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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
    —— 2-(azidomethyl)-2,3-dihydrobenzofuran-5-carbaldehyde 1212056-50-2 C10H9N3O2
    2-(azidomethyl)-2,3-dihydrobenzofuran-5-carbaldehyde
    —— 2-[(4-benzyl-1H-1,2,3-triazol-1-yl)methyl]-2,3-dihydrobenzofuran-5-carbaldehyde 1212056-57-9 C19H17N3O2
    2-[(4-benzyl-1H-1,2,3-triazol-1-yl)methyl]-2,3-dihydrobenzofuran-5-carbaldehyde
    —— 5-(5-coumaranyl)-2-(4-pyridyl)oxazole 151426-98-1 C16H12N2O2
    5-(5-coumaranyl)-2-(4-pyridyl)oxazole
    —— 2,3-dihydro-7-methoxy-a,2,2-trimethyl-5-benzofuranethanamine 521068-51-9 C14H21NO2
    2,3-dihydro-7-methoxy-a,2,2-trimethyl-5-benzofuranethanamine
    —— 3-(4-isopropylphenyl)-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-amine 274907-75-4 C22H29NO
    3-(4-isopropylphenyl)-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-amine
    —— 2-((Z)-1-Methyl-propenyl)-2,3-dihydro-benzofuran 117436-91-6 C12H14O
    2-((Z)-1-Methyl-propenyl)-2,3-dihydro-benzofuran
    —— (2,2-dimethyl-2,3-dihydrobenzofuran-3-yl)methanol 1421681-69-7 C11H14O2
    (2,2-dimethyl-2,3-dihydrobenzofuran-3-yl)methanol
    —— 3-(dimethoxymethyl)-2,2-dimethyl-2,3-dihydrobenzofuran 1421681-70-0 C13H18O3
    3-(dimethoxymethyl)-2,2-dimethyl-2,3-dihydrobenzofuran
    —— 2-(2,3-dihydrobenzofuran-7-yloxy)ethyl chloride 245762-34-9 C10H11ClO2
    2-(2,3-dihydrobenzofuran-7-yloxy)ethyl chloride
    —— 2-(7-Methoxy-2,3-dihydro-1-benzofuran-3-yl)ethanamine 372516-20-6 C11H15NO2
    2-(7-Methoxy-2,3-dihydro-1-benzofuran-3-yl)ethanamine
    —— N-(2,2-dimethyl-4H-[1,3]dioxin-5-yl)-trifluoro-N-[2-(7-methoxy-2,3-dihydrobenzofuran-3-yl)-ethyl]-methanesulfonamide 372516-03-5 C18H22F3NO6S
    N-(2,2-dimethyl-4H-[1,3]dioxin-5-yl)-trifluoro-N-[2-(7-methoxy-2,3-dihydrobenzofuran-3-yl)-ethyl]-methanesulfonamide
    —— 2,3,4,t-4a-tetrahydrodibenzofuran-r-3,c-4-dicarboxylic anhydride 138552-66-6 C14H10O4
    2,3,4,t-4a-tetrahydrodibenzofuran-r-3,c-4-dicarboxylic anhydride
    —— 2,3,4,4a-tetrahydrodibenzofuran-3,3,4,4-tetracarbonitrile 138552-63-3 C16H8N4O
    2,3,4,4a-tetrahydrodibenzofuran-3,3,4,4-tetracarbonitrile
    —— (+/-)-{[7-(2,5-dichlorophenyl)-5-fluoro-2,3-dihydro-1-benzofuran-2-yl]methyl}amine 852121-80-3 C15H12Cl2FNO
    (+/-)-{[7-(2,5-dichlorophenyl)-5-fluoro-2,3-dihydro-1-benzofuran-2-yl]methyl}amine
    —— (+/-)-{[7-(2,5-dichlorophenyl)-5-(trifluoromethyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine 852122-92-0 C16H12Cl2F3NO
    (+/-)-{[7-(2,5-dichlorophenyl)-5-(trifluoromethyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine
    —— 7-amino-4-chloro-2,3-dihydro-2,2-dimethylbenzofuran 164915-30-4 C10H12ClNO
    7-amino-4-chloro-2,3-dihydro-2,2-dimethylbenzofuran
    —— ethyl 2-bromo-3-<4-<N-<(3R/S)-5-benzyloxy-2,3-dihydro-2,2,4,6,7-pentamethylbenzofuran-3-ylmethyl>-(2S)-pyrrolidin-2-ylmethoxy>phenyl>propanoate 199109-36-9 C37H46BrNO5
    ethyl 2-bromo-3-<4-<N-<(3R/S)-5-benzyloxy-2,3-dihydro-2,2,4,6,7-pentamethylbenzofuran-3-ylmethyl>-(2S)-pyrrolidin-2-ylmethoxy>phenyl>propanoate
    —— 5-<4-<N-<(3R/S)-2,3-dihydro-5-benzyloxy-2,2,4,6,7-pentamethylbenzofuran-3-ylmethyl>-(2S)-pyrrolidin-2-ylmethoxy>phenylmethyl>-2-imino-4-thiazolidinone 224954-16-9 C36H43N3O4S
    5-<4-<N-<(3R/S)-2,3-dihydro-5-benzyloxy-2,2,4,6,7-pentamethylbenzofuran-3-ylmethyl>-(2S)-pyrrolidin-2-ylmethoxy>phenylmethyl>-2-imino-4-thiazolidinone
    —— 2-<N-(5-benzyloxy-2,3-dihydro-2,2,4,6,7-pentamethylbenzofuran-3ylmethyl)-N-methylamino>ethanol 187340-94-9 C24H33NO3
    2-<N-(5-benzyloxy-2,3-dihydro-2,2,4,6,7-pentamethylbenzofuran-3ylmethyl)-N-methylamino>ethanol
    —— 5-[[4-[(2,2,4,6,7-pentamethyl-5-phenylmethoxy-3H-1-benzofuran-3-yl)methoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione 224954-07-8 C31H33NO5S
    5-[[4-[(2,2,4,6,7-pentamethyl-5-phenylmethoxy-3H-1-benzofuran-3-yl)methoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione
    —— 5-<4-<2-<N-(5-benzyloxy-2,3-dihydro-2,2,4,6,7-pentamethylbenzofuran-3-ylmethyl)-N-methylamino>ethoxy>phenylmethyl>thiazolidine-2,4-dione 187340-70-1 C34H40N2O5S
    5-<4-<2-<N-(5-benzyloxy-2,3-dihydro-2,2,4,6,7-pentamethylbenzofuran-3-ylmethyl)-N-methylamino>ethoxy>phenylmethyl>thiazolidine-2,4-dione
    —— 4-<N-<(3R/S)-5-benzyloxy-2,3-dihydro-2,2,4,6,7-pentamethyl-1-benzofuran-3-ylmethyl>-(3R)-piperidinyloxy>benzaldehyde 224954-08-9 C33H39NO4
    4-<N-<(3R/S)-5-benzyloxy-2,3-dihydro-2,2,4,6,7-pentamethyl-1-benzofuran-3-ylmethyl>-(3R)-piperidinyloxy>benzaldehyde
    —— 5-[[4-[[(2S)-1-[(2,2,4,6,7-pentamethyl-5-phenylmethoxy-3H-1-benzofuran-3-yl)methyl]pyrrolidin-2-yl]methoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione 199108-28-6 C36H42N2O5S
    5-[[4-[[(2S)-1-[(2,2,4,6,7-pentamethyl-5-phenylmethoxy-3H-1-benzofuran-3-yl)methyl]pyrrolidin-2-yl]methoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione
    —— 4-[2-[N-(5-benzyloxy-2,3-dihydro-2,2,4,6,7-pentamethyl-1-benzofuran-3-ylmethyl)-N-methylamino]ethoxy]benzaldehyde 187341-22-6 C31H37NO4
    4-[2-[N-(5-benzyloxy-2,3-dihydro-2,2,4,6,7-pentamethyl-1-benzofuran-3-ylmethyl)-N-methylamino]ethoxy]benzaldehyde
    —— 4-(5-benzyloxy-2,2,4,6,7-pentamethyl-1-benzofuran-3-ylmethoxy)benzaldehyde 224953-99-5 C28H30O4
    4-(5-benzyloxy-2,2,4,6,7-pentamethyl-1-benzofuran-3-ylmethoxy)benzaldehyde
    —— N-<(3R/S)-5-benzyloxy-2,3-dihydro-2,2,4,6,7-pentamethyl-1-benzofuran-3-ylmethyl>-(3R)-chloropiperidine 199108-89-9 C26H34ClNO2
    N-<(3R/S)-5-benzyloxy-2,3-dihydro-2,2,4,6,7-pentamethyl-1-benzofuran-3-ylmethyl>-(3R)-chloropiperidine
    —— 2-<N-(5-benzyloxy-2,3-dihydro-2,2,4,6,7-pentamethylbenzofuran-3-ylmethyl)-N-methylamino>ethyl chloride 187341-07-7 C24H32ClNO2
    2-<N-(5-benzyloxy-2,3-dihydro-2,2,4,6,7-pentamethylbenzofuran-3-ylmethyl)-N-methylamino>ethyl chloride
    —— 4-<N-<(3R/S)-5-benzyloxy-2,3-dihydro-2,2,4,6,7-pentamethyl-1-benzofuran-3-ylmethyl>-(2S)-pyrrolidin-2-ylmethoxy>benzaldehyde 199109-07-4 C33H39NO4
    4-<N-<(3R/S)-5-benzyloxy-2,3-dihydro-2,2,4,6,7-pentamethyl-1-benzofuran-3-ylmethyl>-(2S)-pyrrolidin-2-ylmethoxy>benzaldehyde
    —— (S)-5-bromo-3,6-dimethyl-2,3-dihydrobenzofurane 1242447-13-7 C10H11BrO
    (S)-5-bromo-3,6-dimethyl-2,3-dihydrobenzofurane
    —— 2,3-dihydro-3-methylenebenzofuran-2-yl acetate 1370000-01-3 C11H10O3
    2,3-dihydro-3-methylenebenzofuran-2-yl acetate
    —— 3-(4-isopropylphenyl)-1',4,6,7-tetramethylspiro[benzofuran-2(3H),4'-piperidine]-5-amine 274907-74-3 C25H34N2O
    3-(4-isopropylphenyl)-1',4,6,7-tetramethylspiro[benzofuran-2(3H),4'-piperidine]-5-amine
    —— 3-(4-isopropylphenyl)-1',4,6,7-tetramethylspiro[benzofuran-2(3H),4'-piperidine] 274907-73-2 C25H33NO
    3-(4-isopropylphenyl)-1',4,6,7-tetramethylspiro[benzofuran-2(3H),4'-piperidine]
    —— 3-(4-isopropylphenyl)-4,6,7-trimethylspiro[benzofuran-2(3H),4'-piperidine] hydrochloride 274907-72-1 C24H31NO*ClH
    3-(4-isopropylphenyl)-4,6,7-trimethylspiro[benzofuran-2(3H),4'-piperidine] hydrochloride
    —— 2-iodomethyl-7-methoxy-2,3-dihydrobenzofuran 135634-26-3 C10H11IO2
    2-iodomethyl-7-methoxy-2,3-dihydrobenzofuran
    —— 3-allyl-1-((4,6-dimethyl-2,3-dihydrobenzofuran-2-yl)methyl)-1H-imidazol-3-ium bromide 1311989-65-7 Br*C17H21N2O
    3-allyl-1-((4,6-dimethyl-2,3-dihydrobenzofuran-2-yl)methyl)-1H-imidazol-3-ium bromide
    —— 3-(2-bromobenzyl)-1-((4,6-dimethyl-2,3-dihydrobenzofuran-2-yl)methyl)-1H-imidazol-3-ium bromide 1311989-63-5 Br*C21H22BrN2O
    3-(2-bromobenzyl)-1-((4,6-dimethyl-2,3-dihydrobenzofuran-2-yl)methyl)-1H-imidazol-3-ium bromide
    —— 3-benzyl-1-((4,6-dimethyl-2,3-dihydrobenzofuran-2-yl)methyl)-1H-imidazol-3-ium bromide 1311989-67-9 Br*C21H23N2O
    3-benzyl-1-((4,6-dimethyl-2,3-dihydrobenzofuran-2-yl)methyl)-1H-imidazol-3-ium bromide
    —— (2,3-dihydro-4,6-dimethylbenzofuran-2-yl)methanamine 29027-44-9 C11H15NO
    (2,3-dihydro-4,6-dimethylbenzofuran-2-yl)methanamine
    —— 4,6-dimethyl-3-phenyl-3-p-tolylbenzofuran-2(3H)-one 1373335-04-6 C23H20O2
    4,6-dimethyl-3-phenyl-3-p-tolylbenzofuran-2(3H)-one
    —— 2,3-dihydro-2,3-dihydroxy-4,7-dimethoxy-2-methylbenzo<b>furan 145103-55-5 C11H14O5
    2,3-dihydro-2,3-dihydroxy-4,7-dimethoxy-2-methylbenzo<b>furan
    —— (E)-3-(2-methoxyvinyl)-2,3-dihydrobenzofuran 1380570-59-1 C11H12O2
    (E)-3-(2-methoxyvinyl)-2,3-dihydrobenzofuran
    —— 2-methylene-3-phenyl-2,3-dihydrobenzofuran-3-ol 1060728-90-6 C15H12O2
    2-methylene-3-phenyl-2,3-dihydrobenzofuran-3-ol
    —— 5-methyl-7-nitro-2,3-dihydrobenzofuran 1609171-13-2 C9H9NO3
    5-methyl-7-nitro-2,3-dihydrobenzofuran
    —— 4aR,9aS-(+)-cis-4a-ethyl-2-methyl-1,2,3,4,4a,9a-hexahydrobenzofuro[2,3-c]pyridin-6-ol 1182348-78-2 C14H19NO2
    4aR,9aS-(+)-cis-4a-ethyl-2-methyl-1,2,3,4,4a,9a-hexahydrobenzofuro[2,3-c]pyridin-6-ol
    —— 7-bromo-5-methyl-2,3-dihydro-benzofuran 76429-70-4 C9H9BrO
    7-bromo-5-methyl-2,3-dihydro-benzofuran
    —— 5-methyl-2,3-dihydrobenzofuran-7-amine 1228469-83-7 C9H11NO
    5-methyl-2,3-dihydrobenzofuran-7-amine
    —— 4-bromo-5-methyl-2,3-dihydrobenzofuran-7-amine 1609171-14-3 C9H10BrNO
    4-bromo-5-methyl-2,3-dihydrobenzofuran-7-amine
    —— 4aR,9aS-(+)-cis-4a-ethyl-1,2,3,4,4a,9a-hexahydrobenzofuro[2,3-c]pyridin-6-ol 1182348-76-0 C13H17NO2
    4aR,9aS-(+)-cis-4a-ethyl-1,2,3,4,4a,9a-hexahydrobenzofuro[2,3-c]pyridin-6-ol
    —— 4aS,9aR-(-)-cis-4a-ethyl-1,2,3,4,4a,9a-hexahydrobenzofuro[2,3-c]pyridin-6-ol 1182348-86-2 C13H17NO2
    4aS,9aR-(-)-cis-4a-ethyl-1,2,3,4,4a,9a-hexahydrobenzofuro[2,3-c]pyridin-6-ol
    —— 4aS,9aR-(-)-cis-4a-ethyl-2-methyl-1,2,3,4,4a,9a-hexahydrobenzofuro[2,3-c]pyridin-6-ol 1182348-88-4 C14H19NO2
    4aS,9aR-(-)-cis-4a-ethyl-2-methyl-1,2,3,4,4a,9a-hexahydrobenzofuro[2,3-c]pyridin-6-ol