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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
    —— (9aS)-8-acetyl-1-hydroxy-3-methoxy-9a-methyl-7,9-dioxo-N-[(2,3,5,6-tetraethylphenyl)methyl]dibenzofuran-4-carboxamide —— C32H37NO7
    (9aS)-8-acetyl-1-hydroxy-3-methoxy-9a-methyl-7,9-dioxo-N-[(2,3,5,6-tetraethylphenyl)methyl]dibenzofuran-4-carboxamide
    —— (9aS)-8-acetyl-1-hydroxy-N-[(4-hydroxy-2,6-dimethylphenyl)methyl]-3-methoxy-9a-methyl-7,9-dioxodibenzofuran-4-carboxamide —— C26H25NO8
    (9aS)-8-acetyl-1-hydroxy-N-[(4-hydroxy-2,6-dimethylphenyl)methyl]-3-methoxy-9a-methyl-7,9-dioxodibenzofuran-4-carboxamide
    —— N-(2,3-dihydro-1-benzofuran-5-yl)-2,2-dimethylbutanamide —— C14H19NO2
    N-(2,3-dihydro-1-benzofuran-5-yl)-2,2-dimethylbutanamide
    —— 7-(2,5-Dichlorophenyl)-5-fluoro-2,3-dihydro-1-benzofuran —— C14H9Cl2FO
    7-(2,5-Dichlorophenyl)-5-fluoro-2,3-dihydro-1-benzofuran
    —— (2R)-2-(bromomethyl)-2,3-dihydro-1-benzofuran;ethane —— C11H15BrO
    (2R)-2-(bromomethyl)-2,3-dihydro-1-benzofuran;ethane
    —— 7-Methoxy-2-[2-[7-methoxy-2-[2-(3-methoxy-4-methylphenyl)propan-2-yl]-3-methyl-2,3-dihydro-1-benzofuran-5-yl]propan-2-yl]-3-methyl-5-prop-2-enyl-2,3-dihydro-1-benzofuran —— C37H46O5
    7-Methoxy-2-[2-[7-methoxy-2-[2-(3-methoxy-4-methylphenyl)propan-2-yl]-3-methyl-2,3-dihydro-1-benzofuran-5-yl]propan-2-yl]-3-methyl-5-prop-2-enyl-2,3-dihydro-1-benzofuran
    —— 7-Methoxy-2-[2-[7-methoxy-2-[2-(3-methoxy-4-methylphenyl)propan-2-yl]-3-methyl-2,3-dihydro-1-benzofuran-5-yl]propan-2-yl]-3-methyl-5-prop-2-enyl-2,3-dihydro-1-benzofuran —— C37H45O5-
    7-Methoxy-2-[2-[7-methoxy-2-[2-(3-methoxy-4-methylphenyl)propan-2-yl]-3-methyl-2,3-dihydro-1-benzofuran-5-yl]propan-2-yl]-3-methyl-5-prop-2-enyl-2,3-dihydro-1-benzofuran
    —— ethane;2-methylidene-3H-1-benzofuran —— C11H14O
    ethane;2-methylidene-3H-1-benzofuran
    —— 4-hydroxy-5-[(3S)-6-hydroxy-2,3-dihydro-1-benzofuran-3-yl]-3H-1,3-oxazol-2-one —— C11H9NO5
    4-hydroxy-5-[(3S)-6-hydroxy-2,3-dihydro-1-benzofuran-3-yl]-3H-1,3-oxazol-2-one
    —— 5-Bromo-N-methyl-2,3-dihydrobenzofuran-7-carboxamide —— C10H10BrNO2
    5-Bromo-N-methyl-2,3-dihydrobenzofuran-7-carboxamide
    —— (1-Carbamoyl-4-oxo-2-pyrimidin-4-yl-6,7,8,9,10,10a-hexahydropyrimido[1,2-a]azepin-10-yl) 2,3-dihydro-1-benzofuran-7-carboxylate —— C23H23N5O5
    (1-Carbamoyl-4-oxo-2-pyrimidin-4-yl-6,7,8,9,10,10a-hexahydropyrimido[1,2-a]azepin-10-yl) 2,3-dihydro-1-benzofuran-7-carboxylate
    —— 2-Methylsulfanyl-2,3-dihydro-1-benzofuran —— C9H10OS
    2-Methylsulfanyl-2,3-dihydro-1-benzofuran
    —— N5-(tert-butyl)-2,3-dihydrobenzo[b]furan-5-carboxamide —— C13H17NO2
    N5-(tert-butyl)-2,3-dihydrobenzo[b]furan-5-carboxamide
    —— N-methyl-2,3-dihydro-1-benzofuran-5-carboxamide —— C10H11NO2
    N-methyl-2,3-dihydro-1-benzofuran-5-carboxamide
    —— 5-bromo-N,N-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide —— C11H12BrNO2
    5-bromo-N,N-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide
    —— [3-(2,3-Dihydro-1-benzofuran-5-yl)pyrazol-1-yl]-thiophen-2-ylmethanone —— C16H12N2O2S
    [3-(2,3-Dihydro-1-benzofuran-5-yl)pyrazol-1-yl]-thiophen-2-ylmethanone
    —— N5-(tert-butyl)-N5-methyl-2,3-dihydrobenzo[b]furan-5-carboxamide —— C14H19NO2
    N5-(tert-butyl)-N5-methyl-2,3-dihydrobenzo[b]furan-5-carboxamide
    —— [1-(2,3-Dihydro-1-benzofuran-5-yl)ethylideneamino] acetate —— C12H13NO3
    [1-(2,3-Dihydro-1-benzofuran-5-yl)ethylideneamino] acetate
    —— (2,3-dihydro-1-benzofuran-5-ylmethylideneamino) N-(4-chlorophenyl)carbamate —— C16H13ClN2O3
    (2,3-dihydro-1-benzofuran-5-ylmethylideneamino) N-(4-chlorophenyl)carbamate
    —— [1-(2,3-dihydro-1-benzofuran-5-yl)ethylideneamino] N-(4-methylphenyl)carbamate —— C18H18N2O3
    [1-(2,3-dihydro-1-benzofuran-5-yl)ethylideneamino] N-(4-methylphenyl)carbamate
    —— (2,3-dihydro-1-benzofuran-5-ylmethylideneamino) N-(4-methylphenyl)carbamate —— C17H16N2O3
    (2,3-dihydro-1-benzofuran-5-ylmethylideneamino) N-(4-methylphenyl)carbamate
    —— (2,3-dihydro-1-benzofuran-5-ylmethylideneamino) N-(3-methylphenyl)carbamate —— C17H16N2O3
    (2,3-dihydro-1-benzofuran-5-ylmethylideneamino) N-(3-methylphenyl)carbamate
    —— [1-(2,3-dihydro-1-benzofuran-5-yl)ethylideneamino] N-(4-chlorophenyl)carbamate —— C17H15ClN2O3
    [1-(2,3-dihydro-1-benzofuran-5-yl)ethylideneamino] N-(4-chlorophenyl)carbamate
    —— [1-(2,3-dihydro-1-benzofuran-5-yl)ethylideneamino] N-(4-chlorophenyl)carbamate;ethanol —— C19H21ClN2O4
    [1-(2,3-dihydro-1-benzofuran-5-yl)ethylideneamino] N-(4-chlorophenyl)carbamate;ethanol
    —— N-[(4-chlorophenyl)methoxy]-1-(2,3-dihydro-1-benzofuran-5-yl)ethanimine —— C17H16ClNO2
    N-[(4-chlorophenyl)methoxy]-1-(2,3-dihydro-1-benzofuran-5-yl)ethanimine
    —— 1-[4-(2,3-Dihydro-1-benzofuran-5-yl)pyrimidin-2-yl]sulfanylpropan-2-one —— C15H14N2O2S
    1-[4-(2,3-Dihydro-1-benzofuran-5-yl)pyrimidin-2-yl]sulfanylpropan-2-one
    —— 4-(2,3-Dihydro-1-benzofuran-5-yl)-2-methylsulfanylpyrimidine —— C13H12N2OS
    4-(2,3-Dihydro-1-benzofuran-5-yl)-2-methylsulfanylpyrimidine
    —— 3-(2,3-Dihydro-1-benzofuran-5-yl)-1-thiophen-2-ylsulfonylpyrazole —— C15H12N2O3S2
    3-(2,3-Dihydro-1-benzofuran-5-yl)-1-thiophen-2-ylsulfonylpyrazole
    —— 6-(2,3-dihydrobenzofuran-5-yl)-1H-pyrimidine-2-thione 882285-54-3 C12H10N2OS
    6-(2,3-dihydrobenzofuran-5-yl)-1H-pyrimidine-2-thione
    —— 2-Benzylsulfanyl-4-(2,3-dihydro-1-benzofuran-5-yl)pyrimidine —— C19H16N2OS
    2-Benzylsulfanyl-4-(2,3-dihydro-1-benzofuran-5-yl)pyrimidine
    —— 7-ethyl-2-fluoro-2,4-dimethyl-3H-1-benzofuran —— C12H15FO
    7-ethyl-2-fluoro-2,4-dimethyl-3H-1-benzofuran
    —— methyl (2R,3R)-3-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-(3-methoxy-3-oxoprop-1-enyl)-2,3-dihydro-1-benzofuran-2-carboxylate —— C22H22O8
    methyl (2R,3R)-3-(4-hydroxy-3-methoxyphenyl)-7-methoxy-5-(3-methoxy-3-oxoprop-1-enyl)-2,3-dihydro-1-benzofuran-2-carboxylate
    —— 1-[2-(2,3-Dihydro-1-benzofuran-5-yl)ethyl]-4,5-dihydroxypyrrolidin-2-one —— C14H17NO4
    1-[2-(2,3-Dihydro-1-benzofuran-5-yl)ethyl]-4,5-dihydroxypyrrolidin-2-one
    —— (9aS)-8-acetyl-N-[(2,6-dimethyl-4-pent-2-ynoxyphenyl)methyl]-1-hydroxy-3-methoxy-9a-methyl-7,9-dioxodibenzofuran-4-carboxamide —— C31H31NO8
    (9aS)-8-acetyl-N-[(2,6-dimethyl-4-pent-2-ynoxyphenyl)methyl]-1-hydroxy-3-methoxy-9a-methyl-7,9-dioxodibenzofuran-4-carboxamide
    —— 2-[5-(2-Bromoethyl)-2,3-dihydro-1-benzofuran-2-yl]acetonitrile —— C12H12BrNO
    2-[5-(2-Bromoethyl)-2,3-dihydro-1-benzofuran-2-yl]acetonitrile
    —— [1-Carbamoyl-4-[dimethylamino(phenyl)methyl]cyclohexyl] 2-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazole-4-carboxylate —— C28H31N3O4S
    [1-Carbamoyl-4-[dimethylamino(phenyl)methyl]cyclohexyl] 2-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazole-4-carboxylate
    —— 2,3-dihydro-benzofuran-4-carboxylic acid {(R)-3-[5-(4-fluoro-phenyl)-2-methyl-thiazole-4-carbonyl]-thiazolidin-4-ylmethyl}-amide 1061589-81-8 C24H22FN3O3S2
    2,3-dihydro-benzofuran-4-carboxylic acid {(R)-3-[5-(4-fluoro-phenyl)-2-methyl-thiazole-4-carbonyl]-thiazolidin-4-ylmethyl}-amide
    —— N-[3-[(4-chlorophenyl)methylsulfanyl]-1H-1,2,4-triazol-5-yl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C17H15ClN4O3S2
    N-[3-[(4-chlorophenyl)methylsulfanyl]-1H-1,2,4-triazol-5-yl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— 1-(7-ethyl-2,2-dimethyl-3H-1-benzofuran-5-yl)tetrazole —— C13H16N4O
    1-(7-ethyl-2,2-dimethyl-3H-1-benzofuran-5-yl)tetrazole
    —— N-methyl-N-(2-pyridin-2-ylethyl)-2,3-dihydro-1-benzofuran-5-sulfonamide —— C16H18N2O3S
    N-methyl-N-(2-pyridin-2-ylethyl)-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— Tert-butyl 4-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-1,4-diazepane-1-carboxylate —— C18H26N2O5S
    Tert-butyl 4-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-1,4-diazepane-1-carboxylate
    —— 1-(2,3-Dihydro-1-benzofuran-5-ylsulfonyl)-4-[5-(trifluoromethyl)pyridin-2-yl]-1,4-diazepane —— C19H20F3N3O3S
    1-(2,3-Dihydro-1-benzofuran-5-ylsulfonyl)-4-[5-(trifluoromethyl)pyridin-2-yl]-1,4-diazepane
    —— N-methyl-N-(2-pyridin-2-ylethyl)-2,3-dihydro-1-benzofuran-5-sulfonamide;hydrochloride —— C16H19ClN2O3S
    N-methyl-N-(2-pyridin-2-ylethyl)-2,3-dihydro-1-benzofuran-5-sulfonamide;hydrochloride
    —— 1-(Cyclopropylmethyl)-3-(2,3-dihydro-1-benzofuran-5-yl)urea —— C13H16N2O2
    1-(Cyclopropylmethyl)-3-(2,3-dihydro-1-benzofuran-5-yl)urea
    —— 2,2,7,7-Tetramethyl-2,3,6,7-tetrahydrobenzofuro[7,6-b]furan —— C14H18O2
    2,2,7,7-Tetramethyl-2,3,6,7-tetrahydrobenzofuro[7,6-b]furan
    —— Methyl 5-(4-chlorophenyl)-3-(2,3-dihydro-1-benzofuran-5-carbonylamino)thiophene-2-carboxylate —— C21H16ClNO4S
    Methyl 5-(4-chlorophenyl)-3-(2,3-dihydro-1-benzofuran-5-carbonylamino)thiophene-2-carboxylate
    —— N-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-N-[5-(2,3-dihydro-1-benzofuran-5-ylsulfonylamino)pyridin-2-yl]acetamide —— C23H21N3O7S2
    N-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-N-[5-(2,3-dihydro-1-benzofuran-5-ylsulfonylamino)pyridin-2-yl]acetamide
    —— N-benzyl-N-propan-2-yl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C18H21NO3S
    N-benzyl-N-propan-2-yl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— N-(2-cyanoethyl)-N-(thiophen-2-ylmethyl)-2,3-dihydro-1-benzofuran-5-sulfonamide —— C16H16N2O3S2
    N-(2-cyanoethyl)-N-(thiophen-2-ylmethyl)-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— N-(2-cyanoethyl)-N-(2-pyridin-2-ylethyl)-2,3-dihydro-1-benzofuran-5-sulfonamide —— C18H19N3O3S
    N-(2-cyanoethyl)-N-(2-pyridin-2-ylethyl)-2,3-dihydro-1-benzofuran-5-sulfonamide