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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-(2-phenylethyl)-2,3-dihydro-1-benzofuran-5-carboxaldehyde 861398-57-4 C17H16O2
    3-(2-phenylethyl)-2,3-dihydro-1-benzofuran-5-carboxaldehyde
    —— 3-(2-Methyl-2,3-dihydro-1-benzofuran-5-yl)propan-1-amine 465529-43-5 C12H17NO
    3-(2-Methyl-2,3-dihydro-1-benzofuran-5-yl)propan-1-amine
    —— 3-[[4-[4,7-difluoro-2-[1-(5-propylpyrimidin-2-yl)piperidin-4-yl]-2,3-dihydro-1-benzofuran-5-yl]-3,6-dihydro-2H-pyridin-1-yl]sulfonyl]propan-1-ol 1346529-51-8 C28H36F2N4O4S
    3-[[4-[4,7-difluoro-2-[1-(5-propylpyrimidin-2-yl)piperidin-4-yl]-2,3-dihydro-1-benzofuran-5-yl]-3,6-dihydro-2H-pyridin-1-yl]sulfonyl]propan-1-ol
    —— 2-methyl-2-(1-methylethenyl)-2,3-dihydrobenzofuran-5-carboxaldehyde 873925-03-2 C13H14O2
    2-methyl-2-(1-methylethenyl)-2,3-dihydrobenzofuran-5-carboxaldehyde
    —— 4-[(3,5-Dichloro-pyridin-4-yl)aminocarbonyl]-7-methoxy-2,3-dihydrobenzofuran 185400-06-0 C15H12Cl2N2O3
    4-[(3,5-Dichloro-pyridin-4-yl)aminocarbonyl]-7-methoxy-2,3-dihydrobenzofuran
    —— 3-[[4-[7-fluoro-2-[1-(5-propylpyrimidin-2-yl)piperidin-4-yl]-2,3-dihydro-1-benzofuran-5-yl]-3,6-dihydro-2H-pyridin-1-yl]sulfonyl]propan-1-ol 1346529-39-2 C28H37FN4O4S
    3-[[4-[7-fluoro-2-[1-(5-propylpyrimidin-2-yl)piperidin-4-yl]-2,3-dihydro-1-benzofuran-5-yl]-3,6-dihydro-2H-pyridin-1-yl]sulfonyl]propan-1-ol
    —— 4-{2-[1-(5-ethyl-pyrimidin-2-yl)-piperidin-4-yl]-2,3-dihydro-benzofuran-5-yl}-benzoic acid 1391083-57-0 C26H27N3O3
    4-{2-[1-(5-ethyl-pyrimidin-2-yl)-piperidin-4-yl]-2,3-dihydro-benzofuran-5-yl}-benzoic acid
    —— 4-(2,3-dihydrobenzofuran-2-yl)piperidine hydrochloride 193357-42-5 C13H17NO*ClH
    4-(2,3-dihydrobenzofuran-2-yl)piperidine hydrochloride
    —— 2,3,3a,8a-Tetrahydro-benzo[b]furo[3,2-d]furan-2-ol 53737-92-1 C10H10O3
    2,3,3a,8a-Tetrahydro-benzo[b]furo[3,2-d]furan-2-ol
    —— 3a,8a-dihydro-2H,3H,3aH,8aH-benzo[b]oxolano[3,2-d]furan 63817-76-5 C10H10O2
    3a,8a-dihydro-2H,3H,3aH,8aH-benzo[b]oxolano[3,2-d]furan
    —— 1-Phenyl-1,2-dihydro-naphtho[2,1-<i>b</i>]furan 146173-35-5 C18H14O
    1-Phenyl-1,2-dihydro-naphtho[2,1-<i>b</i>]furan
    —— 2-(5-chloro-2-methylphenylimino)-3-phenylimino-2,3-dihydrobenzofuran 1224234-79-0 C21H15ClN2O
    2-(5-chloro-2-methylphenylimino)-3-phenylimino-2,3-dihydrobenzofuran
    —— 2-(2-methylphenylimino)-3-phenylimino-2,3-dihydrobenzofuran 1224234-76-7 C21H16N2O
    2-(2-methylphenylimino)-3-phenylimino-2,3-dihydrobenzofuran
    —— 2,3-dihydro-2,2,6-trimethyl-7-nitrobenzofuran 174832-39-4 C11H13NO3
    2,3-dihydro-2,2,6-trimethyl-7-nitrobenzofuran
    —— 6-(5-chloro-2,3-dihydrobenzofuran-7-yl)-6-methyl-4-trifluoromethylhept-1-yn-4-ol 849354-09-2 C17H18ClF3O2
    6-(5-chloro-2,3-dihydrobenzofuran-7-yl)-6-methyl-4-trifluoromethylhept-1-yn-4-ol
    —— {4-[6-(2,3-dihydrobenzofuran-7-yl)-4-hydroxy-6-methyl-4-trifluoromethylhept-1-ynyl]pyridin-3-yl}carbamic acid tert-butyl ester 1245526-96-8 C27H31F3N2O4
    {4-[6-(2,3-dihydrobenzofuran-7-yl)-4-hydroxy-6-methyl-4-trifluoromethylhept-1-ynyl]pyridin-3-yl}carbamic acid tert-butyl ester
    —— 6-(2,3-dihydrobenzofuran-7-yl)-6-methyl-4-trifluoromethylhept-1-yn-4-ol 1245526-95-7 C17H19F3O2
    6-(2,3-dihydrobenzofuran-7-yl)-6-methyl-4-trifluoromethylhept-1-yn-4-ol
    —— {4-[6-(5-chloro-2,3-dihydrobenzofuran-7-yl)-4-hydroxy-6-methyl-4-trifluoromethylhept-1-ynyl]pyridin-3-yl}carbamic acid tert-butyl ester 1245526-97-9 C27H30ClF3N2O4
    {4-[6-(5-chloro-2,3-dihydrobenzofuran-7-yl)-4-hydroxy-6-methyl-4-trifluoromethylhept-1-ynyl]pyridin-3-yl}carbamic acid tert-butyl ester
    —— 3-iodomethyl-3-phenyl-2,3-dihydrobenzofuran 1266570-79-9 C15H13IO
    3-iodomethyl-3-phenyl-2,3-dihydrobenzofuran
    —— 7-[4-(2,3-dichloro-5-phenylmethoxyphenoxy)butoxy]-2,2-dimethyl-3H-1-benzofuran 884604-55-1 C27H28Cl2O4
    7-[4-(2,3-dichloro-5-phenylmethoxyphenoxy)butoxy]-2,2-dimethyl-3H-1-benzofuran
    —— ethyl 2-methyl-2,3-dihydrobenzofuran-5-carboxylate 100117-42-8 C12H14O3
    ethyl 2-methyl-2,3-dihydrobenzofuran-5-carboxylate
    —— 6-chloro-3-phenyl-3H-1-benzofuran-2-one 812685-88-4 C14H9ClO2
    6-chloro-3-phenyl-3H-1-benzofuran-2-one
    —— (R)-methyl 3-(4-bromophenyl)-5-((S)-((S)-6-bromo-2-oxo-3-phenyl-2,3-dihydrobenzofuran-3-yl)(phenyl)methyl)-4,5-dihydroisoxazole-5-carboxylate 1417999-26-8 C32H23Br2NO5
    (R)-methyl 3-(4-bromophenyl)-5-((S)-((S)-6-bromo-2-oxo-3-phenyl-2,3-dihydrobenzofuran-3-yl)(phenyl)methyl)-4,5-dihydroisoxazole-5-carboxylate
    —— 5-(2,3-dihydro-2,2,4,5,7-pentamethylbenzofuran-6-yl)-3-hydroxycyclohex-2-en-1-one 157189-18-9 C19H24O3
    5-(2,3-dihydro-2,2,4,5,7-pentamethylbenzofuran-6-yl)-3-hydroxycyclohex-2-en-1-one
    —— 6-bromo-3-phenylbenzofuran-2(3H)-one 1284257-28-8 C14H9BrO2
    6-bromo-3-phenylbenzofuran-2(3H)-one
    —— 1-Butylamino-3-(5a,6,7,8,9,9a-hexahydro-dibenzofuran-2-yloxy)-propan-2-ol 107828-77-3 C19H29NO3
    1-Butylamino-3-(5a,6,7,8,9,9a-hexahydro-dibenzofuran-2-yloxy)-propan-2-ol
    —— 2,2,4-Trimethyl-5,7-dichlor-2,3-dihydro-benzofuran 6834-35-1 C11H12Cl2O
    2,2,4-Trimethyl-5,7-dichlor-2,3-dihydro-benzofuran
    —— 1,2,3,4,4a,9b-hexahydrodibenzofuran-8-ol 31130-22-0 C12H14O2
    1,2,3,4,4a,9b-hexahydrodibenzofuran-8-ol
    —— 1-(5a,6,7,8,9,9a-Hexahydro-dibenzofuran-2-yloxy)-3-imidazol-1-yl-propan-2-ol 107828-76-2 C18H22N2O3
    1-(5a,6,7,8,9,9a-Hexahydro-dibenzofuran-2-yloxy)-3-imidazol-1-yl-propan-2-ol
    —— 1-tert-Butylamino-3-(5a,6,7,8,9,9a-hexahydro-dibenzofuran-2-yloxy)-propan-2-ol 107828-74-0 C19H29NO3
    1-tert-Butylamino-3-(5a,6,7,8,9,9a-hexahydro-dibenzofuran-2-yloxy)-propan-2-ol
    —— 1-(5a,6,7,8,9,9a-Hexahydro-dibenzofuran-2-yloxy)-3-isopropylamino-propan-2-ol 107828-73-9 C18H27NO3
    1-(5a,6,7,8,9,9a-Hexahydro-dibenzofuran-2-yloxy)-3-isopropylamino-propan-2-ol
    —— 5-chloro-2-(methylthiomethyl)-2,3-dihydrobenzofuran 81077-73-8 C10H11ClOS
    5-chloro-2-(methylthiomethyl)-2,3-dihydrobenzofuran
    —— 5-methyl-2-(methylthiomethyl)-2,3-dihydrobenzofuran 81077-72-7 C11H14OS
    5-methyl-2-(methylthiomethyl)-2,3-dihydrobenzofuran
    —— 2-(methylthiomethyl)-5-nitro-2,3-dihydrobenzofuran 81077-74-9 C10H11NO3S
    2-(methylthiomethyl)-5-nitro-2,3-dihydrobenzofuran
    —— (R,S)-(6-methoxy-2,3-dihydro-benzofuran-3-yl)-methanol 1050426-12-4 C10H12O3
    (R,S)-(6-methoxy-2,3-dihydro-benzofuran-3-yl)-methanol
    —— (R)-5-chloro-3-(6-chloro-2,3-dihydrobenzofuran-5-ylamino)-1-(1-cyclopropylethyl)pyrazin-2(1H)-one 1173435-87-4 C17H17Cl2N3O2
    (R)-5-chloro-3-(6-chloro-2,3-dihydrobenzofuran-5-ylamino)-1-(1-cyclopropylethyl)pyrazin-2(1H)-one
    —— 6-chloro-2,3-dihydrobenzofuran-5-amine 1173434-87-1 C8H8ClNO
    6-chloro-2,3-dihydrobenzofuran-5-amine
    —— 5-Aethyl-2-methylcoumaran 58621-46-8 C11H14O
    5-Aethyl-2-methylcoumaran
    —— 2,3-dihydro-2-methyl-5-trifluoromethoxybenzofuran 467467-31-8 C10H9F3O2
    2,3-dihydro-2-methyl-5-trifluoromethoxybenzofuran
    —— 5-bromo-7-tert-butyl-2,3-dihydro-3-ethyl-3-methylbenzofuran 205241-89-0 C15H21BrO
    5-bromo-7-tert-butyl-2,3-dihydro-3-ethyl-3-methylbenzofuran
    —— 5-(3-bromopropyl)-2,3-dihydrobenzofuran 1057678-15-5 C11H13BrO
    5-(3-bromopropyl)-2,3-dihydrobenzofuran
    —— methyl 2-methyl-2,3-dihydrobenzofuran-5-carboxylate 53596-64-8 C11H12O3
    methyl 2-methyl-2,3-dihydrobenzofuran-5-carboxylate
    —— 4-(2,3-Dihydro-1-benzofuran-5-yl)-2-butanamine 465529-67-3 C12H17NO
    4-(2,3-Dihydro-1-benzofuran-5-yl)-2-butanamine
    —— 2-(methylsulphonylmethyl)-2,3-dihydrobenzofuran 21500-27-6 C10H12O3S
    2-(methylsulphonylmethyl)-2,3-dihydrobenzofuran
    —— 6-allyl-2-(carbethoxymethyl)-2,3-dihydro-3,3-dimethyl-5-benzofuranol 138854-63-4 C17H22O4
    6-allyl-2-(carbethoxymethyl)-2,3-dihydro-3,3-dimethyl-5-benzofuranol
    —— 6-allyl-5-(benzyloxy)-2,3-dihydro-3,3-dimethyl-2-(2-hydroxyethyl)benzofuran 139201-38-0 C22H26O3
    6-allyl-5-(benzyloxy)-2,3-dihydro-3,3-dimethyl-2-(2-hydroxyethyl)benzofuran
    —— 6-allyl-2,3-dihydro-3,3-dimethyl-2-(2-hydroxyethyl)-5-benzofuranol 138854-64-5 C15H20O3
    6-allyl-2,3-dihydro-3,3-dimethyl-2-(2-hydroxyethyl)-5-benzofuranol
    —— 3,4-Dimethoxy-6,7,8,9,10,10a-hexahydro-5ah-benzo[b]cyclohepta[d]furan 16958-56-8 C15H20O3
    3,4-Dimethoxy-6,7,8,9,10,10a-hexahydro-5ah-benzo[b]cyclohepta[d]furan
    —— 6-Methoxy-5-formyl-cumaran 99058-90-9 C10H10O3
    6-Methoxy-5-formyl-cumaran
    —— 5-methyl-2,3-dihydro-benzofuran-6-ol 858792-27-5 C9H10O2
    5-methyl-2,3-dihydro-benzofuran-6-ol