid 99865-32-4 C11H12O3
    (5-methyl-2,3-dihydro-benzofuran-7-yl)-acetic acid
    —— (R)-1-(7-methoxy-2,3-dihydrobenzofuran-2-yl)ethanone 1177405-61-6 C11H12O3
    (R)-1-(7-methoxy-2,3-dihydrobenzofuran-2-yl)ethanone
    —— (R)-7-methoxy-2-(prop-1-en-2-yl)-2,3-dihydrobenzofuran 1177405-63-8 C12H14O2
    (R)-7-methoxy-2-(prop-1-en-2-yl)-2,3-dihydrobenzofuran
    —— (R)-1-(2,3-dihydrobenzofuran-2-yl)ethanone 1177405-62-7 C10H10O2
    (R)-1-(2,3-dihydrobenzofuran-2-yl)ethanone
    —— 4-cyano-2,3-dihydrobenzofuran 76093-75-9 C9H7NO
    4-cyano-2,3-dihydrobenzofuran
    —— 2,3-dihydrobenzofuran-4-sulfonyl chloride 1049652-18-7 C8H7ClO3S
    2,3-dihydrobenzofuran-4-sulfonyl chloride
    —— N-isopropyl-2,3-dihydro-4-benzofuranamine 61090-38-8 C11H15NO
    N-isopropyl-2,3-dihydro-4-benzofuranamine
    —— N-(2,3-dihydro-1-benzofuran-4-yl)-2,2-dimethylpropanamide 801282-09-7 C13H17NO2
    N-(2,3-dihydro-1-benzofuran-4-yl)-2,2-dimethylpropanamide
    —— 2-(4-methoxy-2-methylphenylimino)-3-phenylimino-2,3-dihydrobenzofuran 1224234-80-3 C22H18N2O2
    2-(4-methoxy-2-methylphenylimino)-3-phenylimino-2,3-dihydrobenzofuran
    —— 5,6-dimethoxy-2-[2,2,4,6,7-pentamethyl-3-(4-methylphenyl)-2,3-dihydro-1-benzofuran-5-yl]isoindoline 274907-63-0 C30H35NO3
    5,6-dimethoxy-2-[2,2,4,6,7-pentamethyl-3-(4-methylphenyl)-2,3-dihydro-1-benzofuran-5-yl]isoindoline
    —— 5-(Butylsulfamoyl)-2-methyl-2,3-dihydro-1-benzofuran-7-carboxylic acid 96696-24-1 C14H19NO5S
    5-(Butylsulfamoyl)-2-methyl-2,3-dihydro-1-benzofuran-7-carboxylic acid
    —— N-[(1-ethylpyrrolidin-2-yl)methyl]-2-methyl-5-(methylsulfamoyl)-2,3-dihydro-1-benzofuran-7-carboxamide 96696-26-3 C18H27N3O4S
    N-[(1-ethylpyrrolidin-2-yl)methyl]-2-methyl-5-(methylsulfamoyl)-2,3-dihydro-1-benzofuran-7-carboxamide
    —— 2-(4-chloro-2-methylphenylimino)-3-phenylimino-2,3-dihydrobenzofuran 1224234-78-9 C21H15ClN2O
    2-(4-chloro-2-methylphenylimino)-3-phenylimino-2,3-dihydrobenzofuran
    —— 5-(butylsulfamoyl)-N-[(1-ethylpyrrolidin-2-yl)methyl]-2-methyl-2,3-dihydro-1-benzofuran-7-carboxamide 96696-19-4 C21H33N3O4S
    5-(butylsulfamoyl)-N-[(1-ethylpyrrolidin-2-yl)methyl]-2-methyl-2,3-dihydro-1-benzofuran-7-carboxamide
    —— 5-(Dimethylsulfamoyl)-2-methyl-2,3-dihydro-1-benzofuran-7-carboxylic acid 96696-25-2 C12H15NO5S
    5-(Dimethylsulfamoyl)-2-methyl-2,3-dihydro-1-benzofuran-7-carboxylic acid
    —— 5-(Ethylsulfamoyl)-2-methyl-2,3-dihydro-1-benzofuran-7-carboxylic acid 96696-22-9 C12H15NO5S
    5-(Ethylsulfamoyl)-2-methyl-2,3-dihydro-1-benzofuran-7-carboxylic acid
    —— N-<(1-ethyl-2-pyrrolidinyl)methyl>-2-methyl-5-methylsulfonyl-2,3-dihydrobenzofuran-7-carboxamide hydrochloride 96696-03-6 C18H26N2O4S*ClH
    N-<(1-ethyl-2-pyrrolidinyl)methyl>-2-methyl-5-methylsulfonyl-2,3-dihydrobenzofuran-7-carboxamide hydrochloride
    —— N-[(1-ethylpyrrolidin-2-yl)methyl]-5-(ethylsulfamoyl)-2-methyl-2,3-dihydro-1-benzofuran-7-carboxamide 96696-18-3 C19H29N3O4S
    N-[(1-ethylpyrrolidin-2-yl)methyl]-5-(ethylsulfamoyl)-2-methyl-2,3-dihydro-1-benzofuran-7-carboxamide
    —— 2,3-Dihydro-2,2,4,6-tetramethyl-3-benzofuranmethanol 82366-96-9 C13H18O2
    2,3-Dihydro-2,2,4,6-tetramethyl-3-benzofuranmethanol
    —— 7-nitro-2,3-dihydrobenzofuran 17403-48-4 C8H7NO3
    7-nitro-2,3-dihydrobenzofuran
    —— 2,3-Dihydro-1-benzofuran-7-ylhydrazine 710938-18-4 C8H10N2O
    2,3-Dihydro-1-benzofuran-7-ylhydrazine
    —— 2,3-dihydro-2-methyl-7-benzofurancarboxaldehyde 166392-18-3 C10H10O2
    2,3-dihydro-2-methyl-7-benzofurancarboxaldehyde
    —— 4,6,7-trimethoxy-2,3-dihydro-benzofuran-5-carbaldehyde semicarbazone 6960-60-7 C13H17N3O5
    4,6,7-trimethoxy-2,3-dihydro-benzofuran-5-carbaldehyde semicarbazone
    —— methyl 5-bromo-2,3-dihydrobenzofuran-3-carboxylate 1454928-04-1 C10H9BrO3
    methyl 5-bromo-2,3-dihydrobenzofuran-3-carboxylate
    —— diphenyl-5b,12b dihydro-5b,12b dinaphto <2',3'-d:2",3"-4,5> furo <3,2-b> furanne 76727-16-7 C34H22O2
    diphenyl-5b,12b dihydro-5b,12b dinaphto <2',3'-d:2",3"-4,5> furo <3,2-b> furanne
    —— cis-2,3-Dihydro-2-acetyl-2,3-dimethoxybenzofuran 37030-34-5 C12H14O4
    cis-2,3-Dihydro-2-acetyl-2,3-dimethoxybenzofuran
    —— (+/-)-1-(2,3<i>t</i>-dimethoxy-2,3-dihydro-benzofuran-2<i>r</i>-yl)-ethanone oxime —— C12H15NO4
    (+/-)-1-(2,3<i>t</i>-dimethoxy-2,3-dihydro-benzofuran-2<i>r</i>-yl)-ethanone oxime
    —— 1-(2,3-dimethoxy-2,3-dihydro-benzofuran-2-yl)-ethanone —— C12H14O4
    1-(2,3-dimethoxy-2,3-dihydro-benzofuran-2-yl)-ethanone
    —— trans-2,3-Dihydro-2-acetyl-2,3-dimethoxybenzofuran 37030-34-5 C12H14O4
    trans-2,3-Dihydro-2-acetyl-2,3-dimethoxybenzofuran
    —— 3,3,5-trimethyl-2,3-dihydrobenzofuran 42711-98-8 C11H14O
    3,3,5-trimethyl-2,3-dihydrobenzofuran
    —— 2-(methylsulphonylmethyl)-5-chloro-2,3-dihydrobenzofuran 81077-77-2 C10H11ClO3S
    2-(methylsulphonylmethyl)-5-chloro-2,3-dihydrobenzofuran
    —— N-(4-tert-butylphenyl)-2,3-dihydro-1-benzofuran-5-amine 941695-82-5 C18H21NO
    N-(4-tert-butylphenyl)-2,3-dihydro-1-benzofuran-5-amine
    —— [(11S)-8-methyl-11-phenyl-9,13,28-trioxa-4,7,25-triazaheptacyclo[18.6.1.12,5.06,10.011,15.014,19.024,27]octacosa-1(26),2,4,6(10),7,14(19),15,17,20(27),21,23-undecaen-25-yl]methanol 405519-86-0 C30H21N3O4
    [(11S)-8-methyl-11-phenyl-9,13,28-trioxa-4,7,25-triazaheptacyclo[18.6.1.12,5.06,10.011,15.014,19.024,27]octacosa-1(26),2,4,6(10),7,14(19),15,17,20(27),21,23-undecaen-25-yl]methanol
    —— 3-(chloromethyl)-2,3-dihydrobenzofuran 111191-90-3 C9H9ClO
    3-(chloromethyl)-2,3-dihydrobenzofuran