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

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。

中文名称 英文名称 CAS号 化学式 结构式图片
—— 2-(2,3-Dihydro-1-benzofuran-5-yl)-3-[3-(2-oxopyrrolidin-1-yl)propyl]-1,3-thiazolidin-4-one —— C18H22N2O3S
2-(2,3-Dihydro-1-benzofuran-5-yl)-3-[3-(2-oxopyrrolidin-1-yl)propyl]-1,3-thiazolidin-4-one
—— 3-[(4-chlorophenyl)methyl-hept-6-enoylamino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C31H35ClN2O7
3-[(4-chlorophenyl)methyl-hept-6-enoylamino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
—— 3-[cyclopropylmethyl-(2-ethoxyacetyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H32N2O8
3-[cyclopropylmethyl-(2-ethoxyacetyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
—— 4-hydroxy-N-(2-hydroxyethyl)-3-[3-methylbutyl(2-oxobutanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C24H32N2O6
4-hydroxy-N-(2-hydroxyethyl)-3-[3-methylbutyl(2-oxobutanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
—— 8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[(2-methoxyacetyl)-(2-methoxyethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C23H30N2O9
8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[(2-methoxyacetyl)-(2-methoxyethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
—— 3-[(4-fluorophenyl)methyl-hept-6-enoylamino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H33FN2O5
3-[(4-fluorophenyl)methyl-hept-6-enoylamino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
—— 1-(2-Methyl-2,3-dihydro-1-benzofuran-5-yl)ethylazanium —— C11H16NO+
1-(2-Methyl-2,3-dihydro-1-benzofuran-5-yl)ethylazanium
—— 3-[(2-cyclopentylacetyl)-[2-(3-fluorophenyl)ethyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C30H35FN2O5
3-[(2-cyclopentylacetyl)-[2-(3-fluorophenyl)ethyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
—— 3-[cyclohexyl(3-methylbut-2-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H38N2O7
3-[cyclohexyl(3-methylbut-2-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
—— 3-[cyclopropylmethyl(3-methylbut-2-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C24H30N2O5
3-[cyclopropylmethyl(3-methylbut-2-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
—— 3-[cyclohexyl(oxolane-2-carbonyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H36N2O8
3-[cyclohexyl(oxolane-2-carbonyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
—— 4-hydroxy-N-(2-hydroxyethyl)-3-[2-(3-methoxyphenyl)ethyl-(3-methoxypropanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H34N2O7
4-hydroxy-N-(2-hydroxyethyl)-3-[2-(3-methoxyphenyl)ethyl-(3-methoxypropanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
—— 3-[cyclopentyl(2-methylpropanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H34N2O7
3-[cyclopentyl(2-methylpropanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
—— 3-[cyclohexylmethyl(cyclopropanecarbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H38N2O7
3-[cyclohexylmethyl(cyclopropanecarbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
—— N-(2,3-dihydro-1-benzofuran-3-yl)-3-(ethylthio)propanamide —— C13H17NO2S
N-(2,3-dihydro-1-benzofuran-3-yl)-3-(ethylthio)propanamide
—— N-(2,3-Dihydro-1-benzofuran-2-ylmethyl)-3-(4,5-dimethyl-1H-pyrazol-3-YL)-N-methylpropanamide —— C18H23N3O2
N-(2,3-Dihydro-1-benzofuran-2-ylmethyl)-3-(4,5-dimethyl-1H-pyrazol-3-YL)-N-methylpropanamide
—— 3-[cyclobutanecarbonyl-[2-(3-methoxyphenyl)ethyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H34N2O6
3-[cyclobutanecarbonyl-[2-(3-methoxyphenyl)ethyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
—— (2,3-dihydro-1-benzofuran-2-ylmethyl)[(1-ethyl-1H-pyrazol-3-yl)methyl]methylamine —— C16H21N3O
(2,3-dihydro-1-benzofuran-2-ylmethyl)[(1-ethyl-1H-pyrazol-3-yl)methyl]methylamine
—— 3-[3-ethoxypropyl(3-methylbutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H36N2O6
3-[3-ethoxypropyl(3-methylbutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
—— (2,3-Dihydro-1-benzofuran-2-ylmethyl)methyl[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)methyl]amine —— C18H18N4O2
(2,3-Dihydro-1-benzofuran-2-ylmethyl)methyl[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)methyl]amine
—— 7-{[(2,3-dihydro-1-benzofuran-2-ylmethyl)(methyl)amino]methyl}-2-ethyl-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C18H20N4O2S
7-{[(2,3-dihydro-1-benzofuran-2-ylmethyl)(methyl)amino]methyl}-2-ethyl-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— 2-(2,3-Dihydro-1-benzofuran-5-yl)-3-[(5-methylpyrazin-2-yl)methyl]-1,3-thiazinan-4-one —— C18H19N3O2S
2-(2,3-Dihydro-1-benzofuran-5-yl)-3-[(5-methylpyrazin-2-yl)methyl]-1,3-thiazinan-4-one
—— N-(2,3-dihydro-1-benzofuran-2-ylmethyl)-N-methyl-5-[(4H-1,2,4-triazol-3-ylthio)methyl]-2-furamide —— C18H18N4O3S
N-(2,3-dihydro-1-benzofuran-2-ylmethyl)-N-methyl-5-[(4H-1,2,4-triazol-3-ylthio)methyl]-2-furamide
—— 4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[2-(3-methoxyphenyl)ethyl-(oxolane-3-carbonyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C31H38N2O9
4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[2-(3-methoxyphenyl)ethyl-(oxolane-3-carbonyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
—— 3-[3-ethoxypropyl(pent-4-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H38N2O8
3-[3-ethoxypropyl(pent-4-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
—— 1-(2-Methyl-2,3-dihydro-1-benzofuran-5-yl)-3-morpholin-4-ylpropan-1-one —— C16H21NO3
1-(2-Methyl-2,3-dihydro-1-benzofuran-5-yl)-3-morpholin-4-ylpropan-1-one
—— N-(2,3-dihydro-1-benzofuran-2-ylmethyl)-3-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-N-methylpropanamide —— C17H19N3O4
N-(2,3-dihydro-1-benzofuran-2-ylmethyl)-3-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-N-methylpropanamide
—— (2,3-Dihydro-1-benzofuran-2-ylmethyl)methyl(3-pyridin-3-ylpropyl)amine —— C18H22N2O
(2,3-Dihydro-1-benzofuran-2-ylmethyl)methyl(3-pyridin-3-ylpropyl)amine
—— 3-[(3,4-dichlorophenyl)methyl-(5-oxohexanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C30H32Cl2N2O8
3-[(3,4-dichlorophenyl)methyl-(5-oxohexanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
—— 3-[cyclobutanecarbonyl(2-methoxyethyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H32N2O8
3-[cyclobutanecarbonyl(2-methoxyethyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
—— 1-(2-Methyl-2,3-dihydro-1-benzofuran-5-yl)-3-morpholin-4-ium-4-ylpropan-1-one —— C16H22NO3+
1-(2-Methyl-2,3-dihydro-1-benzofuran-5-yl)-3-morpholin-4-ium-4-ylpropan-1-one
—— 4-hydroxy-N-(2-hydroxyethyl)-3-[2-(2-methoxyphenyl)ethyl-(oxolane-3-carbonyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H34N2O7
4-hydroxy-N-(2-hydroxyethyl)-3-[2-(2-methoxyphenyl)ethyl-(oxolane-3-carbonyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
—— 4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[oxolan-2-ylmethyl(pent-4-enoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H36N2O8
4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[oxolan-2-ylmethyl(pent-4-enoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
—— 3-[2-(3-fluorophenyl)ethyl-pent-4-enoylamino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H31FN2O5
3-[2-(3-fluorophenyl)ethyl-pent-4-enoylamino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
—— 4-hydroxy-N-(2-hydroxyethyl)-3-[2-oxobutanoyl(3-propan-2-yloxypropyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H34N2O7
4-hydroxy-N-(2-hydroxyethyl)-3-[2-oxobutanoyl(3-propan-2-yloxypropyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
—— (2,3-Dihydro-1-benzofuran-2-ylmethyl)methyl({3-[(methylthio)methyl]-1,2,4-oxadiazol-5-yl}methyl)amine —— C15H19N3O2S
(2,3-Dihydro-1-benzofuran-2-ylmethyl)methyl({3-[(methylthio)methyl]-1,2,4-oxadiazol-5-yl}methyl)amine
—— 1-(1-benzyl-1H-imidazol-2-yl)-N-(2,3-dihydro-1-benzofuran-2-ylmethyl)-N-methylmethanamine —— C21H23N3O
1-(1-benzyl-1H-imidazol-2-yl)-N-(2,3-dihydro-1-benzofuran-2-ylmethyl)-N-methylmethanamine
—— N-(2,3-Dihydro-1-benzofuran-2-ylmethyl)-N-methyl-4-(1H-pyrazol-4-YL)butanamide —— C17H21N3O2
N-(2,3-Dihydro-1-benzofuran-2-ylmethyl)-N-methyl-4-(1H-pyrazol-4-YL)butanamide
—— (2,3-Dihydro-1-benzofuran-2-ylmethyl)[3-(2-furyl)propyl]methylamine —— C17H21NO2
(2,3-Dihydro-1-benzofuran-2-ylmethyl)[3-(2-furyl)propyl]methylamine
—— 2-methyl-N-{2-[(2-oxopyrrolidin-1-yl)methyl]benzyl}-2,3-dihydro-1-benzofuran-5-carboxamide —— C22H24N2O3
2-methyl-N-{2-[(2-oxopyrrolidin-1-yl)methyl]benzyl}-2,3-dihydro-1-benzofuran-5-carboxamide
—— 3-(2-Amino-1,3-thiazol-4-YL)-N-(2,3-dihydro-1-benzofuran-2-ylmethyl)-N-methylpropanamide —— C16H19N3O2S
3-(2-Amino-1,3-thiazol-4-YL)-N-(2,3-dihydro-1-benzofuran-2-ylmethyl)-N-methylpropanamide
—— (2,3-Dihydro-1-benzofuran-2-ylmethyl){[5-(2-furyl)-1,3,4-oxadiazol-2-yl]methyl}methylamine —— C17H17N3O3
(2,3-Dihydro-1-benzofuran-2-ylmethyl){[5-(2-furyl)-1,3,4-oxadiazol-2-yl]methyl}methylamine
—— 1-(2,3-dihydro-1-benzofuran-2-ylcarbonyl)-4-(1H-1,2,4-triazol-3-ylcarbonyl)piperazine —— C16H17N5O3
1-(2,3-dihydro-1-benzofuran-2-ylcarbonyl)-4-(1H-1,2,4-triazol-3-ylcarbonyl)piperazine
—— (2,3-dihydro-1-benzofuran-2-ylmethyl)methyl(tetrahydro-2H-thiopyran-4-yl)amine —— C15H21NOS
(2,3-dihydro-1-benzofuran-2-ylmethyl)methyl(tetrahydro-2H-thiopyran-4-yl)amine
—— 7-{[(2,3-dihydro-1-benzofuran-2-ylmethyl)(methyl)amino]methyl}-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C17H17N3O2S
7-{[(2,3-dihydro-1-benzofuran-2-ylmethyl)(methyl)amino]methyl}-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— N-(2,3-Dihydro-1-benzofuran-2-ylmethyl)-N-methyl-2-(4-methyl-1,2,5-oxadiazol-3-YL)acetamide —— C15H17N3O3
N-(2,3-Dihydro-1-benzofuran-2-ylmethyl)-N-methyl-2-(4-methyl-1,2,5-oxadiazol-3-YL)acetamide
—— 3-[1-adamantylmethyl(pent-4-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C31H40N2O5
3-[1-adamantylmethyl(pent-4-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
—— 3-[benzyl(pent-4-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H34N2O7
3-[benzyl(pent-4-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
—— rac-(1R,2R,4R)-N-[(2,2-dimethyl-2,3-dihydro-1-benzofuran-5-yl)methyl]bicyclo[2.2.1]hept-5-ene-2-carboxamide —— C19H23NO2
rac-(1R,2R,4R)-N-[(2,2-dimethyl-2,3-dihydro-1-benzofuran-5-yl)methyl]bicyclo[2.2.1]hept-5-ene-2-carboxamide
—— 3-[(2,4-dichlorophenyl)methyl-pentanoylamino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H32Cl2N2O7
3-[(2,4-dichlorophenyl)methyl-pentanoylamino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide