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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
    —— 5-Formylamino-2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran 142873-83-4 C14H19NO2
    5-Formylamino-2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran
    —— 2,2,4,6,7-Pentamethyl-5-propionylamino-2,3-dihydrobenzofuran 142873-85-6 C16H23NO2
    2,2,4,6,7-Pentamethyl-5-propionylamino-2,3-dihydrobenzofuran
    —— 143210-26-8 C29H22O4
    —— 5-chloro-6-(piperidin-1-yl)-2,3-dihydrobenzofuran 91681-11-7 C13H16ClNO
    5-chloro-6-(piperidin-1-yl)-2,3-dihydrobenzofuran
    —— 2-(2-(4,5-Dihydro-1H-imidazol-2-yl)-1-(5-methyl-2,3-dihydrobenzofuran-7-yl)ethyl)pyridine 425393-46-0 C19H21N3O
    2-(2-(4,5-Dihydro-1H-imidazol-2-yl)-1-(5-methyl-2,3-dihydrobenzofuran-7-yl)ethyl)pyridine
    —— N-(1-methyl-2-pyrrolidinyl-methyl)-2-methyl-5-sulfamoyl-2,3-dihydrobenzofuran-7-carboxamide 96696-05-8 C16H23N3O4S
    N-(1-methyl-2-pyrrolidinyl-methyl)-2-methyl-5-sulfamoyl-2,3-dihydrobenzofuran-7-carboxamide
    —— (2R)-5-bromo-2,4,6,7-tetramethyl-2,3-dihydro-1-benzofuran 1243544-01-5 C12H15BrO
    (2R)-5-bromo-2,4,6,7-tetramethyl-2,3-dihydro-1-benzofuran
    —— (2R,2S)-N-<(1-n-butyl-2-pyrrolidinyl)methyl>-2-methyl-5-sulfamoyl-2,3-dihydrobenzofuran-7-carboxamide 687986-37-4 C19H29N3O4S
    (2R,2S)-N-<(1-n-butyl-2-pyrrolidinyl)methyl>-2-methyl-5-sulfamoyl-2,3-dihydrobenzofuran-7-carboxamide
    —— (2R,2R)-N-<(1-n-butyl-2-pyrrolidinyl)methyl>-2-methyl-5-sulfamoyl-2,3-dihydrobenzofuran-7-carboxamide 727646-88-0 C19H29N3O4S
    (2R,2R)-N-<(1-n-butyl-2-pyrrolidinyl)methyl>-2-methyl-5-sulfamoyl-2,3-dihydrobenzofuran-7-carboxamide
    —— N-<(1-butyl-2-pyrrolidinyl)methyl>-2-methyl-5-sulfamoyl-2,3-dihydrobenzofuran-7-carboxamide 96696-00-3 C19H29N3O4S
    N-<(1-butyl-2-pyrrolidinyl)methyl>-2-methyl-5-sulfamoyl-2,3-dihydrobenzofuran-7-carboxamide
    —— (2R,2S)-N-<(1-n-hexyl-2-pyrrolidinyl)methyl>-2-methyl-5-sulfamoyl-2,3-dihydrobenzofuran-7-carboxamide 130904-97-1 C21H33N3O4S
    (2R,2S)-N-<(1-n-hexyl-2-pyrrolidinyl)methyl>-2-methyl-5-sulfamoyl-2,3-dihydrobenzofuran-7-carboxamide
    —— N-(1-benzyl-2-pyrrolidinylmethyl)-2-methyl-5-sulfamoyl-2,3-dihydrobenzofuran-7-carboxamide 96695-98-6 C22H27N3O4S
    N-(1-benzyl-2-pyrrolidinylmethyl)-2-methyl-5-sulfamoyl-2,3-dihydrobenzofuran-7-carboxamide
    —— (2S,2S)-N-<(1-n-hexyl-2-pyrrolidinyl)methyl>-2-methyl-5-sulfamoyl-2,3-dihydrobenzofuran-7-carboxamide 130904-96-0 C21H33N3O4S
    (2S,2S)-N-<(1-n-hexyl-2-pyrrolidinyl)methyl>-2-methyl-5-sulfamoyl-2,3-dihydrobenzofuran-7-carboxamide
    —— N-(1-isobutyl-2-pyrrolidinylmethyl)-2-methyl-5-sulfamoyl-2,3-dihydrobenzofuran-7-carboxamide 96695-99-7 C19H29N3O4S
    N-(1-isobutyl-2-pyrrolidinylmethyl)-2-methyl-5-sulfamoyl-2,3-dihydrobenzofuran-7-carboxamide
    —— N-(1-ethyl-2-pyrrolidinylmethyl)-N,2-dimethyl-5-sulfamoyl-2,3-dihydrobenzofuran-7-carboxamide 129792-26-3 C18H27N3O4S
    N-(1-ethyl-2-pyrrolidinylmethyl)-N,2-dimethyl-5-sulfamoyl-2,3-dihydrobenzofuran-7-carboxamide
    —— N-<(1-propyl-2-pyrrolidinyl)methyl>-2-methyl-5-sulfamoyl-2,3-dihydrobenzofuran-7-carboxamide 96696-04-7 C18H27N3O4S
    N-<(1-propyl-2-pyrrolidinyl)methyl>-2-methyl-5-sulfamoyl-2,3-dihydrobenzofuran-7-carboxamide
    —— 2-methyl-5-sulfamoyl-2,3-dihydrobenzofuran-7-carboxylic acid 96696-20-7 C10H11NO5S
    2-methyl-5-sulfamoyl-2,3-dihydrobenzofuran-7-carboxylic acid
    —— (2R,2S)-N-<(1-ethyl-2-pyrrolidinyl)methyl>-2-methyl-5-sulfamoyl-2,3-dihydrobenzofuran-7-carboxamide 96696-31-0 C17H25N3O4S
    (2R,2S)-N-<(1-ethyl-2-pyrrolidinyl)methyl>-2-methyl-5-sulfamoyl-2,3-dihydrobenzofuran-7-carboxamide
    —— 2,3-dihydro-5-methyl-3-benzofuranmethanol 68224-04-4 C10H12O2
    2,3-dihydro-5-methyl-3-benzofuranmethanol
    —— (2R,2R)-N-<(1-ethyl-2-pyrrolidinyl)methyl>-2-methyl-5-sulfamoyl-2,3-dihydrobenzofuran-7-carboxamide 96696-30-9 C17H25N3O4S
    (2R,2R)-N-<(1-ethyl-2-pyrrolidinyl)methyl>-2-methyl-5-sulfamoyl-2,3-dihydrobenzofuran-7-carboxamide
    —— (2S,2R)-N-<(1-ethyl-2-pyrrolidinyl)methyl>-2-methyl-5-sulfamoyl-2,3-dihydrobenzofuran-7-carboxamide 96696-29-6 C17H25N3O4S
    (2S,2R)-N-<(1-ethyl-2-pyrrolidinyl)methyl>-2-methyl-5-sulfamoyl-2,3-dihydrobenzofuran-7-carboxamide
    —— N-<(1-ethyl-2-pyrrolidinyl)methyl>-2-methyl-5-sulfamoyl-2,3-dihydrobenzofuran-7-carboxamide 96695-97-5 C17H25N3O4S
    N-<(1-ethyl-2-pyrrolidinyl)methyl>-2-methyl-5-sulfamoyl-2,3-dihydrobenzofuran-7-carboxamide
    —— 2-methyl-5-sulfamoyl-2,3-dihydrobenzofuran-7-carboxylic acid methyl ester 96696-23-0 C11H13NO5S
    2-methyl-5-sulfamoyl-2,3-dihydrobenzofuran-7-carboxylic acid methyl ester
    —— (2S,2S)-N-<(1-ethyl-2-pyrrolidinyl)methyl>-2-methyl-5-sulfamoyl-2,3-dihydrobenzofuran-7-carboxamide 96695-97-5 C17H25N3O4S
    (2S,2S)-N-<(1-ethyl-2-pyrrolidinyl)methyl>-2-methyl-5-sulfamoyl-2,3-dihydrobenzofuran-7-carboxamide
    —— (2R,3R)-7-bromo-3-[(1E,3E)-(tert-butyl-dimethyl-silanyloxy)-4-methyl-penta-1,3-dienyl]-2,3-dimethyl-4-triisopropylsilanyloxy-2,3-dihydro-benzofuran 474418-82-1 C31H53BrO3Si2
    (2R,3R)-7-bromo-3-[(1E,3E)-(tert-butyl-dimethyl-silanyloxy)-4-methyl-penta-1,3-dienyl]-2,3-dimethyl-4-triisopropylsilanyloxy-2,3-dihydro-benzofuran
    —— (2,3-dihydro-benzofuran-5-yl)-acetyl chloride 909706-62-3 C10H9ClO2
    (2,3-dihydro-benzofuran-5-yl)-acetyl chloride
    —— 1'-(4-methoxyphenyl)-spiro(naphthalene-1(2H),2'(1'H)-naphtho<2,1-b>furan)-2-one 146307-40-6 C28H20O3
    1'-(4-methoxyphenyl)-spiro(naphthalene-1(2H),2'(1'H)-naphtho<2,1-b>furan)-2-one
    —— 3-(4-Isopropylphenyl)-2,2,4,6,7-pentamethyl-5-(3-phenyl-2-propen-1-yloxy)-2,3-dihydrobenzofuran 409366-59-2 C31H36O2
    3-(4-Isopropylphenyl)-2,2,4,6,7-pentamethyl-5-(3-phenyl-2-propen-1-yloxy)-2,3-dihydrobenzofuran
    —— Tert-butyl 7-[(5-cyano-2,3-dihydro-1-benzofuran-2-carbonyl)amino]heptanoate 194163-40-1 C21H28N2O4
    Tert-butyl 7-[(5-cyano-2,3-dihydro-1-benzofuran-2-carbonyl)amino]heptanoate
    —— (4bS,9bS)-4b,9b-dihydrobenzofuro[3,2-b]benzofuran —— C14H10O2
    (4bS,9bS)-4b,9b-dihydrobenzofuro[3,2-b]benzofuran
    —— (4br,9bc)-4b,9b-dihydrobenzo<b>benzo<4,5>furo<2,3-d>furan —— C14H10O2
    (4br,9bc)-4b,9b-dihydrobenzo<b>benzo<4,5>furo<2,3-d>furan
    —— (+/-)-(7-nitro-2,3-dihydro-1-benzofuran-2-yl)methanol 197577-34-7 C9H9NO4
    (+/-)-(7-nitro-2,3-dihydro-1-benzofuran-2-yl)methanol
    —— methyl (E)-2-styryl-2,3-dihydrobenzofuran-5-carboxylate 1229291-82-0 C18H16O3
    methyl (E)-2-styryl-2,3-dihydrobenzofuran-5-carboxylate
    —— 2,3-dihydro-5,7-dimethoxy-2-benzofurancarboxaldehyde 138223-91-3 C11H12O4
    2,3-dihydro-5,7-dimethoxy-2-benzofurancarboxaldehyde
    —— (-)-(R)-5,7-dimethoxyethoxymethyloxy-2,3-dihydrobenzofuran-2-carbaldehyde 312608-16-5 C17H24O8
    (-)-(R)-5,7-dimethoxyethoxymethyloxy-2,3-dihydrobenzofuran-2-carbaldehyde
    —— 2-formyl-5,7-diethoxyethyloxy-2,3-dihydrobenzofuran 154457-16-6 C17H24O6
    2-formyl-5,7-diethoxyethyloxy-2,3-dihydrobenzofuran
    —— 5,6-dibenzyloxy-2-formyl-2,3-dihydrobenzofuran 157259-34-2 C23H20O4
    5,6-dibenzyloxy-2-formyl-2,3-dihydrobenzofuran
    —— (R)-(+)-N-trifluoroacetyl-2,3,6,7-tetrahydro-4-alanylbenzo[1,2-b;4,5-b']difuran 332012-02-9 C15H14F3NO4
    (R)-(+)-N-trifluoroacetyl-2,3,6,7-tetrahydro-4-alanylbenzo[1,2-b;4,5-b']difuran
    —— (R)-(+)-N-trifluoroacetyl-1-(8-trifluoromethyl-2,3,6,7-tetrahydrobenzo[1,2-b;4,5-b']difuran-4-yl)-2-aminopropane 332012-14-3 C16H15F6NO3
    (R)-(+)-N-trifluoroacetyl-1-(8-trifluoromethyl-2,3,6,7-tetrahydrobenzo[1,2-b;4,5-b']difuran-4-yl)-2-aminopropane
    —— (R)-(+)-N-trifluoroacetyl-1-(2,3,6,7-tetrahydrobenzo[1,2-b;4,5-b']difuran-4-yl)-2-aminopropane 332012-04-1 C15H16F3NO3
    (R)-(+)-N-trifluoroacetyl-1-(2,3,6,7-tetrahydrobenzo[1,2-b;4,5-b']difuran-4-yl)-2-aminopropane
    —— (R)-(+)-N-trifluoroacetyl-1-(8-bromo-2,3,6,7-tetrahydrobenzo[1,2-b;4,5-b']difuran-4-yl)-2-aminopropane 332012-12-1 C15H15BrF3NO3
    (R)-(+)-N-trifluoroacetyl-1-(8-bromo-2,3,6,7-tetrahydrobenzo[1,2-b;4,5-b']difuran-4-yl)-2-aminopropane
    —— (Z)-2-benzylidene-5-chloro-2,3-dihydrobenzofuran-3-ol 1262020-34-7 C15H11ClO2
    (Z)-2-benzylidene-5-chloro-2,3-dihydrobenzofuran-3-ol
    —— 7-chloro-N-hydroxy-2,3-dihydro-1-benzofuran-5-carboximidoyl chloride —— C9H17N2O2Pol
    7-chloro-N-hydroxy-2,3-dihydro-1-benzofuran-5-carboximidoyl chloride
    —— 3-(5-hydroxy-2,3-dihydroxybenzofuran-3-yl)propionic acid 81884-45-9 C11H12O4
    3-(5-hydroxy-2,3-dihydroxybenzofuran-3-yl)propionic acid
    —— 1-[2-acetyl-3-(dimethylamino)-4-methoxy-3H-1-benzofuran-2-yl]ethanone 1447798-32-4 C15H19NO4
    1-[2-acetyl-3-(dimethylamino)-4-methoxy-3H-1-benzofuran-2-yl]ethanone
    —— (4aR,9bR)-8,9b-Dimethyl-1,4,4a,9b-tetrahydrodibenzo[b,d]furan-3(2H)-one 58323-18-5 C14H16O2
    (4aR,9bR)-8,9b-Dimethyl-1,4,4a,9b-tetrahydrodibenzo[b,d]furan-3(2H)-one
    —— (S)-3,6-Dimethyl-2-vinyl-2,3-dihydro-benzofuran-5-ol 914086-82-1 C12H14O2
    (S)-3,6-Dimethyl-2-vinyl-2,3-dihydro-benzofuran-5-ol
    —— (R)-6-methoxy-3-(4-phenylbutyl)-2,3-dihydrobenzofuran 1571985-08-4 C19H22O2
    (R)-6-methoxy-3-(4-phenylbutyl)-2,3-dihydrobenzofuran
    —— (S)-6-methoxy-3-(4-phenylbutyl)-2,3-dihydrobenzofuran 1571984-46-7 C19H22O2
    (S)-6-methoxy-3-(4-phenylbutyl)-2,3-dihydrobenzofuran
    —— (S)-3-(4-phenylbutyl)-2,3-dihydrobenzofuran 1571984-31-0 C18H20O
    (S)-3-(4-phenylbutyl)-2,3-dihydrobenzofuran