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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
    —— (4E,5S)-1-[2-(diethylamino)ethyl]-5-(furan-2-yl)-4-[hydroxy-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]pyrrolidine-2,3-dione —— C24H28N2O5
    (4E,5S)-1-[2-(diethylamino)ethyl]-5-(furan-2-yl)-4-[hydroxy-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]pyrrolidine-2,3-dione
    —— (NZ)-N-[7-chloro-2-(furan-2-ylmethylidene)-5-methyl-1-benzofuran-3-ylidene]hydroxylamine —— C14H10ClNO3
    (NZ)-N-[7-chloro-2-(furan-2-ylmethylidene)-5-methyl-1-benzofuran-3-ylidene]hydroxylamine
    —— (3,3-dimethyl-2H-1-benzofuran-5-yl) 2-hydroxyethanesulfonate —— C12H16O5S
    (3,3-dimethyl-2H-1-benzofuran-5-yl) 2-hydroxyethanesulfonate
    —— 4-[(2Z)-2-Benzylidene-5-nitro-2,3-dihydro-1-benzofuran-3-yl]morpholine —— C19H18N2O4
    4-[(2Z)-2-Benzylidene-5-nitro-2,3-dihydro-1-benzofuran-3-yl]morpholine
    —— (E)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-phenylmethoxyethanimine —— C17H17NO2
    (E)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-phenylmethoxyethanimine
    —— 3-Methoxy-5a-(4-methoxyphenyl)-1-methyl-6,7,8,9,10,10a-hexahydrocyclohepta[b][1]benzofuran-2-ol —— C22H26O4
    3-Methoxy-5a-(4-methoxyphenyl)-1-methyl-6,7,8,9,10,10a-hexahydrocyclohepta[b][1]benzofuran-2-ol
    —— 4-hydroxy-N-(2-hydroxyethyl)-3-[2-(2-methoxyphenyl)ethyl-(3-methylbut-2-enoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H34N2O6
    4-hydroxy-N-(2-hydroxyethyl)-3-[2-(2-methoxyphenyl)ethyl-(3-methylbut-2-enoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(2-cyclopentylacetyl)-(furan-3-ylmethyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H34N2O8
    3-[(2-cyclopentylacetyl)-(furan-3-ylmethyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[1-adamantylmethyl(3-methoxypropanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C32H42N2O8
    3-[1-adamantylmethyl(3-methoxypropanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[1-adamantylmethyl(pent-4-enoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C33H42N2O7
    3-[1-adamantylmethyl(pent-4-enoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[benzyl(2-methylpropanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H32N2O7
    3-[benzyl(2-methylpropanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 2-(2,3-Dihydro-1-benzofuran-5-yl)-3-[(3,4,5-trifluorophenyl)methyl]-1,3-thiazolidin-4-one —— C18H14F3NO2S
    2-(2,3-Dihydro-1-benzofuran-5-yl)-3-[(3,4,5-trifluorophenyl)methyl]-1,3-thiazolidin-4-one
    —— 3-[cyclopropanecarbonyl(2-morpholin-4-ylethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H33N3O6
    3-[cyclopropanecarbonyl(2-morpholin-4-ylethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[3-cyclopentylpropanoyl(hexyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C31H46N2O7
    3-[3-cyclopentylpropanoyl(hexyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[hexyl(pent-2-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H40N2O7
    3-[hexyl(pent-2-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[3-cyclopentylpropanoyl(2,2,2-trifluoroethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H31F3N2O5
    3-[3-cyclopentylpropanoyl(2,2,2-trifluoroethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[hept-6-enoyl(3-propan-2-yloxypropyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H40N2O6
    3-[hept-6-enoyl(3-propan-2-yloxypropyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclobutanecarbonyl(3-propan-2-yloxypropyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H40N2O8
    3-[cyclobutanecarbonyl(3-propan-2-yloxypropyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[2-methoxyethyl(pentanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H36N2O8
    4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[2-methoxyethyl(pentanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[hexyl(2-methylpropanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H40N2O7
    3-[hexyl(2-methylpropanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[pent-4-enoyl(2,2,2-trifluoroethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C24H29F3N2O7
    4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[pent-4-enoyl(2,2,2-trifluoroethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[3-methoxypropanoyl(3-propan-2-yloxypropyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H38N2O9
    8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[3-methoxypropanoyl(3-propan-2-yloxypropyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(3,4-dichlorophenyl)methyl-(2-methoxyacetyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H30Cl2N2O8
    3-[(3,4-dichlorophenyl)methyl-(2-methoxyacetyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(4-chlorophenyl)methyl-(cyclopentanecarbonyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C30H33ClN2O7
    3-[(4-chlorophenyl)methyl-(cyclopentanecarbonyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[2-(3-fluorophenyl)ethyl-(2-methylpropanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H31FN2O5
    3-[2-(3-fluorophenyl)ethyl-(2-methylpropanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclobutanecarbonyl(cyclopropylmethyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H32N2O7
    3-[cyclobutanecarbonyl(cyclopropylmethyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclohexylmethyl(pentanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H40N2O7
    3-[cyclohexylmethyl(pentanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(5E)-5-(2,3-dihydro-1-benzofuran-5-ylmethylidene)-3,4-dihydro-2H-pyridin-6-yl]pyridine;dihydrochloride —— C19H20Cl2N2O
    3-[(5E)-5-(2,3-dihydro-1-benzofuran-5-ylmethylidene)-3,4-dihydro-2H-pyridin-6-yl]pyridine;dihydrochloride
    —— 1-(6,7-dihydro-3H-dithiolo[3,4-f][1]benzofuran-6-yl)-2-(propan-2-ylamino)ethanethiol —— C14H19NOS3
    1-(6,7-dihydro-3H-dithiolo[3,4-f][1]benzofuran-6-yl)-2-(propan-2-ylamino)ethanethiol
    —— 5-Methoxy-2a-methyl-7b-phenyldioxeto[3,4-b][1]benzofuran —— C16H14O4
    5-Methoxy-2a-methyl-7b-phenyldioxeto[3,4-b][1]benzofuran
    —— 2-[4-(2,3-dihydro-benzofuran-5-yl)-1H-pyrazol-3-yl]-pyridine —— C16H13N3O
    2-[4-(2,3-dihydro-benzofuran-5-yl)-1H-pyrazol-3-yl]-pyridine
    —— 2,3-dihydro-5-carbethoxy-3-benzofuranmethanol —— C12H14O4
    2,3-dihydro-5-carbethoxy-3-benzofuranmethanol
    —— Dipropan-2-yl (6,12,18,24-tetratert-butyl-27-hydroxy-26-oxo-2-oxahexacyclo[20.3.1.11,4.110,14.116,20.03,8]nonacosa-3(8),4,6,10,12,14(28),16(27),17,19,22,24-undecaen-28-yl) phosphate;dipropan-2-yl (6,12,18,24-tetratert-butyl-28-hydroxy-26-oxo-2-oxahexacyclo[20.3.1.11,4.110,14.116,20.03,8]nonacosa-3(8),4,6,10(28),11,13,16(27),17,19,22,24-undecaen-27-yl) phosphate —— C100H134O14P2
    Dipropan-2-yl (6,12,18,24-tetratert-butyl-27-hydroxy-26-oxo-2-oxahexacyclo[20.3.1.11,4.110,14.116,20.03,8]nonacosa-3(8),4,6,10,12,14(28),16(27),17,19,22,24-undecaen-28-yl) phosphate;dipropan-2-yl (6,12,18,24-tetratert-butyl-28-hydroxy-26-oxo-2-oxahexacyclo[20.3.1.11,4.110,14.116,20.03,8]nonacosa-3(8),4,6,10(28),11,13,16(27),17,19,22,24-undecaen-27-yl) phosphate
    —— N-[3-[benzyl(hydroxy)amino]propyl]-N-(2-methylpropyl)-2,3-dihydro-1-benzofuran-5-sulfonamide —— C22H30N2O4S
    N-[3-[benzyl(hydroxy)amino]propyl]-N-(2-methylpropyl)-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (3S)-3-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-1-methyl-1-azoniabicyclo[2.2.2]octane —— C16H22NO+
    (3S)-3-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-1-methyl-1-azoniabicyclo[2.2.2]octane
    —— 5-(tert-Butyl-dimethyl-silanyloxymethyl)-2,3-dihydro-benzofuran-7-ol —— C15H24O3Si
    5-(tert-Butyl-dimethyl-silanyloxymethyl)-2,3-dihydro-benzofuran-7-ol
    —— 8-(2,4-dichlorophenyl)-N-methyl-N-ethyl-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]pyridin-6-amine 488124-80-7 C20H22Cl2N2O
    8-(2,4-dichlorophenyl)-N-methyl-N-ethyl-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]pyridin-6-amine
    —— (5E)-5-[[3-[3,3-dimethyl-5-(2-methylpropyl)-2H-1-benzofuran-7-yl]-4-(trifluoromethoxy)phenyl]methylidene]-1,3-thiazolidine-2,4-dione —— C25H24F3NO4S
    (5E)-5-[[3-[3,3-dimethyl-5-(2-methylpropyl)-2H-1-benzofuran-7-yl]-4-(trifluoromethoxy)phenyl]methylidene]-1,3-thiazolidine-2,4-dione
    —— 5-(Pyridin-2-yl)-thiophene-2-carboxylic acid (2-[5-carbamimidoyl-2,3-dihydrobenzofuran-3-yl]ethyl)amide 328123-89-3 C21H20N4O2S
    5-(Pyridin-2-yl)-thiophene-2-carboxylic acid (2-[5-carbamimidoyl-2,3-dihydrobenzofuran-3-yl]ethyl)amide
    —— 2-[1-[[2-(2,3-dihydro-1-benzofuran-5-yl)-1H-imidazol-5-yl]methyl]piperidin-4-yl]-4-methylpyrimidine —— C22H25N5O
    2-[1-[[2-(2,3-dihydro-1-benzofuran-5-yl)-1H-imidazol-5-yl]methyl]piperidin-4-yl]-4-methylpyrimidine
    —— methyl (2E,3Z,5E)-2-(methoxymethylidene)-6-[2-(2-methoxypropan-2-yl)-2,3-dihydro-1-benzofuran-6-yl]-3-methylhexa-3,5-dienoate —— C22H28O5
    methyl (2E,3Z,5E)-2-(methoxymethylidene)-6-[2-(2-methoxypropan-2-yl)-2,3-dihydro-1-benzofuran-6-yl]-3-methylhexa-3,5-dienoate
    —— 5,7-ditert-butaneyl-3-(4-monoethoxyphenyl)-benzofuran-2-one —— C24H30O3
    5,7-ditert-butaneyl-3-(4-monoethoxyphenyl)-benzofuran-2-one
    —— 3,5,6,7-tetrahydro-2,2,4,8-tetramethyl-3-(4-methylphenyl)-2H-furo[2,3-f]indole —— C21H25NO
    3,5,6,7-tetrahydro-2,2,4,8-tetramethyl-3-(4-methylphenyl)-2H-furo[2,3-f]indole
    —— 1-[1-(2,3-Dihydro-1-benzofuran-4-yl)pyrrolidin-3-yl]-3-propylurea —— C16H23N3O2
    1-[1-(2,3-Dihydro-1-benzofuran-4-yl)pyrrolidin-3-yl]-3-propylurea
    —— 8-(2,4-dichlorophenyl)-6-methoxy-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]-pyridine 488124-69-2 C18H17Cl2NO2
    8-(2,4-dichlorophenyl)-6-methoxy-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]-pyridine
    —— Methyl 4-[2-(2,3-dihydro-1-benzofuran-2-yl)ethylcarbamothioylsulfanyl]butanoate —— C16H21NO3S2
    Methyl 4-[2-(2,3-dihydro-1-benzofuran-2-yl)ethylcarbamothioylsulfanyl]butanoate
    —— 3-(4-isopropylphenyl)-N-[2-(4-methoxyphenyl)ethyl]-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-amine 274907-87-8 C31H39NO2
    3-(4-isopropylphenyl)-N-[2-(4-methoxyphenyl)ethyl]-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-amine
    —— N-[2-(5-carbamimidoyl-2,3-dihydro-1-benzofuran-3-yl)ethyl]-2-(4-chlorophenoxy)-2-methylpropanamide —— C21H24ClN3O3
    N-[2-(5-carbamimidoyl-2,3-dihydro-1-benzofuran-3-yl)ethyl]-2-(4-chlorophenoxy)-2-methylpropanamide
    —— 4-[2-hydroxy-1-[(E)-3-hydroxy-3-phenylprop-1-enyl]-2,3,3a,8b-tetrahydro-1H-cyclopenta[b][1]benzofuran-5-yl]butanoic acid —— C24H26O5
    4-[2-hydroxy-1-[(E)-3-hydroxy-3-phenylprop-1-enyl]-2,3,3a,8b-tetrahydro-1H-cyclopenta[b][1]benzofuran-5-yl]butanoic acid
    —— 2-[1-[[2-(2,3-dihydro-1-benzofuran-5-yl)-1H-imidazol-5-yl]methyl]piperidin-4-yl]pyridine —— C22H24N4O
    2-[1-[[2-(2,3-dihydro-1-benzofuran-5-yl)-1H-imidazol-5-yl]methyl]piperidin-4-yl]pyridine