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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
    —— 1-cyclohexyl-3-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]thiourea —— C19H28N2O2S
    1-cyclohexyl-3-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]thiourea
    —— 1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(2-phenylethyl)thiourea —— C21H26N2O2S
    1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(2-phenylethyl)thiourea
    —— 1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-[[(2S)-oxolan-2-yl]methyl]thiourea —— C18H26N2O3S
    1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-[[(2S)-oxolan-2-yl]methyl]thiourea
    —— 1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-[[(2R)-oxolan-2-yl]methyl]thiourea —— C18H26N2O3S
    1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-[[(2R)-oxolan-2-yl]methyl]thiourea
    —— 1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-methylthiourea —— C14H20N2O2S
    1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-methylthiourea
    —— 1-[2-(dimethylamino)ethyl]-3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]thiourea —— C17H27N3O2S
    1-[2-(dimethylamino)ethyl]-3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]thiourea
    —— 1-benzyl-3-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]thiourea —— C20H24N2O2S
    1-benzyl-3-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]thiourea
    —— 1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(2-phenylethyl)thiourea —— C21H26N2O2S
    1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(2-phenylethyl)thiourea
    —— tert-butyl N-[2-[[(2S)-2,3-dihydro-1-benzofuran-2-carbonyl]amino]-2-ethylbutyl]carbamate —— C20H30N2O4
    tert-butyl N-[2-[[(2S)-2,3-dihydro-1-benzofuran-2-carbonyl]amino]-2-ethylbutyl]carbamate
    —— tert-butyl N-[[1-[[(2R)-2,3-dihydro-1-benzofuran-2-carbonyl]amino]cyclopentyl]methyl]carbamate —— C20H28N2O4
    tert-butyl N-[[1-[[(2R)-2,3-dihydro-1-benzofuran-2-carbonyl]amino]cyclopentyl]methyl]carbamate
    —— tert-butyl N-[2-[[(2R)-2,3-dihydro-1-benzofuran-2-carbonyl]amino]-2-ethylbutyl]carbamate —— C20H30N2O4
    tert-butyl N-[2-[[(2R)-2,3-dihydro-1-benzofuran-2-carbonyl]amino]-2-ethylbutyl]carbamate
    —— tert-butyl N-[[1-[[(2S)-2,3-dihydro-1-benzofuran-2-carbonyl]amino]cyclopentyl]methyl]carbamate —— C20H28N2O4
    tert-butyl N-[[1-[[(2S)-2,3-dihydro-1-benzofuran-2-carbonyl]amino]cyclopentyl]methyl]carbamate
    —— (2S)-N',N'-dimethyl-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C11H14N2O2
    (2S)-N',N'-dimethyl-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[4-[(2-methylphenyl)methyl]piperazin-4-ium-1-yl]methanone —— C21H25N2O2+
    [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[4-[(2-methylphenyl)methyl]piperazin-4-ium-1-yl]methanone
    —— (2R)-N-[[5-(4-bromophenyl)furan-2-yl]methyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C21H18BrNO3
    (2R)-N-[[5-(4-bromophenyl)furan-2-yl]methyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[(1S)-1-(3,4-diethoxyphenyl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C21H25NO4
    (2S)-N-[(1S)-1-(3,4-diethoxyphenyl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[4-[(2-methylphenyl)methyl]piperazin-1-yl]methanone —— C21H24N2O2
    [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[4-[(2-methylphenyl)methyl]piperazin-1-yl]methanone
    —— (2S)-N'-[2-(4-methylphenyl)sulfanylacetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C18H18N2O3S
    (2S)-N'-[2-(4-methylphenyl)sulfanylacetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (2R)-N'-[(5R)-5-ethyl-4,5,6,7-tetrahydro-1-benzothiophene-2-carbonyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C20H22N2O3S
    (2R)-N'-[(5R)-5-ethyl-4,5,6,7-tetrahydro-1-benzothiophene-2-carbonyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (2R)-N'-[2-(4-methylphenyl)sulfanylacetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C18H18N2O3S
    (2R)-N'-[2-(4-methylphenyl)sulfanylacetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (2S)-N'-[(5R)-5-ethyl-4,5,6,7-tetrahydro-1-benzothiophene-2-carbonyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C20H22N2O3S
    (2S)-N'-[(5R)-5-ethyl-4,5,6,7-tetrahydro-1-benzothiophene-2-carbonyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (2R)-N'-[2-(2,5-dichlorophenyl)sulfanylacetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C17H14Cl2N2O3S
    (2R)-N'-[2-(2,5-dichlorophenyl)sulfanylacetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (2S)-N'-(5-bromothiophene-2-carbonyl)-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C14H11BrN2O3S
    (2S)-N'-(5-bromothiophene-2-carbonyl)-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— 1-[2-(4-chlorophenyl)ethyl]-3-[[(2S)-2,3-dihydro-1-benzofuran-2-carbonyl]amino]thiourea —— C18H18ClN3O2S
    1-[2-(4-chlorophenyl)ethyl]-3-[[(2S)-2,3-dihydro-1-benzofuran-2-carbonyl]amino]thiourea
    —— (2S)-N'-[(2S)-2-(3-bromophenoxy)propanoyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C18H17BrN2O4
    (2S)-N'-[(2S)-2-(3-bromophenoxy)propanoyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— 1-[[(2R)-2,3-dihydro-1-benzofuran-2-carbonyl]amino]-3-(3-methylbutyl)thiourea —— C15H21N3O2S
    1-[[(2R)-2,3-dihydro-1-benzofuran-2-carbonyl]amino]-3-(3-methylbutyl)thiourea
    —— (2S)-N'-(2,3,4,5,6-pentafluorophenyl)-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C15H9F5N2O2
    (2S)-N'-(2,3,4,5,6-pentafluorophenyl)-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— 1-tert-butyl-3-[[(2S)-2,3-dihydro-1-benzofuran-2-carbonyl]amino]thiourea —— C14H19N3O2S
    1-tert-butyl-3-[[(2S)-2,3-dihydro-1-benzofuran-2-carbonyl]amino]thiourea
    —— (2R)-N'-[(2S)-2-(4-ethoxyphenoxy)propanoyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C20H22N2O5
    (2R)-N'-[(2S)-2-(4-ethoxyphenoxy)propanoyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (2S)-N'-[(2S)-2-(4-ethoxyphenoxy)propanoyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C20H22N2O5
    (2S)-N'-[(2S)-2-(4-ethoxyphenoxy)propanoyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (2S)-N'-[2-(2-cyanophenoxy)acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C18H15N3O4
    (2S)-N'-[2-(2-cyanophenoxy)acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (2R)-N'-[2-(2-cyanophenoxy)acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C18H15N3O4
    (2R)-N'-[2-(2-cyanophenoxy)acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (2R)-N'-[(2S)-2-(2-fluorophenoxy)propanoyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C18H17FN2O4
    (2R)-N'-[(2S)-2-(2-fluorophenoxy)propanoyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (2R)-N'-[(2R)-2-(2-fluorophenoxy)propanoyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C18H17FN2O4
    (2R)-N'-[(2R)-2-(2-fluorophenoxy)propanoyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (2S)-N'-[(2R)-2-(2-fluorophenoxy)propanoyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C18H17FN2O4
    (2S)-N'-[(2R)-2-(2-fluorophenoxy)propanoyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-carbonyl]amino]-3-[(4-methoxyphenyl)methyl]thiourea —— C18H19N3O3S
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-carbonyl]amino]-3-[(4-methoxyphenyl)methyl]thiourea
    —— (2S)-N'-[2-(1-adamantyl)acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C21H26N2O3
    (2S)-N'-[2-(1-adamantyl)acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (2R)-N'-[2-(1-adamantyl)acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C21H26N2O3
    (2R)-N'-[2-(1-adamantyl)acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-(4-thiophen-2-ylsulfonylpiperazin-1-yl)methanone —— C17H18N2O4S2
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-(4-thiophen-2-ylsulfonylpiperazin-1-yl)methanone
    —— 1-[[(2R)-2,3-dihydro-1-benzofuran-2-carbonyl]amino]-3-[(4-methoxyphenyl)methyl]thiourea —— C18H19N3O3S
    1-[[(2R)-2,3-dihydro-1-benzofuran-2-carbonyl]amino]-3-[(4-methoxyphenyl)methyl]thiourea
    —— (2S)-N'-[2-(4-cyanophenoxy)acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C18H15N3O4
    (2S)-N'-[2-(4-cyanophenoxy)acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (2S)-N'-[2-(2-methylphenoxy)acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C18H18N2O4
    (2S)-N'-[2-(2-methylphenoxy)acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (2S)-N'-[2-(2-chlorophenoxy)acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C17H15ClN2O4
    (2S)-N'-[2-(2-chlorophenoxy)acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (2R)-N'-[2-(3,5-dimethylphenoxy)acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C19H20N2O4
    (2R)-N'-[2-(3,5-dimethylphenoxy)acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— 1-(4-chlorophenyl)-3-[[(2S)-2,3-dihydro-1-benzofuran-2-carbonyl]amino]thiourea —— C16H14ClN3O2S
    1-(4-chlorophenyl)-3-[[(2S)-2,3-dihydro-1-benzofuran-2-carbonyl]amino]thiourea
    —— (2R)-N'-[2-(2-morpholin-4-yl-1,3-thiazol-4-yl)acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C18H20N4O4S
    (2R)-N'-[2-(2-morpholin-4-yl-1,3-thiazol-4-yl)acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— 1-(4-chlorophenyl)-3-[[(2R)-2,3-dihydro-1-benzofuran-2-carbonyl]amino]thiourea —— C16H14ClN3O2S
    1-(4-chlorophenyl)-3-[[(2R)-2,3-dihydro-1-benzofuran-2-carbonyl]amino]thiourea
    —— 1-[[(2R)-2,3-dihydro-1-benzofuran-2-carbonyl]amino]-3-(2-fluorophenyl)thiourea —— C16H14FN3O2S
    1-[[(2R)-2,3-dihydro-1-benzofuran-2-carbonyl]amino]-3-(2-fluorophenyl)thiourea
    —— 1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(3-fluoro-4-methoxyphenyl)methyl]urea —— C18H19FN2O3
    1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(3-fluoro-4-methoxyphenyl)methyl]urea
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(3-fluoro-4-methoxyphenyl)methyl]urea —— C18H19FN2O3
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(3-fluoro-4-methoxyphenyl)methyl]urea