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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-Ethyl-N-cyclohexyl-<3>cumaranyl-methylamin 93811-00-8 C17H25NO
    2-Ethyl-N-cyclohexyl-<3>cumaranyl-methylamin
    —— 2-Ethyl-N-(4-methoxybutyl)-<3>cumaranylmethylamin 93145-54-1 C16H25NO2
    2-Ethyl-N-(4-methoxybutyl)-<3>cumaranylmethylamin
    —— 4-(4-Chloro-phenyl)-2-methyl-1,2,3,3a,4,9b-hexahydro-chromeno[3,4-b]pyrrole-1-carboxylic acid methyl ester 133765-34-1 C20H20ClNO3
    4-(4-Chloro-phenyl)-2-methyl-1,2,3,3a,4,9b-hexahydro-chromeno[3,4-b]pyrrole-1-carboxylic acid methyl ester
    —— 7-Chlor-5,3'-dibrom-4,6,2'-trimethoxy-2'-acetoxy-6'-methyl-grisandion-(3,4') 98881-84-6 C19H19Br2ClO8
    7-Chlor-5,3'-dibrom-4,6,2'-trimethoxy-2'-acetoxy-6'-methyl-grisandion-(3,4')
    —— 3-(2,3-dihydro-benzofuran-6-yloxy)-propionitrile 57052-90-1 C11H11NO2
    3-(2,3-dihydro-benzofuran-6-yloxy)-propionitrile
    —— 1403850-63-4 C32H29N5O8
    —— methyl 4-bromo-3-ethyl-2,3-dihydro-5-hydroxy-6-methylbenzofuran-2-carboxylate 84019-20-5 C13H15BrO4
    methyl 4-bromo-3-ethyl-2,3-dihydro-5-hydroxy-6-methylbenzofuran-2-carboxylate
    —— N-((4R)-2'-amino-5',5'-difluoro-2-phenyl-5',6'-dihydrospiro[chroman-4,4'-[1,3]oxazine]-6-yl)-5-fluoropicolinamide 1415107-95-7 C24H19F3N4O3
    N-((4R)-2'-amino-5',5'-difluoro-2-phenyl-5',6'-dihydrospiro[chroman-4,4'-[1,3]oxazine]-6-yl)-5-fluoropicolinamide
    —— N-(4-(2,3-dihydrobenzofuran-5-yl)phenyl)-2-methylaniline 1374752-47-2 C21H19NO
    N-(4-(2,3-dihydrobenzofuran-5-yl)phenyl)-2-methylaniline
    —— 6-Fluoro-N-methyl-2,3-dihydrobenzofuran-3-amine 1502840-92-7 C9H10FNO
    6-Fluoro-N-methyl-2,3-dihydrobenzofuran-3-amine
    —— (+/-)-{[7-fluoro-5-(3-fluorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}methylamine 852125-27-0 C16H15F2NO
    (+/-)-{[7-fluoro-5-(3-fluorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}methylamine
    —— (9aS)-8-acetyl-N-(3-fluoro-2-methylbenzyl)-1,7-dihydroxy-3-methoxy-9a-methyl-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide 925439-64-1 C25H22FNO7
    (9aS)-8-acetyl-N-(3-fluoro-2-methylbenzyl)-1,7-dihydroxy-3-methoxy-9a-methyl-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide
    —— (+/-)-2-(azidomethyl)-7-(2-methylphenyl)-2,3-dihydro-1-benzofuran 1072073-29-0 C16H15N3O
    (+/-)-2-(azidomethyl)-7-(2-methylphenyl)-2,3-dihydro-1-benzofuran
    —— (4aS,9bR)-8-(2,6-difluoro-4-chlorophenyl)-6-ethoxy-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]pyridine 488126-76-7 C19H18ClF2NO2
    (4aS,9bR)-8-(2,6-difluoro-4-chlorophenyl)-6-ethoxy-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]pyridine
    —— 2-decarboxy-2-<(tetrahydropyranyloxy)methyl>-5,6,7-trinor-4,8-inter-m-phenylene-PGI<sub>2</sub> 79020-82-9 C28H42O5
    2-decarboxy-2-<(tetrahydropyranyloxy)methyl>-5,6,7-trinor-4,8-inter-m-phenylene-PGI<sub>2</sub>
    —— (7-benzyl-2,3-dihydro-1-benzofuran-2-yl)methyl azide 1072073-09-6 C16H15N3O
    (7-benzyl-2,3-dihydro-1-benzofuran-2-yl)methyl azide
    —— 2-iodomethyl-4-methoxy-6-methyl-2,3-dihydrobenzofuran 862779-66-6 C11H13IO2
    2-iodomethyl-4-methoxy-6-methyl-2,3-dihydrobenzofuran
    —— (4aS,9bR)-4-[1-Dipropylamino-meth-(E)-ylidene]-8,9b-dimethyl-4a,9b-dihydro-4H-dibenzofuran-3-one 86657-81-0 C21H27NO2
    (4aS,9bR)-4-[1-Dipropylamino-meth-(E)-ylidene]-8,9b-dimethyl-4a,9b-dihydro-4H-dibenzofuran-3-one
    —— [1-(2,3-dihydro-benzofuran-5-ylmethyl)-3,4-dimethyl-5-oxo-2,5-dihydro-1H-pyrrol-2-ylsulfanyl]-acetic acid 935689-86-4 C17H19NO4S
    [1-(2,3-dihydro-benzofuran-5-ylmethyl)-3,4-dimethyl-5-oxo-2,5-dihydro-1H-pyrrol-2-ylsulfanyl]-acetic acid
    —— 8-(2,6-difluoro-4-chlorophenyl)-6-cyclohexyl-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]pyridine 488125-10-6 C23H24ClF2NO
    8-(2,6-difluoro-4-chlorophenyl)-6-cyclohexyl-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]pyridine
    —— 2-(1,3-dimethyl-1h,1H-3,4'-bipyrazol-1-yl)-N-({1-[(2,2-dimethyl-2,3-dihydro-1-benzofuran-7-yl)methyl]piperidin-4-yl}methyl)-acetamide 1048960-12-8 C27H36N6O2
    2-(1,3-dimethyl-1h,1H-3,4'-bipyrazol-1-yl)-N-({1-[(2,2-dimethyl-2,3-dihydro-1-benzofuran-7-yl)methyl]piperidin-4-yl}methyl)-acetamide
    —— (+/-)-{[7-fluoro-5-(2-methylphenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}methylamine 852125-20-3 C17H18FNO
    (+/-)-{[7-fluoro-5-(2-methylphenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}methylamine
    —— 2-(5-amino-1H-tetrazol-1-yl)-N-({1-[(2,2-dimethyl-2,3-dihydro-1-benzofuran-7-yl)methyl]piperidin-4-yl}methyl)-acetamide 1048959-21-2 C20H29N7O2
    2-(5-amino-1H-tetrazol-1-yl)-N-({1-[(2,2-dimethyl-2,3-dihydro-1-benzofuran-7-yl)methyl]piperidin-4-yl}methyl)-acetamide
    —— 3,5-diamino-6-chloro-pyrazine-2-carboxylic acid [6,7-dichloro-5-(thiophene-2-carbonyl)-2,3-dihydro-benzofuran-2-carbonylcarbamimidoyl]-amide 70261-95-9 C20H14Cl3N7O4S
    3,5-diamino-6-chloro-pyrazine-2-carboxylic acid [6,7-dichloro-5-(thiophene-2-carbonyl)-2,3-dihydro-benzofuran-2-carbonylcarbamimidoyl]-amide
    —— 2-(2,3-dihydrobenzofuran-5-yl)-N-hydroxy-4-phenylthiazole-5-carboxamide 1148158-31-9 C18H14N2O3S
    2-(2,3-dihydrobenzofuran-5-yl)-N-hydroxy-4-phenylthiazole-5-carboxamide
    —— 2-[2-(Trimethylsilylmethyl)-2,3-dihydro-1-benzofuran-5-yl]ethanol 1034139-58-6 C14H22O2Si
    2-[2-(Trimethylsilylmethyl)-2,3-dihydro-1-benzofuran-5-yl]ethanol
    —— 2,4,5a,7,9,10b-Hexamethyl-5a,10b-dihydro-benzofuro<2.3-b>benzofuran 59521-20-9 C20H22O2
    2,4,5a,7,9,10b-Hexamethyl-5a,10b-dihydro-benzofuro<2.3-b>benzofuran
    —— n-butyl N-[[methyl[[[2,3-dihydro-2,2-dimethyl-7-benzofuranyl]oxy]carbonyl]amino]thio]-2,-methylpropionimidate 93960-93-1 C20H30N2O4S
    n-butyl N-[[methyl[[[2,3-dihydro-2,2-dimethyl-7-benzofuranyl]oxy]carbonyl]amino]thio]-2,-methylpropionimidate
    —— diethyl 6-chloro-3-hydroxybenzofuran-2,2(3H)dicarboxylate 1400892-32-1 C14H15ClO6
    diethyl 6-chloro-3-hydroxybenzofuran-2,2(3H)dicarboxylate
    —— ethyl 1-(2,3-dihydro-1-benzofuran-5-yl)-3-[[(trans-4-methylcyclohexyl)carbonyl](1-methylethyl)amino]-1H-pyrazole-4-carboxylate 865868-36-6 C25H33N3O4
    ethyl 1-(2,3-dihydro-1-benzofuran-5-yl)-3-[[(trans-4-methylcyclohexyl)carbonyl](1-methylethyl)amino]-1H-pyrazole-4-carboxylate
    —— 4A,9b-epoxy-1,2,3,4,4a,9b-hexahydro-dibenzofuran 121234-90-0 C12H12O2
    4A,9b-epoxy-1,2,3,4,4a,9b-hexahydro-dibenzofuran
    —— Acetic acid 4,6-di-tert-butyl-2,2-dihexyl-2,3-dihydro-benzofuran-5-yl ester 1026899-09-1 C30H50O3
    Acetic acid 4,6-di-tert-butyl-2,2-dihexyl-2,3-dihydro-benzofuran-5-yl ester
    —— thioacetic acid S-3,4-dihydro-2H-1-benzopyran-2-yl ester 485845-15-6 C11H12O2S
    thioacetic acid S-3,4-dihydro-2H-1-benzopyran-2-yl ester
    —— 11-<(tert-butyldimethylsilyl)oxy>-1,2,3,3a,3b,4,9b,10-octahydrobenz<b>indeno<5,4-d>pyran-4-one 134678-38-9 C22H30O3Si
    11-<(tert-butyldimethylsilyl)oxy>-1,2,3,3a,3b,4,9b,10-octahydrobenz<b>indeno<5,4-d>pyran-4-one
    —— spiro<benzofuran-2(3H),1'-cyclohexane>-2-carboxylic acid methyl ester 80548-39-6 C15H18O3
    spiro<benzofuran-2(3H),1'-cyclohexane>-2-carboxylic acid methyl ester
    —— 2-Hexyl-2,3-dihydro-benzofuran-5-ol 161761-05-3 C14H20O2
    2-Hexyl-2,3-dihydro-benzofuran-5-ol
    —— 1-(5-Chloro-2,3-dihydro-1-benzofuran-7-yl)propan-1-ol 1566411-18-4 C11H13ClO2
    1-(5-Chloro-2,3-dihydro-1-benzofuran-7-yl)propan-1-ol
    —— 96773-97-6 C36H28O7
    —— (1S,3R,4R)-5',7'-dimethoxy-2,2-dimethyl-4'-(2-methylpropyl)spiro[bicyclo[2.2.1]heptane-3,2'-chromene] 114942-90-4 C23H32O3
    (1S,3R,4R)-5',7'-dimethoxy-2,2-dimethyl-4'-(2-methylpropyl)spiro[bicyclo[2.2.1]heptane-3,2'-chromene]
    —— (+/-)-1-Bromo-1,6a,11a,11b-tetrahydro-5,7,8-trimethoxy-3,6a,10,11b-tetramethyldiindeno<7,1-bc:2,1-e>pyran-2,11-dione 78004-38-3 C25H25BrO6
    (+/-)-1-Bromo-1,6a,11a,11b-tetrahydro-5,7,8-trimethoxy-3,6a,10,11b-tetramethyldiindeno<7,1-bc:2,1-e>pyran-2,11-dione
    —— [3-(2,3-Dihydro-1-benzofuran-5-yl)-4,5-dihydro-1,2-oxazol-5-yl]methanamine hydrochloride 1803561-63-8 C12H15ClN2O2
    [3-(2,3-Dihydro-1-benzofuran-5-yl)-4,5-dihydro-1,2-oxazol-5-yl]methanamine hydrochloride
    —— 3,3,5,5-tetraphenyl-3<i>H</i>,5<i>H</i>-benzo[1,2-<i>b</i>;5,4-<i>b</i>']difuran-2,6-dione 29052-17-3 C34H22O4
    3,3,5,5-tetraphenyl-3<i>H</i>,5<i>H</i>-benzo[1,2-<i>b</i>;5,4-<i>b</i>']difuran-2,6-dione
    —— 1,2,3,3a,3b,4,9b,10,11,11a-decahydrobenz<b>indeno<5,4-d>pyran-4,11-dione 134594-13-1 C16H16O3
    1,2,3,3a,3b,4,9b,10,11,11a-decahydrobenz<b>indeno<5,4-d>pyran-4,11-dione
    —— 6,7-Dichloro-5-{2-[6-methyl-4-oxo-[1,3]thiazinan-(2E)-ylidene]-acetyl}-2,3-dihydro-benzofuran-2-carboxylic acid 126200-79-1 C16H13Cl2NO5S
    6,7-Dichloro-5-{2-[6-methyl-4-oxo-[1,3]thiazinan-(2E)-ylidene]-acetyl}-2,3-dihydro-benzofuran-2-carboxylic acid
    —— Methyl-sulfamic acid 2-hydroxy-3,3-dimethyl-2,3-dihydro-benzofuran-5-yl ester 55530-94-4 C11H15NO5S
    Methyl-sulfamic acid 2-hydroxy-3,3-dimethyl-2,3-dihydro-benzofuran-5-yl ester
    —— 2-((2,3-dihydrobenzofuran-3-yl)methyl)cyclohexa-2,5-diene-1,4-dione 1334402-70-8 C15H12O3
    2-((2,3-dihydrobenzofuran-3-yl)methyl)cyclohexa-2,5-diene-1,4-dione
    —— (S)-2-(4-(7-fluoro-5-(1,2,3,6-tetrahydropyridin-4-yl)-2,3-dihydrobenzofuran-2-yl)piperidin-1-yl)-5-propylpyrimidine 1346529-69-8 C25H31FN4O
    (S)-2-(4-(7-fluoro-5-(1,2,3,6-tetrahydropyridin-4-yl)-2,3-dihydrobenzofuran-2-yl)piperidin-1-yl)-5-propylpyrimidine
    —— cis-3,4,8-triacetoxy-3,4-dihydro-2H-1-benzopyran 106662-73-1 C15H16O7
    cis-3,4,8-triacetoxy-3,4-dihydro-2H-1-benzopyran
    —— 5-methoxy-2,3-dihydro-3-benzofuranmethylamine 118610-61-0 C10H13NO2
    5-methoxy-2,3-dihydro-3-benzofuranmethylamine
    —— 1567366-12-4 C18H23NO6