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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
    —— 1-(2,3-Dihydro-1-benzofuran-5-yl)-3-phenylpropan-1-amine 115063-29-1 C17H19NO
    1-(2,3-Dihydro-1-benzofuran-5-yl)-3-phenylpropan-1-amine
    —— 1-(2,3-dihydrobenzofuran-6-yl)-3-(3-(5-methyl-1H-imidazol-1-yl)propyl)thiourea 1442459-04-2 C16H20N4OS
    1-(2,3-dihydrobenzofuran-6-yl)-3-(3-(5-methyl-1H-imidazol-1-yl)propyl)thiourea
    —— 2,3-Dihydro-1-benzofuran-5-yl(phenyl)methanamine 115063-27-9 C15H15NO
    2,3-Dihydro-1-benzofuran-5-yl(phenyl)methanamine
    —— 3-(4-benzyl-5,6-dihydropyridin-1(2H)-yl)-1-(2,3-dihydrobenzofuran-5-yl)propan-1-ol hydrochloride 1394147-59-1 C23H27NO2*ClH
    3-(4-benzyl-5,6-dihydropyridin-1(2H)-yl)-1-(2,3-dihydrobenzofuran-5-yl)propan-1-ol hydrochloride
    —— 3-(4-benzyl-5,6-dihydropyridin-1(2H)-yl)-1-(2,3-dihydrobenzofuran-5-yl) propan-1-one hydrochloride 1394148-16-3 C23H25NO2*ClH
    3-(4-benzyl-5,6-dihydropyridin-1(2H)-yl)-1-(2,3-dihydrobenzofuran-5-yl) propan-1-one hydrochloride
    —— 3-(4-benzyl-5,6-dihydropyridin-1(2H)-yl)-1-(2,3-dihydrobenzofuran-5-yl)propan-1-ol 1394204-63-7 C23H27NO2
    3-(4-benzyl-5,6-dihydropyridin-1(2H)-yl)-1-(2,3-dihydrobenzofuran-5-yl)propan-1-ol
    —— ethyl 3-(2,3-dihydro-1-benzofuran-5-yl)-5-(4-methoxyphenyl)-3,4-dihydro-2H-pyrrole-4-carboxylate 1026681-17-3 C22H23NO4
    ethyl 3-(2,3-dihydro-1-benzofuran-5-yl)-5-(4-methoxyphenyl)-3,4-dihydro-2H-pyrrole-4-carboxylate
    —— 2-(2,3-dihydrobenzofuran-5-yl)-2-oxoacetic acid 79002-48-5 C10H8O4
    2-(2,3-dihydrobenzofuran-5-yl)-2-oxoacetic acid
    —— 4-(2,3-dihydrobenzofuran-5-yl)butanal 1494932-37-4 C12H14O2
    4-(2,3-dihydrobenzofuran-5-yl)butanal
    —— 2-Benzal-cumaran 38759-97-6 C15H12O
    2-Benzal-cumaran
    —— 5-(2,3-dihydrobenzofuran-5-yl)pentan-2-ol 1515296-03-3 C13H18O2
    5-(2,3-dihydrobenzofuran-5-yl)pentan-2-ol
    —— 4-(2,3-Dihydrobenzofuran-5-yl)butan-1-ol 1517873-49-2 C12H16O2
    4-(2,3-Dihydrobenzofuran-5-yl)butan-1-ol
    —— 3-(6,7-Dibromo-2,3-dihydro-benzofuran-5-yl)-propionyl chloride 227179-21-7 C11H9Br2ClO2
    3-(6,7-Dibromo-2,3-dihydro-benzofuran-5-yl)-propionyl chloride
    —— 5,6-diamino-2,3-dihydrobenzofuran 1228880-71-4 C8H10N2O
    5,6-diamino-2,3-dihydrobenzofuran
    —— 2,3-dihydro-1-benzofuran-3-yl azide 446874-87-9 C8H7N3O
    2,3-dihydro-1-benzofuran-3-yl azide
    —— N-[(1-ethyl-2-pyrrolidinyl)methyl]-2,3-dihydrobenzofurancarboxamide 108551-43-5 C16H22N2O2
    N-[(1-ethyl-2-pyrrolidinyl)methyl]-2,3-dihydrobenzofurancarboxamide
    —— (2,3-dihydrobenzofuran-5-yl)(1H-pyrrol-3-yl)methanone 499214-20-9 C13H11NO2
    (2,3-dihydrobenzofuran-5-yl)(1H-pyrrol-3-yl)methanone
    —— 4-(2,3-dihydrobenzofuran-5-yl)butylamine 211692-50-1 C12H17NO
    4-(2,3-dihydrobenzofuran-5-yl)butylamine
    —— 4-(2,3-dihydro-benzofuran-5-yl)-butyric acid amide 211692-47-6 C12H15NO2
    4-(2,3-dihydro-benzofuran-5-yl)-butyric acid amide
    —— 2,3-dihydrobenzofuran-7-thiol 470453-91-9 C8H8OS
    2,3-dihydrobenzofuran-7-thiol
    —— 4-(2,3-dihydrobenzofuran-7-yl)-2-hydroxy-4-methyl-2-trifluoromethylpentanoic acid ethyl ester 727376-23-0 C17H21F3O4
    4-(2,3-dihydrobenzofuran-7-yl)-2-hydroxy-4-methyl-2-trifluoromethylpentanoic acid ethyl ester
    —— 4-(2,3-dihydro-benzofuran-5-yl)-butyric acid 121454-72-6 C12H14O3
    4-(2,3-dihydro-benzofuran-5-yl)-butyric acid
    —— 7-(4-methoxyphenyl)-2,3-dihydrobenzofuran 1146289-27-1 C15H14O2
    7-(4-methoxyphenyl)-2,3-dihydrobenzofuran
    —— 1-(5-dihydrobenzofuranyl)-1,2-hydrazinedicarboxylic acid bis(2,2,2-trichloroethyl) ester 197590-43-5 C14H12Cl6N2O5
    1-(5-dihydrobenzofuranyl)-1,2-hydrazinedicarboxylic acid bis(2,2,2-trichloroethyl) ester
    —— 7-Ethyl-2,3-dihydro-1-benzofuran 128710-45-2 C10H12O
    7-Ethyl-2,3-dihydro-1-benzofuran
    —— YT-16 142873-25-4 C19H23NO
    YT-16
    —— 2,3-dihydro-3,3-dimethyl-7-ethylbenzofuran 205241-93-6 C12H16O
    2,3-dihydro-3,3-dimethyl-7-ethylbenzofuran
    —— 5-bromo-3,3-dimethyl-7-ethyl-2,3-dihydro-benzofuran 205241-92-5 C12H15BrO
    5-bromo-3,3-dimethyl-7-ethyl-2,3-dihydro-benzofuran
    —— 1,3,3a,8b-Tetrahydrothieno[3,4-b][1]benzofuran 2,2-dioxide 194085-49-9 C10H10O3S
    1,3,3a,8b-Tetrahydrothieno[3,4-b][1]benzofuran 2,2-dioxide
    —— dimethylsulfamic acid 3,3-dimethyl-2-morpholin-4-yl-2,3-dihydro-benzofuran-5-yl ester 55530-92-2 C16H24N2O5S
    dimethylsulfamic acid 3,3-dimethyl-2-morpholin-4-yl-2,3-dihydro-benzofuran-5-yl ester
    —— ((2R,3S)-5-Allyloxy-3-butyl-2,3-dihydro-benzofuran-2-yl)-acetic acid methyl ester 126666-05-5 C18H24O4
    ((2R,3S)-5-Allyloxy-3-butyl-2,3-dihydro-benzofuran-2-yl)-acetic acid methyl ester
    —— ethyl 5-aminoacetyl-2,3-dihydro-2-benzofurancarboxylate hydrochloride 133033-52-0 C13H15NO4*ClH
    ethyl 5-aminoacetyl-2,3-dihydro-2-benzofurancarboxylate hydrochloride
    —— 4-(2-Butenyl)-2,3-dihydro-6,7-dimethoxy-5-hydroxy-3-butylidenebenzofuran 135482-14-3 C18H24O4
    4-(2-Butenyl)-2,3-dihydro-6,7-dimethoxy-5-hydroxy-3-butylidenebenzofuran
    —— 3-(2,2-dimethyl-2,3-dihydro-benzofuran-3-yl)-3H-imidazole-4-carboxylic acid methyl ester 1034918-74-5 C15H16N2O3
    3-(2,2-dimethyl-2,3-dihydro-benzofuran-3-yl)-3H-imidazole-4-carboxylic acid methyl ester
    —— Methyl 5-(2-bromoacetyl)-6,7-dichloro-2,3-dihydro-1-benzofuran-2-carboxylate 126200-90-6 C12H9BrCl2O4
    Methyl 5-(2-bromoacetyl)-6,7-dichloro-2,3-dihydro-1-benzofuran-2-carboxylate
    —— 1-<3-(2H,3H-benzofurfuryl)>-2-methyl-2-octanol 1256348-80-7 C17H26O2
    1-<3-(2H,3H-benzofurfuryl)>-2-methyl-2-octanol
    —— 3-Methoxy-5a-methyl-5a,6,7,8-tetrahydro-dibenzofuran-2-ol 137123-26-3 C14H16O3
    3-Methoxy-5a-methyl-5a,6,7,8-tetrahydro-dibenzofuran-2-ol
    —— 4,6-dimethoxy-3,5-dimethyl-3-vinyl-2,3-dihydrobenzofuran 831171-28-9 C14H18O3
    4,6-dimethoxy-3,5-dimethyl-3-vinyl-2,3-dihydrobenzofuran
    —— 4,5,6-trimethoxy-3,5-dimethyl-3-vinyl-2,3-dihydrobenzofuran 831171-30-3 C14H18O4
    4,5,6-trimethoxy-3,5-dimethyl-3-vinyl-2,3-dihydrobenzofuran
    —— 3-((butylthio)methyl)-3-methyl-2,3-dihydrobenzofuran 78739-89-6 C14H20OS
    3-((butylthio)methyl)-3-methyl-2,3-dihydrobenzofuran
    —— [(3R)-5-methyl-2,3-dihydro-1-benzofuran-3-yl]methanol 502434-98-2 C10H12O2
    [(3R)-5-methyl-2,3-dihydro-1-benzofuran-3-yl]methanol
    —— 6-allyl-2,3-dihydro-2,5-dihydroxy-3,3-dimethylbenzofuran 138854-62-3 C13H16O3
    6-allyl-2,3-dihydro-2,5-dihydroxy-3,3-dimethylbenzofuran
    —— 4-allyl-2,3-dihydro-3,3-dimethyl-2-methoxy-5-benzofuranol 138854-70-3 C14H18O3
    4-allyl-2,3-dihydro-3,3-dimethyl-2-methoxy-5-benzofuranol
    —— 2-<2-<(2-carboxyethyl)thio>ethyl>-2,3-dihydro-3,3-dimethyl-6-propyl-5-benzofuranol 139201-34-6 C18H26O4S
    2-<2-<(2-carboxyethyl)thio>ethyl>-2,3-dihydro-3,3-dimethyl-6-propyl-5-benzofuranol
    —— 2-<2-<(2-pyridyl)thio>ethyl>-2,3-dihydro-3,3-dimethyl-6-propyl-5-benzofuranol 139201-35-7 C20H25NO2S
    2-<2-<(2-pyridyl)thio>ethyl>-2,3-dihydro-3,3-dimethyl-6-propyl-5-benzofuranol
    —— 5,7-di-tert-butyl-3-(3,5-dimethyl-4-hydroxyphenyl)-3H-benzofuran-2-one 155810-87-0 C24H30O3
    5,7-di-tert-butyl-3-(3,5-dimethyl-4-hydroxyphenyl)-3H-benzofuran-2-one
    —— 3-Allyl-7-methoxy-2,3-dihydro-benzofuran-2-ol 202258-81-9 C12H14O3
    3-Allyl-7-methoxy-2,3-dihydro-benzofuran-2-ol
    —— 3-Allyl-6-methoxy-2,3-dihydro-benzofuran-2-ol 202258-82-0 C12H14O3
    3-Allyl-6-methoxy-2,3-dihydro-benzofuran-2-ol
    —— 2,3-dihydro-3-methylenebenzofuran 36638-16-1 C9H8O
    2,3-dihydro-3-methylenebenzofuran
    —— 2-methyl-2-(1-methylethenyl)-2,3-dihydrobenzofuran 113334-54-6 C12H14O
    2-methyl-2-(1-methylethenyl)-2,3-dihydrobenzofuran