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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
    —— 5-(3,3-dichloroprop-2-enyloxy)-2-[4-(2,2-dimethyl(2,3-dihydrobenzo[2,3-b]furan-7-yloxy))butoxy]-1,3-dichlorobenzene —— C23H24Cl4O4
    5-(3,3-dichloroprop-2-enyloxy)-2-[4-(2,2-dimethyl(2,3-dihydrobenzo[2,3-b]furan-7-yloxy))butoxy]-1,3-dichlorobenzene
    —— (+/-)-4-[2-(tert-butyldimethylsilanyloxy)-3-(2-methylpropenyl)-2,3,3a,8a-tetrahydro-1H-8-oxa-cyclopenta[a]inden-7-yl]-butyric acid methyl ester —— C26H40O4Si
    (+/-)-4-[2-(tert-butyldimethylsilanyloxy)-3-(2-methylpropenyl)-2,3,3a,8a-tetrahydro-1H-8-oxa-cyclopenta[a]inden-7-yl]-butyric acid methyl ester
    —— (+/-)-[7-bromo-3-(2-methylpropenyl)-2,3,3a,8a-tetrahydro-1H-8-oxa-cyclopenta[a]inden-2-yloxy]-tert-butyldimethylsilane —— C21H31BrO2Si
    (+/-)-[7-bromo-3-(2-methylpropenyl)-2,3,3a,8a-tetrahydro-1H-8-oxa-cyclopenta[a]inden-2-yloxy]-tert-butyldimethylsilane
    —— cis-8-formyl-3a,8b-dihydro-7-hydroxyfuro[3,2-b]benzo[2,1-d]furan-2(3H)-one —— C11H8O5
    cis-8-formyl-3a,8b-dihydro-7-hydroxyfuro[3,2-b]benzo[2,1-d]furan-2(3H)-one
    —— 5-amino-7-chloro-2,2,3,3-tetrafluoro-2,3-dihydrobenzofuran —— C8H4ClF4NO
    5-amino-7-chloro-2,2,3,3-tetrafluoro-2,3-dihydrobenzofuran
    —— 2-(6-((2-(2-chlorophenyl)-4-methylthiazol-5-yl)methoxy)-2,3-dihydrobenzofuran-3-yl)acetic acid —— C21H18ClNO4S
    2-(6-((2-(2-chlorophenyl)-4-methylthiazol-5-yl)methoxy)-2,3-dihydrobenzofuran-3-yl)acetic acid
    —— 5-amino-2-[2,2,3,3,3-pentafluoro-1-(2,3-dihydro-2,2-dimethylbenzofuran-5-yl)propoxy]-3-methylpyridine —— C19H19F5N2O2
    5-amino-2-[2,2,3,3,3-pentafluoro-1-(2,3-dihydro-2,2-dimethylbenzofuran-5-yl)propoxy]-3-methylpyridine
    —— 2,3-dihydro-2,2-dimethyl-5-(2-methyl-1-propenyl)benzofuran —— C14H18O
    2,3-dihydro-2,2-dimethyl-5-(2-methyl-1-propenyl)benzofuran
    —— 2,3-dihydro-2,2-dimethyl-5-(2-methyl-1-propenyl)-7-(propylthio)benzofuran —— C17H24OS
    2,3-dihydro-2,2-dimethyl-5-(2-methyl-1-propenyl)-7-(propylthio)benzofuran
    —— N-[3-(5-Chloro-7-fluoro-2,3-dihydro-benzofuran-4-yl)-propyl]-acetamide —— C13H15ClFNO2
    N-[3-(5-Chloro-7-fluoro-2,3-dihydro-benzofuran-4-yl)-propyl]-acetamide
    —— N-[3-(5,7-Dichloro-2,3-dihydro-benzofuran-4-yl)-propyl]-acetamide —— C13H15Cl2NO2
    N-[3-(5,7-Dichloro-2,3-dihydro-benzofuran-4-yl)-propyl]-acetamide
    —— N-[3-(5-chloro-2,3-dihydro-benzofuran-4-yl)-propyl]-acetamide —— C13H16ClNO2
    N-[3-(5-chloro-2,3-dihydro-benzofuran-4-yl)-propyl]-acetamide
    —— 5,7-di-tert-butyl-3-(2,5-dimethylphenyl)-3H-benzofuran-2-one —— C24H30O2
    5,7-di-tert-butyl-3-(2,5-dimethylphenyl)-3H-benzofuran-2-one
    —— 6-fluoro-2,3-dihydrobenzofuran-5-amine —— C8H8FNO
    6-fluoro-2,3-dihydrobenzofuran-5-amine
    —— 4,6-dinitro-2-trichloromethyl-2,3-dihydrobenzo[b]furan —— C9H5Cl3N2O5
    4,6-dinitro-2-trichloromethyl-2,3-dihydrobenzo[b]furan
    —— 4,6-dinitro-2-trifluoromethyl-2,3-dihydrobenzo[b]furan —— C9H5F3N2O5
    4,6-dinitro-2-trifluoromethyl-2,3-dihydrobenzo[b]furan
    —— 4-[([1-(2,3-dihydrobenzofuran-5-yl)propyl]{4-[2-(2,5-dioxopyrrolidin-1-yl)ethoxy]-3-methoxybenzyl}amino)methyl]benzoic acid —— C33H36N2O7
    4-[([1-(2,3-dihydrobenzofuran-5-yl)propyl]{4-[2-(2,5-dioxopyrrolidin-1-yl)ethoxy]-3-methoxybenzyl}amino)methyl]benzoic acid
    —— 1-{2-[4-({[1-(2,3-dihydrobenzofuran-5-yl)propyl]amino}methyl)-2-methoxyphenoxy]ethyl}pyrrolidine-2,5-dione —— C25H30N2O5
    1-{2-[4-({[1-(2,3-dihydrobenzofuran-5-yl)propyl]amino}methyl)-2-methoxyphenoxy]ethyl}pyrrolidine-2,5-dione
    —— tert-butyl [2-[[4-(formylmethyl)-1-piperidinyl]methyl]-2,3-dihydro-2,4,6,7-tetramethylbenzofuran-5-yl]carbamate —— C25H38N2O4
    tert-butyl [2-[[4-(formylmethyl)-1-piperidinyl]methyl]-2,3-dihydro-2,4,6,7-tetramethylbenzofuran-5-yl]carbamate
    —— 1-{2-[4-({[1-(2,3-dihydrobenzofuran-5-yl)-1-cyclopentylethyl]amino}methyl)-2-methoxyphenoxy]ethyl}pyrrolidine-2,5-dione —— C28H34N2O5
    1-{2-[4-({[1-(2,3-dihydrobenzofuran-5-yl)-1-cyclopentylethyl]amino}methyl)-2-methoxyphenoxy]ethyl}pyrrolidine-2,5-dione
    —— 5,7-di-tert-butyl-3-(4-methylsulfanylphenyl)-3H-benzofuran-2-one —— C23H28O2S
    5,7-di-tert-butyl-3-(4-methylsulfanylphenyl)-3H-benzofuran-2-one
    —— 3-(3-morpholino-propyl)-3-phenyl-3<i>H</i>-benzofuran-2-one —— C21H23NO3
    3-(3-morpholino-propyl)-3-phenyl-3<i>H</i>-benzofuran-2-one
    —— N'-(2,3-dihydro-1-benzofuran-5-yl)-N,N-diethylbenzene-1,4-diamine —— C18H22N2O
    N'-(2,3-dihydro-1-benzofuran-5-yl)-N,N-diethylbenzene-1,4-diamine
    —— di-(2-oxo-3-phenyl-2,3-dihydrobenzofuran-5-oxy) oxalate —— C30H18O10
    di-(2-oxo-3-phenyl-2,3-dihydrobenzofuran-5-oxy) oxalate
    —— 2,3-dihydrobenzofuran-3-yl pivalate —— C13H16O3
    2,3-dihydrobenzofuran-3-yl pivalate
    —— ethyl (3aR*,8bS*)-6,8-dimethoxy-3-oxo-3a,8b-dihydro-3H-cyclopenta[b]benzofuran-2-carboxylate —— C16H16O6
    ethyl (3aR*,8bS*)-6,8-dimethoxy-3-oxo-3a,8b-dihydro-3H-cyclopenta[b]benzofuran-2-carboxylate
    —— ethyl (1R*,3aR*,8bS*)-3-hydroxy-6,8-dimethoxy-1-(1-methylethyl)-3a,8b-dihydro-1H-cyclopenta[b]benzofuran-2-carboxylate —— C19H24O6
    ethyl (1R*,3aR*,8bS*)-3-hydroxy-6,8-dimethoxy-1-(1-methylethyl)-3a,8b-dihydro-1H-cyclopenta[b]benzofuran-2-carboxylate
    —— 1-(7-tert-Butyl-3,3-dimethyl-2,3-dihydrobenzo[b]furan-5-yl)-2-methylpropan-1-one —— C18H26O2
    1-(7-tert-Butyl-3,3-dimethyl-2,3-dihydrobenzo[b]furan-5-yl)-2-methylpropan-1-one
    —— 9b-(2'-(benzyl(methyl)amino)ethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzo[b,d]furan-3a-ol —— C23H27NO3
    9b-(2'-(benzyl(methyl)amino)ethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzo[b,d]furan-3a-ol
    —— 2''-(9b-(2'-(benzyl(methyl)amino)ethyl)-6-methoxy-1,4,4a,9b-tetrahydrodibenzo[b,d]furan-1-yl)-N,N-dimethylacetamide —— C27H34N2O3
    2''-(9b-(2'-(benzyl(methyl)amino)ethyl)-6-methoxy-1,4,4a,9b-tetrahydrodibenzo[b,d]furan-1-yl)-N,N-dimethylacetamide
    —— 4-[(11S,16R)-4,4,7,7-tetramethyl-17-oxatetracyclo[8.7.0.0<sup>3,8</sup>.0<sup>11,16</sup>]heptadeca-1(10),2,8-trien-11-yl]benzoic acid —— C27H32O3
    4-[(11S,16R)-4,4,7,7-tetramethyl-17-oxatetracyclo[8.7.0.0<sup>3,8</sup>.0<sup>11,16</sup>]heptadeca-1(10),2,8-trien-11-yl]benzoic acid
    —— 1-(2-fluorophenyl)-8-oxatricyclo[7.4.0.0<sup>2,7</sup>]trideca-2(7),3,5-trien-5-ol —— C18H17FO2
    1-(2-fluorophenyl)-8-oxatricyclo[7.4.0.0<sup>2,7</sup>]trideca-2(7),3,5-trien-5-ol
    —— 4-[(1R,9S)-5-chloro-8-oxatricyclo[7.4.0.0<sup>2,7</sup>]trideca-2(7),3,5-trien-1-yl]phenol —— C18H17ClO2
    4-[(1R,9S)-5-chloro-8-oxatricyclo[7.4.0.0<sup>2,7</sup>]trideca-2(7),3,5-trien-1-yl]phenol
    —— 4-[(1R,9S)-4-chloro-8-oxatricyclo[7.4.0.0<sup>2,7</sup>]trideca-2(7),3,5-trien-1-yl]phenol —— C18H17ClO2
    4-[(1R,9S)-4-chloro-8-oxatricyclo[7.4.0.0<sup>2,7</sup>]trideca-2(7),3,5-trien-1-yl]phenol
    —— 4--[(1R,9S)--3-chloro--8-oxatricyclo[7.4.0.0<sup>2,7</sup>]trideca-2(7),3,5-trien--1-yl]phenol —— C18H17ClO2
    4--[(1R,9S)--3-chloro--8-oxatricyclo[7.4.0.0<sup>2,7</sup>]trideca-2(7),3,5-trien--1-yl]phenol
    —— 4--[(1R,9S)-3-chloro-8--oxatricyclo[7.4.0.0<sup>2,7</sup>]trideca--2(7),3,5,12-tetraen-1-yl]phenol —— C18H15ClO2
    4--[(1R,9S)-3-chloro-8--oxatricyclo[7.4.0.0<sup>2,7</sup>]trideca--2(7),3,5,12-tetraen-1-yl]phenol
    —— trans-N<sup>2</sup>,N<sup>2</sup>,N<sup>7</sup>,N<sup>7</sup>-tetraethyl-4,6,6,8-tetramethyl-6,7-dihydrofuro[2,3-f][1,3,2]benzodioxaphosphol-2,7-diamine —— C20H33N2O3P
    trans-N<sup>2</sup>,N<sup>2</sup>,N<sup>7</sup>,N<sup>7</sup>-tetraethyl-4,6,6,8-tetramethyl-6,7-dihydrofuro[2,3-f][1,3,2]benzodioxaphosphol-2,7-diamine
    —— (R)-2-acetyl-3,7,9-trihydroxy-8,9b-dimethyl-6-(2-methylthiazol-4-yl)dibenzo[b,d]furan-1(9bH)-one —— C20H17NO6S
    (R)-2-acetyl-3,7,9-trihydroxy-8,9b-dimethyl-6-(2-methylthiazol-4-yl)dibenzo[b,d]furan-1(9bH)-one
    —— 4-(4-fluoro-2,3-dihydro-1-benzofuran-7-yl)phenol —— C14H11FO2
    4-(4-fluoro-2,3-dihydro-1-benzofuran-7-yl)phenol
    —— 3-(2,3-Dihydro-7-methoxy-2,2-dimethyl-5-benzofuranyl)-3-hydroxy-2,2-dimethylpropionic acid ethyl ester —— C18H26O5
    3-(2,3-Dihydro-7-methoxy-2,2-dimethyl-5-benzofuranyl)-3-hydroxy-2,2-dimethylpropionic acid ethyl ester
    —— 5-n-propyl-2,3-dihydrobenzofuran —— C11H14O
    5-n-propyl-2,3-dihydrobenzofuran
    —— methyl [(3S)-6-{[(3S)-7-(pyridin-2-ylamino)-2,3-dihydro-1-benzofuran-3-yl](trifluoroacetyl)amino}-2,3-dihydro-1-benzofuran-3-yl]acetate 1258402-08-2 C26H22F3N3O5
    methyl [(3S)-6-{[(3S)-7-(pyridin-2-ylamino)-2,3-dihydro-1-benzofuran-3-yl](trifluoroacetyl)amino}-2,3-dihydro-1-benzofuran-3-yl]acetate
    —— methyl [(3S)-6-{[(3S)-7-(pyridin-2-ylamino)-2,3-dihydro-1-benzofuran-3-yl]amino}-2,3-dihydro-1-benzofuran-3-yl]acetate 1258402-09-3 C24H23N3O4
    methyl [(3S)-6-{[(3S)-7-(pyridin-2-ylamino)-2,3-dihydro-1-benzofuran-3-yl]amino}-2,3-dihydro-1-benzofuran-3-yl]acetate
    —— methyl {(3S)-6-[{(3R)-7-[(2-aminophenyl)amino]-2,3-dihydro-1-benzofuran-3-yl}(trifluoroacetyl)amino]-2,3-dihydro-1-benzofuran-3-yl}acetate —— C27H24F3N3O5
    methyl {(3S)-6-[{(3R)-7-[(2-aminophenyl)amino]-2,3-dihydro-1-benzofuran-3-yl}(trifluoroacetyl)amino]-2,3-dihydro-1-benzofuran-3-yl}acetate
    —— methyl {(3S)-6-[{(3S)-7-[(2-amino-3,5-difluorophenyl)amino]-2,3-dihydro-1-benzofuran-3-yl}(trifluoroacetyl)amino]-2,3-dihydro-1-benzofuran-3-yl}acetate —— C27H22F5N3O5
    methyl {(3S)-6-[{(3S)-7-[(2-amino-3,5-difluorophenyl)amino]-2,3-dihydro-1-benzofuran-3-yl}(trifluoroacetyl)amino]-2,3-dihydro-1-benzofuran-3-yl}acetate
    —— methyl {(3S)-6-[{(3S)-7-[(6-amino-2,3-difluorophenyl)amino]-2,3-dihydro-1-benzofuran-3-yl}(trifluoroacetyl)amino]-2,3-dihydro-1-benzofuran-3-yl}acetate —— C27H22F5N3O5
    methyl {(3S)-6-[{(3S)-7-[(6-amino-2,3-difluorophenyl)amino]-2,3-dihydro-1-benzofuran-3-yl}(trifluoroacetyl)amino]-2,3-dihydro-1-benzofuran-3-yl}acetate
    —— (5S,6R,7R)-5-(2,3-dihydro-1-benzofuran-6-yl)-7-[2-(hydroxymethyl)-4-methoxy-phenyl]-2-(sopropylamino)-6,7-dihydro-5H-cyclopenta[b]pyridine-6-carboxylic acid —— C28H30N2O5
    (5S,6R,7R)-5-(2,3-dihydro-1-benzofuran-6-yl)-7-[2-(hydroxymethyl)-4-methoxy-phenyl]-2-(sopropylamino)-6,7-dihydro-5H-cyclopenta[b]pyridine-6-carboxylic acid
    —— tert-butyl [2,3-dihydro-2-(2-hydroxyethyl)-2,4,6,7-tetramethylbenzofuran-5-yl]carbamate —— C19H29NO4
    tert-butyl [2,3-dihydro-2-(2-hydroxyethyl)-2,4,6,7-tetramethylbenzofuran-5-yl]carbamate
    —— 3-chloro-1-(2,3-dihydrobenzofuran-5-yl)-propan-1-one —— C11H11ClO2
    3-chloro-1-(2,3-dihydrobenzofuran-5-yl)-propan-1-one
    —— 5-[E-2'-(5''-methyl-1H-pyrazol-3''-yl)ethenyl]-7-tert-butyl-2,3-dihydro-3,3-dimethylbenzofuran —— C20H26N2O
    5-[E-2'-(5''-methyl-1H-pyrazol-3''-yl)ethenyl]-7-tert-butyl-2,3-dihydro-3,3-dimethylbenzofuran