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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
    —— (S)-N-(4-aminobutyl)-N-(2-(1-hydroxypropan-2-ylamino)pyrimidin-4-yl)-2,3-dihydrobenzofuran-5-carboxamide 1224600-38-7 C20H27N5O3
    (S)-N-(4-aminobutyl)-N-(2-(1-hydroxypropan-2-ylamino)pyrimidin-4-yl)-2,3-dihydrobenzofuran-5-carboxamide
    —— (S)-N-(4-aminobutyl)-N-(2-(1-methoxypropan-2-ylamino)pyrimidin-4-yl)-2,3-dihydrobenzofuran-5-carboxamide 849751-68-4 C21H29N5O3
    (S)-N-(4-aminobutyl)-N-(2-(1-methoxypropan-2-ylamino)pyrimidin-4-yl)-2,3-dihydrobenzofuran-5-carboxamide
    —— (S)-N-(2-(1-methoxypropan-2-ylamino)pyrimidin-4-yl)-N-(piperidin-4-ylmethyl)-2,3-dihydrobenzofuran-5-carboxamide 1224600-35-4 C23H31N5O3
    (S)-N-(2-(1-methoxypropan-2-ylamino)pyrimidin-4-yl)-N-(piperidin-4-ylmethyl)-2,3-dihydrobenzofuran-5-carboxamide
    —— (4,6-dimethoxy-2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)methanol 1240045-73-1 C13H18O4
    (4,6-dimethoxy-2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)methanol
    —— 4,6-dimethoxy-2,2-dimethyl-2,3-dihydrobenzofuran-7-carbaldehyde 1240045-72-0 C13H16O4
    4,6-dimethoxy-2,2-dimethyl-2,3-dihydrobenzofuran-7-carbaldehyde
    —— 2,3-dihydro-2-methyl-2-(2-methyl-1,3-dioxolan-2-yl)-5-nitrobenzofuran 1236305-78-4 C13H15NO5
    2,3-dihydro-2-methyl-2-(2-methyl-1,3-dioxolan-2-yl)-5-nitrobenzofuran
    —— 4-(5-chloro-2,3-dihydrobenzofuran-7-yl)-4-methyl-2-trifluoromethylpentane-1,2-diol 1260100-05-7 C15H18ClF3O3
    4-(5-chloro-2,3-dihydrobenzofuran-7-yl)-4-methyl-2-trifluoromethylpentane-1,2-diol
    —— N-benzyl-2,3-dihydrobenzofuran-5-carboxamide 1223371-26-3 C16H15NO2
    N-benzyl-2,3-dihydrobenzofuran-5-carboxamide
    —— 5-(cyclopropylsulfamoyl)-N-[(2,3-dihydro-1-benzofuran-2-yl)methyl]furan-2-carboxamide 1223003-54-0 C17H18N2O5S
    5-(cyclopropylsulfamoyl)-N-[(2,3-dihydro-1-benzofuran-2-yl)methyl]furan-2-carboxamide
    —— 2(3H)-Benzofuranone, 5,7-bis(1,1-dimethylethyl)-3-[3,5-dimethyl-4-[[2,4,8,10-tetrakis(1,1-dimethylethyl)-12-methyl-12H-dibenzo[d,g][1,3,2]dioxaphosphocin-6-yl]oxy]phenyl]- 1803088-15-4 C54H73O5P
    2(3H)-Benzofuranone, 5,7-bis(1,1-dimethylethyl)-3-[3,5-dimethyl-4-[[2,4,8,10-tetrakis(1,1-dimethylethyl)-12-methyl-12H-dibenzo[d,g][1,3,2]dioxaphosphocin-6-yl]oxy]phenyl]-
    —— Methyl 6-Methyl-2,3-dihydrobenzofuran-3-acetate 2070896-55-6 C12H14O3
    Methyl 6-Methyl-2,3-dihydrobenzofuran-3-acetate
    —— 5-(Azetidin-3-yl)-3-(2,3-dihydro-1-benzofuran-5-yl)-1,2,4-oxadiazole 1248907-71-2 C13H13N3O2
    5-(Azetidin-3-yl)-3-(2,3-dihydro-1-benzofuran-5-yl)-1,2,4-oxadiazole
    —— [(3S)-6-{[(3S)-7-{2,6-dimethyl-4-[3-(methylsulfonyl)propoxy]phenyl}-2,3-dihydro-1-benzofuran-3-yl]amino}-2,3-dihydro-1-benzofuran-3-yl]acetic acid 1258395-85-5 C30H33NO7S
    [(3S)-6-{[(3S)-7-{2,6-dimethyl-4-[3-(methylsulfonyl)propoxy]phenyl}-2,3-dihydro-1-benzofuran-3-yl]amino}-2,3-dihydro-1-benzofuran-3-yl]acetic acid
    —— [(3S)-6-{[(3R)-7-{2,6-dimethyl-4-[3-(methylsulfonyl)propoxy]phenyl}-2,3-dihydro-1-benzofuran-3-yl]amino}-2,3-dihydro-1-benzofuran-3-yl]acetic acid 1258395-83-3 C30H33NO7S
    [(3S)-6-{[(3R)-7-{2,6-dimethyl-4-[3-(methylsulfonyl)propoxy]phenyl}-2,3-dihydro-1-benzofuran-3-yl]amino}-2,3-dihydro-1-benzofuran-3-yl]acetic acid
    —— N-((3S)-1-(7-fluoro-2-methyl-2,3-dihydrobenzofuran-4-yl)pyrrolidin-3-yl)acetamide 1258851-31-8 C15H19FN2O2
    N-((3S)-1-(7-fluoro-2-methyl-2,3-dihydrobenzofuran-4-yl)pyrrolidin-3-yl)acetamide
    —— 1-cyclobutyl-6'-(piperidin-1-yl)-3'H-spiro[azepane-4,2'-benzofuran] 1258430-45-3 C22H32N2O
    1-cyclobutyl-6'-(piperidin-1-yl)-3'H-spiro[azepane-4,2'-benzofuran]
    —— (1R,16Z,23S)-22-oxa-5,10,14-triazatetracyclo[16.9.2.01,23.021,28]nonacosa-2,16,18(29),19,21(28)-pentaene-4,15,25-trione —— C25H31N3O4
    (1R,16Z,23S)-22-oxa-5,10,14-triazatetracyclo[16.9.2.01,23.021,28]nonacosa-2,16,18(29),19,21(28)-pentaene-4,15,25-trione
    —— S-[(1,2-dichloro-8-oxo-5a-propyl-5a,6,7,8-tetrahydrodibenzofuran-3-yl)oxy]ethanimidamide 769885-17-8 C17H18Cl2N2O3
    S-[(1,2-dichloro-8-oxo-5a-propyl-5a,6,7,8-tetrahydrodibenzofuran-3-yl)oxy]ethanimidamide
    —— 6-[(3,7-Dimethyl-7-methoxy-2-nonenyl)-oxy]-2,3-dihydrobenzofuran —— C20H30O3
    6-[(3,7-Dimethyl-7-methoxy-2-nonenyl)-oxy]-2,3-dihydrobenzofuran
    —— 5-Hydroxy-2,3-dihydrobenzofuran-2-carboxylic acid 1163729-43-8 C9H8O4
    5-Hydroxy-2,3-dihydrobenzofuran-2-carboxylic acid
    —— methyl [(3S)-6-{[3-(1,4-dioxaspiro[4.5]dec-7-en-8-yl)-2,4-dimethylbenzyl]amino}-2,3-dihydro-1-benzofuran-3-yl]acetate 1258398-32-1 C28H33NO5
    methyl [(3S)-6-{[3-(1,4-dioxaspiro[4.5]dec-7-en-8-yl)-2,4-dimethylbenzyl]amino}-2,3-dihydro-1-benzofuran-3-yl]acetate
    —— ethyl 4-[(1S,2R,3aS,8bS)-2-[tert-butyl(dimethyl)silyl]oxy-1-(hydroxymethyl)-2,3,3a,8b-tetrahydro-1H-cyclopenta[b][1]benzofuran-5-yl]butanoate 1416129-61-7 C24H38O5Si
    ethyl 4-[(1S,2R,3aS,8bS)-2-[tert-butyl(dimethyl)silyl]oxy-1-(hydroxymethyl)-2,3,3a,8b-tetrahydro-1H-cyclopenta[b][1]benzofuran-5-yl]butanoate
    —— ethyl 4-[(1S,2R,3aS,8bS)-2-[tert-butyl(dimethyl)silyl]oxy-1-[[tert-butyl(dimethyl)silyl]oxymethyl]-2,3,3a,8b-tetrahydro-1H-cyclopenta[b][1]benzofuran-5-yl]butanoate 1416129-60-6 C30H52O5Si2
    ethyl 4-[(1S,2R,3aS,8bS)-2-[tert-butyl(dimethyl)silyl]oxy-1-[[tert-butyl(dimethyl)silyl]oxymethyl]-2,3,3a,8b-tetrahydro-1H-cyclopenta[b][1]benzofuran-5-yl]butanoate
    —— ethyl 4-[(1S,2R,3aS,8bS)-2-[tert-butyl(dimethyl)silyl]oxy-1-[[tert-butyl(dimethyl)silyl]oxymethyl]-2,3,3a,8b-tetrahydro-1H-cyclopenta[b][1]benzofuran-5-yl]but-3-ynoate 1416129-58-2 C30H48O5Si2
    ethyl 4-[(1S,2R,3aS,8bS)-2-[tert-butyl(dimethyl)silyl]oxy-1-[[tert-butyl(dimethyl)silyl]oxymethyl]-2,3,3a,8b-tetrahydro-1H-cyclopenta[b][1]benzofuran-5-yl]but-3-ynoate
    —— [(1S,2R,3aS,8bS)-2-[tert-butyl(dimethyl)silyl]oxy-1-[[tert-butyl(dimethyl)silyl]oxymethyl]-2,3,3a,8b-tetrahydro-1H-cyclopenta[b][1]benzofuran-5-yl]methanol 1416129-53-7 C25H44O4Si2
    [(1S,2R,3aS,8bS)-2-[tert-butyl(dimethyl)silyl]oxy-1-[[tert-butyl(dimethyl)silyl]oxymethyl]-2,3,3a,8b-tetrahydro-1H-cyclopenta[b][1]benzofuran-5-yl]methanol
    —— 5-Bromo-7-chloro-2,3-dihydrobenzofuran 1426320-90-2 C8H6BrClO
    5-Bromo-7-chloro-2,3-dihydrobenzofuran
    —— 3-(3,4-Dimethoxyphenyl)-5,7-dimethyl-2,3-dihydro-1-benzofuran 88467-28-1 C18H20O3
    3-(3,4-Dimethoxyphenyl)-5,7-dimethyl-2,3-dihydro-1-benzofuran
    —— 5-Bromo-2,3-dihydro-1-benzofuran-7-sulfonamide 89819-41-0 C8H8BrNO3S
    5-Bromo-2,3-dihydro-1-benzofuran-7-sulfonamide
    —— 2,3-Dihydro-1-benzofuran-7-sulfonyl isocyanate 89819-48-7 C9H7NO4S
    2,3-Dihydro-1-benzofuran-7-sulfonyl isocyanate
    —— 2,3-Dihydro-1-benzofuran-6-thiol 90590-08-2 C8H8OS
    2,3-Dihydro-1-benzofuran-6-thiol
    —— 5-(4-Hydroxyphenyl)-3-phenyl-1-benzofuran-2(3H)-one 91097-14-2 C20H14O3
    5-(4-Hydroxyphenyl)-3-phenyl-1-benzofuran-2(3H)-one
    —— 3-(4-Chlorophenyl)-6-hydroxy-1-benzofuran-2(3H)-one 91097-13-1 C14H9ClO3
    3-(4-Chlorophenyl)-6-hydroxy-1-benzofuran-2(3H)-one
    —— 3,3'-Diphenyl[5,5'-bi-1-benzofuran]-2,2'(3H,3'H)-dione 91097-15-3 C28H18O4
    3,3'-Diphenyl[5,5'-bi-1-benzofuran]-2,2'(3H,3'H)-dione
    —— 2-Ethyl-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-ol 92680-97-2 C12H16O2
    2-Ethyl-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-ol
    —— 4-(2,3-Dihydro-1-benzofuran-3-yl)-2-ethylbut-2-en-1-ol 93391-87-8 C14H18O2
    4-(2,3-Dihydro-1-benzofuran-3-yl)-2-ethylbut-2-en-1-ol
    —— 5-Chloro-2,2-dimethyl-2,3-dihydro-1-benzofuran-7-sulfonyl isocyanate 94812-58-5 C11H10ClNO4S
    5-Chloro-2,2-dimethyl-2,3-dihydro-1-benzofuran-7-sulfonyl isocyanate
    —— 2,2,5-Trimethyl-2,3-dihydro-1-benzofuran-7-amine 95579-84-3 C11H15NO
    2,2,5-Trimethyl-2,3-dihydro-1-benzofuran-7-amine
    —— 2-(2,3-Dihydro-1-benzofuran-2-yl)-1-methyl-4,5-dihydro-1H-imidazole 95499-71-1 C12H14N2O
    2-(2,3-Dihydro-1-benzofuran-2-yl)-1-methyl-4,5-dihydro-1H-imidazole
    —— 4,4'-(2,3-Dihydro-1-benzofuran-3,3-diyl)diphenol 102001-75-2 C20H16O3
    4,4'-(2,3-Dihydro-1-benzofuran-3,3-diyl)diphenol
    —— Methylcarbamic acid--3-bromo-2,2-dimethyl-2,3-dihydro-1-benzofuran-7-ol (1/1) 110284-74-7 C12H16BrNO4
    Methylcarbamic acid--3-bromo-2,2-dimethyl-2,3-dihydro-1-benzofuran-7-ol (1/1)
    —— 2,4,6,7-Tetramethyl-2-(6-methylheptan-2-yl)-2,3-dihydro-1-benzofuran-5-ol 113844-40-9 C20H32O2
    2,4,6,7-Tetramethyl-2-(6-methylheptan-2-yl)-2,3-dihydro-1-benzofuran-5-ol
    —— 6-{3-[3-(2-Hydroxyethyl)phenyl]prop-2-en-1-yl}-2,3-dihydro-1-benzofuran-5-ol 114370-58-0 C19H20O3
    6-{3-[3-(2-Hydroxyethyl)phenyl]prop-2-en-1-yl}-2,3-dihydro-1-benzofuran-5-ol
    —— 3-(3-Chloro-4-hydroxyphenyl)-6-hydroxy-1-benzofuran-2(3H)-one 116209-33-7 C14H9ClO4
    3-(3-Chloro-4-hydroxyphenyl)-6-hydroxy-1-benzofuran-2(3H)-one
    —— 2-Butyl-2-ethyl-5-methyl-2,3-dihydro-1-benzofuran 138763-97-0 C15H22O
    2-Butyl-2-ethyl-5-methyl-2,3-dihydro-1-benzofuran
    —— N,N-Bis(2-chloroethyl)-2-nitro-2,3-dihydro-1-benzofuran-2-amine 143454-53-9 C12H14Cl2N2O3
    N,N-Bis(2-chloroethyl)-2-nitro-2,3-dihydro-1-benzofuran-2-amine
    —— (2,3-Dihydro-1-benzofuran-6-yl)(trimethyl)stannane 189035-27-6 C11H16OSn
    (2,3-Dihydro-1-benzofuran-6-yl)(trimethyl)stannane
    —— 1-{2-[(1-Benzofuran-3(2H)-ylidene)methyl]prop-2-en-1-yl}piperidine 183069-54-7 C17H21NO
    1-{2-[(1-Benzofuran-3(2H)-ylidene)methyl]prop-2-en-1-yl}piperidine
    —— (2-Propyl-2,3-dihydro-1-benzofuran-2-yl)acetonitrile 37681-05-3 C13H15NO
    (2-Propyl-2,3-dihydro-1-benzofuran-2-yl)acetonitrile
    —— 6-[(7-Ethoxy-3-ethyl-7-methylnon-2-EN-1-YL)oxy]-2,3-dihydro-1-benzofuran 51079-71-1 C22H34O3
    6-[(7-Ethoxy-3-ethyl-7-methylnon-2-EN-1-YL)oxy]-2,3-dihydro-1-benzofuran
    —— 4-tert-Butyl-2,2-dimethyl-2,3-dihydro-1-benzofuran-7-ol 500995-91-5 C14H20O2
    4-tert-Butyl-2,2-dimethyl-2,3-dihydro-1-benzofuran-7-ol