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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-aminocarbonylmethyl-5-hydroxy-3-methyl-2,3-dihydrobenzofuran 960321-70-4 C11H13NO3
    3-aminocarbonylmethyl-5-hydroxy-3-methyl-2,3-dihydrobenzofuran
    —— 3-aminocarbonylmethyl-5-benzyloxy-3-methyl-2,3-dihydrobenzofuran 960321-69-1 C18H19NO3
    3-aminocarbonylmethyl-5-benzyloxy-3-methyl-2,3-dihydrobenzofuran
    —— 2,3-Dihydro-6-methoxy-I+/-,I+/--dimethyl-2-benzofuranmethanol 24007-58-7 C12H16O3
    2,3-Dihydro-6-methoxy-I+/-,I+/--dimethyl-2-benzofuranmethanol
    —— (Z)-5-bromo-2-(4-chlorobenzylidene)-2,3-dihydrobenzofuran-3-ol 1008105-82-5 C15H10BrClO2
    (Z)-5-bromo-2-(4-chlorobenzylidene)-2,3-dihydrobenzofuran-3-ol
    —— (Z)-2-benzylidene-5-nitro-2,3-dihydrobenzofuran-3-ol 1008105-80-3 C15H11NO4
    (Z)-2-benzylidene-5-nitro-2,3-dihydrobenzofuran-3-ol
    —— (+/-)-aplysinol 73088-67-2 C15H19BrO2
    (+/-)-aplysinol
    —— 2,4-dimethyl-2,3-dihydrobenzofuran-5-carboxylic acid 898746-74-2 C11H12O3
    2,4-dimethyl-2,3-dihydrobenzofuran-5-carboxylic acid
    —— 5-Ethoxy-N-ethyl-2,3-dihydro-2-methyl-6-benzofuranmethanamine 1016798-29-0 C14H21NO2
    5-Ethoxy-N-ethyl-2,3-dihydro-2-methyl-6-benzofuranmethanamine
    —— (9aS)-8-Acetyl-1,7-dihydroxy-3-methoxy-N-(3-methoxybenzyl)-9a-methyl-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide 925439-33-4 C25H23NO8
    (9aS)-8-Acetyl-1,7-dihydroxy-3-methoxy-N-(3-methoxybenzyl)-9a-methyl-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide
    —— (9aS)-8-Acetyl-N-(4-chlorobenzyl)-1,7-dihydroxy-3-methoxy-9a-methyl-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide 925439-53-8 C24H20ClNO7
    (9aS)-8-Acetyl-N-(4-chlorobenzyl)-1,7-dihydroxy-3-methoxy-9a-methyl-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide
    —— (9aS)-8-acetyl-N-(2-chlorobenzyl)-1,7-dihydroxy-3-methoxy-9a-methyl-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide 925439-45-8 C24H20ClNO7
    (9aS)-8-acetyl-N-(2-chlorobenzyl)-1,7-dihydroxy-3-methoxy-9a-methyl-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide
    —— (9aS)-8-acetyl-1,7-dihydroxy-3-methoxy-9a-methyl-9-oxo-N-(pyridin-3-ylmethyl)-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide 925439-38-9 C23H20N2O7
    (9aS)-8-acetyl-1,7-dihydroxy-3-methoxy-9a-methyl-9-oxo-N-(pyridin-3-ylmethyl)-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide
    —— (9aS)-8-Acetyl-1,7-dihydroxy-3-methoxy-N-(4-methoxybenzyl)-9a-methyl-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide 925439-34-5 C25H23NO8
    (9aS)-8-Acetyl-1,7-dihydroxy-3-methoxy-N-(4-methoxybenzyl)-9a-methyl-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide
    —— 2-(Diethylamino)ethyl 2,3-dihydro-3-phenyl-3-benzofurancarboxylate hydrochloride 22194-37-2 C21H26ClNO3
    2-(Diethylamino)ethyl 2,3-dihydro-3-phenyl-3-benzofurancarboxylate hydrochloride
    —— 2,3-Dihydro-N-(3-phenyl-2-propen-1-yl)-2-benzofuranmethanamine 693764-97-5 C18H19NO
    2,3-Dihydro-N-(3-phenyl-2-propen-1-yl)-2-benzofuranmethanamine
    —— tert-butyl N-[3-[2-(hydroxymethyl)-2,3-dihydro-1-benzofuran-7-yl]prop-2-enyl]-N-[(2-methylpropan-2-yl)oxycarbonyl]carbamate 1047664-41-4 C22H31NO6
    tert-butyl N-[3-[2-(hydroxymethyl)-2,3-dihydro-1-benzofuran-7-yl]prop-2-enyl]-N-[(2-methylpropan-2-yl)oxycarbonyl]carbamate
    —— 2-hydroxymethyl-2,4,6,7-tetramethyl-5-nitrodihydrobenzofuran 784163-68-4 C13H17NO4
    2-hydroxymethyl-2,4,6,7-tetramethyl-5-nitrodihydrobenzofuran
    —— 6-amino-2,2,3-trifluoro-5-methyl-3-trifluoromethyl-2,3-dihydrobenzofuran 849370-63-4 C10H7F6NO
    6-amino-2,2,3-trifluoro-5-methyl-3-trifluoromethyl-2,3-dihydrobenzofuran
    —— 2-(2-chlorobenzyl)-6-(2,3-dihydro-1-benzofuran-5-yl)-4-hydroxymethyl-2H-pyridazin-3-one 756836-97-2 C20H17ClN2O3
    2-(2-chlorobenzyl)-6-(2,3-dihydro-1-benzofuran-5-yl)-4-hydroxymethyl-2H-pyridazin-3-one
    —— 6-amino-2,2-difluoro-3-hydroxy-5-methyl-3-trifluoromethyl-2,3-dihydrobenzofuran 849370-64-5 C10H8F5NO2
    6-amino-2,2-difluoro-3-hydroxy-5-methyl-3-trifluoromethyl-2,3-dihydrobenzofuran
    —— 2,2,6,7-tetramethyl-3-(4-methylphenyl)-2,3-dihydro-1-benzofuran 820258-11-5 C19H22O
    2,2,6,7-tetramethyl-3-(4-methylphenyl)-2,3-dihydro-1-benzofuran
    —— 2-[3-(4-chlorophenyl)propyl]-6-(2,3-dihydro-1-benzofuran-5-yl)-4-methanesulfonyloxymethyl-2H-pyridazin-3-one 756836-93-8 C23H23ClN2O5S
    2-[3-(4-chlorophenyl)propyl]-6-(2,3-dihydro-1-benzofuran-5-yl)-4-methanesulfonyloxymethyl-2H-pyridazin-3-one
    —— 2-[3-(4-chlorophenyl)propyl]-6-(2,3-dihydro-1-benzofuran-5-yl)-4-hydroxymethyl-2H-pyridazin-3-one 756836-91-6 C22H21ClN2O3
    2-[3-(4-chlorophenyl)propyl]-6-(2,3-dihydro-1-benzofuran-5-yl)-4-hydroxymethyl-2H-pyridazin-3-one
    —— 2-(4-fluorobenzyl)-6-(2,3-dihydro-1-benzofuran-5-yl)-4-hydroxymethyl-2H-pyridazin-3-one 756836-37-0 C20H17FN2O3
    2-(4-fluorobenzyl)-6-(2,3-dihydro-1-benzofuran-5-yl)-4-hydroxymethyl-2H-pyridazin-3-one
    —— 2-[3-(2-chlorophenyl)propyl]-6-(2,3-dihydro-1-benzofuran-5-yl)-4-methanesulfonyloxymethyl-2H-pyridazin-3-one 756836-86-9 C23H23ClN2O5S
    2-[3-(2-chlorophenyl)propyl]-6-(2,3-dihydro-1-benzofuran-5-yl)-4-methanesulfonyloxymethyl-2H-pyridazin-3-one
    —— 2-[3-(2-chlorophenyl)propyl]-6-(2,3-dihydro-1-benzofuran-5-yl)-4-hydroxymethyl-2H-pyridazin-3-one 756836-84-7 C22H21ClN2O3
    2-[3-(2-chlorophenyl)propyl]-6-(2,3-dihydro-1-benzofuran-5-yl)-4-hydroxymethyl-2H-pyridazin-3-one
    —— 3-(2-phenylethyl)-2,3-dihydro-1-benzofuran-5-yl-methanol 861398-58-5 C17H18O2
    3-(2-phenylethyl)-2,3-dihydro-1-benzofuran-5-yl-methanol
    —— 2-(2-chlorobenzyl)-6-(2,3-dihydro-1-benzofuran-5-yl)-4-methanesulfonyloxymethyl-2H-pyridazin-3-one 756836-99-4 C21H19ClN2O5S
    2-(2-chlorobenzyl)-6-(2,3-dihydro-1-benzofuran-5-yl)-4-methanesulfonyloxymethyl-2H-pyridazin-3-one
    —— ethyl 3-(2-phenylethyl)-2,3-dihydro-1-benzofuran-5-carboxylate 861398-60-9 C19H20O3
    ethyl 3-(2-phenylethyl)-2,3-dihydro-1-benzofuran-5-carboxylate
    —— 5-methoxy-2,3-dihydro-N,N-dipropyl-3-benzofuranmethylamine 118610-62-1 C16H25NO2
    5-methoxy-2,3-dihydro-N,N-dipropyl-3-benzofuranmethylamine
    —— (+/-)-4-[(3,5-Dichloro-4-pyridyl)aminocarbonyl]-7-methoxy-3-[(4-methylpiperazin-1-yl)carbonylmethyl]-2,3-dihydro-benzofuran hydrochloride 185400-23-1 C22H24Cl2N4O4*ClH
    (+/-)-4-[(3,5-Dichloro-4-pyridyl)aminocarbonyl]-7-methoxy-3-[(4-methylpiperazin-1-yl)carbonylmethyl]-2,3-dihydro-benzofuran hydrochloride
    —— 5,7-di-tert-butyl-3-(2,4-di-methylphenyl)-3H-benzofuran-2-on 164391-51-9 C24H30O2
    5,7-di-tert-butyl-3-(2,4-di-methylphenyl)-3H-benzofuran-2-on
    —— 3-bromo-4-chloro-2,3-dihydro-2,2-dimethyl-7-nitrobenzofuran 164915-32-6 C10H9BrClNO3
    3-bromo-4-chloro-2,3-dihydro-2,2-dimethyl-7-nitrobenzofuran
    —— 2,3-dihydro-7-methoxy-a,a,2,2-tetramethyl-5-benzofuranethanamine 363185-75-5 C15H23NO2
    2,3-dihydro-7-methoxy-a,a,2,2-tetramethyl-5-benzofuranethanamine
    —— 2,3-dichloro-7-nitro-2,3-dihydrobenzofuran 412349-11-2 C8H5Cl2NO3
    2,3-dichloro-7-nitro-2,3-dihydrobenzofuran
    —— 7-methyl-2,3-dihydrobenzofuran-6-carboxylic acid 1149383-66-3 C10H10O3
    7-methyl-2,3-dihydrobenzofuran-6-carboxylic acid
    —— 3-(5-isobutyl-3,3-dimethyl-2,3-dihydro-benzofuran-7-yl)-4-trifluoromethoxy-benzaldehyde 500165-19-5 C22H23F3O3
    3-(5-isobutyl-3,3-dimethyl-2,3-dihydro-benzofuran-7-yl)-4-trifluoromethoxy-benzaldehyde
    —— 4-(2,3-dihydro-5-fluoro-benzofuran-3-yl)butyric acid 147373-19-1 C12H13FO3
    4-(2,3-dihydro-5-fluoro-benzofuran-3-yl)butyric acid
    —— 2-(4-chloro-phenyl)-cyclopropanecarboxylic acid[1-(2,3-dihydro-benzofuran-5-yl)-ethyl]-amide 701913-63-5 C20H20ClNO2
    2-(4-chloro-phenyl)-cyclopropanecarboxylic acid[1-(2,3-dihydro-benzofuran-5-yl)-ethyl]-amide
    —— ethyl (2S,3S)-3-hydroxy-6-methoxy-3-methyl-2H-1-benzofuran-2-carboxylate 131453-00-4 C13H16O5
    ethyl (2S,3S)-3-hydroxy-6-methoxy-3-methyl-2H-1-benzofuran-2-carboxylate
    —— trans-2-Isopropyl-2,3-dihydro-3-benzofuranol 137556-61-7 C11H14O2
    trans-2-Isopropyl-2,3-dihydro-3-benzofuranol
    —— trans-2,3-difluoro-2,3-dihydrobenzofuran 66946-74-5 C8H6F2O
    trans-2,3-difluoro-2,3-dihydrobenzofuran
    —— 2-(6-Benzyloxy-4,7-dimethoxy-2,3-dihydro-benzofuran-5-ylmethyl)-3,3-dimethyl-pent-4-enoic acid 147914-53-2 C25H30O6
    2-(6-Benzyloxy-4,7-dimethoxy-2,3-dihydro-benzofuran-5-ylmethyl)-3,3-dimethyl-pent-4-enoic acid
    —— 2a,7b-dihydro-2a-(3'-tert-butyldimethylsiloxy)phenyl-7b-methyl-1,2-dioxeto<3,4-b>benzofuran 148120-59-6 C21H26O4Si
    2a,7b-dihydro-2a-(3'-tert-butyldimethylsiloxy)phenyl-7b-methyl-1,2-dioxeto<3,4-b>benzofuran
    —— 2.3-dihydrobenzofuran-5-amidine 262847-55-2 C9H10N2O
    2.3-dihydrobenzofuran-5-amidine
    —— cis-3a,8a-dihydrofuro<2,3-b>benzofuran-2(3H)-one 95123-43-6 C10H8O3
    cis-3a,8a-dihydrofuro<2,3-b>benzofuran-2(3H)-one
    —— 6-(Tert-butyl)-2,2-dimethyl-2,3-dihydrobenzofuran-7-ol 500995-90-4 C14H20O2
    6-(Tert-butyl)-2,2-dimethyl-2,3-dihydrobenzofuran-7-ol
    —— N-(Cyclopropylmethyl)-2,3-dihydro-1-benzofuran-5-amine 61090-73-1 C12H15NO
    N-(Cyclopropylmethyl)-2,3-dihydro-1-benzofuran-5-amine
    —— 1-t-butyl-1-(2,3-dihydro-4-benzofuranyl)urea 61090-62-8 C13H18N2O2
    1-t-butyl-1-(2,3-dihydro-4-benzofuranyl)urea
    —— 1-methallyl-1-(2,3-dihydro-4-benzofuranyl)urea 61090-61-7 C13H16N2O2
    1-methallyl-1-(2,3-dihydro-4-benzofuranyl)urea