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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
    —— 6’-(trifluoromethyl)-2’H-spiro[azepane-4,3’-benzofuran]-7-one —— C14H14F3NO2
    6’-(trifluoromethyl)-2’H-spiro[azepane-4,3’-benzofuran]-7-one
    —— methyl {(3S)-6-[{(3S)-7-[(4-cyano-2-fluorophenyl)amino]-2,3-dihydro-1-benzofuran-3-yl}(trifluoroacetyl)amino]-2,3-dihydro-1-benzofuran-3-yl}acetate —— C28H21F4N3O5
    methyl {(3S)-6-[{(3S)-7-[(4-cyano-2-fluorophenyl)amino]-2,3-dihydro-1-benzofuran-3-yl}(trifluoroacetyl)amino]-2,3-dihydro-1-benzofuran-3-yl}acetate
    —— 2,3-dihydro-6-(3-(4-fluorophenoxy)propyl)-5-benzofuranol —— C17H17FO3
    2,3-dihydro-6-(3-(4-fluorophenoxy)propyl)-5-benzofuranol
    —— 2,3-Dihydro-3-[4-[2-(2-hydroxyethoxy)ethyl]piperazino]-methyl-2,2,4,6,7-pentamethyl-1-benzofuran-5-ol —— C22H36N2O4
    2,3-Dihydro-3-[4-[2-(2-hydroxyethoxy)ethyl]piperazino]-methyl-2,2,4,6,7-pentamethyl-1-benzofuran-5-ol
    —— 5-chloro-7-methyl-2,3-dihydrobenzofuran —— C9H9ClO
    5-chloro-7-methyl-2,3-dihydrobenzofuran
    —— 2-(6-((5-phenyl-1,3,4-oxadiazol-2-yl)methoxy)-2,3-dihydrobenzofuran-3-yl)acetic acid —— C19H16N2O5
    2-(6-((5-phenyl-1,3,4-oxadiazol-2-yl)methoxy)-2,3-dihydrobenzofuran-3-yl)acetic acid
    —— 1-(7-tert-butyl-2,3-dihydro-3,3-dimethyl-5-benzofuranyl)-2-cyclopropylethan-1-one —— C19H26O2
    1-(7-tert-butyl-2,3-dihydro-3,3-dimethyl-5-benzofuranyl)-2-cyclopropylethan-1-one
    —— 3-(4-chlorophenyl)-2,3-dihydro-5-isopropylbenzofuran-2-carboxylic acid —— C18H17ClO3
    3-(4-chlorophenyl)-2,3-dihydro-5-isopropylbenzofuran-2-carboxylic acid
    —— 5-bromo-2,4,6,7-tetramethyl-2,3-dihydro-1-benzofuran —— C12H15BrO
    5-bromo-2,4,6,7-tetramethyl-2,3-dihydro-1-benzofuran
    —— 2,4,6,7-tetramethyl-2,3-dihydro-1-benzofuran —— C12H16O
    2,4,6,7-tetramethyl-2,3-dihydro-1-benzofuran
    —— 5-(1,2-epoxyethyl)-2,3-dihydrobenzofuran —— C10H10O2
    5-(1,2-epoxyethyl)-2,3-dihydrobenzofuran
    —— N-((2,3-dihydrobenzofuran-5-yl)methyl)-5-(3-methoxybenzyl)-4-phenylthiazol-2-amine —— C26H24N2O2S
    N-((2,3-dihydrobenzofuran-5-yl)methyl)-5-(3-methoxybenzyl)-4-phenylthiazol-2-amine
    —— 5-(4-chlorobenzyl)-N-((2,3-dihydrobenzofuran-5-yl)methyl)-4-phenylthiazol-2-amine —— C25H21ClN2OS
    5-(4-chlorobenzyl)-N-((2,3-dihydrobenzofuran-5-yl)methyl)-4-phenylthiazol-2-amine
    —— N-((2,3-dihydrobenzofuran-5-yl)methyl)-5-(2-methoxybenzyl)-4-phenylthiazol-2-amine —— C26H24N2O2S
    N-((2,3-dihydrobenzofuran-5-yl)methyl)-5-(2-methoxybenzyl)-4-phenylthiazol-2-amine
    —— N-((2,3-dihydrobenzofuran-5-yl)methyl)-5-(4-methoxybenzyl)-4-phenylthiazol-2-amine —— C26H24N2O2S
    N-((2,3-dihydrobenzofuran-5-yl)methyl)-5-(4-methoxybenzyl)-4-phenylthiazol-2-amine
    —— 4-(2,4-difluorophenyl)-N-((2,3-dihydrobenzofuran-5-yl)methyl)-5-(2-methoxybenzyl)thiazol-2-amine —— C26H22F2N2O2S
    4-(2,4-difluorophenyl)-N-((2,3-dihydrobenzofuran-5-yl)methyl)-5-(2-methoxybenzyl)thiazol-2-amine
    —— 5-(3,5-difluorobenzyl)-4-(2,4-difluorophenyl)-N-((2,3-dihydrobenzofuran-5-yl)methyl)thiazol-2-amine —— C25H18F4N2OS
    5-(3,5-difluorobenzyl)-4-(2,4-difluorophenyl)-N-((2,3-dihydrobenzofuran-5-yl)methyl)thiazol-2-amine
    —— 4-(2,4-dichlorophenyl)-N-((2,3-dihydrobenzofuran-5-yl)methyl)-5-(2-methoxybenzyl)thiazol-2-amine —— C26H22Cl2N2O2S
    4-(2,4-dichlorophenyl)-N-((2,3-dihydrobenzofuran-5-yl)methyl)-5-(2-methoxybenzyl)thiazol-2-amine
    —— 4-(3,5-difluorophenyl)-N-((2,3-dihydrobenzofuran-5-yl)methyl)-5-(2-methoxybenzyl)thiazol-2-amine —— C26H22F2N2O2S
    4-(3,5-difluorophenyl)-N-((2,3-dihydrobenzofuran-5-yl)methyl)-5-(2-methoxybenzyl)thiazol-2-amine
    —— 5-(2,6-dichlorobenzyl)-4-(2,4-difluorophenyl)-N-((2,3-dihydrobenzofuran-5-yl)methyl)thiazol-2-amine —— C25H18Cl2F2N2OS
    5-(2,6-dichlorobenzyl)-4-(2,4-difluorophenyl)-N-((2,3-dihydrobenzofuran-5-yl)methyl)thiazol-2-amine
    —— (E)-N-(coumaran-5-ylmethyl)-N-methyl-3-(2-methylphenyl)prop-2-en-1-amine hydrochloride —— C20H23NO*ClH
    (E)-N-(coumaran-5-ylmethyl)-N-methyl-3-(2-methylphenyl)prop-2-en-1-amine hydrochloride
    —— 5-(3,5-difluorobenzyl)-N-((2,3-dihydrobenzofuran-5-yl)methyl)-4-(2-fluorophenyl)thiazol-2-amine —— C25H19F3N2OS
    5-(3,5-difluorobenzyl)-N-((2,3-dihydrobenzofuran-5-yl)methyl)-4-(2-fluorophenyl)thiazol-2-amine
    —— 5-(3,5-difluorobenzyl)-N-((2,3-dihydrobenzofuran-5-yl)methyl)-4-phenylthiazol-2-amine —— C25H20F2N2OS
    5-(3,5-difluorobenzyl)-N-((2,3-dihydrobenzofuran-5-yl)methyl)-4-phenylthiazol-2-amine
    —— 5-(2,6-dichlorobenzyl)-N-((2,3-dihydrobenzofuran-5-yl)methyl)-4-phenylthiazol-2-amine —— C25H20Cl2N2OS
    5-(2,6-dichlorobenzyl)-N-((2,3-dihydrobenzofuran-5-yl)methyl)-4-phenylthiazol-2-amine
    —— (E)-N-(coumaran-5-ylmethyl)-N-methyl-3-(3-methoxyphenyl)prop-2-en-1-amine hydrochloride —— C20H23NO2*ClH
    (E)-N-(coumaran-5-ylmethyl)-N-methyl-3-(3-methoxyphenyl)prop-2-en-1-amine hydrochloride
    —— (E)-N-(coumaran-5-ylmethyl)-N-ethyl-3-(4-biphenylyl)prop-2-en-1-amine hydrochloride —— C26H27NO*ClH
    (E)-N-(coumaran-5-ylmethyl)-N-ethyl-3-(4-biphenylyl)prop-2-en-1-amine hydrochloride
    —— (E)-N-(coumaran-5-ylmethyl)-N-methyl-3-(4-biphenylyl)prop-2-en-1-amine hydrochloride —— C25H25NO*ClH
    (E)-N-(coumaran-5-ylmethyl)-N-methyl-3-(4-biphenylyl)prop-2-en-1-amine hydrochloride
    —— (E)-N-(coumaran-5-ylmethyl)-N-methyl-3-(2-fluorophenyl)prop-2-en-1-amine hydrochloride —— C19H20FNO*ClH
    (E)-N-(coumaran-5-ylmethyl)-N-methyl-3-(2-fluorophenyl)prop-2-en-1-amine hydrochloride
    —— (E)-N-(coumaran-5-ylmethyl)-N-methyl-3-(4-ethoxyphenyl)prop-2-en-1-amine hydrochloride —— C21H25NO2*ClH
    (E)-N-(coumaran-5-ylmethyl)-N-methyl-3-(4-ethoxyphenyl)prop-2-en-1-amine hydrochloride
    —— (E)-N-(coumaran-5-ylmethyl)-N-methyl-3-(4-difluoromethylphenyl)prop-2-en-1-amine hydrochloride —— C20H21F2NO*ClH
    (E)-N-(coumaran-5-ylmethyl)-N-methyl-3-(4-difluoromethylphenyl)prop-2-en-1-amine hydrochloride
    —— (E)-N-(coumaran-5-ylmethyl)-N-methyl-3-(2-chlorophenyl)prop-2-en-1-amine hydrochloride —— C19H20ClNO*ClH
    (E)-N-(coumaran-5-ylmethyl)-N-methyl-3-(2-chlorophenyl)prop-2-en-1-amine hydrochloride
    —— (E)-N-(coumaran-5-ylmethyl)-N-methyl-3-(2,4-dichlorophenyl)prop-2-en-1-amine hydrochloride —— C19H19Cl2NO*ClH
    (E)-N-(coumaran-5-ylmethyl)-N-methyl-3-(2,4-dichlorophenyl)prop-2-en-1-amine hydrochloride
    —— (E)-N-(coumaran-5-ylmethyl)-N-methyl-3-(thiophen-2-yl)prop-2-en-1-amine hydrochloride —— C17H19NOS*ClH
    (E)-N-(coumaran-5-ylmethyl)-N-methyl-3-(thiophen-2-yl)prop-2-en-1-amine hydrochloride
    —— (E)-N-(coumaran-5-ylmethyl)-N-methyl-3-(3-methylphenyl)prop-2-en-1-amine hydrochloride —— C20H23NO*ClH
    (E)-N-(coumaran-5-ylmethyl)-N-methyl-3-(3-methylphenyl)prop-2-en-1-amine hydrochloride
    —— 5-(2,3-dihydro-benzofuran-5-ylmethylene)-2-(2-dimethylamino-ethylamino)-thiazol-4-one —— C16H19N3O2S
    5-(2,3-dihydro-benzofuran-5-ylmethylene)-2-(2-dimethylamino-ethylamino)-thiazol-4-one
    —— (E)-N-(coumaran-5-ylmethyl)-N-methyl-3-(4-biphenylyl)prop-2-en-1-amine phosphate —— C25H25NO*H3O4P
    (E)-N-(coumaran-5-ylmethyl)-N-methyl-3-(4-biphenylyl)prop-2-en-1-amine phosphate
    —— 1-(2,3-dihydrobenzofuran-5-yl)but-3-en-1-ol —— C12H14O2
    1-(2,3-dihydrobenzofuran-5-yl)but-3-en-1-ol
    —— 3-(2,3-dihydrobenzofuran-5-yl)propanenitrile —— C11H11NO
    3-(2,3-dihydrobenzofuran-5-yl)propanenitrile
    —— 1-(2,3-dihydrobenzofuran-5-ylmethyl)-4-methylpiperazine —— C14H20N2O
    1-(2,3-dihydrobenzofuran-5-ylmethyl)-4-methylpiperazine
    —— N-((2,3-dihydrobenzofuran-5-yl)methyl)cyclobutanamine —— C13H17NO
    N-((2,3-dihydrobenzofuran-5-yl)methyl)cyclobutanamine
    —— 2-(2-chloro-5-fluoro-phenylimino)-5-(2,3-dihydro-benzofuran-5-ylmethylene)-thiazolidin-4-one —— C18H12ClFN2O2S
    2-(2-chloro-5-fluoro-phenylimino)-5-(2,3-dihydro-benzofuran-5-ylmethylene)-thiazolidin-4-one
    —— (E)-3-((2,3-dihydrobenzofuran-5-yl)methylene)-5-methyldihydrofuran-2(3H)-one —— C14H14O3
    (E)-3-((2,3-dihydrobenzofuran-5-yl)methylene)-5-methyldihydrofuran-2(3H)-one
    —— (Z)-5-[(2,3-dihydrobenzofuran-5-yl)methylene]-2-iminothiazolidin-4-one —— C12H10N2O2S
    (Z)-5-[(2,3-dihydrobenzofuran-5-yl)methylene]-2-iminothiazolidin-4-one
    —— (2S,3R,4R,5S)-1-[(2,3-dihydrobenzofuran-5-yl)methyl]-2-hydroxymethyl-3,4,5-piperidinetriol —— C15H21NO5
    (2S,3R,4R,5S)-1-[(2,3-dihydrobenzofuran-5-yl)methyl]-2-hydroxymethyl-3,4,5-piperidinetriol
    —— (Z)-5-((2,3-dihydrobenzofuran-5-yl)methylene)-2-thioxothiazolidin-4-one —— C12H9NO2S2
    (Z)-5-((2,3-dihydrobenzofuran-5-yl)methylene)-2-thioxothiazolidin-4-one
    —— cis-1,2,3,4,4a,9b-hexahydro-4a-[3-(N-cyclobutylmethyl-N-methyl)aminopropyl]dibenzofuran oxalate hydrate —— C2H2O4*C21H31NO*H2O
    cis-1,2,3,4,4a,9b-hexahydro-4a-[3-(N-cyclobutylmethyl-N-methyl)aminopropyl]dibenzofuran oxalate hydrate
    —— 3-(2,3-dihydro-benzofuran-4-yl)-propylamine hydrochloride —— C11H15NO*ClH
    3-(2,3-dihydro-benzofuran-4-yl)-propylamine hydrochloride
    —— (+/-)-(E)-2-styryl-2,3-dihydrobenzofuran —— C16H14O
    (+/-)-(E)-2-styryl-2,3-dihydrobenzofuran
    —— 2,3-dihydro-2-methyl-2-((E)-β-styryl)-benzofuran —— C17H16O
    2,3-dihydro-2-methyl-2-((E)-β-styryl)-benzofuran
    —— 2-<(Trimethylsilyl)imino>-2(3H)-benzofuranone —— C11H15NOSi
    2-<(Trimethylsilyl)imino>-2(3H)-benzofuranone