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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
    —— 1-{2-[4-({[1-(2,3-dihydrobenzofuran-5-yl)ethyl]amino}methyl)-2-methoxyphenoxy]ethyl}pyrrolidine-2,5-dione 1443021-68-8 C24H28N2O5
    1-{2-[4-({[1-(2,3-dihydrobenzofuran-5-yl)ethyl]amino}methyl)-2-methoxyphenoxy]ethyl}pyrrolidine-2,5-dione
    —— 2,2-dimethyl-5-(trifluoromethyl)-2,3-dihydro-1-benzofuran-7-ol 791064-03-4 C11H11F3O2
    2,2-dimethyl-5-(trifluoromethyl)-2,3-dihydro-1-benzofuran-7-ol
    —— 2,3-dihydro-3,3-dimethyl-2-(3-methylbutoxy)benzofuran-5-yl methanesulphonate 58740-96-8 C16H24O5S
    2,3-dihydro-3,3-dimethyl-2-(3-methylbutoxy)benzofuran-5-yl methanesulphonate
    —— 4-(2-(6-methoxy-2,3-dihydrobenzofuran-2-yl)ethyl)phenol 1220972-72-4 C17H18O3
    4-(2-(6-methoxy-2,3-dihydrobenzofuran-2-yl)ethyl)phenol
    —— 2,3-Dihydro-6-hydroxy-5-(hydroxyacetyl)-2-isopropenylbenzofuran 83218-05-7 C13H14O4
    2,3-Dihydro-6-hydroxy-5-(hydroxyacetyl)-2-isopropenylbenzofuran
    —— 3-[(2S)-2,3-dihydro-2-(2-hydroxypropan-2-yl)-1-benzofuran-5-yl]propan-1-ol 85316-82-1 C14H20O3
    3-[(2S)-2,3-dihydro-2-(2-hydroxypropan-2-yl)-1-benzofuran-5-yl]propan-1-ol
    —— 2-((3-methyl-2,3-dihydrobenzofuran-3-yl)methyl)cyclohexa-2,5-diene-1,4-dione 1334402-73-1 C16H14O3
    2-((3-methyl-2,3-dihydrobenzofuran-3-yl)methyl)cyclohexa-2,5-diene-1,4-dione
    —— 2,3-dihydro-5-methoxy-2-[(trimethylsilyl)methyl]benzofuran 1034139-57-5 C13H20O2Si
    2,3-dihydro-5-methoxy-2-[(trimethylsilyl)methyl]benzofuran
    —— 3-(S)-hydroxy-1-[2-(2,3-dihydrobenzofuran-5-yl)ethyl]-pyrrolidin-2,5-dione 1246887-27-3 C14H15NO4
    3-(S)-hydroxy-1-[2-(2,3-dihydrobenzofuran-5-yl)ethyl]-pyrrolidin-2,5-dione
    —— ethyl 2-(2,3-dihydrobenzofuran-3-yl)acetate 130106-48-8 C12H14O3
    ethyl 2-(2,3-dihydrobenzofuran-3-yl)acetate
    —— 5-benzyloxy-2,3-dihydrobenzofuran-6-carboxaldehyde 120695-00-3 C16H14O3
    5-benzyloxy-2,3-dihydrobenzofuran-6-carboxaldehyde
    —— 4-Hydroxymethyl-2,2,6,7-tetramethyl-2,3-dihydro-benzofuran-5-ol 84574-10-7 C13H18O3
    4-Hydroxymethyl-2,2,6,7-tetramethyl-2,3-dihydro-benzofuran-5-ol
    —— 3-hydroxy-2,3-dihydrobenzofuran 5380-80-3 C8H8O2
    3-hydroxy-2,3-dihydrobenzofuran
    —— 2-(3-methoxyimino-3H-benzofuran-2-ylidenaminooxy)ethyl acetate 200419-43-8 C13H14N2O5
    2-(3-methoxyimino-3H-benzofuran-2-ylidenaminooxy)ethyl acetate
    —— 7-ethoxy-2,3-dihydro-2,2-dimethyl-α-(1-methylethyl)-5-benzofuranmethanol 363185-93-7 C16H24O3
    7-ethoxy-2,3-dihydro-2,2-dimethyl-α-(1-methylethyl)-5-benzofuranmethanol
    —— (9aS)-8-acetyl-N-[4-(2-butynyloxy)-2,3,6-trimethylbenzyl]-1,7-dihydroxy-3-methoxy-9a-methyl-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide 925440-31-9 C31H31NO8
    (9aS)-8-acetyl-N-[4-(2-butynyloxy)-2,3,6-trimethylbenzyl]-1,7-dihydroxy-3-methoxy-9a-methyl-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide
    —— cis-3-([1-(2,3-dihydro-benzofuran-5-yl)-ethyl]-{3-methoxy-4-[2-(3-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl)-ethoxy]-benzyl}-amino)-cyclobutanecarboxylic acid 1443020-97-0 C30H35N3O7
    cis-3-([1-(2,3-dihydro-benzofuran-5-yl)-ethyl]-{3-methoxy-4-[2-(3-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl)-ethoxy]-benzyl}-amino)-cyclobutanecarboxylic acid
    —— (3aS,8bS)-5,7-dibromo-3a,8b-dihydro-3H-cyclopenta[b][1]benzofuran —— C11H8Br2O
    (3aS,8bS)-5,7-dibromo-3a,8b-dihydro-3H-cyclopenta[b][1]benzofuran
    —— trans-3-([1-(2,3-dihydro-benzofuran-5-yl)-ethyl]-{3-methoxy-4-[2-(3-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl)-ethoxy]-benzyl}-amino)-cyclobutanecarboxylic acid 1443020-96-9 C30H35N3O7
    trans-3-([1-(2,3-dihydro-benzofuran-5-yl)-ethyl]-{3-methoxy-4-[2-(3-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl)-ethoxy]-benzyl}-amino)-cyclobutanecarboxylic acid
    —— trans-4-({{3-chloro-4-[2-(2,5-dioxo-pyrrolidin-1-yl)-ethoxy]-benzyl}-[1-(2,3-dihydro-benzofuran-5-yl)-ethyl]-amino}-methyl)-cyclohexanecarboxylic acid 1443019-63-3 C31H37ClN2O6
    trans-4-({{3-chloro-4-[2-(2,5-dioxo-pyrrolidin-1-yl)-ethoxy]-benzyl}-[1-(2,3-dihydro-benzofuran-5-yl)-ethyl]-amino}-methyl)-cyclohexanecarboxylic acid
    —— trans-4-[([1-(2,3-dihydro-benzofuran-5-yl)-ethyl]-{4-[2-(2,4-dioxo-oxazolidin-3-yl)-ethoxy]-3-methoxy-benzyl}-amino)-methyl]-cyclohexanecarboxylic acid 1443019-72-4 C31H38N2O8
    trans-4-[([1-(2,3-dihydro-benzofuran-5-yl)-ethyl]-{4-[2-(2,4-dioxo-oxazolidin-3-yl)-ethoxy]-3-methoxy-benzyl}-amino)-methyl]-cyclohexanecarboxylic acid
    —— trans-4-[([1-(2,3-dihydro-benzofuran-5-yl)-ethyl]-{4-[2-(2,4-dioxo-thiazolidin-3-yl)-ethoxy]-3-methoxy-benzyl}-amino)-methyl]-cyclohexanecarboxylic acid 1443019-60-0 C31H38N2O7S
    trans-4-[([1-(2,3-dihydro-benzofuran-5-yl)-ethyl]-{4-[2-(2,4-dioxo-thiazolidin-3-yl)-ethoxy]-3-methoxy-benzyl}-amino)-methyl]-cyclohexanecarboxylic acid
    —— 7-chloro-2,3-dihydro-4-isocyanato-2-methylbenzofuran 116983-54-1 C10H8ClNO2
    7-chloro-2,3-dihydro-4-isocyanato-2-methylbenzofuran
    —— 6,7-dichloro-5-N,N-dimethylsulfamoyl-2,3-dihydrobenzofuran-2-carboxylic acid 103968-87-2 C11H11Cl2NO5S
    6,7-dichloro-5-N,N-dimethylsulfamoyl-2,3-dihydrobenzofuran-2-carboxylic acid
    —— cis-3-([(R)-1-(2,3-dihydro-benzofuran-5-yl)-ethyl]-{3-methoxy-4-[2-(3-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl)-ethoxy]-benzyl}-amino)-cyclobutanecarboxylic acid 1443020-98-1 C30H35N3O7
    cis-3-([(R)-1-(2,3-dihydro-benzofuran-5-yl)-ethyl]-{3-methoxy-4-[2-(3-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl)-ethoxy]-benzyl}-amino)-cyclobutanecarboxylic acid
    —— 4-amino-7-chloro-2,3-dihydro-2-methylbenzofuran 116983-47-2 C9H10ClNO
    4-amino-7-chloro-2,3-dihydro-2-methylbenzofuran
    —— cis-3-([(S)-1-(2,3-dihydro-benzofuran-5-yl)-ethyl]-{3-methoxy-4-[2-(3-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl)-ethoxy]-benzyl}-amino)-cyclobutanecarboxylic acid 1443020-99-2 C30H35N3O7
    cis-3-([(S)-1-(2,3-dihydro-benzofuran-5-yl)-ethyl]-{3-methoxy-4-[2-(3-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl)-ethoxy]-benzyl}-amino)-cyclobutanecarboxylic acid
    —— 1542225-81-9 C12H14O2
    —— (2,2-dimethyl-2,3-dihydro-1-benzofuran-5-yl)methanamine hydrochloride 903556-73-0 C11H15NO*ClH
    (2,2-dimethyl-2,3-dihydro-1-benzofuran-5-yl)methanamine hydrochloride
    —— trans-3-bromo-2,5-dichloro-2,3-dihydrobenzofuran 86324-79-0 C8H5BrCl2O
    trans-3-bromo-2,5-dichloro-2,3-dihydrobenzofuran
    —— 2,3-Dihydro-7-methoxy-2-methylbenzofuran 3345-11-7 C10H12O2
    2,3-Dihydro-7-methoxy-2-methylbenzofuran
    —— 2,2,4,6,7-pentamethylcoumaran-5-ol 84574-05-0 C13H18O2
    2,2,4,6,7-pentamethylcoumaran-5-ol
    —— (+)-8-methyl cercosporamide 143032-86-4 C17H15NO7
    (+)-8-methyl cercosporamide
    —— 4,5,7-trimethoxy-2,2-dimethyl-2,3-dihydrobenzofuran 163227-66-5 C13H18O4
    4,5,7-trimethoxy-2,2-dimethyl-2,3-dihydrobenzofuran
    —— 2,3-dihydro-2,2-dimethyl-7-benzofuranyl (methyl)(4-methylphenylthio)carbamate 50539-67-8 C19H21NO3S
    2,3-dihydro-2,2-dimethyl-7-benzofuranyl (methyl)(4-methylphenylthio)carbamate
    —— 2,3-dihydro-2,2-dimethylbenzofuran-7-yl N-[N-(2-methoxyethyl)-N-cyanoethylaminosulfenyl]N-methyl-carbamate 92823-49-9 C18H25N3O4S
    2,3-dihydro-2,2-dimethylbenzofuran-7-yl N-[N-(2-methoxyethyl)-N-cyanoethylaminosulfenyl]N-methyl-carbamate
    —— 2,3-dihydro-2,2-dimethyl-7-benzofuranyl [(N-diethoxyphosphinyl) (N-methyl)-aminosulfenyl][methyl]carbamate 64354-03-6 C17H27N2O6PS
    2,3-dihydro-2,2-dimethyl-7-benzofuranyl [(N-diethoxyphosphinyl) (N-methyl)-aminosulfenyl][methyl]carbamate
    —— hydroxymethylcarbamic acid 2,2-dimethyl-2,3-dihydrobenzofuran-7-yl ester 18999-70-7 C12H15NO4
    hydroxymethylcarbamic acid 2,2-dimethyl-2,3-dihydrobenzofuran-7-yl ester
    —— 2,3-dihydro-2,2-dimethyl-7-benzofuranyl (methyl)(phenylthio)carbamate 50539-66-7 C18H19NO3S
    2,3-dihydro-2,2-dimethyl-7-benzofuranyl (methyl)(phenylthio)carbamate
    —— 2,3-dihydro-2,2-dimethyl-7-benzofuranyl [4-(tert-butyl)-2-methylphenylthio] (methyl)carbamate 50539-71-4 C23H29NO3S
    2,3-dihydro-2,2-dimethyl-7-benzofuranyl [4-(tert-butyl)-2-methylphenylthio] (methyl)carbamate
    —— 2,3-Dihydro-2,2-dimethyl-7-benzofuranyl (4-tert-butylphenylthio)(methyl)carbamate 50539-70-3 C22H27NO3S
    2,3-Dihydro-2,2-dimethyl-7-benzofuranyl (4-tert-butylphenylthio)(methyl)carbamate
    —— 2,3-dihydro-2,2-dimethyl benzofuran-4,7-diol 131161-60-9 C10H12O3
    2,3-dihydro-2,2-dimethyl benzofuran-4,7-diol
    —— 2,3-dihydro-2,2-dimethyl-7-benzofuranyl (methoxysulfenyl)(methyl)carbamate 86627-62-5 C13H17NO4S
    2,3-dihydro-2,2-dimethyl-7-benzofuranyl (methoxysulfenyl)(methyl)carbamate
    —— 2,3-dihydro-2,2-dimethylbenzofuran-7-yl N-[N,N-bis(cyanoethyl)aminosulfenyl]-N-methyl-carbamate 82560-29-0 C18H22N4O3S
    2,3-dihydro-2,2-dimethylbenzofuran-7-yl N-[N,N-bis(cyanoethyl)aminosulfenyl]-N-methyl-carbamate
    —— 2,2-Dimethyl-2,3-dihydro-1-benzofuran-7-yl 1-chloroethyl carbonate 101506-44-9 C13H15ClO4
    2,2-Dimethyl-2,3-dihydro-1-benzofuran-7-yl 1-chloroethyl carbonate
    —— 2,3-Dihydro-2,2-dimethyl-7-benzofuranyl (4-chlorophenylthio)(methyl)carbamate 50539-73-6 C18H18ClNO3S
    2,3-Dihydro-2,2-dimethyl-7-benzofuranyl (4-chlorophenylthio)(methyl)carbamate
    —— 2,3-Dihydro-2,2-dimethyl-7-benzofuranyl (Dimethylaminosulfenyl) (methyl)carbamate 55285-04-6 C14H20N2O3S
    2,3-Dihydro-2,2-dimethyl-7-benzofuranyl (Dimethylaminosulfenyl) (methyl)carbamate
    —— (2,2-dimethyl-3H-1-benzofuran-7-yl) N-dibutylsulfinamoyl-N-methylcarbamate 1260117-81-4 C20H32N2O4S
    (2,2-dimethyl-3H-1-benzofuran-7-yl) N-dibutylsulfinamoyl-N-methylcarbamate
    —— 2,3-dihydro-2,2-dimethyl-7-benzofuranyl-N-methyl-N-chloromethyl-carbamate 66042-36-2 C13H16ClNO3
    2,3-dihydro-2,2-dimethyl-7-benzofuranyl-N-methyl-N-chloromethyl-carbamate
    —— 2,3-dihydro-2,2-dimethyl-7-benzofuranyl(chlorosulfenyl)(methyl)carbamate 54399-51-8 C12H14ClNO3S
    2,3-dihydro-2,2-dimethyl-7-benzofuranyl(chlorosulfenyl)(methyl)carbamate