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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
    —— 7-amino-2,3-dihydro-2,5-dimethyl-4-chlorobenzofuran 100278-76-0 C10H12ClNO
    7-amino-2,3-dihydro-2,5-dimethyl-4-chlorobenzofuran
    —— (2E)-2-[6-[(3-chlorophenyl)methoxy]-1-benzofuran-3-ylidene]-N-methylacetamide 1427203-99-3 C18H16ClNO3
    (2E)-2-[6-[(3-chlorophenyl)methoxy]-1-benzofuran-3-ylidene]-N-methylacetamide
    —— 5-chloro-2,2-4,6-tetramethyl-2,3-dihydrobenzofuran 63577-98-0 C12H15ClO
    5-chloro-2,2-4,6-tetramethyl-2,3-dihydrobenzofuran
    —— N-(5-amino-2,2,4,6-tetramethyl-2,3-dihydrobenzofuran-7-yl)-2,2-dimethyldodecaneamide 144983-40-4 C26H44N2O2
    N-(5-amino-2,2,4,6-tetramethyl-2,3-dihydrobenzofuran-7-yl)-2,2-dimethyldodecaneamide
    —— (+/-)-{[5-chloro-7-(3,4-difluorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine 852122-15-7 C15H12ClF2NO
    (+/-)-{[5-chloro-7-(3,4-difluorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine
    —— triethyl-[3-(2-methyl-2,3-dihydro-benzofuran-2-yl)-prop-1-ynyl]-silane 1203447-31-7 C18H26OSi
    triethyl-[3-(2-methyl-2,3-dihydro-benzofuran-2-yl)-prop-1-ynyl]-silane
    —— 6-chloro-N-(2,3-dihydro-1-benzofuran-3-yl)-3-pyridazinamine 1145786-65-7 C12H10ClN3O
    6-chloro-N-(2,3-dihydro-1-benzofuran-3-yl)-3-pyridazinamine
    —— 2-t-butyldimethylsilyl-3-(t-butyldimethylsilyloxymethylene)-6-methoxy-7-isopropoxybenzofuran 1269439-44-2 C25H44O4Si2
    2-t-butyldimethylsilyl-3-(t-butyldimethylsilyloxymethylene)-6-methoxy-7-isopropoxybenzofuran
    —— diethyl 5-fluoro-3-(nitromethyl)benzofuran-2,2(3H)-dicarboxylate 1323141-85-0 C15H16FNO7
    diethyl 5-fluoro-3-(nitromethyl)benzofuran-2,2(3H)-dicarboxylate
    —— 2-Isopropyl-6-hydroxy-cumaran 13849-39-3 C11H14O2
    2-Isopropyl-6-hydroxy-cumaran
    —— 2-(2,3-dihydrobenzofuran-3-yl)pyrrolidine 167102-92-3 C12H15NO
    2-(2,3-dihydrobenzofuran-3-yl)pyrrolidine
    —— 2-[(β-dimethylaminoethoxy)methyl]-2,3-dihydrobenzo(b)furan 784995-25-1 C13H19NO2
    2-[(β-dimethylaminoethoxy)methyl]-2,3-dihydrobenzo(b)furan
    —— 2-[(allyloxy)methyl]-5-methyl-2,3-dihydrobenzofuran 1431864-83-3 C13H16O2
    2-[(allyloxy)methyl]-5-methyl-2,3-dihydrobenzofuran
    —— ethyl 2-[(allyloxy)methyl]-2,3-dihydrobenzofuran-5-carboxylate 1431864-82-2 C15H18O4
    ethyl 2-[(allyloxy)methyl]-2,3-dihydrobenzofuran-5-carboxylate
    —— 2-Ethyl-N-(2-hydroxy-ethyl)-<3>cumaranylmethylamin 92197-02-9 C13H19NO2
    2-Ethyl-N-(2-hydroxy-ethyl)-<3>cumaranylmethylamin
    —— 6-hydroxy-7-methoxy-2,3-dihydro-benzofuran-5-carbaldehyde 5047-85-8 C10H10O4
    6-hydroxy-7-methoxy-2,3-dihydro-benzofuran-5-carbaldehyde
    —— (2,3-Dihydrobenzofuran-4-yl)boronic acid 1062293-35-9 C8H9BO3
    (2,3-Dihydrobenzofuran-4-yl)boronic acid
    —— 2-Ethyl-N-<3-morpholino-propyl>-<3>cumaranylmethylamin 93999-63-4 C18H28N2O2
    2-Ethyl-N-<3-morpholino-propyl>-<3>cumaranylmethylamin
    —— 2-Ethyl-N-(3-diethylaminopropyl)-<3>cumaranylmethylamin 94208-06-7 C18H30N2O
    2-Ethyl-N-(3-diethylaminopropyl)-<3>cumaranylmethylamin
    —— 2-isobutyl-5-((3-methyl-2,3-dihydrobenzofuran-3-yl)methyl)thiazole 1191913-88-8 C17H21NOS
    2-isobutyl-5-((3-methyl-2,3-dihydrobenzofuran-3-yl)methyl)thiazole
    —— 3-((5-chlorothiophen-2-yl)methyl)-3-methyl-2,3-dihydrobenzofuran 1191913-90-2 C14H13ClOS
    3-((5-chlorothiophen-2-yl)methyl)-3-methyl-2,3-dihydrobenzofuran
    —— 7-(chloromethyl)-5,6-difluoro-2,2-dimethyl-2,3-dihydrobenzofuran 1234847-35-8 C11H11ClF2O
    7-(chloromethyl)-5,6-difluoro-2,2-dimethyl-2,3-dihydrobenzofuran
    —— (5,6-difluoro-2,2-dimethyl-3H-benzofuran-7-yl)methanol 1234847-34-7 C11H12F2O2
    (5,6-difluoro-2,2-dimethyl-3H-benzofuran-7-yl)methanol
    —— 2-(5-Chloro-7-methyl-2,3-dihydro-benzofuran-2-yl)-4,5-dihydro-1H-imidazole 89197-54-6 C12H13ClN2O
    2-(5-Chloro-7-methyl-2,3-dihydro-benzofuran-2-yl)-4,5-dihydro-1H-imidazole
    —— (5-Chloro-7-methyl-2,3-dihydro-benzofuran-2-yl)-methanol 863291-80-9 C10H11ClO2
    (5-Chloro-7-methyl-2,3-dihydro-benzofuran-2-yl)-methanol
    —— 5-bromo-N-(2,4-dichlorophenyl)-2,3-dihydro-1-benzofuran-3-amine 1202504-56-0 C14H10BrCl2NO
    5-bromo-N-(2,4-dichlorophenyl)-2,3-dihydro-1-benzofuran-3-amine
    —— 5-chloro-4-fluoro-2,3-dihydro-1-benzofuran-3-ol 1294003-37-4 C8H6ClFO2
    5-chloro-4-fluoro-2,3-dihydro-1-benzofuran-3-ol
    —— 2-methyl-N-[5-(trifluoromethyl)-2,3-dihydro-1-benzofuran-3-yl]propane-2-sulfinamide 1243205-09-5 C13H16F3NO2S
    2-methyl-N-[5-(trifluoromethyl)-2,3-dihydro-1-benzofuran-3-yl]propane-2-sulfinamide
    —— 2-decyl-2,3-dihydrobenzofuran 160310-90-7 C18H28O
    2-decyl-2,3-dihydrobenzofuran
    —— 2-(2,3-dihydrobenzofuran-5-yl)-acetamide 603304-24-1 C10H11NO2
    2-(2,3-dihydrobenzofuran-5-yl)-acetamide
    —— N-tert-butoxycarbonyl 1-(2,3-dichloro-2,3-dihydro-5-fluorobenzofur-7-yl)-2-aminopropane 286836-51-9 C16H20Cl2FNO3
    N-tert-butoxycarbonyl 1-(2,3-dichloro-2,3-dihydro-5-fluorobenzofur-7-yl)-2-aminopropane
    —— Carbamic acid, ((3,4-dichlorophenyl)thio)methyl-, 2,3-dihydro-2,2-dimethyl-7-benzofuranyl ester 50673-10-4 C18H17Cl2NO3S
    Carbamic acid, ((3,4-dichlorophenyl)thio)methyl-, 2,3-dihydro-2,2-dimethyl-7-benzofuranyl ester
    —— Carbamic acid, (dodecylthio)methyl-, 2,3-dihydro-2,2-dimethyl-7-benzofuranyl ester 50673-09-1 C24H39NO3S
    Carbamic acid, (dodecylthio)methyl-, 2,3-dihydro-2,2-dimethyl-7-benzofuranyl ester
    —— Carbamic acid, (butylthio)methyl-, 2,3-dihydro-2,2-dimethyl-7-benzofuranyl ester 50673-08-0 C16H23NO3S
    Carbamic acid, (butylthio)methyl-, 2,3-dihydro-2,2-dimethyl-7-benzofuranyl ester
    —— Carbamic acid, methyl((1,1,2,2-tetrachloroethyl)thio)-, 2,3-dihydro-2,2-dimethyl-7-benzofuranyl ester 50673-06-8 C14H15Cl4NO3S
    Carbamic acid, methyl((1,1,2,2-tetrachloroethyl)thio)-, 2,3-dihydro-2,2-dimethyl-7-benzofuranyl ester
    —— Carbamic acid, ((4-fluorophenyl)thio)methyl-, 2,3-dihydro-2,2-dimethyl-7-benzofuranyl ester 50802-69-2 C18H18FNO3S
    Carbamic acid, ((4-fluorophenyl)thio)methyl-, 2,3-dihydro-2,2-dimethyl-7-benzofuranyl ester
    —— Carbamic acid, ((2,5-dichlorophenyl)thio)methyl-, 2,3-dihydro-2,2-dimethyl-7-benzofuranyl ester 50673-11-5 C18H17Cl2NO3S
    Carbamic acid, ((2,5-dichlorophenyl)thio)methyl-, 2,3-dihydro-2,2-dimethyl-7-benzofuranyl ester
    —— 5-(6-chloro-2,3-dihydrobenzo[3,4-b]furan-5-yl)pyrazine-2-ylamine 1345120-13-9 C12H10ClN3O
    5-(6-chloro-2,3-dihydrobenzo[3,4-b]furan-5-yl)pyrazine-2-ylamine
    —— 3,3-dimethyl-2,3-dihydro-1-benzofuran-6-ol 912670-02-1 C10H12O2
    3,3-dimethyl-2,3-dihydro-1-benzofuran-6-ol
    —— 6-(benzyloxy)-3,3-dimethyl-2,3-dihydrobenzofuran 912669-14-8 C17H18O2
    6-(benzyloxy)-3,3-dimethyl-2,3-dihydrobenzofuran
    —— 5-(6-methyl-2,3-dihydrobenzo[3,4-b]furan-5-yl)pyrazine-2-ylamine 1345120-44-6 C13H13N3O
    5-(6-methyl-2,3-dihydrobenzo[3,4-b]furan-5-yl)pyrazine-2-ylamine
    —— 3,6-Bis(4-bromophenyl)-3,6-dihydrofuro[3,2-g][1]benzofuran-2,7-dione 1353051-95-2 C22H12Br2O4
    3,6-Bis(4-bromophenyl)-3,6-dihydrofuro[3,2-g][1]benzofuran-2,7-dione
    —— (S)-4-(5-Chloro-2,3-dihydro-benzofuran-7-yl)-1,1,1-trifluoro-4-methyl-2-p-tolylsulfanylmethyl-pentan-2-ol 866943-91-1 C22H24ClF3O2S
    (S)-4-(5-Chloro-2,3-dihydro-benzofuran-7-yl)-1,1,1-trifluoro-4-methyl-2-p-tolylsulfanylmethyl-pentan-2-ol
    —— 2-(2,3-Dihydro-benzofuran-5-yl)-4-oxo-4,5-dihydro-thiazole-5-carboxylic acid ethyl ester 861708-71-6 C14H13NO4S
    2-(2,3-Dihydro-benzofuran-5-yl)-4-oxo-4,5-dihydro-thiazole-5-carboxylic acid ethyl ester
    —— 5-Benzofuranmethanol, 2,3-dihydro-4,7-dimethoxy-alpha-(2-(4-methoxyphenyl)ethyl)-6-(2-(1-pyrrolidinyl)ethoxy)- 54279-58-2 C26H35NO6
    5-Benzofuranmethanol, 2,3-dihydro-4,7-dimethoxy-alpha-(2-(4-methoxyphenyl)ethyl)-6-(2-(1-pyrrolidinyl)ethoxy)-
    —— 2,2-dimethyl-5-phenyl-2,3-dihydrobenzofuran-7-carbaldehyde 1234845-36-3 C17H16O2
    2,2-dimethyl-5-phenyl-2,3-dihydrobenzofuran-7-carbaldehyde
    —— 7-chloro-2,3-dihydro-2,2,4,5-tetramethylbenzofuran 157189-05-4 C12H15ClO
    7-chloro-2,3-dihydro-2,2,4,5-tetramethylbenzofuran
    —— 2,3-dihydro-2,2,4,7-tetramethylbenzofuran 96126-98-6 C12H16O
    2,3-dihydro-2,2,4,7-tetramethylbenzofuran
    —— 6-cyclohexyl-2,3-dihydro-5-hydroxymethyl-benzofuran 65569-90-6 C15H20O2
    6-cyclohexyl-2,3-dihydro-5-hydroxymethyl-benzofuran
    —— 2,3-dihydro-2,2,4,5,6-pentamethylbenzofuran-7-carboxaldehyde 157189-10-1 C14H18O2
    2,3-dihydro-2,2,4,5,6-pentamethylbenzofuran-7-carboxaldehyde