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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
    —— 3-(5-bromo-3,3-dimethyl-2,3-dihydro-benzofuran-7-yl)-N,N-dimethyl-propionamide 623176-76-1 C15H20BrNO2
    3-(5-bromo-3,3-dimethyl-2,3-dihydro-benzofuran-7-yl)-N,N-dimethyl-propionamide
    —— 5,7-di-tert-butyl-3-(2,3-di-methylphenyl)-3H-benzofuran-2-on 169198-26-9 C24H30O2
    5,7-di-tert-butyl-3-(2,3-di-methylphenyl)-3H-benzofuran-2-on
    —— N-2,3-dihydro-1-benzofuran-5-yl-2,2,2-trifluoroacetamide 632352-68-2 C10H8F3NO2
    N-2,3-dihydro-1-benzofuran-5-yl-2,2,2-trifluoroacetamide
    —— 3-(1,1-dimethylpentyl)-5a,6,7,8,9,9a-hexahydro-dibenzofuran-1-ol 916507-79-4 C19H28O2
    3-(1,1-dimethylpentyl)-5a,6,7,8,9,9a-hexahydro-dibenzofuran-1-ol
    —— 3,3,7-trimethyl-2,3-dihydro-1-benzofuran-5-carbaldehyde 1360914-53-9 C12H14O2
    3,3,7-trimethyl-2,3-dihydro-1-benzofuran-5-carbaldehyde
    —— Aluminum, (2,3-dihydro-2,2-dimethyl-7-benzofuranolato-kappaO1,kappaO7)bis(2-propanolato)-, (T-4)- 1079350-88-1 C16H25AlO4
    Aluminum, (2,3-dihydro-2,2-dimethyl-7-benzofuranolato-kappaO1,kappaO7)bis(2-propanolato)-, (T-4)-
    —— 2,2-dimethyl-5-nitro-7-(2-hydroxy-ethoxy)-2,3-dihydro-benzofuran 1089187-58-5 C12H15NO5
    2,2-dimethyl-5-nitro-7-(2-hydroxy-ethoxy)-2,3-dihydro-benzofuran
    —— 2,3-dihydro-2,2-dimethyl-7-benzofuranyl chloroformate 4790-86-7 C11H11ClO3
    2,3-dihydro-2,2-dimethyl-7-benzofuranyl chloroformate
    —— O-Ethyl-S-n-propyl-O-(2,3-dihydro-2,2-dimethyl-7-benzofuranyl)thiophosphate 96408-29-6 C15H23O4PS
    O-Ethyl-S-n-propyl-O-(2,3-dihydro-2,2-dimethyl-7-benzofuranyl)thiophosphate
    —— 2,3-dihydro-2,2-dimethyl-7-benzofuranyl N-chloroacetyl-N-methylcarbamate 32515-39-2 C14H16ClNO4
    2,3-dihydro-2,2-dimethyl-7-benzofuranyl N-chloroacetyl-N-methylcarbamate
    —— 7-(3-bromopropoxy)-2,3-dihydro-2,2-dimethylbenzofuran 250289-95-3 C13H17BrO2
    7-(3-bromopropoxy)-2,3-dihydro-2,2-dimethylbenzofuran
    —— methyl 2,2-dimethyl-2,3-dihydro-1-benzofuran-7-carboxylate 99517-60-9 C12H14O3
    methyl 2,2-dimethyl-2,3-dihydro-1-benzofuran-7-carboxylate
    —— 2,2-dimethyl-7-(prop-2-enyloxy)-2,3-dihydrobenzofuran 87386-25-2 C13H16O2
    2,2-dimethyl-7-(prop-2-enyloxy)-2,3-dihydrobenzofuran
    —— O-Ethyl-S-n-propyl-O-(2,3-dihydro-2,2-dimethyl-4-nitro-7-benzofuranyl)thiophosphate 96408-34-3 C15H22NO6PS
    O-Ethyl-S-n-propyl-O-(2,3-dihydro-2,2-dimethyl-4-nitro-7-benzofuranyl)thiophosphate
    —— 2,2-dimethyl-6-(prop-2-enyl)-2,3-dihydrobenzofuran-7-ol 87386-26-3 C13H16O2
    2,2-dimethyl-6-(prop-2-enyl)-2,3-dihydrobenzofuran-7-ol
    —— 2-[4-(2,2-dimethyl(2,3-dihydrobenzo[2,3-b]furan-7-yloxy))butoxy]-1,3-dichloro-5-(phenylmethoxy)benzene 791063-98-4 C27H28Cl2O4
    2-[4-(2,2-dimethyl(2,3-dihydrobenzo[2,3-b]furan-7-yloxy))butoxy]-1,3-dichloro-5-(phenylmethoxy)benzene
    —— N-(2-isobutyronitrilesulfenyl)-(2,3-dihydro-2,2-dimethyl-7-benzofuranyl)-N-methyl carbamate 78744-19-1 C16H20N2O3S
    N-(2-isobutyronitrilesulfenyl)-(2,3-dihydro-2,2-dimethyl-7-benzofuranyl)-N-methyl carbamate
    —— 1-(2,2-dimethyl[2,3]dihydrobenzofuran-7-yloxy)-4-bromobutane 1094709-97-3 C14H19BrO2
    1-(2,2-dimethyl[2,3]dihydrobenzofuran-7-yloxy)-4-bromobutane
    —— 2,3-dihydro-2,2-dimethyl-6-nitro-7-benzofuranol 832713-81-2 C10H11NO4
    2,3-dihydro-2,2-dimethyl-6-nitro-7-benzofuranol
    —— 7-(2-bromoethoxy)-2,2-dimethyl-2,3-dihydrobenzofuran 150375-54-5 C12H15BrO2
    7-(2-bromoethoxy)-2,2-dimethyl-2,3-dihydrobenzofuran
    —— F15063 680203-70-7 C24H29NO2
    F15063
    —— O-Ethyl-O-(2,3-dihydro-2,2-dimethyl-5-methylthio-7-benzofuranyl)-ethylthionophosphonate 96408-53-6 C15H23O3PS2
    O-Ethyl-O-(2,3-dihydro-2,2-dimethyl-5-methylthio-7-benzofuranyl)-ethylthionophosphonate
    —— O-Ethyl-O-(2,3-dihydro-2,2-dimethyl-7-benzofuranyl)ethylthionophosphonate 96408-50-3 C14H21O3PS
    O-Ethyl-O-(2,3-dihydro-2,2-dimethyl-7-benzofuranyl)ethylthionophosphonate
    —— 7-isopropoxy-2,2-dimethyl-2,3-dihydrobenzofuran 1346169-07-0 C13H18O2
    7-isopropoxy-2,2-dimethyl-2,3-dihydrobenzofuran
    —— 4-(2,2-dimethyl-2,3-dihydrobenzofuran-7-oxy)butanol 884604-54-0 C14H20O3
    4-(2,2-dimethyl-2,3-dihydrobenzofuran-7-oxy)butanol
    —— 4,6-dibromo-2,2-dimethyl-2,3-dihydro-1-benzofuran-7-ol 478010-80-9 C10H10Br2O2
    4,6-dibromo-2,2-dimethyl-2,3-dihydro-1-benzofuran-7-ol
    —— 2,2-dimethyl-2,3-dihydrobenzofuran-7-yl trifluoromethanesulfonate 308110-31-8 C11H11F3O4S
    2,2-dimethyl-2,3-dihydrobenzofuran-7-yl trifluoromethanesulfonate
    —— N-(2-bromomethyl-2,3-dihydro-2,4,6,7-tetramethylbenzofuran-5-yl)formamide 142873-74-3 C14H18BrNO2
    N-(2-bromomethyl-2,3-dihydro-2,4,6,7-tetramethylbenzofuran-5-yl)formamide
    —— 3-[(5-Formylamino-2,4,6,7-tetramethyl-2,3-dihydrobenzofuran-2-yl) methylthio]propionic acid 142874-13-3 C17H23NO4S
    3-[(5-Formylamino-2,4,6,7-tetramethyl-2,3-dihydrobenzofuran-2-yl) methylthio]propionic acid
    —— 2-iodomethyl-5-methoxy-2,3-dihydrobenzofuran 508168-22-7 C10H11IO2
    2-iodomethyl-5-methoxy-2,3-dihydrobenzofuran
    —— (R)-3-[2-(8-acetyl-1,7-dihydroxy-3-methoxy-2,9a-dimethyl-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-yl)-2-oxoethylthio]propanoic acid 1609950-14-2 C22H22O9S
    (R)-3-[2-(8-acetyl-1,7-dihydroxy-3-methoxy-2,9a-dimethyl-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-yl)-2-oxoethylthio]propanoic acid
    —— (3aR,8bS)-8b-methyl-2,3a-dihydro-1H-furo[2,3-b][1]benzofuran-7-ol 886489-29-8 C11H12O3
    (3aR,8bS)-8b-methyl-2,3a-dihydro-1H-furo[2,3-b][1]benzofuran-7-ol
    —— N-((2,3-dihydro-2-methyl-5-nitrobenzofuran-2-yl)methyl)-N-propylpropan-1-amine 1236305-82-0 C16H24N2O3
    N-((2,3-dihydro-2-methyl-5-nitrobenzofuran-2-yl)methyl)-N-propylpropan-1-amine
    —— 5-bromo-7-t-butyl-3,3,6-trimethyl-2,3-dihydro-benzofuran 285549-31-7 C15H21BrO
    5-bromo-7-t-butyl-3,3,6-trimethyl-2,3-dihydro-benzofuran
    —— 5-cyano-2,3-dihydro-3,3-dimethyl-2-hydroxybenzofuran 75097-73-3 C11H11NO2
    5-cyano-2,3-dihydro-3,3-dimethyl-2-hydroxybenzofuran
    —— (+/-)-3-ethenyl-7-bromo-3-phenyl-2,3-dihydrobenzofuran 217493-10-2 C16H13BrO
    (+/-)-3-ethenyl-7-bromo-3-phenyl-2,3-dihydrobenzofuran
    —— 2,3-dihydro-7-methoxy-2,2-dimethyl-5-(2-methyl-1-propenyl)benzofuran 363185-21-1 C15H20O2
    2,3-dihydro-7-methoxy-2,2-dimethyl-5-(2-methyl-1-propenyl)benzofuran
    —— (+/-)-4-[(3,5-Dichloro-4-pyridyl)aminocarbonyl]-3-ethoxycarbonylmethyl-7-methoxy-2,3-dihydrobenzofuran 185400-10-6 C19H18Cl2N2O5
    (+/-)-4-[(3,5-Dichloro-4-pyridyl)aminocarbonyl]-3-ethoxycarbonylmethyl-7-methoxy-2,3-dihydrobenzofuran
    —— 2-(1-hydroxy-1-methylethyl)-2,3-dihydrobenzofuran 24007-50-9 C11H14O2
    2-(1-hydroxy-1-methylethyl)-2,3-dihydrobenzofuran
    —— trans-2,3-dibromo-2,3-dihydrobenzofuran 58863-52-8 C8H6Br2O
    trans-2,3-dibromo-2,3-dihydrobenzofuran
    —— N-(2,3-dihydrobenzofuranyl)-O-methylhydroxylamine 1513407-57-2 C9H11NO2
    N-(2,3-dihydrobenzofuranyl)-O-methylhydroxylamine
    —— cis-diazido-2,3-dihydrobenzofuran 62095-85-6 C8H6N6O
    cis-diazido-2,3-dihydrobenzofuran
    —— 2,3-dihydrobenzofuran-2-ol 53737-94-3 C8H8O2
    2,3-dihydrobenzofuran-2-ol
    —— 3-chloroacetoxy-2,3-dihydrobenzofuran 185339-58-6 C10H9ClO3
    3-chloroacetoxy-2,3-dihydrobenzofuran
    —— 2,3-Dihydrobenzo[b]furan-2-carboxamide 57537-75-4 C9H9NO2
    2,3-Dihydrobenzo[b]furan-2-carboxamide
    —— 3-[6-(t-butyl)-2,3-dihydro-2,2-dimethylbenzo[b]furan-7-yl]propanal 149245-86-3 C17H24O2
    3-[6-(t-butyl)-2,3-dihydro-2,2-dimethylbenzo[b]furan-7-yl]propanal
    —— methyl 7-[5-dibenzylamino-2,3-dihydro-2,2,4,6-tetramethylbenzo[b]furan-7-yl]-3,5-dihydroxyheptanoate 149245-27-2 C34H43NO5
    methyl 7-[5-dibenzylamino-2,3-dihydro-2,2,4,6-tetramethylbenzo[b]furan-7-yl]-3,5-dihydroxyheptanoate
    —— methyl 7-[2,3-dihydro-2,2,4,6-tetramethyl-5-(pyrrolidin-1-yl)benzo[b]furan-7-yl]-3,5-dihydroxyheptanoate 149245-21-6 C24H37NO5
    methyl 7-[2,3-dihydro-2,2,4,6-tetramethyl-5-(pyrrolidin-1-yl)benzo[b]furan-7-yl]-3,5-dihydroxyheptanoate
    —— 2,3-dihydro-benzofuran-2-carboxylic acid hydrazide 176179-03-6 C9H10N2O2
    2,3-dihydro-benzofuran-2-carboxylic acid hydrazide
    —— methyl 7-[2,3-dihydro-2,2,4,6-tetramethyl-5-piperidinobenzo[b]furan-7-yl]-3,5-dihydroxyheptanoate 149245-23-8 C25H39NO5
    methyl 7-[2,3-dihydro-2,2,4,6-tetramethyl-5-piperidinobenzo[b]furan-7-yl]-3,5-dihydroxyheptanoate