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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
    —— Methyl α-[[3-(4-isopropylphenyl)-2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-yl]oxy]phenylacetate 216989-30-9 C31H36O4
    Methyl α-[[3-(4-isopropylphenyl)-2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-yl]oxy]phenylacetate
    —— (+/-)-{[7-(2,5-dimethylphenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine 852121-46-1 C17H19NO
    (+/-)-{[7-(2,5-dimethylphenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine
    —— (+/-)-{[7-(2,5-dimethylphenyl)-5-fluoro-2,3-dihydro-1-benzofuran-2-yl]methyl}amine 852121-81-4 C17H18FNO
    (+/-)-{[7-(2,5-dimethylphenyl)-5-fluoro-2,3-dihydro-1-benzofuran-2-yl]methyl}amine
    —— 2-(2,3-dihydro-2-ethylbenzo[b]furan-2-yl)-5-amino-pyrimidine 1041187-05-6 C14H15N3O
    2-(2,3-dihydro-2-ethylbenzo[b]furan-2-yl)-5-amino-pyrimidine
    —— 3-(6-Hydroxy-4,7-dimethoxy-2,3-dihydro-benzofuran-5-yl)-propionic acid 3-methyl-but-2-enyl ester 147914-51-0 C18H24O6
    3-(6-Hydroxy-4,7-dimethoxy-2,3-dihydro-benzofuran-5-yl)-propionic acid 3-methyl-but-2-enyl ester
    —— 4-chloro-2,3-dihydrobenzofuran-3-amine 1337065-80-1 C8H8ClNO
    4-chloro-2,3-dihydrobenzofuran-3-amine
    —— 5,7-dinitro-2,2,3,3-tetramethyl-2,3-dihydrobenzo<b>furan 103068-33-3 C12H14N2O5
    5,7-dinitro-2,2,3,3-tetramethyl-2,3-dihydrobenzo<b>furan
    —— 5,7-dinitro-2,3-butano-2,3-dihydrobenzo<b>furan 103068-25-3 C12H12N2O5
    5,7-dinitro-2,3-butano-2,3-dihydrobenzo<b>furan
    —— 7-fluoro-5-nitro-2,3-dihydrobenzofuran 1207094-64-1 C8H6FNO3
    7-fluoro-5-nitro-2,3-dihydrobenzofuran
    —— 5-bromo-7-fluoro-3,3-dimethyl-2,3-dihydrobenzofuran 131395-03-4 C10H10BrFO
    5-bromo-7-fluoro-3,3-dimethyl-2,3-dihydrobenzofuran
    —— 9b-Methyl-1,2,3,9b-tetrahydro-dibenzofuran 89228-51-3 C13H14O
    9b-Methyl-1,2,3,9b-tetrahydro-dibenzofuran
    —— 9b-Methyl-1,3,4,9b-tetrahydro-2H-dibenzofuran-4a-ol 89228-48-8 C13H16O2
    9b-Methyl-1,3,4,9b-tetrahydro-2H-dibenzofuran-4a-ol
    —— trimethyl-[3-(2-methyl-2,3-dihydro-benzofuran-2-yl)-prop-1-ynyl]-silane 1203447-29-3 C15H20OSi
    trimethyl-[3-(2-methyl-2,3-dihydro-benzofuran-2-yl)-prop-1-ynyl]-silane
    —— Trimethyl-((2S,3aR)-3a-phenyl-2-vinyl-3,3a-dihydro-2H-benzo[b]cyclopenta[d]furan-1-yl)-silane 134847-87-3 C22H24OSi
    Trimethyl-((2S,3aR)-3a-phenyl-2-vinyl-3,3a-dihydro-2H-benzo[b]cyclopenta[d]furan-1-yl)-silane
    —— 3,3-dimethyl-2,3-dihydrobenzofuran-6-carboxylic acid 1147531-58-5 C11H12O3
    3,3-dimethyl-2,3-dihydrobenzofuran-6-carboxylic acid
    —— 5-(2,4-diaminophenoxy)-3-(4-isopropylphenyl)-2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran 216989-72-9 C28H34N2O2
    5-(2,4-diaminophenoxy)-3-(4-isopropylphenyl)-2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran
    —— 2,3-dihydro-2-methylbenzofuran-6-carboxylic acid 1261963-69-2 C10H10O3
    2,3-dihydro-2-methylbenzofuran-6-carboxylic acid
    —— 3,4,4a,9b-tetrahydrodibenzo[b,d]furan 1450980-94-5 C12H12O
    3,4,4a,9b-tetrahydrodibenzo[b,d]furan
    —— ethyl 3-phenyl-2,3-dihydrobenzofuran-5-carboxylate 1431864-77-5 C17H16O3
    ethyl 3-phenyl-2,3-dihydrobenzofuran-5-carboxylate
    —— ethyl 2-(azidomethyl)-2,3-dihydrobenzofuran-5-carboxylate 1431864-73-1 C12H13N3O3
    ethyl 2-(azidomethyl)-2,3-dihydrobenzofuran-5-carboxylate
    —— ethyl 2-(chloromethyl)-2,3-dihydrobenzofuran-5-carboxylate 1431864-69-5 C12H13ClO3
    ethyl 2-(chloromethyl)-2,3-dihydrobenzofuran-5-carboxylate
    —— ethyl 2-(cyanomethyl)-2,3-dihydrobenzofuran-5-carboxylate 1431864-71-9 C13H13NO3
    ethyl 2-(cyanomethyl)-2,3-dihydrobenzofuran-5-carboxylate
    —— (S)-N-[2-(2,3-dihydrobenzofuran-5-yl)-1-methylethyl]ethylamine 241134-29-2 C13H19NO
    (S)-N-[2-(2,3-dihydrobenzofuran-5-yl)-1-methylethyl]ethylamine
    —— [3-(2,2-dimethyl-2,3-dihydro-benzofuran-3-yl)-3H-imidazol-4-yl]-methanol 1034919-06-6 C14H16N2O2
    [3-(2,2-dimethyl-2,3-dihydro-benzofuran-3-yl)-3H-imidazol-4-yl]-methanol
    —— 1-(2,2-dimethyl-2,3-dihydro-benzofuran-3-yl)-1H-imidazole 1034918-82-5 C13H14N2O
    1-(2,2-dimethyl-2,3-dihydro-benzofuran-3-yl)-1H-imidazole
    —— (3S*,4aS*,9bR*)-9b-cyanomethyl-6-methoxy-1,2,3,4,4a,9b-hexahydrodibenzofuran-3-ol 115262-29-8 C15H17NO3
    (3S*,4aS*,9bR*)-9b-cyanomethyl-6-methoxy-1,2,3,4,4a,9b-hexahydrodibenzofuran-3-ol
    —— (3S*,4aS*,9bR*)-9b-formylmethyl-6-methoxy-1,2,3,4,4a,9b-hexahydrodibenzofuran-3-ol 115262-30-1 C15H18O4
    (3S*,4aS*,9bR*)-9b-formylmethyl-6-methoxy-1,2,3,4,4a,9b-hexahydrodibenzofuran-3-ol
    —— 115262-31-2 C17H20O6
    —— (4aS*,9bR*)-9b-cyanomethyl-6-methoxy-1,4,4a,9b-tetrahydrodibenzofuran-3(2H)-one 115262-28-7 C15H15NO3
    (4aS*,9bR*)-9b-cyanomethyl-6-methoxy-1,4,4a,9b-tetrahydrodibenzofuran-3(2H)-one
    —— (3S)-1-cyclohexyl-3-[(3S)-2-oxo-3-phenyl-1-benzofuran-3-yl]pyrrolidine-2,5-dione 1258326-20-3 C24H23NO4
    (3S)-1-cyclohexyl-3-[(3S)-2-oxo-3-phenyl-1-benzofuran-3-yl]pyrrolidine-2,5-dione
    —— (3S)-1-(3-chlorophenyl)-3-[(3S)-2-oxo-3-phenyl-1-benzofuran-3-yl]pyrrolidine-2,5-dione 1258326-14-5 C24H16ClNO4
    (3S)-1-(3-chlorophenyl)-3-[(3S)-2-oxo-3-phenyl-1-benzofuran-3-yl]pyrrolidine-2,5-dione
    —— (3S)-1-benzyl-3-[(3S)-2-oxo-3-phenyl-1-benzofuran-3-yl]pyrrolidine-2,5-dione 1258326-19-0 C25H19NO4
    (3S)-1-benzyl-3-[(3S)-2-oxo-3-phenyl-1-benzofuran-3-yl]pyrrolidine-2,5-dione
    —— 2-oxo-3-phenyl-2,3-dihydro-benzofuran-3-carboxylic acid 4,4-dimethyl-3,5,10,11-tetraoxa-tricyclo[6.2.1.02,6]undec-7-yl ester 1007392-08-6 C24H22O8
    2-oxo-3-phenyl-2,3-dihydro-benzofuran-3-carboxylic acid 4,4-dimethyl-3,5,10,11-tetraoxa-tricyclo[6.2.1.02,6]undec-7-yl ester
    —— (3S)-1-(4-bromophenyl)-3-[(3S)-2-oxo-3-phenyl-1-benzofuran-3-yl]pyrrolidine-2,5-dione 1258326-15-6 C24H16BrNO4
    (3S)-1-(4-bromophenyl)-3-[(3S)-2-oxo-3-phenyl-1-benzofuran-3-yl]pyrrolidine-2,5-dione
    —— (3S)-1-(4-methoxyphenyl)-3-[(3S)-2-oxo-3-phenyl-1-benzofuran-3-yl]pyrrolidine-2,5-dione 1258326-09-8 C25H19NO5
    (3S)-1-(4-methoxyphenyl)-3-[(3S)-2-oxo-3-phenyl-1-benzofuran-3-yl]pyrrolidine-2,5-dione
    —— (3R)-3-[2,2-bis(benzenesulfonyl)ethyl]-3-phenyl-1-benzofuran-2-one 1374605-21-6 C28H22O6S2
    (3R)-3-[2,2-bis(benzenesulfonyl)ethyl]-3-phenyl-1-benzofuran-2-one
    —— (3S)-3-[(3S)-2-oxo-3-phenyl-1-benzofuran-3-yl]-1-(2,4,6-trimethylphenyl)pyrrolidine-2,5-dione 1258326-18-9 C27H23NO4
    (3S)-3-[(3S)-2-oxo-3-phenyl-1-benzofuran-3-yl]-1-(2,4,6-trimethylphenyl)pyrrolidine-2,5-dione
    —— [(3'aR,4S,7'S,7'aR)-2,2,2',2'-tetramethylspiro[1,3-dioxolane-4,6'-3a,4,7,7a-tetrahydro-[1,3]dioxolo[4,5-c]pyran]-7'-yl] 2-oxo-3-phenyl-1-benzofuran-3-carboxylate 1007392-07-5 C27H28O9
    [(3'aR,4S,7'S,7'aR)-2,2,2',2'-tetramethylspiro[1,3-dioxolane-4,6'-3a,4,7,7a-tetrahydro-[1,3]dioxolo[4,5-c]pyran]-7'-yl] 2-oxo-3-phenyl-1-benzofuran-3-carboxylate
    —— 3-phenyl-3-(2-piperidino-ethyl)-3<i>H</i>-benzofuran-2-one 116465-80-6 C21H23NO2
    3-phenyl-3-(2-piperidino-ethyl)-3<i>H</i>-benzofuran-2-one
    —— 1-[(3R)-2,3-dihydro-2-oxo-3-phenyl-3-benzofuranyl]-1,2-hydrazinedicarboxylic acid,1,2-bis(phenylmethyl) ester 1314114-26-5 C30H24N2O6
    1-[(3R)-2,3-dihydro-2-oxo-3-phenyl-3-benzofuranyl]-1,2-hydrazinedicarboxylic acid,1,2-bis(phenylmethyl) ester
    —— (3S)-3-[(3S)-2-oxo-3-phenyl-1-benzofuran-3-yl]-1-phenylpyrrolidine-2,5-dione 1258326-08-7 C24H17NO4
    (3S)-3-[(3S)-2-oxo-3-phenyl-1-benzofuran-3-yl]-1-phenylpyrrolidine-2,5-dione
    —— (3S)-1-(4-chlorophenyl)-3-[(3S)-2-oxo-3-phenyl-1-benzofuran-3-yl]pyrrolidine-2,5-dione 1258326-13-4 C24H16ClNO4
    (3S)-1-(4-chlorophenyl)-3-[(3S)-2-oxo-3-phenyl-1-benzofuran-3-yl]pyrrolidine-2,5-dione
    —— (3S)-1-(4-tert-butylphenyl)-3-[(3S)-2-oxo-3-phenyl-1-benzofuran-3-yl]pyrrolidine-2,5-dione 1258326-11-2 C28H25NO4
    (3S)-1-(4-tert-butylphenyl)-3-[(3S)-2-oxo-3-phenyl-1-benzofuran-3-yl]pyrrolidine-2,5-dione
    —— 2-(2,3-dihydrobenzofuran-3-yl)propanoic acid 1321843-31-5 C11H12O3
    2-(2,3-dihydrobenzofuran-3-yl)propanoic acid
    —— 2-carboxycoumaran-3-acetic acid 91345-11-8 C11H10O5
    2-carboxycoumaran-3-acetic acid
    —— 6-benzyloxy-2,2,5,7-tetramethyl-3-oxaindan-4-carboxylic acid 676148-97-3 C20H22O4
    6-benzyloxy-2,2,5,7-tetramethyl-3-oxaindan-4-carboxylic acid
    —— 2,3-Dihydro-4-methoxy-6-benzofuranmethanol 152188-39-1 C10H12O3
    2,3-Dihydro-4-methoxy-6-benzofuranmethanol
    —— 2,3-dihydrobenzofuran-2-yl acetate 24007-53-2 C10H10O3
    2,3-dihydrobenzofuran-2-yl acetate
    —— 1-(7-tert-butyl-3,3-dimethyl-2,3-dihydrobenzo[b]furan-5-yl)-3-(N,N-dimethylamino)propen-1-one 1230963-92-4 C19H27NO2
    1-(7-tert-butyl-3,3-dimethyl-2,3-dihydrobenzo[b]furan-5-yl)-3-(N,N-dimethylamino)propen-1-one
    —— 2-(2,3-dihydro-3,3-dimethyl-5-benzofuranyl)-3-buten-2-ol 213972-14-6 C14H18O2
    2-(2,3-dihydro-3,3-dimethyl-5-benzofuranyl)-3-buten-2-ol