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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
    —— (S)-(2,3-dihydrobenzofuran-3-yl)methanol 502434-96-0 C9H10O2
    (S)-(2,3-dihydrobenzofuran-3-yl)methanol
    —— [(5-Ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl)methyl]hydrazine 1016523-08-2 C12H18N2O2
    [(5-Ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl)methyl]hydrazine
    —— 4-(4-(7-fluoro-2-(1-(5-propylpyrimidin-2-yl)piperidin-4-yl)-2,3-dihydrobenzofuran-5-yl)-5,6-dihydropyridin-1(2H)-ylsulfonyl)butan-1-ol 1346529-05-2 C29H39FN4O4S
    4-(4-(7-fluoro-2-(1-(5-propylpyrimidin-2-yl)piperidin-4-yl)-2,3-dihydrobenzofuran-5-yl)-5,6-dihydropyridin-1(2H)-ylsulfonyl)butan-1-ol
    —— 3-[3-bromo-2-(4-methoxybenzyloxy)-phenyl]-3H-benzofuran-2-one 361196-93-2 C22H17BrO4
    3-[3-bromo-2-(4-methoxybenzyloxy)-phenyl]-3H-benzofuran-2-one
    —— 6,7-Dichloro-5-dimethylsulfamoyl-2,3-dihydro-benzofuran-2-carboxylic acid methylamide 103969-22-8 C12H14Cl2N2O4S
    6,7-Dichloro-5-dimethylsulfamoyl-2,3-dihydro-benzofuran-2-carboxylic acid methylamide
    —— 3a,8b-Dihydro-benzo[b]furo[3,4-d]furan-1,1,3,3-tetracarbonitrile 57113-37-8 C14H6N4O2
    3a,8b-Dihydro-benzo[b]furo[3,4-d]furan-1,1,3,3-tetracarbonitrile
    —— hydron;2-piperidin-1-ylethyl (2E)-2-(8,9b-dimethyl-4,4a-dihydrodibenzofuran-3-ylidene)acetate;chloride —— C23H30ClNO3
    hydron;2-piperidin-1-ylethyl (2E)-2-(8,9b-dimethyl-4,4a-dihydrodibenzofuran-3-ylidene)acetate;chloride
    —— N-[(4-bromophenyl)methyl]-N-[(2R,3S)-2-ethenyl-6-(2-methoxyethoxymethoxy)-2,3-dihydro-1-benzofuran-3-yl]prop-2-enamide 957625-84-2 C24H26BrNO5
    N-[(4-bromophenyl)methyl]-N-[(2R,3S)-2-ethenyl-6-(2-methoxyethoxymethoxy)-2,3-dihydro-1-benzofuran-3-yl]prop-2-enamide
    —— 2,3-Dihydro-N-ethyl-5-methyl-2-benzofuranmethylamine maleate 34336-45-3 C16H21NO5
    2,3-Dihydro-N-ethyl-5-methyl-2-benzofuranmethylamine maleate
    —— sodium;4-[(1R,2R,3aS,8bS)-2-hydroxy-1-[(3S)-3-hydroxy-4-methyloct-1-en-6-ynyl]-2,3,3a,8b-tetrahydro-1H-cyclopenta[b][1]benzofuran-5-yl]butanoate 88475-69-8 C24H29O5*Na
    sodium;4-[(1R,2R,3aS,8bS)-2-hydroxy-1-[(3S)-3-hydroxy-4-methyloct-1-en-6-ynyl]-2,3,3a,8b-tetrahydro-1H-cyclopenta[b][1]benzofuran-5-yl]butanoate
    —— 2,3-Dihydro-I(2),I(2)-dimethyl-5-benzofuranethanol 93748-21-1 C12H16O2
    2,3-Dihydro-I(2),I(2)-dimethyl-5-benzofuranethanol
    —— 25154-61-4 C9H9O
    —— (3S,3aR,8bR)-3a,7,8b-trimethyl-3-prop-1-en-2-yl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran 681035-72-3 C17H22O
    (3S,3aR,8bR)-3a,7,8b-trimethyl-3-prop-1-en-2-yl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran
    —— (R)-methyl 8-methyl-2-oxo-2,3,4,4a-tetrahydrodibenzo[b,d]furan-4a-carboxylate 1173425-30-3 C15H14O4
    (R)-methyl 8-methyl-2-oxo-2,3,4,4a-tetrahydrodibenzo[b,d]furan-4a-carboxylate
    —— (R)-1-[(S)-2,3-dihydrobenzofuran-2-yl]ethane-1,2-diol 1177405-58-1 C10H12O3
    (R)-1-[(S)-2,3-dihydrobenzofuran-2-yl]ethane-1,2-diol
    —— (R,E)-4-(2,3-dihydrobenzofuran-2-yl)-2-methylbut-3-en-2-ol 1177405-67-2 C13H16O2
    (R,E)-4-(2,3-dihydrobenzofuran-2-yl)-2-methylbut-3-en-2-ol
    —— (R,E)-4-(7-methoxy-2,3-dihydrobenzofuran-2-yl)-2-methylbut-3-en-2-ol 1177405-66-1 C14H18O3
    (R,E)-4-(7-methoxy-2,3-dihydrobenzofuran-2-yl)-2-methylbut-3-en-2-ol
    —— 5-Bromo-2-(1-bromoethenyl)-2,3-dihydro-1-benzofuran 1236063-55-0 C10H8Br2O
    5-Bromo-2-(1-bromoethenyl)-2,3-dihydro-1-benzofuran
    —— 5-bromo-2-(5,5-dimethylhex-1-en-3-yn-2-yl)-2,3-dihydrobenzofuran 1236063-73-2 C16H17BrO
    5-bromo-2-(5,5-dimethylhex-1-en-3-yn-2-yl)-2,3-dihydrobenzofuran
    —— 9,9,14,14,26,26,28,28-Octamethyl-2,21-dioxa-25,27-diazaheptacyclo[20.2.1.11,4.110,13.119,22.03,8.015,20]octacosa-3(8),4,6,10,12,15(20),16,18-octaene 1357909-93-3 C32H38N2O2
    9,9,14,14,26,26,28,28-Octamethyl-2,21-dioxa-25,27-diazaheptacyclo[20.2.1.11,4.110,13.119,22.03,8.015,20]octacosa-3(8),4,6,10,12,15(20),16,18-octaene
    —— 2-Methyl-5-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)-2,3-dihydro-1-benzofuran 1067242-59-4 C18H18O2
    2-Methyl-5-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)-2,3-dihydro-1-benzofuran
    —— 4a,5,6,7,8,9a-Hexahydro-3-hydroxy-9a-morpholino-benzo<b>cyclohepta<d>furan-9-on 150786-28-0 C17H21NO4
    4a,5,6,7,8,9a-Hexahydro-3-hydroxy-9a-morpholino-benzo<b>cyclohepta<d>furan-9-on
    —— tert-butyl N-[3-[2-[2-[3-[(2,2,4,6,7-pentamethyl-3H-1-benzofuran-5-yl)sulfonylcarbamothioylamino]propoxy]ethoxy]ethoxy]propyl]carbamate 690665-14-6 C29H49N3O8S2
    tert-butyl N-[3-[2-[2-[3-[(2,2,4,6,7-pentamethyl-3H-1-benzofuran-5-yl)sulfonylcarbamothioylamino]propoxy]ethoxy]ethoxy]propyl]carbamate
    —— (+/-)-(E)-2-[3-(benzyloxy)-2-methylprop-1-enyl]-2,3-dihydrobenzofuran 1159829-74-9 C19H20O2
    (+/-)-(E)-2-[3-(benzyloxy)-2-methylprop-1-enyl]-2,3-dihydrobenzofuran
    —— (3E)-3-(1-deuterio-2,2-diethoxyethylidene)-1-benzofuran 1012872-00-2 C14H18O3
    (3E)-3-(1-deuterio-2,2-diethoxyethylidene)-1-benzofuran
    —— 2-(2',3'-dihydro-2'-ethylbenzo[b]furan-2'-yl)-5-ethylsulfanyl-[1,3,4]oxadiazole 1041186-96-2 C14H16N2O2S
    2-(2',3'-dihydro-2'-ethylbenzo[b]furan-2'-yl)-5-ethylsulfanyl-[1,3,4]oxadiazole
    —— 3,6-bis-(2',3'-dihydro-2'-ethylbenzo[b]furan-2'-yl)-1,2-dihydro-1,2,4,5-tetrazine 1041187-01-2 C22H24N4O2
    3,6-bis-(2',3'-dihydro-2'-ethylbenzo[b]furan-2'-yl)-1,2-dihydro-1,2,4,5-tetrazine
    —— 1-[6-(tert-butyldimethylsilyloxy)-2-isopropenyl-4-methoxymethoxy-2,3-dihydro-5-benzofuranyl]-4-(methoxymethoxy)but-2-yn-1-one 1058196-55-6 C25H36O7Si
    1-[6-(tert-butyldimethylsilyloxy)-2-isopropenyl-4-methoxymethoxy-2,3-dihydro-5-benzofuranyl]-4-(methoxymethoxy)but-2-yn-1-one
    —— ethyl 2-[(2R,3R)-2-(dibenzylcarbamothioyl)-2,3-dihydro-1-benzofuran-3-yl]acetate 1360546-34-4 C27H27NO3S
    ethyl 2-[(2R,3R)-2-(dibenzylcarbamothioyl)-2,3-dihydro-1-benzofuran-3-yl]acetate
    —— 4-[(S)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-3-phenyl-2,3-dihydro-benzofuran-7-yl]-3-[2-(tert-butyl-diphenyl-silanyloxymethyl)-oxazol-5-yl]-1-methoxymethyl-1H-indole 405519-79-1 C51H58N2O5Si2
    4-[(S)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-3-phenyl-2,3-dihydro-benzofuran-7-yl]-3-[2-(tert-butyl-diphenyl-silanyloxymethyl)-oxazol-5-yl]-1-methoxymethyl-1H-indole
    —— 4-chloro-2,2-dimethyl-3H-1-benzofuran 1244035-50-4 C10H11ClO
    4-chloro-2,2-dimethyl-3H-1-benzofuran
    —— 5-methoxy-2,2-dipropyl-3H-1-benzofuran 1244035-53-7 C15H22O2
    5-methoxy-2,2-dipropyl-3H-1-benzofuran
    —— 5,6-dimethoxy-2-methyl-2-(2-methylpropyl)-3H-1-benzofuran 1244035-54-8 C15H22O3
    5,6-dimethoxy-2-methyl-2-(2-methylpropyl)-3H-1-benzofuran
    —— (3R)-3-ethyl-3-phenyl-1-benzofuran-2-one 1418028-18-8 C16H14O2
    (3R)-3-ethyl-3-phenyl-1-benzofuran-2-one
    —— (3R)-3,6-dimethyl-3-(4-methylphenyl)-1-benzofuran-2-one 1418028-12-2 C17H16O2
    (3R)-3,6-dimethyl-3-(4-methylphenyl)-1-benzofuran-2-one
    —— (4,5-Dimethoxy-2,3-dihydro-1-benzofuran-2-yl)methanol 1639236-78-4 C11H14O4
    (4,5-Dimethoxy-2,3-dihydro-1-benzofuran-2-yl)methanol
    —— (5-Methoxy-4-phenylmethoxy-2,3-dihydro-1-benzofuran-2-yl)methanol 1639236-81-9 C17H18O4
    (5-Methoxy-4-phenylmethoxy-2,3-dihydro-1-benzofuran-2-yl)methanol
    —— triisopropyl-[3-(6-bromo-2-methyl-2,3-dihydro-benzofuran-2-yl)-prop-1-ynyl]-silane 1203447-37-3 C21H31BrOSi
    triisopropyl-[3-(6-bromo-2-methyl-2,3-dihydro-benzofuran-2-yl)-prop-1-ynyl]-silane
    —— 9-Bromo-3,3,4,4,5,5-hexafluoro-10,12,13-trimethyl-14-oxa-8-azapentacyclo[11.7.0.02,6.07,12.015,20]icosa-1,6,8,10,15,17,19-heptaene 1491153-11-7 C21H14BrF6NO
    9-Bromo-3,3,4,4,5,5-hexafluoro-10,12,13-trimethyl-14-oxa-8-azapentacyclo[11.7.0.02,6.07,12.015,20]icosa-1,6,8,10,15,17,19-heptaene
    —— (4S)-4-(4-methylphenyl)-2-oxatricyclo[6.3.1.04,12]dodeca-1(11),8(12),9-trien-6-one 1415357-78-6 C18H16O2
    (4S)-4-(4-methylphenyl)-2-oxatricyclo[6.3.1.04,12]dodeca-1(11),8(12),9-trien-6-one
    —— tert-butyl (R)-4-phenyl-2H-furo[2,3,4-ij]isoquinoline-3(2aH)-carboxylate 1410747-94-2 C21H21NO3
    tert-butyl (R)-4-phenyl-2H-furo[2,3,4-ij]isoquinoline-3(2aH)-carboxylate
    —— tert-butyl (R)-4-bromo-2H-furo[2,3,4-ij]isoquinoline-3(2aH)-carboxylate 1410748-07-0 C15H16BrNO3
    tert-butyl (R)-4-bromo-2H-furo[2,3,4-ij]isoquinoline-3(2aH)-carboxylate
    —— 1,1'-(5-chloro-3-(phenylamino)-2,3-dihydrobenzofuran-2,2-diyl)diethanone 1422959-88-3 C18H16ClNO3
    1,1'-(5-chloro-3-(phenylamino)-2,3-dihydrobenzofuran-2,2-diyl)diethanone
    —— Benzofuran, 3-[[3-(chloromethyl)tetrahydro-2H-pyran-3-yl]methyl]-2,3-dihydro- 1916569-83-9 C15H19ClO2
    Benzofuran, 3-[[3-(chloromethyl)tetrahydro-2H-pyran-3-yl]methyl]-2,3-dihydro-
    —— 7-Benzofuranethanamine, 5-chloro-2,3-dihydro-I+/--methyl- 1337046-69-1 C11H14ClNO
    7-Benzofuranethanamine, 5-chloro-2,3-dihydro-I+/--methyl-
    —— I+/-,I+/--Diethyl-2,3-dihydro-5-benzofuranmethanol 82954-98-1 C13H18O2
    I+/-,I+/--Diethyl-2,3-dihydro-5-benzofuranmethanol
    —— 2-ethyl-2,3-dihydro-2-methyl-5-nitrobenzofuran 960309-79-9 C11H13NO3
    2-ethyl-2,3-dihydro-2-methyl-5-nitrobenzofuran
    —— (2S,3S)-2-(1-hydroxy-1-methyl-ethyl)-2,3-dihydro-benzofuran-3-ol 1030349-94-0 C11H14O3
    (2S,3S)-2-(1-hydroxy-1-methyl-ethyl)-2,3-dihydro-benzofuran-3-ol
    —— methyl 3-[benzyl-[N'-benzyl-N-[(2,2,4,6,7-pentamethyl-3H-1-benzofuran-5-yl)sulfonyl]carbamimidoyl]amino]propanoate 1196967-80-2 C32H39N3O5S
    methyl 3-[benzyl-[N'-benzyl-N-[(2,2,4,6,7-pentamethyl-3H-1-benzofuran-5-yl)sulfonyl]carbamimidoyl]amino]propanoate
    —— 2,3-Dihydro-2,2-dimethyl-5-benzofuranpropanamine 465529-38-8 C13H19NO
    2,3-Dihydro-2,2-dimethyl-5-benzofuranpropanamine