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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
    —— Carbamic acid, ((4-bromo-2-methylphenyl)thio)methyl-, 2,3-dihydro-2,2-dimethyl-7-benzofuranyl ester 50539-75-8 C19H20BrNO3S
    Carbamic acid, ((4-bromo-2-methylphenyl)thio)methyl-, 2,3-dihydro-2,2-dimethyl-7-benzofuranyl ester
    —— Carbamic acid, ((2,4-dimethylphenyl)thio)methyl-, 2,3-dihydro-2,2-dimethyl-7-benzofuranyl ester 50539-69-0 C20H23NO3S
    Carbamic acid, ((2,4-dimethylphenyl)thio)methyl-, 2,3-dihydro-2,2-dimethyl-7-benzofuranyl ester
    —— 1-(7-Chloro-2,3-dihydro-1-benzofuran-2-yl)methanamine--hydrogen chloride (1/1) 33507-15-2 C9H11Cl2NO
    1-(7-Chloro-2,3-dihydro-1-benzofuran-2-yl)methanamine--hydrogen chloride (1/1)
    —— (+/-)-1-(7-methoxy-2,3-dihydro-1-benzofuran-2-yl)methanamine hydrochloride 33357-26-5 C10H13NO2*ClH
    (+/-)-1-(7-methoxy-2,3-dihydro-1-benzofuran-2-yl)methanamine hydrochloride
    —— 1-(4,5,7-Trichloro-2,3-dihydro-1-benzofuran-2-yl)methanamine--hydrogen chloride (1/1) 33357-29-8 C9H9Cl4NO
    1-(4,5,7-Trichloro-2,3-dihydro-1-benzofuran-2-yl)methanamine--hydrogen chloride (1/1)
    —— 1-(5,7-Dichloro-2,3-dihydro-1-benzofuran-2-yl)methanamine--hydrogen chloride (1/1) 33357-28-7 C9H10Cl3NO
    1-(5,7-Dichloro-2,3-dihydro-1-benzofuran-2-yl)methanamine--hydrogen chloride (1/1)
    —— 1-(7-Methyl-2,3-dihydro-1-benzofuran-2-yl)methanamine--hydrogen chloride (1/1) 33444-36-9 C10H14ClNO
    1-(7-Methyl-2,3-dihydro-1-benzofuran-2-yl)methanamine--hydrogen chloride (1/1)
    —— Ammonium, (2,3-dihydro-3-hydroxy-2-methyl-7-benzofuranyl)trimethyl-, (E)-, iodide 31509-25-8 C12H18INO2
    Ammonium, (2,3-dihydro-3-hydroxy-2-methyl-7-benzofuranyl)trimethyl-, (E)-, iodide
    —— trans-(2,3-Dihydro-3-hydroxy-2-methyl-5-benzofuranyl)trimethylammonium iodide 31509-23-6 C12H18INO2
    trans-(2,3-Dihydro-3-hydroxy-2-methyl-5-benzofuranyl)trimethylammonium iodide
    —— Ammonium, (2,3-dihydro-3-hydroxy-2-methyl-5-benzofuranyl)trimethyl-, (Z)-, iodide 31509-22-5 C12H18INO2
    Ammonium, (2,3-dihydro-3-hydroxy-2-methyl-5-benzofuranyl)trimethyl-, (Z)-, iodide
    —— 1-(5-Methoxy-2,3-dihydro-1-benzofuran-2-yl)methanamine--hydrogen chloride (1/1) 29027-38-1 C10H14ClNO2
    1-(5-Methoxy-2,3-dihydro-1-benzofuran-2-yl)methanamine--hydrogen chloride (1/1)
    —— (5-Chloro-2,3-dihydro-1-benzofuran-2-yl)methanaminehydrochloride 29027-42-7 C9H11Cl2NO
    (5-Chloro-2,3-dihydro-1-benzofuran-2-yl)methanaminehydrochloride
    —— cis-(2,3-Dihydro-3-hydroxy-2-methyl-7-benzofuranyl)trimethylammonium iodide 26819-65-8 C12H18INO2
    cis-(2,3-Dihydro-3-hydroxy-2-methyl-7-benzofuranyl)trimethylammonium iodide
    —— 3-Phenyl-2,3-dihydro-benzofuran-3-carbonsaeure-<2-diaethylamino-diaethylester> 60022-29-9 C21H25NO3
    3-Phenyl-2,3-dihydro-benzofuran-3-carbonsaeure-<2-diaethylamino-diaethylester>
    —— 7-Benzofuranol, 2,3-dihydro-2,2-dimethyl-, dimethylcarbamate 4790-88-9 C13H17NO3
    7-Benzofuranol, 2,3-dihydro-2,2-dimethyl-, dimethylcarbamate
    —— 7-BENZOFURANOL, 2,3-DIHYDRO-2,2-DIMETHYL-, CARBAMATE (ester) 4790-87-8 C11H13NO3
    7-BENZOFURANOL, 2,3-DIHYDRO-2,2-DIMETHYL-, CARBAMATE (ester)
    —— Amino[(7-methyl-2,3-dihydro-1-benzofuran-3-yl)amino]methaniminium nitrate 3526-31-6 C10H14N4O4
    Amino[(7-methyl-2,3-dihydro-1-benzofuran-3-yl)amino]methaniminium nitrate
    —— 6-(Benzyloxy)-2,3-dihydrobenzofuran-2-carboxylic Acid 21491-49-6 C16H14O4
    6-(Benzyloxy)-2,3-dihydrobenzofuran-2-carboxylic Acid
    —— trans-(5-Acetyloxy)-2,3-Dihydro-3-phenylbenzofuran-2-carboxaldehyde N,N-dimethylhydrazone 127280-21-1 C19H20N2O3
    trans-(5-Acetyloxy)-2,3-Dihydro-3-phenylbenzofuran-2-carboxaldehyde N,N-dimethylhydrazone
    —— 4-[2-(3,5-Dichloro-pyridin-4-yl)-1-hydroxyethyl]-7-methoxy-3-methyl-2,3-dihydrobenzofuran 185406-53-5 C17H17Cl2NO3
    4-[2-(3,5-Dichloro-pyridin-4-yl)-1-hydroxyethyl]-7-methoxy-3-methyl-2,3-dihydrobenzofuran
    —— 7-Chloro-2,3-dihydro-2-methylbenzofuran 57899-12-4 C9H9ClO
    7-Chloro-2,3-dihydro-2-methylbenzofuran
    —— Carbamic acid, ((dibutylamino)hexathio)methyl-, 2,3-dihydro-2,2-dimethyl-7-benzofuranyl ester 79438-72-5 C20H32N2O3S6
    Carbamic acid, ((dibutylamino)hexathio)methyl-, 2,3-dihydro-2,2-dimethyl-7-benzofuranyl ester
    —— Carbamic acid, tetrathiobis(methyl-, bis(2,3-dihydro-2,2-dimethyl-7-benzofuranyl) ester 78081-81-9 C24H28N2O6S4
    Carbamic acid, tetrathiobis(methyl-, bis(2,3-dihydro-2,2-dimethyl-7-benzofuranyl) ester
    —— (9aS)-8-acetyl-N-{4-[(2,4-dichlorobenzyl)oxy]-2,3,6-trimethylbenzyl}-1,7-dihydroxy-3-methoxy-9a-methyl-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide 925440-72-8 C34H31Cl2NO8
    (9aS)-8-acetyl-N-{4-[(2,4-dichlorobenzyl)oxy]-2,3,6-trimethylbenzyl}-1,7-dihydroxy-3-methoxy-9a-methyl-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide
    —— Carbamic acid, hexathiobis(methyl-, bis(2,3-dihydro-2,2-dimethyl-7-benzofuranyl) ester 79438-68-9 C24H28N2O6S6
    Carbamic acid, hexathiobis(methyl-, bis(2,3-dihydro-2,2-dimethyl-7-benzofuranyl) ester
    —— (9aS)-8-acetyl-N-{4-[(2,4-dichlorobenzyl)oxy]-2,6-dimethylbenzyl}-1,7-dihydroxy-3-methoxy-9a-methyl-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide 925440-50-2 C33H29Cl2NO8
    (9aS)-8-acetyl-N-{4-[(2,4-dichlorobenzyl)oxy]-2,6-dimethylbenzyl}-1,7-dihydroxy-3-methoxy-9a-methyl-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide
    —— (2,2-Dimethyl-3-sulfooxy-3H-1-benzofuran-7-yl) N-methylcarbamate 70988-90-8 C12H15NO7S
    (2,2-Dimethyl-3-sulfooxy-3H-1-benzofuran-7-yl) N-methylcarbamate
    —— 2,3-dihydro-2-methyl-7-phenylbenzofuran 54965-08-1 C15H14O
    2,3-dihydro-2-methyl-7-phenylbenzofuran
    —— (2,2-Dimethyl-3H-benzofuran-7-yl) N-(dibutylsulfamoyl)-N-methylcarbamate 73315-64-7 C20H32N2O5S
    (2,2-Dimethyl-3H-benzofuran-7-yl) N-(dibutylsulfamoyl)-N-methylcarbamate
    —— 2,2-Dimethyl-3H-1-benzofuran-7-yl N-(dibutylamino)sulfanyldisulfanyl-N-methylcarbamate 78081-78-4 C20H32N2O3S3
    2,2-Dimethyl-3H-1-benzofuran-7-yl N-(dibutylamino)sulfanyldisulfanyl-N-methylcarbamate
    —— Bis(2,2-dimethyl-2,3-dihydro-1-benzofuran-7-yl)octasulfane-1,8-diylbis(methylcarbamate) 79451-09-5 C24H28N2O6S8
    Bis(2,2-dimethyl-2,3-dihydro-1-benzofuran-7-yl)octasulfane-1,8-diylbis(methylcarbamate)
    —— 2,2-Dimethyl-3H-1-benzofuran-7-yl N-(dibutylamino)disulfanyldisulfanyl-N-methylcarbamate 78081-79-5 C20H32N2O3S4
    2,2-Dimethyl-3H-1-benzofuran-7-yl N-(dibutylamino)disulfanyldisulfanyl-N-methylcarbamate
    —— Carbamic acid, pentathiobis(methyl-, bis(2,3-dihydro-2,2-dimethyl-7-benzofuranyl) ester 78081-82-0 C24H28N2O6S5
    Carbamic acid, pentathiobis(methyl-, bis(2,3-dihydro-2,2-dimethyl-7-benzofuranyl) ester
    —— 5-hydroxy-2,7-dimethyl-2,3-dihydrobenzofuran 1579996-31-8 C10H12O2
    5-hydroxy-2,7-dimethyl-2,3-dihydrobenzofuran
    —— (1R,4S,4aR,9bS)-7,9-dimethoxy-1-(1-methylethyl)-1,2,3,4,4a,9b-hexahydrodibenzofuran-4-spiro-4'-dioxolan-2'-one 945914-55-6 C19H24O6
    (1R,4S,4aR,9bS)-7,9-dimethoxy-1-(1-methylethyl)-1,2,3,4,4a,9b-hexahydrodibenzofuran-4-spiro-4'-dioxolan-2'-one
    —— rac-(1R,4aR,9bS)-2,3,4a,9b-tetrahydro-7,9-dimethoxy-1-(1-methylethyl)-4(1H)-dibenzofuranone —— C17H22O4
    rac-(1R,4aR,9bS)-2,3,4a,9b-tetrahydro-7,9-dimethoxy-1-(1-methylethyl)-4(1H)-dibenzofuranone
    —— (2,2-Dimethyl-3H-1-benzofuran-7-yl) N-(dibutylamino)disulfanyl-N-methylcarbamate 78081-77-3 C20H32N2O3S2
    (2,2-Dimethyl-3H-1-benzofuran-7-yl) N-(dibutylamino)disulfanyl-N-methylcarbamate
    —— Carbamic acid, heptathiobis(methyl-, bis(2,3-dihydro-2,2-dimethyl-7-benzofuranyl) ester 79438-69-0 C24H28N2O6S7
    Carbamic acid, heptathiobis(methyl-, bis(2,3-dihydro-2,2-dimethyl-7-benzofuranyl) ester
    —— 6-Methoxy-2,3,3a,8a-tetrahydro-benzo[b]furo[3,2-d]furan-2-ol 214423-21-9 C11H12O4
    6-Methoxy-2,3,3a,8a-tetrahydro-benzo[b]furo[3,2-d]furan-2-ol
    —— Carbamic acid, ((dibutylamino)heptathio)methyl-, 2,3-dihydro-2,2-dimethyl-7-benzofuranyl ester 79438-73-6 C20H32N2O3S7
    Carbamic acid, ((dibutylamino)heptathio)methyl-, 2,3-dihydro-2,2-dimethyl-7-benzofuranyl ester
    —— 3-Ethoxy-2,2-dimethyl-2,3-dihydrobenzofuran-7-ol 84741-71-9 C12H16O3
    3-Ethoxy-2,2-dimethyl-2,3-dihydrobenzofuran-7-ol
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-5-{[(3-fluorophenyl)sulfanyl]methyl}-1,3,4-oxadiazole 1005200-92-9 C17H13FN2O2S
    2-(2,3-dihydro-1-benzofuran-5-yl)-5-{[(3-fluorophenyl)sulfanyl]methyl}-1,3,4-oxadiazole
    —— (Z)-2-benzylidene-5,7-dichloro-2,3-dihydrobenzofuran-3-ol 1262020-35-8 C15H10Cl2O2
    (Z)-2-benzylidene-5,7-dichloro-2,3-dihydrobenzofuran-3-ol
    —— 2-dimethylhydroxymethylvinylidene-3-morpholino-5-nitrobenzo-3H-furan 165402-23-3 C16H20N2O5
    2-dimethylhydroxymethylvinylidene-3-morpholino-5-nitrobenzo-3H-furan
    —— 2,3-Dihydro-6,7-dimethoxy-2-methylbenzofuran 105591-36-4 C11H14O3
    2,3-Dihydro-6,7-dimethoxy-2-methylbenzofuran
    —— (+/-)-2-<2-(acetylthio)ethyl>-2,3-dihydro-4,6,7-trimethyl-5-benzofuranol 134867-58-6 C15H20O3S
    (+/-)-2-<2-(acetylthio)ethyl>-2,3-dihydro-4,6,7-trimethyl-5-benzofuranol
    —— 4-(5-fluoro-2,3-dihydrobenzofuran-7-yl)-2-hydroxy-4-methyl-2-trifluoromethyl-pentanal 887375-38-4 C15H16F4O3
    4-(5-fluoro-2,3-dihydrobenzofuran-7-yl)-2-hydroxy-4-methyl-2-trifluoromethyl-pentanal
    —— Carbamic acid, ((dibutylamino)pentathio)methyl-, 2,3-dihydro-2,2-dimethyl-7-benzofuranyl ester 79438-71-4 C20H32N2O3S5
    Carbamic acid, ((dibutylamino)pentathio)methyl-, 2,3-dihydro-2,2-dimethyl-7-benzofuranyl ester
    —— (S)-2-isopropyl-2,3-dihydrobenzofuran 1372790-94-7 C11H14O
    (S)-2-isopropyl-2,3-dihydrobenzofuran
    —— 2,4,6-Trimethyl-cumaran 3199-38-0 C11H14O
    2,4,6-Trimethyl-cumaran