摩熵化学
数据库官网
小程序
打开微信扫一扫
首页 分子通 化学资讯 化学百科 反应查询 关于我们
请输入关键词
历史搜索
    热门化合物HOT
    • 喹啉
    • 水杨醛
    • 二溴甲烷
    • 谷胱甘肽
    • L-乳酸
    • 苯巴比妥
    • 辣椒碱
    • 非那明
    • 百草枯
    • 联苯烯
    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
    —— N-({1-[(2,2-dimethyl-2,3-dihydro-1-benzofuran-7-yl)methyl]piperidin-4-yl}methyl)-2-(1H-imidazol-1-yl)butanamide 1048960-37-7 C24H34N4O2
    N-({1-[(2,2-dimethyl-2,3-dihydro-1-benzofuran-7-yl)methyl]piperidin-4-yl}methyl)-2-(1H-imidazol-1-yl)butanamide
    —— 5-Bromo-7-(chloromethyl)-2,3-dihydro-1-benzofuran 1565118-85-5 C9H8BrClO
    5-Bromo-7-(chloromethyl)-2,3-dihydro-1-benzofuran
    —— 3-[5-(N-benzyl-N-methylamino)-2,3-dihydro-2,2,4,6-tetramethylbenzo[b]furan-7-yl]propanal 149245-60-3 C23H29NO2
    3-[5-(N-benzyl-N-methylamino)-2,3-dihydro-2,2,4,6-tetramethylbenzo[b]furan-7-yl]propanal
    —— 3,3-dimethyl-7-hexyl-5-[(1S,2S)-3-hydroxy-1,2-methano-1-methyl-propyl]-2,3-dihydro-benzofuran 623176-38-5 C21H32O2
    3,3-dimethyl-7-hexyl-5-[(1S,2S)-3-hydroxy-1,2-methano-1-methyl-propyl]-2,3-dihydro-benzofuran
    —— (2S,3S)-ethyl 3-(allyloxycarbonylamino)-6-((2-methoxyethoxy)methoxy)-2,3-dihydrobenzofuran-2-carboxylate 1016896-54-0 C19H25NO8
    (2S,3S)-ethyl 3-(allyloxycarbonylamino)-6-((2-methoxyethoxy)methoxy)-2,3-dihydrobenzofuran-2-carboxylate
    —— N-({1-[(2,2-dimethyl-2,3-dihydro-1-benzofuran-7-yl)methyl]piperidin-4-yl}methyl)isonicotinamide 1048960-29-7 C23H29N3O2
    N-({1-[(2,2-dimethyl-2,3-dihydro-1-benzofuran-7-yl)methyl]piperidin-4-yl}methyl)isonicotinamide
    —— ethyl 2-(4-methoxy-2,3-dihydro-1-benzofuran-3-yl)acetate 104886-42-2 C13H16O4
    ethyl 2-(4-methoxy-2,3-dihydro-1-benzofuran-3-yl)acetate
    —— (S)-5-Methoxycarbonylamino-2,3-dihydro-benzofuran-2-carboxylic acid 871213-70-6 C11H11NO5
    (S)-5-Methoxycarbonylamino-2,3-dihydro-benzofuran-2-carboxylic acid
    —— 7-Aethyl-2-methylcoumaran 58621-44-6 C11H14O
    7-Aethyl-2-methylcoumaran
    —— {3-[2-(tert-butyldimethylsilanyloxy)ethyl]-4,6-bis(methoxymethoxy)-2,3-dihydrobenzofuran-2-yloxy}triisopropylsilane 850795-84-5 C29H54O7Si2
    {3-[2-(tert-butyldimethylsilanyloxy)ethyl]-4,6-bis(methoxymethoxy)-2,3-dihydrobenzofuran-2-yloxy}triisopropylsilane
    —— ethyl 7-chloro-2,3-dihydro-6-hydroxy-5-(α-thienylcarbonyl)benzofuran-2-carboxylate 90246-83-6 C16H13ClO5S
    ethyl 7-chloro-2,3-dihydro-6-hydroxy-5-(α-thienylcarbonyl)benzofuran-2-carboxylate
    —— (4aS,9bR)-8-(2,4,6-trichlorophenyl)-6-isopropoxy-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]pyridine 488126-69-8 C20H20Cl3NO2
    (4aS,9bR)-8-(2,4,6-trichlorophenyl)-6-isopropoxy-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]pyridine
    —— 3-[2,3-dihydro-2,2,4,6-tetramethyl-5-dimethylaminobenzo[b]furan-7-yl]propanol 149245-53-4 C17H27NO2
    3-[2,3-dihydro-2,2,4,6-tetramethyl-5-dimethylaminobenzo[b]furan-7-yl]propanol
    —— 5-[1-(3-methylphenyl)ethylidene]-2,3-dihydro-1-benzofuran-1-ium 86766-83-8 C17H17O
    5-[1-(3-methylphenyl)ethylidene]-2,3-dihydro-1-benzofuran-1-ium
    —— tert-butyl 6,7-dichloro-5-cyanoacetyl-2,3-dihydro-2-benzo<b>furancarboxylate 126200-50-8 C16H15Cl2NO4
    tert-butyl 6,7-dichloro-5-cyanoacetyl-2,3-dihydro-2-benzo<b>furancarboxylate
    —— 4-Benzofuranmethanamine, 5-amino-2,3-dihydro-6,7-dimethyl- 1379311-88-2 C11H16N2O
    4-Benzofuranmethanamine, 5-amino-2,3-dihydro-6,7-dimethyl-
    —— d2-5-(2-bromo-ethyl)-2,3-dihydro-benzofuran 1095599-86-2 C10H11BrO
    d2-5-(2-bromo-ethyl)-2,3-dihydro-benzofuran
    —— ethyl (E)-7-chloro-2,3-dihydro-6-hydroxy-5-propionylbenzofuran-2-carboxylate oxime 90246-96-1 C14H16ClNO5
    ethyl (E)-7-chloro-2,3-dihydro-6-hydroxy-5-propionylbenzofuran-2-carboxylate oxime
    —— 1334057-25-8 C20H26N2O3S
    —— 3-({[5-(2,3-dihydro-1-benzofuran-5-yl)-1,3,4-oxadiazol-2-yl]sulfanyl}methyl)benzonitrile 1005200-38-3 C18H13N3O2S
    3-({[5-(2,3-dihydro-1-benzofuran-5-yl)-1,3,4-oxadiazol-2-yl]sulfanyl}methyl)benzonitrile
    —— spiro<benzofuran-2(3H),1'-cyclohex-2'-ene>-3-carboxylic acid methyl ester 89908-42-9 C15H16O3
    spiro<benzofuran-2(3H),1'-cyclohex-2'-ene>-3-carboxylic acid methyl ester
    —— 6-(2,3-dihydro-1-benzofuran-5-yl)-N-(2,6-dimethylpyridin-4-yl)-2,3-dihydropyrido[3,2-b][1,4]oxazine-4-carboxamide 1303583-37-0 C23H22N4O3
    6-(2,3-dihydro-1-benzofuran-5-yl)-N-(2,6-dimethylpyridin-4-yl)-2,3-dihydropyrido[3,2-b][1,4]oxazine-4-carboxamide
    —— 4-(2-(2,3-dihydrobenzofuran-5-yl)-1-(6-(2-(methylamino)ethoxy)pyridin-3-yl)but-1-enyl)phenol 1444004-92-5 C26H28N2O3
    4-(2-(2,3-dihydrobenzofuran-5-yl)-1-(6-(2-(methylamino)ethoxy)pyridin-3-yl)but-1-enyl)phenol
    —— (2R,3R)-3-Hydroxy-2-methoxy-2,3-dihydro-benzofuran-2,3-dicarboxylic acid dimethyl ester 73499-89-5 C13H14O7
    (2R,3R)-3-Hydroxy-2-methoxy-2,3-dihydro-benzofuran-2,3-dicarboxylic acid dimethyl ester
    —— 4-(1-(6-chloropyridin-3-yl)-2-(2,3-dihydrobenzofuran-5-yl)but-1-enyl)phenol 1444004-99-2 C23H20ClNO2
    4-(1-(6-chloropyridin-3-yl)-2-(2,3-dihydrobenzofuran-5-yl)but-1-enyl)phenol
    —— 3-chloro-5-((2,3-dihydrobenzofuran-5-yl)ethynyl)picolinonitrile 1186637-72-8 C16H9ClN2O
    3-chloro-5-((2,3-dihydrobenzofuran-5-yl)ethynyl)picolinonitrile
    —— 7-tert-butyl-2,3-dihydro-5-hydroxy-2,2,4-trimethylbenzofuran 118111-99-2 C15H22O2
    7-tert-butyl-2,3-dihydro-5-hydroxy-2,2,4-trimethylbenzofuran
    —— 6-methyl-2,3-dihydrobenzofuran-5-amine 1369139-70-7 C9H11NO
    6-methyl-2,3-dihydrobenzofuran-5-amine
    —— 7-bromo-2,3-dihydro-1-benzofuran-4-amine 1368214-42-9 C8H8BrNO
    7-bromo-2,3-dihydro-1-benzofuran-4-amine
    —— N-({1-[(2,2-dimethyl-2,3-dihydro-1-benzofuran-7-yl)methyl]piperidin-4-yl}methyl)-2-pyridin-2-ylacetamide 1048960-26-4 C24H31N3O2
    N-({1-[(2,2-dimethyl-2,3-dihydro-1-benzofuran-7-yl)methyl]piperidin-4-yl}methyl)-2-pyridin-2-ylacetamide
    —— 2-Nitro-6,7-dihydro-5-oxa-dibenzo[a,c]cyclohepten-3-ol 83486-71-9 C14H11NO4
    2-Nitro-6,7-dihydro-5-oxa-dibenzo[a,c]cyclohepten-3-ol
    —— 3-(n-heptyl)-7-(o-tolyloxy)-2,3-dihydrobenzofuran-2-one 80003-08-3 C22H26O3
    3-(n-heptyl)-7-(o-tolyloxy)-2,3-dihydrobenzofuran-2-one
    —— 2-Benzofurancarboxaldehyde, 4-bromo-2,3-dihydro- 2091328-59-3 C9H7BrO2
    2-Benzofurancarboxaldehyde, 4-bromo-2,3-dihydro-
    —— 4-(1-(2-chlorophenyl)vinyl)-5-methyl-2,3-dihydrobenzofuran 1582778-61-7 C17H15ClO
    4-(1-(2-chlorophenyl)vinyl)-5-methyl-2,3-dihydrobenzofuran
    —— 3-(4-acetoxy-2,5-dimethyl-phenyl)-4,7-dimethyl-3<i>H</i>-benzofuran-2-one 73499-71-5 C20H20O4
    3-(4-acetoxy-2,5-dimethyl-phenyl)-4,7-dimethyl-3<i>H</i>-benzofuran-2-one
    —— methyl (2S)-5-hydroxy-2-isopropyl-2,3-dihydro-1-benzofuran-2-carboxylate 863970-96-1 C13H16O4
    methyl (2S)-5-hydroxy-2-isopropyl-2,3-dihydro-1-benzofuran-2-carboxylate
    —— (2S,3aS,8aR)-4-Benzyloxy-6-methoxy-2,3,3a,8a-tetrahydro-benzo[b]furo[3,2-d]furan-2-carboxylic acid methyl ester 156693-65-1 C20H20O6
    (2S,3aS,8aR)-4-Benzyloxy-6-methoxy-2,3,3a,8a-tetrahydro-benzo[b]furo[3,2-d]furan-2-carboxylic acid methyl ester
    —— 3-(2-hydroxy-4,5-dimethyl-phenyl)-5,6-dimethyl-3<i>H</i>-benzofuran-2-one 73499-87-3 C18H18O3
    3-(2-hydroxy-4,5-dimethyl-phenyl)-5,6-dimethyl-3<i>H</i>-benzofuran-2-one
    —— 104820-80-6 C10H11O
    —— 1016896-69-7 C13H15NO5
    —— (4aS,9bR)-8-(2,4,6-trichlorophenyl)-6-cyclohexyl-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]pyridine 488126-17-6 C23H24Cl3NO
    (4aS,9bR)-8-(2,4,6-trichlorophenyl)-6-cyclohexyl-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]pyridine
    —— 6-Hydroxy-7-methoxy-2,3-dihydro-1-benzofuran-5-carbaldehyde 72195-23-4 C10H10O4
    6-Hydroxy-7-methoxy-2,3-dihydro-1-benzofuran-5-carbaldehyde
    —— 2,3-dihydro-2,2-dimethylbenzofuran-7-yl N-(propargylsulfamoylcarbamoyl) N-methylcarbamate 129043-21-6 C16H19N3O6S
    2,3-dihydro-2,2-dimethylbenzofuran-7-yl N-(propargylsulfamoylcarbamoyl) N-methylcarbamate
    —— methyl ((3S)-6-((2,4-dichlorobenzyl)oxy)-2,3-dihydro-1-benzofuran-3-yl)acetate 1452477-08-5 C18H16Cl2O4
    methyl ((3S)-6-((2,4-dichlorobenzyl)oxy)-2,3-dihydro-1-benzofuran-3-yl)acetate
    —— 9,18-Epoxy-6,15-dimethoxy<3.3>metacyclophan 73593-82-5 C20H22O3
    9,18-Epoxy-6,15-dimethoxy<3.3>metacyclophan
    —— rac-2,3-dihydro-benzofuran-4-carboxylic acid {3-[5-(3-fluoro-phenyl)-2-methyl-oxazole-4-carbonyl]-thiazolidin-2-ylmethyl}-amide 1204584-34-8 C24H22FN3O4S
    rac-2,3-dihydro-benzofuran-4-carboxylic acid {3-[5-(3-fluoro-phenyl)-2-methyl-oxazole-4-carbonyl]-thiazolidin-2-ylmethyl}-amide
    —— ethyl 7-[2,3-dihydro-2,2-dimethyl-6-(propan-2-yl)benzo[b]furan-7-yl]-5-hydroxy-3-oxoheptanoate 149245-92-1 C22H32O5
    ethyl 7-[2,3-dihydro-2,2-dimethyl-6-(propan-2-yl)benzo[b]furan-7-yl]-5-hydroxy-3-oxoheptanoate
    —— 2-ethoxy-4-nitro-2,3-dihydro-1-benzofuran-5-ol 130399-39-2 C10H11NO5
    2-ethoxy-4-nitro-2,3-dihydro-1-benzofuran-5-ol
    —— (+/-)-{[5-isocyano-7-(2-chlorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine 852122-66-8 C16H13ClN2O
    (+/-)-{[5-isocyano-7-(2-chlorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine
    —— 2,4,10,12-tetramethyl-8,13b-dihydro-6H-[1,3]benzoxazino[3,4-c][1,3]benzoxazine 76091-11-7 C19H21NO2
    2,4,10,12-tetramethyl-8,13b-dihydro-6H-[1,3]benzoxazino[3,4-c][1,3]benzoxazine