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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
    —— N-(7-tert-butyl-3,3-dimethyl-2,3-dihydrobenzo[b]furan-5-yl)-propanamide 178322-37-7 C17H25NO2
    N-(7-tert-butyl-3,3-dimethyl-2,3-dihydrobenzo[b]furan-5-yl)-propanamide
    —— 7-tert-butyl-3,3-dimethyl-5-nitro-2,3-dihydrobenzo[b]furan 178322-42-4 C14H19NO3
    7-tert-butyl-3,3-dimethyl-5-nitro-2,3-dihydrobenzo[b]furan
    —— N-(7-tert-Butyl-2,3-dihydro-3,3-dimethyl-5-benzofuranyl)-N'-methyl urea 194299-05-3 C16H24N2O2
    N-(7-tert-Butyl-2,3-dihydro-3,3-dimethyl-5-benzofuranyl)-N'-methyl urea
    —— 2-(3-phenyl-2,3-dihydrobenzofuran-3-yl)-N-(2,2,2-trichloroethoxycarbonyl)-N-methylethylamine 99484-33-0 C20H20Cl3NO3
    2-(3-phenyl-2,3-dihydrobenzofuran-3-yl)-N-(2,2,2-trichloroethoxycarbonyl)-N-methylethylamine
    —— 2-(3-phenyl-3-dihydrobenzofuranyl)-N,N-dimethylaminoethanamine 96842-82-9 C18H21NO
    2-(3-phenyl-3-dihydrobenzofuranyl)-N,N-dimethylaminoethanamine
    —— 3-(bromomethyl)-3-methyl-2,3-dihydrobenzofuran 78739-86-3 C10H11BrO
    3-(bromomethyl)-3-methyl-2,3-dihydrobenzofuran
    —— N-[2-((5aR,9aS)-1-Formyl-4,6,6-trimethoxy-9-oxo-6,9-dihydro-5aH-dibenzofuran-9a-yl)-ethyl]-N-methyl-formamide 232613-21-7 C20H23NO7
    N-[2-((5aR,9aS)-1-Formyl-4,6,6-trimethoxy-9-oxo-6,9-dihydro-5aH-dibenzofuran-9a-yl)-ethyl]-N-methyl-formamide
    —— 1-(2,3-dihydro-3-methyl-3-hydroxymethyl-5-benzofuranyl)ethanol 377051-03-1 C12H16O3
    1-(2,3-dihydro-3-methyl-3-hydroxymethyl-5-benzofuranyl)ethanol
    —— 3-acetoxymethyl-2,3-dihydro-3-methylbenzofuran 377051-00-8 C12H14O3
    3-acetoxymethyl-2,3-dihydro-3-methylbenzofuran
    —— 3-(chloromethyl)-3-methyl-2,3-dihydrobenzofuran 78739-87-4 C10H11ClO
    3-(chloromethyl)-3-methyl-2,3-dihydrobenzofuran
    —— 3-methyl-3-((phenylthio)methyl)-2,3-dihydrobenzofuran 78739-90-9 C16H16OS
    3-methyl-3-((phenylthio)methyl)-2,3-dihydrobenzofuran
    —— 2-(2,3-dihydro-7-methoxy-2,2-dimethyl-5-benzofuranyl)-2-methylpropanamide 363186-01-0 C15H21NO3
    2-(2,3-dihydro-7-methoxy-2,2-dimethyl-5-benzofuranyl)-2-methylpropanamide
    —— 5'-(3-chlorophenyl)-4-methoxy-5"-methyldispiro[cyclohexane-1,2'-[1]benzofuran-3',2"-imidazol]-4"-amine 1383983-00-3 C23H24ClN3O2
    5'-(3-chlorophenyl)-4-methoxy-5"-methyldispiro[cyclohexane-1,2'-[1]benzofuran-3',2"-imidazol]-4"-amine
    —— ethyl 2,3-dihydro-3,3-dimethyl-5-nitro-2-benzofuranacetate 115941-95-2 C14H17NO5
    ethyl 2,3-dihydro-3,3-dimethyl-5-nitro-2-benzofuranacetate
    —— ethyl 5-bromo-2,3-dihydro-3,3-dimethyl-2-benzofuranacetate 115941-94-1 C14H17BrO3
    ethyl 5-bromo-2,3-dihydro-3,3-dimethyl-2-benzofuranacetate
    —— ethyl 2,3-dihydro-3,3-dimethyl-2-benzofuranacetate 115941-93-0 C14H18O3
    ethyl 2,3-dihydro-3,3-dimethyl-2-benzofuranacetate
    —— 2,3-dihydro-3,3-dimethyl-5-nitro-2-benzofuranacetic acid 115941-87-2 C12H13NO5
    2,3-dihydro-3,3-dimethyl-5-nitro-2-benzofuranacetic acid
    —— 2,3-dihydro-3,3-dimethyl-2-benzofuranacetic acid 115941-85-0 C12H14O3
    2,3-dihydro-3,3-dimethyl-2-benzofuranacetic acid
    —— 5-bromo-2,3-dihydro-3,3-dimethyl-2-benzofuranacetic acid 115941-86-1 C12H13BrO3
    5-bromo-2,3-dihydro-3,3-dimethyl-2-benzofuranacetic acid
    —— 2,3-dihydro-6-hydroxybenzofuran-2,2-dicarboxylic acid diethyl ester 122443-92-9 C14H16O6
    2,3-dihydro-6-hydroxybenzofuran-2,2-dicarboxylic acid diethyl ester
    —— 5-chloro-2,3-dihydrobenzofuran-3-carboxylic acid 93670-12-3 C9H7ClO3
    5-chloro-2,3-dihydrobenzofuran-3-carboxylic acid
    —— ethyl 5-chloro-2,3-dihydrobenzo<b>furan-3-carboxylate 93670-13-4 C11H11ClO3
    ethyl 5-chloro-2,3-dihydrobenzo<b>furan-3-carboxylate
    —— ethyl 7-(2-thienoyl)-5-chloro-2,3-dihydrobenzofuran-3-carboxylate 93669-85-3 C16H13ClO4S
    ethyl 7-(2-thienoyl)-5-chloro-2,3-dihydrobenzofuran-3-carboxylate
    —— 7-(2-thienoyl)-5-chloro-2,3-dihydrobenzofuran-3-carboxylic acid 93669-86-4 C14H9ClO4S
    7-(2-thienoyl)-5-chloro-2,3-dihydrobenzofuran-3-carboxylic acid
    —— 5,7-di-tert-butyl-3-[4-(2-stearoyloxyethoxy)phenyl]-benzofuran-2-one 155794-08-4 C42H64O5
    5,7-di-tert-butyl-3-[4-(2-stearoyloxyethoxy)phenyl]-benzofuran-2-one
    —— 2,3-dihydro-3-methyl-3-benzofuranmethanol 39891-58-2 C10H12O2
    2,3-dihydro-3-methyl-3-benzofuranmethanol
    —— 5-(1,3-dithian-2-yl)-2,3-dihydro-1-benzofuran-7-carbonitrile 1034670-00-2 C13H13NOS2
    5-(1,3-dithian-2-yl)-2,3-dihydro-1-benzofuran-7-carbonitrile
    —— (R)-5-fluoro-2-methyl-2,3-dihydrobenzofuran 1238894-74-0 C9H9FO
    (R)-5-fluoro-2-methyl-2,3-dihydrobenzofuran
    —— tert-butyl N-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]carbamate 943845-62-3 C16H23NO3
    tert-butyl N-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]carbamate
    —— (2,2-dimethyl-2,3-dihydrobenzofuran-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 1416157-62-4 C16H23BO3
    (2,2-dimethyl-2,3-dihydrobenzofuran-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
    —— N-tert-butoxycarbonyl 1-(2,3-dibromo-2,3-dihydro-5-fluorobenzofur-7-yl)-2-aminopropane 286836-48-4 C16H20Br2FNO3
    N-tert-butoxycarbonyl 1-(2,3-dibromo-2,3-dihydro-5-fluorobenzofur-7-yl)-2-aminopropane
    —— 2-Methyl-5-methylsulfamoyl-2,3-dihydrobenzofuran-7-carboxylic acid 96696-21-8 C11H13NO5S
    2-Methyl-5-methylsulfamoyl-2,3-dihydrobenzofuran-7-carboxylic acid
    —— N-(1-propyl-2-pyrrolidinylmethyl)-2-methyl-5-methylsulfonyl-2,3-dihydrobenzofuran-7-carboxamide hydrochloride 129792-48-9 C19H28N2O4S*ClH
    N-(1-propyl-2-pyrrolidinylmethyl)-2-methyl-5-methylsulfonyl-2,3-dihydrobenzofuran-7-carboxamide hydrochloride
    —— N-(1-propyl-2-pyrrolidinylmethyl)-2-methyl-5-methylsulfamoyl-2,3-dihydrobenzofuran-7-carboxamide 129792-29-6 C19H29N3O4S
    N-(1-propyl-2-pyrrolidinylmethyl)-2-methyl-5-methylsulfamoyl-2,3-dihydrobenzofuran-7-carboxamide
    —— 2-methyl-5-methylsulfonyl-2,3-dihydrobenzofuran-7-carboxylic acid 124309-02-0 C11H12O5S
    2-methyl-5-methylsulfonyl-2,3-dihydrobenzofuran-7-carboxylic acid
    —— 3-[5-(2,3-dihydro-1-benzofuran-5-yl)-1,3,4-oxadiazol-2-yl]-N-methoxy-N-methylpropionamide 1005201-01-3 C15H17N3O4
    3-[5-(2,3-dihydro-1-benzofuran-5-yl)-1,3,4-oxadiazol-2-yl]-N-methoxy-N-methylpropionamide
    —— 2,3-dihydro-3,3-dimethyl-2-(2-methylpropoxy)benzofuran-5-yl methanesulphonate 58740-97-9 C15H22O5S
    2,3-dihydro-3,3-dimethyl-2-(2-methylpropoxy)benzofuran-5-yl methanesulphonate
    —— 2,3-dihydro-3,3-dimethylbenzofuran-2,5-ylene bis-methanesulphonate 26244-24-6 C12H16O7S2
    2,3-dihydro-3,3-dimethylbenzofuran-2,5-ylene bis-methanesulphonate
    —— 2-chloro-2,3-dihydro-3,3-dimethyl-5-benzofuranyl methanesulphonate 54729-52-1 C11H13ClO4S
    2-chloro-2,3-dihydro-3,3-dimethyl-5-benzofuranyl methanesulphonate
    —— 2,3-dihydro-3,3-dimethyl-5-methane sulphonyloxy benzofuran-2-yl ethyl carbonate 26244-27-9 C14H18O7S
    2,3-dihydro-3,3-dimethyl-5-methane sulphonyloxy benzofuran-2-yl ethyl carbonate
    —— 2-methoxy-5-methanesulfonyloxy-3,3-dimethyl-2,3-dihydro-benzofuran 26225-78-5 C12H16O5S
    2-methoxy-5-methanesulfonyloxy-3,3-dimethyl-2,3-dihydro-benzofuran
    —— 5-methanesulfonyloxy-3,3-dimethyl-2-methylcarbamoyloxy-2,3-dihydro-benzofuran 26263-81-0 C13H17NO6S
    5-methanesulfonyloxy-3,3-dimethyl-2-methylcarbamoyloxy-2,3-dihydro-benzofuran
    —— 5-methanesulfonyloxy-3,3-dimethyl-2-morpholin-4-yl-2,3-dihydro-benzofuran 26225-63-8 C15H21NO5S
    5-methanesulfonyloxy-3,3-dimethyl-2-morpholin-4-yl-2,3-dihydro-benzofuran
    —— N-isopropyl-2,3-dihydro-2,2-dimethyl-7-(3-chloro-propoxy)-benzofurane-5-sulfonamide 1089210-27-4 C16H24ClNO4S
    N-isopropyl-2,3-dihydro-2,2-dimethyl-7-(3-chloro-propoxy)-benzofurane-5-sulfonamide
    —— N-cyclopropyl-2,3-dihydro-2,2-dimethyl-7-(3-chloro-propoxy)-benzofurane-5-sulfonamide 1089210-28-5 C16H22ClNO4S
    N-cyclopropyl-2,3-dihydro-2,2-dimethyl-7-(3-chloro-propoxy)-benzofurane-5-sulfonamide
    —— (R)-2-isopropenyl-2,3-dihydro-1-benzofuran-4-ol 70186-78-6 C11H12O2
    (R)-2-isopropenyl-2,3-dihydro-1-benzofuran-4-ol
    —— (S)-2-isopropenyl-2,3-dihydro-1-benzofuran-4-ol 939018-01-6 C11H12O2
    (S)-2-isopropenyl-2,3-dihydro-1-benzofuran-4-ol
    —— 3,3,7-trimethyl-2,3-dihydro-1-benzofuran-4-ol 1380698-80-5 C11H14O2
    3,3,7-trimethyl-2,3-dihydro-1-benzofuran-4-ol
    —— 5-bromo-3,3-dimethyl-2,3-dihydrobenzofuran-4-ol 1309356-89-5 C10H11BrO2
    5-bromo-3,3-dimethyl-2,3-dihydrobenzofuran-4-ol
    —— 5,7-dibromo-3,3-dimethyl-2,3-dihydrobenzofuran-4-ol 1309356-79-3 C10H10Br2O2
    5,7-dibromo-3,3-dimethyl-2,3-dihydrobenzofuran-4-ol