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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
    —— 2-ethyl-3-fluoro-2,3-dihydro-benzo[b]furan-2-carboximidic acid methyl ester 1041187-12-5 C12H14FNO2
    2-ethyl-3-fluoro-2,3-dihydro-benzo[b]furan-2-carboximidic acid methyl ester
    —— 3-ethenyl-2-methyl-2,3-dihydrobenzofuran 120608-35-7 C11H12O
    3-ethenyl-2-methyl-2,3-dihydrobenzofuran
    —— chloro-oxo-acetic acid 2-oxo-3-phenyl-2,3-dihydro-benzofuran-5-yl ester 157462-53-8 C16H9ClO5
    chloro-oxo-acetic acid 2-oxo-3-phenyl-2,3-dihydro-benzofuran-5-yl ester
    —— Ethyl cis-3-hydroxy-3-methyl-2,3-dihydro-2-benzofuryncarboxylate 137514-49-9 C12H14O4
    Ethyl cis-3-hydroxy-3-methyl-2,3-dihydro-2-benzofuryncarboxylate
    —— Ethyl trans-3-hydroxy-3-methyl-2,3-dihydro-2-benzofuryncarboxylate 137514-49-9 C12H14O4
    Ethyl trans-3-hydroxy-3-methyl-2,3-dihydro-2-benzofuryncarboxylate
    —— 3-(2,3-dihydro-2-methylbenzofuran-7-yl)-5-(N-methoxy-N-methylamino)-1,3,4-oxadiazolin-2(3H)-one 100282-74-4 C13H15N3O4
    3-(2,3-dihydro-2-methylbenzofuran-7-yl)-5-(N-methoxy-N-methylamino)-1,3,4-oxadiazolin-2(3H)-one
    —— 3-(2,3-dihydro-2-methylbenzofuran-7-yl)-5-(methylamino)-1,3,4-oxadiazolin-2(3H)-one 100282-73-3 C12H13N3O3
    3-(2,3-dihydro-2-methylbenzofuran-7-yl)-5-(methylamino)-1,3,4-oxadiazolin-2(3H)-one
    —— N-(5,7-dichloro-2,3-dihydrobenzofuran-2-ylmethyl)-N-butylcarbamyl chloride 100782-71-6 C14H16Cl3NO2
    N-(5,7-dichloro-2,3-dihydrobenzofuran-2-ylmethyl)-N-butylcarbamyl chloride
    —— 3-[Acetyl(cyclopropylmethyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzo[b,d]furan-1-carboxamide 6105-91-5 C23H28N2O7
    3-[Acetyl(cyclopropylmethyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzo[b,d]furan-1-carboxamide
    —— 3-[(3-Cyclopentylpropanoyl){3-[(propan-2-yl)oxy]propyl}amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzo[b,d]furan-1-carboxamide 6108-36-7 C31H46N2O8
    3-[(3-Cyclopentylpropanoyl){3-[(propan-2-yl)oxy]propyl}amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzo[b,d]furan-1-carboxamide
    —— prop-2-enyl N-[(4-bromophenyl)methyl]-N-[(2S,3S)-2-formyl-6-(2-methoxyethoxymethoxy)-2,3-dihydro-1-benzofuran-3-yl]carbamate 957714-66-8 C24H26BrNO7
    prop-2-enyl N-[(4-bromophenyl)methyl]-N-[(2S,3S)-2-formyl-6-(2-methoxyethoxymethoxy)-2,3-dihydro-1-benzofuran-3-yl]carbamate
    —— prop-2-enyl N-[(4-bromophenyl)methyl]-N-[(2S,3S)-2-[(1R)-1-hydroxybut-3-enyl]-6-(2-methoxyethoxymethoxy)-2,3-dihydro-1-benzofuran-3-yl]carbamate 958394-46-2 C27H32BrNO7
    prop-2-enyl N-[(4-bromophenyl)methyl]-N-[(2S,3S)-2-[(1R)-1-hydroxybut-3-enyl]-6-(2-methoxyethoxymethoxy)-2,3-dihydro-1-benzofuran-3-yl]carbamate
    —— prop-2-enyl N-[(4-bromophenyl)methyl]-N-[(2S,3S)-2-[(1S)-1-hydroxybut-3-enyl]-6-(2-methoxyethoxymethoxy)-2,3-dihydro-1-benzofuran-3-yl]carbamate 958340-64-2 C27H32BrNO7
    prop-2-enyl N-[(4-bromophenyl)methyl]-N-[(2S,3S)-2-[(1S)-1-hydroxybut-3-enyl]-6-(2-methoxyethoxymethoxy)-2,3-dihydro-1-benzofuran-3-yl]carbamate
    —— 2-(benzylsulfanyl)-5-(2,3-dihydro-1-benzofuran-5-yl)-1,3,4-oxadiazole 1005200-37-2 C17H14N2O2S
    2-(benzylsulfanyl)-5-(2,3-dihydro-1-benzofuran-5-yl)-1,3,4-oxadiazole
    —— 5-(2,3-dihydro-1-benzofuran-5-yl)-1H-tetrazole 874804-33-8 C9H8N4O
    5-(2,3-dihydro-1-benzofuran-5-yl)-1H-tetrazole
    —— 2-[(3-chloro-4-methoxybenzyl)sulfanyl]-5-(2,3-dihydro-1-benzofuran-5-yl)-1,3,4-oxadiazole 1005200-30-5 C18H15ClN2O3S
    2-[(3-chloro-4-methoxybenzyl)sulfanyl]-5-(2,3-dihydro-1-benzofuran-5-yl)-1,3,4-oxadiazole
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-5-[(3-fluorobenzyl)sulfanyl]-1,3,4-oxadiazole 1005200-21-4 C17H13FN2O2S
    2-(2,3-dihydro-1-benzofuran-5-yl)-5-[(3-fluorobenzyl)sulfanyl]-1,3,4-oxadiazole
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-5-[(4-methoxybenzyl)sulfanyl]-1,3,4-oxadiazole 1005200-24-7 C18H16N2O3S
    2-(2,3-dihydro-1-benzofuran-5-yl)-5-[(4-methoxybenzyl)sulfanyl]-1,3,4-oxadiazole
    —— 2-[(3-chlorobenzyl)sulfanyl]-5-(2,3-dihydro-1-benzofuran-5-yl)-1,3,4-oxadiazole 1005200-40-7 C17H13ClN2O2S
    2-[(3-chlorobenzyl)sulfanyl]-5-(2,3-dihydro-1-benzofuran-5-yl)-1,3,4-oxadiazole
    —— 5-({[5-(2,3-dihydro-1-benzofuran-5-yl)-1,3,4-oxadiazol-2-yl]sulfanyl}methyl)-2-methoxybenzonitrile 1005200-31-6 C19H15N3O3S
    5-({[5-(2,3-dihydro-1-benzofuran-5-yl)-1,3,4-oxadiazol-2-yl]sulfanyl}methyl)-2-methoxybenzonitrile
    —— 2-[(2-chlorobenzyl)sulfanyl]-5-(2,3-dihydro-1-benzofuran-5-yl)-1,3,4-oxadiazole 1005200-22-5 C17H13ClN2O2S
    2-[(2-chlorobenzyl)sulfanyl]-5-(2,3-dihydro-1-benzofuran-5-yl)-1,3,4-oxadiazole
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-5-[(3-fluoro-4-methoxybenzyl)sulfanyl]-1,3,4-oxadiazole 1005200-29-2 C18H15FN2O3S
    2-(2,3-dihydro-1-benzofuran-5-yl)-5-[(3-fluoro-4-methoxybenzyl)sulfanyl]-1,3,4-oxadiazole
    —— (3R,3aR,8aR)-2,2-dimethyl-3-(triisopropylsiloxy)-5-<(methylsulfinyl)acetyl>-2,3,3a,8a-tetrahydro-1,8-dioxacyclopent<a>inden-4-ol 163254-63-5 C24H38O6SSi
    (3R,3aR,8aR)-2,2-dimethyl-3-(triisopropylsiloxy)-5-<(methylsulfinyl)acetyl>-2,3,3a,8a-tetrahydro-1,8-dioxacyclopent<a>inden-4-ol
    —— (3R,3aS,8aS)-2,2-dimethyl-3-(triisopropylsiloxy)-5-<(methylsulfinyl)acetyl>-2,3,3a,8a-tetrahydro-1,8-dioxacyclopent<a>inden-4-ol 163254-70-4 C24H38O6SSi
    (3R,3aS,8aS)-2,2-dimethyl-3-(triisopropylsiloxy)-5-<(methylsulfinyl)acetyl>-2,3,3a,8a-tetrahydro-1,8-dioxacyclopent<a>inden-4-ol
    —— 6-acetoxy-2-methyl-2-(1-methylethenyl)-2,3-dihydrobenzofuran 873924-94-8 C14H16O3
    6-acetoxy-2-methyl-2-(1-methylethenyl)-2,3-dihydrobenzofuran
    —— 6-Amino-2,3-dihydro-5-methoxybenzofuran 156488-98-1 C9H11NO2
    6-Amino-2,3-dihydro-5-methoxybenzofuran
    —— 4-Hydroxy-N-(2-hydroxyethyl)-3-[(3-methylbutanoyl)(3-methylbutyl)amino]-3,4,4a,9b-tetrahydrodibenzo[b,d]furan-1-carboxamide 6104-05-8 C25H36N2O5
    4-Hydroxy-N-(2-hydroxyethyl)-3-[(3-methylbutanoyl)(3-methylbutyl)amino]-3,4,4a,9b-tetrahydrodibenzo[b,d]furan-1-carboxamide
    —— 3,8-dichloro-(4br,9bc)-4b,9b-dihydrobenzo<b>benzo<4,5>furo<2,3-d>furan 124483-02-9 C14H8Cl2O2
    3,8-dichloro-(4br,9bc)-4b,9b-dihydrobenzo<b>benzo<4,5>furo<2,3-d>furan
    —— (+)-2-[2-(4,5-Dihydro-1H-imidazol-2-yl)-1-(5-bromo-2, 3-dihydro-benzofuran-7-yl)-ethyl]-pyridine 425393-34-6 C18H18BrN3O
    (+)-2-[2-(4,5-Dihydro-1H-imidazol-2-yl)-1-(5-bromo-2, 3-dihydro-benzofuran-7-yl)-ethyl]-pyridine
    —— 3-[[(3aS,4R,8R,8aS)-5-[(3-cyanophenyl)methyl]-4,8-bis(2,3-dihydro-1-benzofuran-5-ylmethyl)-2,2-dimethyl-6-oxo-3a,4,8,8a-tetrahydro-[1,3]dioxolo[4,5-e][1,3]diazepin-7-yl]methyl]benzonitrile 1053251-31-2 C42H40N4O5
    3-[[(3aS,4R,8R,8aS)-5-[(3-cyanophenyl)methyl]-4,8-bis(2,3-dihydro-1-benzofuran-5-ylmethyl)-2,2-dimethyl-6-oxo-3a,4,8,8a-tetrahydro-[1,3]dioxolo[4,5-e][1,3]diazepin-7-yl]methyl]benzonitrile
    —— (1S)-2-(2,3-dihydro-1-benzofuran-5-yl)-1-[(4S,5S)-5-[(1S)-2-(2,3-dihydro-1-benzofuran-5-yl)-1-hydroxyethyl]-2,2-dimethyl-1,3-dioxolan-4-yl]ethanol 1053641-51-2 C25H30O6
    (1S)-2-(2,3-dihydro-1-benzofuran-5-yl)-1-[(4S,5S)-5-[(1S)-2-(2,3-dihydro-1-benzofuran-5-yl)-1-hydroxyethyl]-2,2-dimethyl-1,3-dioxolan-4-yl]ethanol
    —— 5-[(2R)-2-azido-2-[(4S,5S)-5-[(1R)-1-azido-2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl]ethyl]-2,3-dihydro-1-benzofuran 1053261-07-6 C25H28N6O4
    5-[(2R)-2-azido-2-[(4S,5S)-5-[(1R)-1-azido-2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl]ethyl]-2,3-dihydro-1-benzofuran
    —— (1R)-1-[(4S,5S)-5-[(1R)-1-amino-2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl]-2-(2,3-dihydro-1-benzofuran-5-yl)ethanamine 1053655-08-5 C25H32N2O4
    (1R)-1-[(4S,5S)-5-[(1R)-1-amino-2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl]-2-(2,3-dihydro-1-benzofuran-5-yl)ethanamine
    —— (3aS,4R,8R,8aS)-5,7-bis[(3-aminophenyl)methyl]-4,8-bis(2,3-dihydro-1-benzofuran-5-ylmethyl)-2,2-dimethyl-3a,4,8,8a-tetrahydro-[1,3]dioxolo[4,5-e][1,3]diazepin-6-one 1053254-59-3 C40H44N4O5
    (3aS,4R,8R,8aS)-5,7-bis[(3-aminophenyl)methyl]-4,8-bis(2,3-dihydro-1-benzofuran-5-ylmethyl)-2,2-dimethyl-3a,4,8,8a-tetrahydro-[1,3]dioxolo[4,5-e][1,3]diazepin-6-one
    —— 3-methyl-3-((5-propylthiophen-2-yl)methyl)-2,3-dihydrobenzofuran 1191913-89-9 C17H20OS
    3-methyl-3-((5-propylthiophen-2-yl)methyl)-2,3-dihydrobenzofuran
    —— tert-butyl N-[4-[2,3-dihydro-1-benzofuran-5-carbonyl-[2-[[(2S)-1-methoxypropan-2-yl]amino]pyrimidin-4-yl]amino]butyl]carbamate 849751-67-3 C26H37N5O5
    tert-butyl N-[4-[2,3-dihydro-1-benzofuran-5-carbonyl-[2-[[(2S)-1-methoxypropan-2-yl]amino]pyrimidin-4-yl]amino]butyl]carbamate
    —— 2,3,5,6-tetrahydrobenzo[1,2-b;5,4-b']difuran 57052-75-2 C10H10O2
    2,3,5,6-tetrahydrobenzo[1,2-b;5,4-b']difuran
    —— 5A,10b-diphenyl-5a,10b-dihydro-benzofuro[2,3-<i>b</i>]benzofuran-3,8-diol 19739-16-3 C26H18O4
    5A,10b-diphenyl-5a,10b-dihydro-benzofuro[2,3-<i>b</i>]benzofuran-3,8-diol
    —— 2,3-dihydro-2,2-dimethyl-7-hydroxy-benzofurane-5-sulfonic acid N-methyl-amide 1089210-11-6 C11H15NO4S
    2,3-dihydro-2,2-dimethyl-7-hydroxy-benzofurane-5-sulfonic acid N-methyl-amide
    —— 7-acetoxy-2,3-dihydro-2,2-dimethyl-benzofuran-5-sulfonic acid 1089210-08-1 C12H14O6S
    7-acetoxy-2,3-dihydro-2,2-dimethyl-benzofuran-5-sulfonic acid
    —— 5-Chloro-4-isocyanato-2,3-dihydro-1-benzofuran 1092069-46-9 C9H6ClNO2
    5-Chloro-4-isocyanato-2,3-dihydro-1-benzofuran
    —— 5-methyl-2-methylidene-3H-1-benzofuran-3-ol 1384475-82-4 C10H10O2
    5-methyl-2-methylidene-3H-1-benzofuran-3-ol
    —— 5-Hydroxy-hexahydrodibenzofuran 58008-30-3 C12H14O2
    5-Hydroxy-hexahydrodibenzofuran
    —— N-(2,3-dihydro-2,2-dimethyl-benzofuran-7-oxy-carbonyl)-N-methyl-carbamoyl chloride 72964-98-8 C13H14ClNO4
    N-(2,3-dihydro-2,2-dimethyl-benzofuran-7-oxy-carbonyl)-N-methyl-carbamoyl chloride
    —— 6-hydroxy-3-(3-methoxyphenyl)-3-phenylbenzofuran-2(3H)-one 1373335-22-8 C21H16O4
    6-hydroxy-3-(3-methoxyphenyl)-3-phenylbenzofuran-2(3H)-one
    —— 3-(3,5-bis(trifluoromethyl)phenyl)-6-hydroxy-3-phenylbenzofuran-2(3H)-one 1373335-26-2 C22H12F6O3
    3-(3,5-bis(trifluoromethyl)phenyl)-6-hydroxy-3-phenylbenzofuran-2(3H)-one
    —— 6-hydroxy-3-(4-methoxyphenyl)-3-methylbenzofuran-2(3H)-one 1373335-29-5 C16H14O4
    6-hydroxy-3-(4-methoxyphenyl)-3-methylbenzofuran-2(3H)-one
    —— 3-(4-fluorophenyl)-6-hydroxy-3-methylbenzofuran-2(3H)-one 1373335-30-8 C15H11FO3
    3-(4-fluorophenyl)-6-hydroxy-3-methylbenzofuran-2(3H)-one
    —— 6-hydroxy-3-methyl-3-phenylbenzofuran-2(3H)-one 1373335-28-4 C15H12O3
    6-hydroxy-3-methyl-3-phenylbenzofuran-2(3H)-one
    —— 1-[(2S)-2-azido-4-methylpentyl]-3-[(2,2,4,6,7-pentamethyl-3H-1-benzofuran-5-yl)sulfonyl]thiourea 869736-05-0 C20H31N5O3S2
    1-[(2S)-2-azido-4-methylpentyl]-3-[(2,2,4,6,7-pentamethyl-3H-1-benzofuran-5-yl)sulfonyl]thiourea