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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
    —— 1-(7-tert-butyl-2,3-dihydro-3,3-dimethyl-5-benzofuranyl)-3-chloropropan-1-one 205235-83-2 C17H23ClO2
    1-(7-tert-butyl-2,3-dihydro-3,3-dimethyl-5-benzofuranyl)-3-chloropropan-1-one
    —— 5-bromo-7-tert-butyl-2,3-dihydro-3,3-dimethylbenzo[b]furan 178322-39-9 C14H19BrO
    5-bromo-7-tert-butyl-2,3-dihydro-3,3-dimethylbenzo[b]furan
    —— phenyl-2,3-dihydro-3-phenylbenzofuran-2-yl ketone 133379-93-8 C21H16O2
    phenyl-2,3-dihydro-3-phenylbenzofuran-2-yl ketone
    —— 5,7-di-tert-butyl-3-(4-methylphenyl)-3H-benzofuran-2-one 164391-53-1 C23H28O2
    5,7-di-tert-butyl-3-(4-methylphenyl)-3H-benzofuran-2-one
    —— 5,7-di-tert-butyl-3-(4-methoxyphenyl)-3H-benzofuran-2-one 75869-37-3 C23H28O3
    5,7-di-tert-butyl-3-(4-methoxyphenyl)-3H-benzofuran-2-one
    —— (2S)-2-(aminomethyl)-4-(2,3-dihydro-1-benzofuran-7-yl)-1,1,1-trifluoro-4-methyl-2-pentanol 913003-18-6 C15H20F3NO2
    (2S)-2-(aminomethyl)-4-(2,3-dihydro-1-benzofuran-7-yl)-1,1,1-trifluoro-4-methyl-2-pentanol
    —— 2-(1-hydroxy-1-methyl-ethyl)-2,3-dihydro-benzofuran-4-ol 26079-33-4 C11H14O3
    2-(1-hydroxy-1-methyl-ethyl)-2,3-dihydro-benzofuran-4-ol
    —— 2-(2-hydroxypropan-2-yl)-2,3-dihydrobenzofuran-4-yl propiolate 1351118-96-1 C14H14O4
    2-(2-hydroxypropan-2-yl)-2,3-dihydrobenzofuran-4-yl propiolate
    —— 1-((2,3-dihydro-5-methoxybenzofuran-2-yl)methyl)-1H-imidazole 1311989-71-5 C13H14N2O2
    1-((2,3-dihydro-5-methoxybenzofuran-2-yl)methyl)-1H-imidazole
    —— 1-((2,3-dihydrobenzofuran-2-yl)methyl)-1H-imidazole 1311989-68-0 C12H12N2O
    1-((2,3-dihydrobenzofuran-2-yl)methyl)-1H-imidazole
    —— (3aS,4R,8R,8aS)-4,8-bis(2,3-dihydro-1-benzofuran-5-ylmethyl)-2,2-dimethyl-3a,4,5,7,8,8a-hexahydro-[1,3]dioxolo[4,5-e][1,3]diazepin-6-one 1054718-62-5 C26H30N2O5
    (3aS,4R,8R,8aS)-4,8-bis(2,3-dihydro-1-benzofuran-5-ylmethyl)-2,2-dimethyl-3a,4,5,7,8,8a-hexahydro-[1,3]dioxolo[4,5-e][1,3]diazepin-6-one
    —— 4,6-Dihydroxy-3-(4-methoxy-phenyl)-3H-benzofuran-2-one 145622-39-5 C15H12O5
    4,6-Dihydroxy-3-(4-methoxy-phenyl)-3H-benzofuran-2-one
    —— 5-Formylamino-2-(4-hydroxyphenyl)thiomethyl-2,4,6,7-tetramethyl-2,3-dihydrobenzofuran 142874-06-4 C20H23NO3S
    5-Formylamino-2-(4-hydroxyphenyl)thiomethyl-2,4,6,7-tetramethyl-2,3-dihydrobenzofuran
    —— (4aR*,9bS*)-1,2,3,4,4a,9b-hexahydro-8-hydroxydibenzofuran-3-one 126665-92-7 C12H12O3
    (4aR*,9bS*)-1,2,3,4,4a,9b-hexahydro-8-hydroxydibenzofuran-3-one
    —— 4-Benzyloxy-6-methoxy-3a-<2-(trimethylsilyl)eth-1-oxy>-3a,8a-dihydrofuro<2,3-b>benzofuran-2(3H)-one 139220-68-1 C23H28O6Si
    4-Benzyloxy-6-methoxy-3a-<2-(trimethylsilyl)eth-1-oxy>-3a,8a-dihydrofuro<2,3-b>benzofuran-2(3H)-one
    —— magnolignan E 138591-08-9 C18H18O4
    magnolignan E
    —— 6-Benzyloxy-4-methoxy-3a-<2-(trimethylsilyl)eth-1-oxy>-3a,8a-dihydrofuro<2,3-b>benzofuran-2(3H)-one 139220-69-2 C23H28O6Si
    6-Benzyloxy-4-methoxy-3a-<2-(trimethylsilyl)eth-1-oxy>-3a,8a-dihydrofuro<2,3-b>benzofuran-2(3H)-one
    —— 3-[4-(2,2-dimethyl(2,3-dihydrobenzo[2,3-b]furan-7-yloxy))butoxy]-4,5-dichlorophenol 884604-56-2 C20H22Cl2O4
    3-[4-(2,2-dimethyl(2,3-dihydrobenzo[2,3-b]furan-7-yloxy))butoxy]-4,5-dichlorophenol
    —— Ethyl 2-isopropyl-3-methylene-2,3-dihydro-2-benzofurancarboxylate 137514-55-7 C15H18O3
    Ethyl 2-isopropyl-3-methylene-2,3-dihydro-2-benzofurancarboxylate
    —— Ethyl 3-hydroxy-2-isopropyl-3-methyl-2,3-dihydro-2-benzofurancarboxylate 137514-52-4 C15H20O4
    Ethyl 3-hydroxy-2-isopropyl-3-methyl-2,3-dihydro-2-benzofurancarboxylate
    —— Ethyl 3-hydroxy-2,3-dimethyl-2,3-dihydro-2-benzofurancarboxylate 137514-51-3 C13H16O4
    Ethyl 3-hydroxy-2,3-dimethyl-2,3-dihydro-2-benzofurancarboxylate
    —— 3-methylene-5-methoxy-2-propyl-2,3-dihydrobenzofuran 773880-73-2 C13H16O2
    3-methylene-5-methoxy-2-propyl-2,3-dihydrobenzofuran
    —— 2,3-dihydro-2,3,4-trimethyl-2,3-epoxybenzofuran 136795-91-0 C11H12O2
    2,3-dihydro-2,3,4-trimethyl-2,3-epoxybenzofuran
    —— 2,3-dihydro-2,3,5-trimethyl-2,3-epoxybenzofuran 136795-92-1 C11H12O2
    2,3-dihydro-2,3,5-trimethyl-2,3-epoxybenzofuran
    —— 2,2,3,3,3-pentafluoro-1-(2,3-dihydro-2,2-dimethylbenzofuran-5-yl)propan-1-one 125733-42-8 C13H11F5O2
    2,2,3,3,3-pentafluoro-1-(2,3-dihydro-2,2-dimethylbenzofuran-5-yl)propan-1-one
    —— 4-methoxy-5"-methyl-5'-[5-(prop-1-yn-1-yl)pyridin-3-yl]dispiro[cyclohexane-1,2'-[1]benzofuran-3',2"-imidazol]-4"-amine 1383983-02-5 C25H26N4O2
    4-methoxy-5"-methyl-5'-[5-(prop-1-yn-1-yl)pyridin-3-yl]dispiro[cyclohexane-1,2'-[1]benzofuran-3',2"-imidazol]-4"-amine
    —— diethyl 3-(2-oxopropyl)benzofuran-2,2(3H)-dicarboxylate 1323141-68-9 C17H20O6
    diethyl 3-(2-oxopropyl)benzofuran-2,2(3H)-dicarboxylate
    —— diethyl 5-bromo-3-hydroxybenzofuran-2,2(3H)-dicarboxylate 198277-28-0 C14H15BrO6
    diethyl 5-bromo-3-hydroxybenzofuran-2,2(3H)-dicarboxylate
    —— diethyl 3-hydroxy-6-methoxybenzofuran-2,2(3H)-dicarboxylate 1323141-92-9 C15H18O7
    diethyl 3-hydroxy-6-methoxybenzofuran-2,2(3H)-dicarboxylate
    —— diethyl 3-hydroxy-6-diethylamino-2,3-dihydrobenzo[b]furan-2,2-dicarboxylate 1254835-67-0 C18H25NO6
    diethyl 3-hydroxy-6-diethylamino-2,3-dihydrobenzo[b]furan-2,2-dicarboxylate
    —— 2,3-dihydro-2,3-epoxy-2-methyl-3-phenylbenzofuran 151337-20-1 C15H12O2
    2,3-dihydro-2,3-epoxy-2-methyl-3-phenylbenzofuran
    —— diethyl 7-chloro-2,3-dihydro-3-hydroxy-6-methoxybenzofuran-2,2-dicarboxylate 90246-71-2 C15H17ClO7
    diethyl 7-chloro-2,3-dihydro-3-hydroxy-6-methoxybenzofuran-2,2-dicarboxylate
    —— diethyl 6-(benzyloxy)-3-hydroxybenzofuran-2,2(3H)-dicarboxylate 122443-91-8 C21H22O7
    diethyl 6-(benzyloxy)-3-hydroxybenzofuran-2,2(3H)-dicarboxylate
    —— (RS)-4-(3-Bromo-phenyl)-4-(2,3-dihydro-benzofuran-5-yl)-4,5-dihydro-oxazol-2-ylamine 1180015-45-5 C17H15BrN2O2
    (RS)-4-(3-Bromo-phenyl)-4-(2,3-dihydro-benzofuran-5-yl)-4,5-dihydro-oxazol-2-ylamine
    —— ethyl 2-acetyl-5-chloro-3-hydroxy-2,3-dihydrobenzofuran-2-carboxylate 1351932-19-8 C13H13ClO5
    ethyl 2-acetyl-5-chloro-3-hydroxy-2,3-dihydrobenzofuran-2-carboxylate
    —— Dipropan-2-yl [6,12,18,24-tetratert-butyl-27-di(propan-2-yloxy)phosphoryloxy-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-28-yl] phosphate 146860-34-6 C56H80O10P2
    Dipropan-2-yl [6,12,18,24-tetratert-butyl-27-di(propan-2-yloxy)phosphoryloxy-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-28-yl] phosphate
    —— 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 153721-21-2 C50H67O7P
    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
    —— 5,11,17,23-Tetra-tert-butyl-25,26,27,28-tetrahydroxycalix[4]arene monospirodienon 146923-74-2 C44H54O4
    5,11,17,23-Tetra-tert-butyl-25,26,27,28-tetrahydroxycalix[4]arene monospirodienon
    —— 7-fluoro-2,3-dihydrobenzofuran-5-amine 1207094-65-2 C8H8FNO
    7-fluoro-2,3-dihydrobenzofuran-5-amine
    —— (9aS)-8-Acetyl-1,7-dihydroxy-N-(4-hydroxy-2,3,6-trimethylbenzyl)-3-methoxy-9a-methyl-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide 925440-61-5 C27H27NO8
    (9aS)-8-Acetyl-1,7-dihydroxy-N-(4-hydroxy-2,3,6-trimethylbenzyl)-3-methoxy-9a-methyl-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide
    —— 5-methyl-3-(2-phenylmethoxyphenyl)-3H-1-benzofuran-2-one 310898-66-9 C22H18O3
    5-methyl-3-(2-phenylmethoxyphenyl)-3H-1-benzofuran-2-one
    —— 4,4'-bis(5,7-di-tert-butyl-3H-benzofuran-2-on-3-yl)-N-methyl-diphenylamine 164391-62-2 C45H53NO4
    4,4'-bis(5,7-di-tert-butyl-3H-benzofuran-2-on-3-yl)-N-methyl-diphenylamine
    —— (R)-2-acetyl-6-[2-(benzylthio)acetyl]-3,7,9-trihydroxy-8,9b-dimethyldibenzo[b,d]furan-1(9bH)-one 1609950-01-7 C25H22O7S
    (R)-2-acetyl-6-[2-(benzylthio)acetyl]-3,7,9-trihydroxy-8,9b-dimethyldibenzo[b,d]furan-1(9bH)-one
    —— 4aR,9aS-(+)-cis-4a-ethyl-6-methoxy-1,2,3,4,4a,9a-hexahydrobenzofuro[2,3-c]pyridine 1182348-68-0 C14H19NO2
    4aR,9aS-(+)-cis-4a-ethyl-6-methoxy-1,2,3,4,4a,9a-hexahydrobenzofuro[2,3-c]pyridine
    —— cis-4a-ethyl-6-methoxy-1,2,3,4,4a,9a-hexahydrobenzofuro<2,3-c>pyridine —— C14H19NO2
    cis-4a-ethyl-6-methoxy-1,2,3,4,4a,9a-hexahydrobenzofuro<2,3-c>pyridine
    —— 2,3-Dihydro-6-bromo-5-benzofuranol methoxymethyl ether 119795-03-8 C10H11BrO3
    2,3-Dihydro-6-bromo-5-benzofuranol methoxymethyl ether
    —— Dimethyl 3-(2,3-dihydro-1-benzofuran-4-yl)-2,2-dimethylcyclopropane-1,1-dicarboxylate 230642-81-6 C17H20O5
    Dimethyl 3-(2,3-dihydro-1-benzofuran-4-yl)-2,2-dimethylcyclopropane-1,1-dicarboxylate
    —— 9-(3-Carbazol-9-yl-5a,10b-diphenyl-[1]benzofuro[2,3-b][1]benzofuran-8-yl)carbazole 1224836-01-4 C50H32N2O2
    9-(3-Carbazol-9-yl-5a,10b-diphenyl-[1]benzofuro[2,3-b][1]benzofuran-8-yl)carbazole
    —— [5a,10b-Diphenyl-3-(trifluoromethylsulfonyloxy)-[1]benzofuro[2,3-b][1]benzofuran-8-yl] trifluoromethanesulfonate 1224839-29-5 C28H16F6O8S2
    [5a,10b-Diphenyl-3-(trifluoromethylsulfonyloxy)-[1]benzofuro[2,3-b][1]benzofuran-8-yl] trifluoromethanesulfonate
    —— 9-(2-Carbazol-9-yl-5a,10b-diphenyl-[1]benzofuro[2,3-b][1]benzofuran-9-yl)carbazole 1224835-96-4 C50H32N2O2
    9-(2-Carbazol-9-yl-5a,10b-diphenyl-[1]benzofuro[2,3-b][1]benzofuran-9-yl)carbazole