异喹啉是一种含苯环和吡啶环的杂环化合物,是喹啉的一种同分异构体,即由萘分子中β位的CH基被N原子取代而成。它通常呈现为无色至浅黄色的液体或片状结晶,并带有类似茴香油和苯甲醛的刺激性气味,具有较强的吸水性和较高的碱性。化学性质活泼,能够发生亲核、亲电、氧化及还原反应。许多生物碱如罂粟碱、小蘖碱和吗啡碱等分子中均含有异喹啉或氢化异喹啉的基本结构。
异喹啉的应用广泛:可用作聚亚胺薄膜溶剂;有机导电体、染料、感光色素、杀虫剂、生物碱及医药制品的原料;通过氧化反应制备吡啶羧酸;而异喹啉盐酸盐则常用于测定锌、镉、钴和铜等金属;此外,还可以用来制备各种异喹啉衍生物。
其合成方法包括:一种于1893年提出的Bischler法。该方法以β-苯乙胺的酰基化物为原料,在五氧化二磷(或ZnCl2、POCl3等)的作用下脱水缩合闭环,生成3,4-二氢异喹啉;然后在钯催化作用下于190℃条件下进行氧化脱氢反应以制备异喹啉。另一种方法则是通过肉桂醛肟的Beckmann重排,在五氧化二磷(或硫酸、多聚磷酸)的作用下进行闭环生成所需产物。
中文名称 | 英文名称 | CAS号 | 化学式 | 结构式图片 |
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5-溴-异喹啉-1-羧酸 | 5-Bromoisoquinoline-1-carboxylic acid | 1111311-65-9 | C10H6BrNO2 |
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5-溴-8-硝基异喹啉 | 5-bromo-8-nitroisoquinoline | 63927-23-1 | C9H5BrN2O2 |
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5-溴-8-甲氧基异喹啉 | 5-bromo-8-methoxyisoquinoline | 679433-91-1 | C10H8BrNO |
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5-溴-8-氯异喹啉 | 8-chloro-5-bromo-isoquinoline | 956003-79-5 | C9H5BrClN |
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5-溴-6-甲基异喹啉 | 5-bromo-6-methylisoquinoline | 1146298-61-4 | C10H8BrN |
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5-溴-4-甲基异喹啉 | 5-bromo-4-methylisoquinoline | 651310-24-6 | C10H8BrN |
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5-溴-3-氯异喹啉 | 5-bromo-3-chloroisoquinoline | 1029720-67-9 | C9H5BrClN |
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5-溴-1-氯异喹啉 | 5-bromo-1-chloroisoquinoline | 34551-41-2 | C9H5BrClN |
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5-溴-1-氯-6-甲基异喹啉 | 5-bromo-1-chloro-6-methylisoquinoline | 1245647-25-9 | C10H7BrClN |
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5-溴-1(2H)-异喹啉酮 | 5-bromoisoquinolin-1(2H)-one | 190777-77-6 | C9H6BrNO |
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5-氰基异喹啉 | isoquinoline-5-carbonitrile | 27655-41-0 | C10H6N2 |
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5-氯异喹啉-6-胺 | 5-chloro-6-aminoisoquinoline | 566943-99-5 | C9H7ClN2 |
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5-氯异喹啉 | 5-chloroisoquinoline | 5430-45-5 | C9H6ClN |
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5-氯-1,2,3,4-四氢异喹啉 | 5-chloro-1,2,3,4-tetrahydroisoquinoline | 73075-43-1 | C9H10ClN |
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5-氯-1(2H)-异喹啉酮 | 5-chloroisoquinolin-1(2H)-one | 24188-73-6 | C9H6ClNO |
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5-氨基异喹啉 | isoquinolin-5-ylamine | 1125-60-6 | C9H8N2 |
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5-氨基-异喹啉-1-羧酸 | 5-Amino-isochinolin-carbonsaeure-(1) | 90770-94-8 | C10H8N2O2 |
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5-氨基-8-甲氧基异喹啉 | 8-methoxy-isoquin-5-ylamine | 321921-99-7 | C10H10N2O |
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5-氨基-6-甲氧基-2,3-二甲基喹喔啉 | 5-Amino-6-methoxy-2,3-dimethylchinoxalin | 32387-83-0 | C11H13N3O |
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5-氨基-6-溴异喹啉 | 6-Bromoisoquinolin-5-amine | 850198-02-6 | C9H7BrN2 |
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5-氨基-3-甲基异喹啉 | 3-methyl-isoquinolin-5-ylamine | 54410-17-2 | C10H10N2 |
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5-氨基-1(2H)-异喹啉酮 | 5-aminoisoquinolin-1(2H)-one | 93117-08-9 | C9H8N2O |
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5-氟-异喹啉 | 5-fluoroisoquinoline | 394-66-1 | C9H6FN |
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5-氟-3,4-二氢-1(2H)-异喹啉酮 | 5-fluoro-3,4-dihydro-2H-isoquinolin-1-one | 230301-83-4 | C9H8FNO |
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5-异喹啉羧酸甲酯 | methyl isoquinoline-5-carboxylate | 16675-59-5 | C11H9NO2 |
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5-异喹啉甲酸乙酯 | ethyl isoquinoline-5-carboxylate | 58794-08-4 | C12H11NO2 |
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5-异喹啉氧基乙酸 | 5-isoquinolinyloxyacetic acid | 80278-25-7 | C11H9NO3 |
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5-哌嗪-1-基-异喹啉 | 5-(piperazin-1-yl)isoquinoline hydrochloride | 105685-17-4 | C13H15N3 |
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5-乙酰氨基异喹啉 | N-(isoquinolin-5-yl)acetamide | 27461-33-2 | C11H10N2O |
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5-三氟甲基-1,2,3,4-四氢异喹啉 | 5-(trifluoromethyl)-1,2,3,4-tetrahydroisoquinoline hydrochloride | 215788-34-4 | C10H10F3N*ClH |
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5,8-二氯异喹啉 | 5,8-Dichloroquinoline | 703-32-2 | C9H5Cl2N |
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5,8-二氢-6H-异喹啉-7-酮 | 5,6-dihydro-7(8H)-isoquinolin-7-one | 228271-52-1 | C9H9NO |
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5,7-二氯-1,2,3,4-四氢异喹啉盐酸盐 | 5,7-dichloro-1,2,3,4-tetrahydroisoquinoline hydrochloride | 73075-47-5 | C9H9Cl2N*ClH |
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5,6,7,8-四氢异喹啉-5-胺 | 5,6,7,8-tetrahydroisoquinolin-5-ylamine | 502612-43-3 | C9H12N2 |
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5,6,7,8-四氢-3(2H)-异喹啉酮 | 5,6,7,8-tetrahydroisoquinolin-3-ol | 102879-33-4 | C9H11NO |
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4-苯基-1,2,3,4-四氢异喹啉盐酸盐 | 4-phenyl-1,2,3,4-tetrahydroisoquinoline | 75626-12-9 | C15H15N |
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4-羟基异喹啉 | 4-isoquinolinol | 3336-49-0 | C9H7NO |
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4-羟基-1(2H)-异喹啉酮 | 1,4-dihydroxyisoquinoline | 30081-72-2 | C9H7NO2 |
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4-羟基--6-氨基喹啉 | 6-amino-1,4-dihydroquinolin-4-one | 56717-02-3 | C9H8N2O |
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4-碘异喹啉-1-胺 | 1-Amino-4-iodisochinolin | 55270-28-5 | C9H7IN2 |
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4-碘异喹啉 | 4-iodoisoquinoline | 55270-33-2 | C9H6IN |
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4-硝基异喹啉 | 4-nitro-isoquinoline | 36073-93-5 | C9H6N2O2 |
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4-甲氧基异喹啉 | 4-methoxyisoquinoline | 36034-54-5 | C10H9NO |
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4-甲基异喹啉-5-胺 | 4-methylisoquinolin-5-amine | 194032-18-3 | C10H10N2 |
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4-甲基异喹啉-3-胺 | 3-amino-4-methylisoquinoline | 7697-66-7 | C10H10N2 |
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4-甲基异喹啉 | 4-methylisoquinoline | 1196-39-0 | C10H9N |
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4-甲基-1,2,3,4-四氢异喹啉 | 4-methyl-1,2,3,4-tetrahydroisoquinoline | 110841-71-9 | C10H13N |
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4-甲基-1(2H)-异喹啉酮 | 4-methyl-1(2H)-isoquinolinone | 77077-83-9 | C10H9NO |
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4-环丙基异喹啉 | 4-cyclopropylisoquinoline | 485402-69-5 | C12H11N |
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4-溴异喹啉-8-胺 | 4-bromo-[8]isoquinolylamine | 351458-46-3 | C9H7BrN2 |
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