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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
    —— (S)-N-[2-(2,3-dihydrobenzofuran-5-yl)-1-methylethyl]-N-ethyl-(piperidin-4-ylmethyl)amine 241134-42-9 C19H30N2O
    (S)-N-[2-(2,3-dihydrobenzofuran-5-yl)-1-methylethyl]-N-ethyl-(piperidin-4-ylmethyl)amine
    —— diethyl 3-(nitromethyl)benzofuran-2,2(3H)-dicarboxylate 1323141-84-9 C15H17NO7
    diethyl 3-(nitromethyl)benzofuran-2,2(3H)-dicarboxylate
    —— N-[2-((5aR,9aS)-1-[1,3]Dioxolan-2-yl-4-methoxy-6,9-dioxo-6,9-dihydro-5aH-dibenzofuran-9a-yl)-ethyl]-N-methyl-formamide 288621-39-6 C20H21NO7
    N-[2-((5aR,9aS)-1-[1,3]Dioxolan-2-yl-4-methoxy-6,9-dioxo-6,9-dihydro-5aH-dibenzofuran-9a-yl)-ethyl]-N-methyl-formamide
    —— N-[2-((5aR,9aS)-1-Diethoxymethyl-4-methoxy-6,9-dioxo-6,9-dihydro-5aH-dibenzofuran-9a-yl)-ethyl]-N-methyl-formamide 288621-40-9 C22H27NO7
    N-[2-((5aR,9aS)-1-Diethoxymethyl-4-methoxy-6,9-dioxo-6,9-dihydro-5aH-dibenzofuran-9a-yl)-ethyl]-N-methyl-formamide
    —— N-[2-((5aR,9aS)-1-Dimethoxymethyl-4-methoxy-6,9-dioxo-6,9-dihydro-5aH-dibenzofuran-9a-yl)-ethyl]-N-methyl-formamide 288621-38-5 C20H23NO7
    N-[2-((5aR,9aS)-1-Dimethoxymethyl-4-methoxy-6,9-dioxo-6,9-dihydro-5aH-dibenzofuran-9a-yl)-ethyl]-N-methyl-formamide
    —— 2,3,5,6-Tetrahydro-benzo[1,2-b;5,4-b']difuran-8-ol 1027657-01-7 C10H10O3
    2,3,5,6-Tetrahydro-benzo[1,2-b;5,4-b']difuran-8-ol
    —— 8-methoxy-2,3,5,6-tetrahydrobenzo[1,2-b:5,4-b']difuran 194787-71-8 C11H12O3
    8-methoxy-2,3,5,6-tetrahydrobenzo[1,2-b:5,4-b']difuran
    —— 8-methoxy-2,3,5,6-tetrahydro-benzo[1,2-b;5,4-b']difuran-4-carbaldehyde 194787-73-0 C12H12O4
    8-methoxy-2,3,5,6-tetrahydro-benzo[1,2-b;5,4-b']difuran-4-carbaldehyde
    —— 2-(4-chlorophenylmethylene)-3-(2-morpholinoethoxy)phenyl-6-methoxy-2,3-dihydrobenzo<b>furan-3-ol 151825-62-6 C28H28ClNO5
    2-(4-chlorophenylmethylene)-3-(2-morpholinoethoxy)phenyl-6-methoxy-2,3-dihydrobenzo<b>furan-3-ol
    —— 2-methyl-2,3-dihydrobenzofuran-4-methanol 209256-67-7 C10H12O2
    2-methyl-2,3-dihydrobenzofuran-4-methanol
    —— 6-allyl-5-(benzyloxy)-2,3-dihydro-3,3-dimethyl-2-(formylmethyl)benzofuran 138854-66-7 C22H24O3
    6-allyl-5-(benzyloxy)-2,3-dihydro-3,3-dimethyl-2-(formylmethyl)benzofuran
    —— 6-allyl-5-(benzyloxy)-2,3-dihydro-3,3-dimethyl-2-<2-<4-(methylthio)phenyl>ethyl>benzofuran 138854-68-9 C29H32O2S
    6-allyl-5-(benzyloxy)-2,3-dihydro-3,3-dimethyl-2-<2-<4-(methylthio)phenyl>ethyl>benzofuran
    —— 5-(benzyloxy)-2,3-dihydro-3,3-dimethyl-2-<2-<4-(methylthio)phenyl>ethyl>-6-propylbenzofuran 138854-69-0 C29H34O2S
    5-(benzyloxy)-2,3-dihydro-3,3-dimethyl-2-<2-<4-(methylthio)phenyl>ethyl>-6-propylbenzofuran
    —— 2,3-dihydro-3,3-dimethyl-2-<2-<4-(methylthio)phenyl>ethyl>-6-propyl-5-benzofuranol 138854-06-5 C22H28O2S
    2,3-dihydro-3,3-dimethyl-2-<2-<4-(methylthio)phenyl>ethyl>-6-propyl-5-benzofuranol
    —— 5-cyano-2-methylcoumaran 160310-85-0 C10H9NO
    5-cyano-2-methylcoumaran
    —— 7-Chloro-2,3-dihydro-1-benzofuran-6-ol 1154740-42-7 C8H7ClO2
    7-Chloro-2,3-dihydro-1-benzofuran-6-ol
    —— (7-Chloro-2,3-dihydro-1-benzofuran-6-yl) trifluoromethanesulfonate 1154740-43-8 C9H6ClF3O4S
    (7-Chloro-2,3-dihydro-1-benzofuran-6-yl) trifluoromethanesulfonate
    —— tert-butyl (5-bromo-2,3-dihydrobenzofuran-7-yl)carbamate 1190892-01-3 C13H16BrNO3
    tert-butyl (5-bromo-2,3-dihydrobenzofuran-7-yl)carbamate
    —— 5-bromo-N,N-dimethyl-2, 3-dihydro-1-benzofuran-2-carboxamide 1614233-62-3 C11H12BrNO2
    5-bromo-N,N-dimethyl-2, 3-dihydro-1-benzofuran-2-carboxamide
    —— 2-i-pentoxy-2,3-dihydro-3-methylenebenzofuran 1187956-15-5 C14H18O2
    2-i-pentoxy-2,3-dihydro-3-methylenebenzofuran
    —— 3-(4-Isopropylphenyl)-4-methyl-2,3-dihydronaphtho[1,2-b]furan-5-ol 820259-16-3 C22H22O2
    3-(4-Isopropylphenyl)-4-methyl-2,3-dihydronaphtho[1,2-b]furan-5-ol
    —— 5-chloro-2,2-dimethyl-2,3-dihydrobenzofuran-7-ol 4790-91-4 C10H11ClO2
    5-chloro-2,2-dimethyl-2,3-dihydrobenzofuran-7-ol
    —— 2,3-dihydro-2,2-dimethyl-5-chloro-7-(oxiranyl-methoxy)-benzofuran 1089210-20-7 C13H15ClO3
    2,3-dihydro-2,2-dimethyl-5-chloro-7-(oxiranyl-methoxy)-benzofuran
    —— 2,3-dihydro-2,2-dimethyl-7-hydroxy-benzofuran-5-sulfonic acid amide 1089210-10-5 C10H13NO4S
    2,3-dihydro-2,2-dimethyl-7-hydroxy-benzofuran-5-sulfonic acid amide
    —— 2,3-dihydro-2,2-dimethyl-7-(oxiranyl-methoxy)-benzofuran-5-sulfonamide 1089210-25-2 C13H17NO5S
    2,3-dihydro-2,2-dimethyl-7-(oxiranyl-methoxy)-benzofuran-5-sulfonamide
    —— 3-benzyl-3-methyl-2,3-dihydro-benzofuran-6-carboxylic acid 1104641-57-7 C17H16O3
    3-benzyl-3-methyl-2,3-dihydro-benzofuran-6-carboxylic acid
    —— 5-carbamoyl-2-methylcoumaran 160310-84-9 C10H11NO2
    5-carbamoyl-2-methylcoumaran
    —— 4-Carbethoxy-2-methylcoumaran 53596-62-6 C12H14O3
    4-Carbethoxy-2-methylcoumaran
    —— 2-methyl-2,3-dihydrobenzofuran-4-carboxaldehyde 209256-66-6 C10H10O2
    2-methyl-2,3-dihydrobenzofuran-4-carboxaldehyde
    —— 2-ethyl-2-methyl-2,3-dihydrobenzofuran-7-ol 928403-24-1 C11H14O2
    2-ethyl-2-methyl-2,3-dihydrobenzofuran-7-ol
    —— 7-(2-chloro-ethoxy)-2-ethyl-2-methyl-2,3-dihydrobenzofuran 928403-46-7 C13H17ClO2
    7-(2-chloro-ethoxy)-2-ethyl-2-methyl-2,3-dihydrobenzofuran
    —— 2-(5-fluoro-2,3-dihydrobenzofuran-7-yloxy)ethyl chloride 245762-38-3 C10H10ClFO2
    2-(5-fluoro-2,3-dihydrobenzofuran-7-yloxy)ethyl chloride
    —— 2,3-dihydro-2,2-dimethyl-5-nitro-7-benzofuranol 113194-07-3 C10H11NO4
    2,3-dihydro-2,2-dimethyl-5-nitro-7-benzofuranol
    —— Methyl 7-Methyl-2,3-dihydrobenzofuran-3-acetate 2070896-50-1 C12H14O3
    Methyl 7-Methyl-2,3-dihydrobenzofuran-3-acetate
    —— 5-[(E)-2,3-dihydro-1-benzofuran-1-ium-5-ylidenemethyl]-2,3-dihydro-1-benzofuran 87901-52-8 C17H15O2
    5-[(E)-2,3-dihydro-1-benzofuran-1-ium-5-ylidenemethyl]-2,3-dihydro-1-benzofuran
    —— 7,8-dihydrofuro[2,3-g][1,2,4]benzotriazin-3-amine 1-oxide 911299-89-3 C9H8N4O2
    7,8-dihydrofuro[2,3-g][1,2,4]benzotriazin-3-amine 1-oxide
    —— 5-methyl-2,3-dihydro-benzofuran-7-carbonyl chloride 103261-02-5 C10H9ClO2
    5-methyl-2,3-dihydro-benzofuran-7-carbonyl chloride
    —— 2-Methyl-2.3-dihydro-benzofuran-7-carbonsaeurechlorid 103261-01-4 C10H9ClO2
    2-Methyl-2.3-dihydro-benzofuran-7-carbonsaeurechlorid
    —— Methyl 2-octyl-2,3-dihydro-1-benzofuran-5-carboxylate 169892-83-5 C18H26O3
    Methyl 2-octyl-2,3-dihydro-1-benzofuran-5-carboxylate
    —— 5-vinyl-2,3-dihydrobenzofuran 633335-97-4 C10H10O
    5-vinyl-2,3-dihydrobenzofuran
    —— 4,9-dihydroxy-1,2-dihydro-4,11a-methanooxocino[4,5-b]-benzofuran-5(4H)-one 1459735-27-3 C14H12O5
    4,9-dihydroxy-1,2-dihydro-4,11a-methanooxocino[4,5-b]-benzofuran-5(4H)-one
    —— 1,2,3,4,4a,9b-hexahydrodibenzo[b,d]furan 151123-20-5 C12H14O
    1,2,3,4,4a,9b-hexahydrodibenzo[b,d]furan
    —— (+/-)-debromoaplysin 21019-65-8 C15H20O
    (+/-)-debromoaplysin
    —— aplysinol 6790-64-3 C15H19BrO2
    aplysinol
    —— rel-(3S,3aS,8bS)-7-bromo-3,6,8b-trimethyl-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan-3a-carbaldehyde 64052-99-9 C15H17BrO2
    rel-(3S,3aS,8bS)-7-bromo-3,6,8b-trimethyl-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan-3a-carbaldehyde
    —— 3-(3-butenyl)-3,6-dimethyl-2-methylene-2,3-dihydrobenzo[b]furan 238752-80-2 C15H18O
    3-(3-butenyl)-3,6-dimethyl-2-methylene-2,3-dihydrobenzo[b]furan
    —— 3-Benzofuranamine, 6-(3-fluoropropoxy)-2,3-dihydro-N-propyl- 1521197-87-4 C14H20FNO2
    3-Benzofuranamine, 6-(3-fluoropropoxy)-2,3-dihydro-N-propyl-
    —— 2-Morpholinemethanol, 4-[(5-chloro-2,3-dihydro-2-benzofuranyl)methyl]- 1506479-34-0 C14H18ClNO3
    2-Morpholinemethanol, 4-[(5-chloro-2,3-dihydro-2-benzofuranyl)methyl]-
    —— N-(4-bromobenzyl)-N'-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)thiourea 501371-96-6 C21H25BrN2O3S2
    N-(4-bromobenzyl)-N'-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)thiourea
    —— 1,2,4-Oxadiazole-5-carboxaldehyde, 3-(2,3-dihydro-2-benzofuranyl)- 1565489-34-0 C11H8N2O3
    1,2,4-Oxadiazole-5-carboxaldehyde, 3-(2,3-dihydro-2-benzofuranyl)-