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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
    —— 4-bromo-2-(methoxymethyl)-5-methyl-2,3-dihydrobenzofuran-7-amine 1609171-37-0 C11H14BrNO2
    4-bromo-2-(methoxymethyl)-5-methyl-2,3-dihydrobenzofuran-7-amine
    —— 2-(methoxymethyl)-5-methyl-7-nitro-2,3-dihydrobenzofuran 1609171-35-8 C11H13NO4
    2-(methoxymethyl)-5-methyl-7-nitro-2,3-dihydrobenzofuran
    —— (5-methyl-7-nitro-2,3-dihydrobenzofuran-2-yl)methanol 1609171-30-3 C10H11NO4
    (5-methyl-7-nitro-2,3-dihydrobenzofuran-2-yl)methanol
    —— (7-amino-4-bromo-5-methyl-2,3-dihydrobenzofuran-2-yl)methanol 1609171-32-5 C10H12BrNO2
    (7-amino-4-bromo-5-methyl-2,3-dihydrobenzofuran-2-yl)methanol
    —— 2-(methoxymethyl)-5-methyl-2,3-dihydrobenzofuran-7-amine 1609171-36-9 C11H15NO2
    2-(methoxymethyl)-5-methyl-2,3-dihydrobenzofuran-7-amine
    —— 6,7-Dichloro-4-propanoyl-2,3-dihydro-1-benzofuran-2-carboxylic acid 113730-48-6 C12H10Cl2O4
    6,7-Dichloro-4-propanoyl-2,3-dihydro-1-benzofuran-2-carboxylic acid
    —— 6,7-dichloro-2-hydroxymethyl-2,3-dihydrobenzofuran-4-yl ethyl ketone 113730-45-3 C12H12Cl2O3
    6,7-dichloro-2-hydroxymethyl-2,3-dihydrobenzofuran-4-yl ethyl ketone
    —— (3S)-1-octyl-3-[(3S)-2-oxo-3-phenyl-1-benzofuran-3-yl]pyrrolidine-2,5-dione 1258326-21-4 C26H29NO4
    (3S)-1-octyl-3-[(3S)-2-oxo-3-phenyl-1-benzofuran-3-yl]pyrrolidine-2,5-dione
    —— (3R)-5-chloro-4-fluoro-2,3-dihydro-1-benzofuran-3-amine 1344432-91-2 C8H7ClFNO
    (3R)-5-chloro-4-fluoro-2,3-dihydro-1-benzofuran-3-amine
    —— trans-4-[([(S)-1-(2,3-dihydro-benzofuran-5-yl)-ethyl]-{4-[2-(2,5-dioxo-pyrrolidin-1-yl)-ethoxy]-3-methoxy-benzyl}-amino)-methyl]-cyclohexanecarboxylic acid 1443019-16-6 C32H40N2O7
    trans-4-[([(S)-1-(2,3-dihydro-benzofuran-5-yl)-ethyl]-{4-[2-(2,5-dioxo-pyrrolidin-1-yl)-ethoxy]-3-methoxy-benzyl}-amino)-methyl]-cyclohexanecarboxylic acid
    —— trans-4-[([(R)-1-(2,3-dihydro-benzofuran-5-yl)-ethyl]-{4-[2-(2,5-dioxo-pyrrolidin-1-yl)-ethoxy]-3-methoxy-benzyl}-amino)-methyl]-cyclohexanecarboxylic acid 1443019-12-2 C32H40N2O7
    trans-4-[([(R)-1-(2,3-dihydro-benzofuran-5-yl)-ethyl]-{4-[2-(2,5-dioxo-pyrrolidin-1-yl)-ethoxy]-3-methoxy-benzyl}-amino)-methyl]-cyclohexanecarboxylic acid
    —— {6-[(4-{[(2Z)-2-(methoxyimino)-2-phenylethyl]oxy}benzyl)oxy]-2,3-dihydro-benzofuran-3-yl}acetic acid 1356599-30-8 C26H25NO6
    {6-[(4-{[(2Z)-2-(methoxyimino)-2-phenylethyl]oxy}benzyl)oxy]-2,3-dihydro-benzofuran-3-yl}acetic acid
    —— methyl {6-[(4-{[(2Z)-2-(methoxyimino)-2-phenylethyl]oxy}benzyl)oxy]-2,3-dihydro-benzofuran-3-yl}acetate 1356600-64-0 C27H27NO6
    methyl {6-[(4-{[(2Z)-2-(methoxyimino)-2-phenylethyl]oxy}benzyl)oxy]-2,3-dihydro-benzofuran-3-yl}acetate
    —— 2-ethenyl-5-methoxy-2,3-dihydro-1-benzofuran 85870-13-9 C11H12O2
    2-ethenyl-5-methoxy-2,3-dihydro-1-benzofuran
    —— 2-(5-fluoro-2,3-dihydro-2-benzofuranyl)-2-imidazoline 89197-42-2 C11H11FN2O
    2-(5-fluoro-2,3-dihydro-2-benzofuranyl)-2-imidazoline
    —— 5-fluoro-2,3-dihydrobenzofuran-2-carbonyl chloride 93849-32-2 C9H6ClFO2
    5-fluoro-2,3-dihydrobenzofuran-2-carbonyl chloride
    —— 2-cyano-5-fluoro-2,3-dihydrobenzofuran 93885-40-6 C9H6FNO
    2-cyano-5-fluoro-2,3-dihydrobenzofuran
    —— 5-fluoro-2,3-dihydrobenzofuran-2-carboxamide 93885-39-3 C9H8FNO2
    5-fluoro-2,3-dihydrobenzofuran-2-carboxamide
    —— 2-Octylcoumaran 160310-87-2 C16H24O
    2-Octylcoumaran
    —— 5-(5-decylpyrimidine-2-yl)-2-octylcoumaran 160310-75-8 C30H46N2O
    5-(5-decylpyrimidine-2-yl)-2-octylcoumaran
    —— 2,9-Dimethoxy-5a,10b-dimethyl-[1]benzofuro[2,3-b][1]benzofuran 59521-18-5 C18H18O4
    2,9-Dimethoxy-5a,10b-dimethyl-[1]benzofuro[2,3-b][1]benzofuran
    —— methyl 2-hydroxy-2,3-dihydrobenzofuran-6-carboxylate 166599-86-6 C10H10O4
    methyl 2-hydroxy-2,3-dihydrobenzofuran-6-carboxylate
    —— methyl 2,3-dihydro-2-methylbenzofuran-4-carboxylate 79950-40-6 C11H12O3
    methyl 2,3-dihydro-2-methylbenzofuran-4-carboxylate
    —— 1'-(4-methoxyphenyl)-spiro{naphthalene-1(2H),2'(1'H)-naphtho[2,1-b]furan}-2-one 76048-53-8 C28H20O3
    1'-(4-methoxyphenyl)-spiro{naphthalene-1(2H),2'(1'H)-naphtho[2,1-b]furan}-2-one
    —— 2-methyl-5-phenyl-2,3-dihydro-benzofuran 54965-07-0 C15H14O
    2-methyl-5-phenyl-2,3-dihydro-benzofuran
    —— 5-nitro-2-(phenylthiomethyl)-2,3-dihydrobenzofuran 126708-24-5 C15H13NO3S
    5-nitro-2-(phenylthiomethyl)-2,3-dihydrobenzofuran
    —— 5-nitro-2,3-dihydrobenzofuran-2-carboxylic acid methyl ester 127690-15-7 C10H9NO5
    5-nitro-2,3-dihydrobenzofuran-2-carboxylic acid methyl ester
    —— 2,3-cyclopentano-2,3-dihydrobenzofuran 104901-72-6 C11H12O
    2,3-cyclopentano-2,3-dihydrobenzofuran
    —— 2-(5-methoxy-2-methyl-2,3-dihydrobenzofuran-2-yl)acetonitrile 1372769-12-4 C12H13NO2
    2-(5-methoxy-2-methyl-2,3-dihydrobenzofuran-2-yl)acetonitrile
    —— 4-carboxy-2-(2-chlorobenzyl)-6-(2,3-dihydro-1-benzofuran-5-yl)-2H-pyridazin-3-one 756836-95-0 C20H15ClN2O4
    4-carboxy-2-(2-chlorobenzyl)-6-(2,3-dihydro-1-benzofuran-5-yl)-2H-pyridazin-3-one
    —— 2-(6-methyl-2,3-dihydrobenzofuran-2-yl)-4,5-dihydro-1H-imidazole 89210-21-9 C12H14N2O
    2-(6-methyl-2,3-dihydrobenzofuran-2-yl)-4,5-dihydro-1H-imidazole
    —— 5-methyl-2,3-dihydro-benzofuran-3-ylamine 825-27-4 C9H11NO
    5-methyl-2,3-dihydro-benzofuran-3-ylamine
    —— 2-((4-(1-hydroxyhexyl)-1H-1,2,3-triazol-1-yl)methyl)-2,3-dihydrobenzofuran-5-carbonitrile 1212056-71-7 C18H22N4O2
    2-((4-(1-hydroxyhexyl)-1H-1,2,3-triazol-1-yl)methyl)-2,3-dihydrobenzofuran-5-carbonitrile
    —— 1-(1-((4,7-dimethyl-2,3-dihydrobenzofuran-2-yl)methyl)-1H-1,2,3-triazol-4-yl)hexan-1-ol 1212056-63-7 C19H27N3O2
    1-(1-((4,7-dimethyl-2,3-dihydrobenzofuran-2-yl)methyl)-1H-1,2,3-triazol-4-yl)hexan-1-ol
    —— methyl 3-[3-bromo-2-[(4-methoxyphenyl)methoxy]phenyl]-2-hydroxy-2H-1-benzofuran-3-carboxylate 361196-96-5 C24H21BrO6
    methyl 3-[3-bromo-2-[(4-methoxyphenyl)methoxy]phenyl]-2-hydroxy-2H-1-benzofuran-3-carboxylate
    —— 1-[(2S)-1-azido-4-methylpentan-2-yl]-3-[(2,2,4,6,7-pentamethyl-3H-1-benzofuran-5-yl)sulfonyl]thiourea 569371-17-1 C20H31N5O3S2
    1-[(2S)-1-azido-4-methylpentan-2-yl]-3-[(2,2,4,6,7-pentamethyl-3H-1-benzofuran-5-yl)sulfonyl]thiourea
    —— 5-bromo-2,4,6,7-tetramethyl-2-[(methylsulfanyl)methyl]-2,3-dihydro-1-benzofuran 1243545-00-7 C14H19BrOS
    5-bromo-2,4,6,7-tetramethyl-2-[(methylsulfanyl)methyl]-2,3-dihydro-1-benzofuran
    —— (3S,3aS,8bS)-cis-3-isopropenyl-3a,7,8b-trimethyl-2,3,3a,8b-tetrahydro-1H-cyclopenta[b]benzofuran 681035-71-2 C17H22O
    (3S,3aS,8bS)-cis-3-isopropenyl-3a,7,8b-trimethyl-2,3,3a,8b-tetrahydro-1H-cyclopenta[b]benzofuran
    —— (3S,3aR,8bR)-3a,6,8b-trimethyl-3-prop-1-en-2-yl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran 362057-00-9 C17H22O
    (3S,3aR,8bR)-3a,6,8b-trimethyl-3-prop-1-en-2-yl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran
    —— (3S,3aS,8bS)-3a,6,8b-trimethyl-3-prop-1-en-2-yl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran 362056-99-3 C17H22O
    (3S,3aS,8bS)-3a,6,8b-trimethyl-3-prop-1-en-2-yl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran
    —— 4-(2,3-dihydrobenzofuran-3-yl)but-2-enenitrile 131531-16-3 C12H11NO
    4-(2,3-dihydrobenzofuran-3-yl)but-2-enenitrile
    —— 5-(benzyloxy)-2,3-dihydro-3,3-dimethyl-2-hydroxy-6-(3-phenoxypropyl)benzofuran 138854-59-8 C26H28O4
    5-(benzyloxy)-2,3-dihydro-3,3-dimethyl-2-hydroxy-6-(3-phenoxypropyl)benzofuran
    —— 5-(allyloxy)-2,3-dihydro-3,3-dimethyl-2-methoxybenzofuran 138854-53-2 C14H18O3
    5-(allyloxy)-2,3-dihydro-3,3-dimethyl-2-methoxybenzofuran
    —— 5-(benzyloxy)-2-<2-(4-chlorophenyl)ethyl>-2,3-dihydro-3,3-dimethyl-6-(3-phenoxypropyl)benzofuran 138854-61-2 C34H35ClO3
    5-(benzyloxy)-2-<2-(4-chlorophenyl)ethyl>-2,3-dihydro-3,3-dimethyl-6-(3-phenoxypropyl)benzofuran
    —— 2-methoxy-3-(2-oxo-2,3-dihydrobenzofuran-3-yl)-phenylboronic acid 270588-44-8 C15H13BO5
    2-methoxy-3-(2-oxo-2,3-dihydrobenzofuran-3-yl)-phenylboronic acid
    —— 6-allyl-5-(benzyloxy)-2,3-dihydro-3,3-dimethyl-2-methoxybenzofuran 138854-55-4 C21H24O3
    6-allyl-5-(benzyloxy)-2,3-dihydro-3,3-dimethyl-2-methoxybenzofuran
    —— 3-(3-bromo-2-methoxy-phenyl)-3H-benzofuran-2-one 270588-43-7 C15H11BrO3
    3-(3-bromo-2-methoxy-phenyl)-3H-benzofuran-2-one
    —— 2(S)-(2,2,2-trichloroethoxycarbonylamino)-3-[3-(3-bromo-2-methoxyphenyl)-2-oxo-2,3-dihydrobenzofuran-5-yl]-propionic acid methyl ester 267651-27-4 C22H19BrCl3NO7
    2(S)-(2,2,2-trichloroethoxycarbonylamino)-3-[3-(3-bromo-2-methoxyphenyl)-2-oxo-2,3-dihydrobenzofuran-5-yl]-propionic acid methyl ester
    —— 5-(benzyloxy)-2,3-dihydro-3,3-dimethyl-6-(3-hydroxypropyl)-2-methoxybenzofuran 138854-56-5 C21H26O4
    5-(benzyloxy)-2,3-dihydro-3,3-dimethyl-6-(3-hydroxypropyl)-2-methoxybenzofuran
    —— 2,3-dihydro-3,3-dimethyl-2-methoxy-5-benzofuranol 13380-24-0 C11H14O3
    2,3-dihydro-3,3-dimethyl-2-methoxy-5-benzofuranol