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 |
---|---|---|---|---|
1-氯异喹啉-4-甲腈 | 1-chloro-4-cyanoisoquinoline | 53491-80-8 | C10H5ClN2 |
|
1-氯异喹啉-3-羧酸甲酯 | methyl 1-chloroisoquinoline-3-carboxylate | 349552-70-1 | C11H8ClNO2 |
|
1-氯异喹啉-3-羧酸 | 1-chloroisoquinoline-3-carboxylic acid | 1049606-80-5 | C10H6ClNO2 |
|
1-氯-7-甲基异喹啉 | 1-chloro-7-methylisoquinoline | 24188-80-5 | C10H8ClN |
|
1-氯-7-异喹啉羧酸 | 1-chloroisoquinoline-7-carboxylic acid | 730971-21-8 | C10H6ClNO2 |
|
1-氯-6-甲基异喹啉 | 1-chloro-6-methylisoquinoline | 209286-73-7 | C10H8ClN |
|
1-氯-6-甲基-5-硝基-异喹啉 | 1-chloro-6-methyl-5-nitroisoquinoline | 943606-84-6 | C10H7ClN2O2 |
|
1-氯-6-溴异喹啉 | 6-bromo-1-chloroisoquinoline | 205055-63-6 | C9H5BrClN |
|
1-氯-5-硝基异喹啉 | 1-chloro-5-nitroisoquinoline | 58142-97-5 | C9H5ClN2O2 |
|
1-氯-5-甲氧基异喹啉 | 1-chloro-5-methoxyisoquinoline | 106462-85-5 | C10H8ClNO |
|
1-氯-5-异喹啉磺酰氯 | 1-chloroisoquinoline-5-sulfonyl chloride | 141519-77-9 | C9H5Cl2NO2S |
|
1-氯-5-(1,4-二氮杂环庚-1-基磺酰基)异喹啉 | 1-(1-chloro-5-isoquinolinesulfonyl)homopiperazine | 105628-70-4 | C14H16ClN3O2S |
|
1-氯-4-羟基异喹啉 | 1-chloroisoquinolin-4-ol | 3336-43-4 | C9H6ClNO |
|
1-氯-4-甲氧基异喹啉 | 1-chloro-4-methoxyisoquinoline | 3336-60-5 | C10H8ClNO |
|
1-氯-4-异喹啉羧酸甲酯 | 1-chloro-isoquinoline-4-carboxylic acid methyl ester | 37497-86-2 | C11H8ClNO2 |
|
1-氨基异喹啉-7-羧酸 | 1-amino-7-carboxyisoquinoline | 221050-71-1 | C10H8N2O2 |
|
1-氨基-7-异喹啉甲醇 | 1-Amino-7-hydroxymethylisoquinoline | 221050-76-6 | C10H10N2O |
|
1-氨基-4-溴异喹啉 | 4-bromoisoquinolin-1-amine | 55270-27-4 | C9H7BrN2 |
|
1-异喹啉甲胺 | 1-(aminomethyl)isoquinoline | 40615-08-5 | C10H10N2 |
|
1-异喹啉基甲醇 | isoquinolin-1-ylmethanol | 27311-63-3 | C10H9NO |
|
1-异丙基异喹啉 | 1-isopropylisoquinoline | 20922-03-6 | C12H13N |
|
1-乙酰基异喹啉 | 1-acetylisoquinoline | 58022-21-2 | C11H9NO |
|
1-乙炔-异喹啉 | 1-ethynylisoquinoline | 86520-96-9 | C11H7N |
|
1-乙氧羰基-6,7-二甲氧基-1,2,3,4-四氢异喹啉 | ethyl 2-(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)acetate | 14028-68-3 | C15H21NO4 |
|
1-乙基异喹啉 | 1-ethyl-isoquinoline | 7661-60-1 | C11H11N |
|
1-[[3,4-二(苯甲酰氧基)苯基]甲基]异喹啉-6,7-二基二苯甲酸酯 | 6,7-bis-benzoyloxy-1-(3,4-bis-benzoyloxy-benzyl)-isoquinoline | 5878-49-9 | C44H29NO8 |
|
1-(溴甲基)异喹啉 | 1-(bromomethyl)isoquinoline | 74417-44-0 | C10H8BrN |
|
1-(7-溴-3,4-二氢异喹啉-2(1H)-基)-2,2,2-三氟乙酮 | 1-(7-bromo-3,4-dihydroisoquinolin-2(1H)-yl)-2,2,2-trifluoroethan-1-one | 181514-35-2 | C11H9BrF3NO |
|
1-(5-硫代异喹啉)-3-甲基哌嗪二盐酸盐 | 1-(5-Isoquinolinylsulfonyl)-3-methylpiperazine dihydrochloride | 140663-38-3 | C14H19Cl2N3O2S |
|
1-(3,4-二甲氧基苄基)-6,7-二甲氧基异喹啉鎓溴化物 | 6,7-dimethoxy-1-veratryl-isoquinoline; hydrobromide | 6152-78-9 | BrH*C20H21NO4 |
|
1-(2-氯-苯基)-异喹啉 | 1-(2-chlorophenyl)isoquinoline | 439614-58-1 | C15H10ClN |
|
1,8-二氯异喹啉 | 1,8-dichloroisoquinoline | 848841-64-5 | C9H5Cl2N |
|
1,7-异喹啉二胺 | 1,7-isoquinolinediamine | 244219-96-3 | C9H9N3 |
|
1,7-二氯异喹啉 | 1,7-dichloroisoquinoline | 70810-24-1 | C9H5Cl2N |
|
1,6-二溴-3-异喹啉胺 | 1,6-Dibromoisoquinolin-3-amine | 925672-85-1 | C9H6Br2N2 |
|
1,6-二氯-异喹啉 | 1,6-dichloroisoquinoline | 630421-73-7 | C9H5Cl2N |
|
1,5-二羟基异喹啉 | isoquinoline-1,5-diol | 5154-02-9 | C9H7NO2 |
|
1,5-二氯异喹啉 | 1,5-dichloroisoquinoline | 70810-23-0 | C9H5Cl2N |
|
1,4-二溴异喹啉 | 1,4-dibromoisoquinoline | 51206-40-7 | C9H5Br2N |
|
1,4-二氯异喹啉 | 1,4-dichloro-1,2-dihydrocyclobut<c>isoquinoline | 15298-58-5 | C9H5Cl2N |
|
1,4-二氢-3(2H)-异喹啉酮 | 1,4-dihydro-3(2H)-isoquinolinone | 24331-94-0 | C9H9NO |
|
1,3-二溴异喹啉 | 1,3-dibromoisoquinoline | 53987-60-3 | C9H5Br2N |
|
1,3-二氯异喹啉 | 1,3-Dichlor-isochinolin | 7742-73-6 | C9H5Cl2N |
|
1,3-二氯-6-甲基异喹啉 | 1,3-dichloro-6-methylisoquinoline | 21902-38-5 | C10H7Cl2N |
|
1,3-二氯-6-氟异喹啉 | 1,3-dichloro-6-fluoroisoquinoline | 1041423-26-0 | C9H4Cl2FN |
|
1,3-二氯-6-乙基异喹啉 | 1,3-Dichloro-6-ethylisoquinoline | 1150271-19-4 | C11H9Cl2N |
|
1,3-二氯-5-甲基异喹啉 | 1,3-dichloro-5-methylisoquinoline | 21902-40-9 | C10H7Cl2N |
|
1,3-[2H,4H]-异喹啉二酮 | 4H-isoquinolin-1,3-dione | 4456-77-3 | C9H7NO2 |
|
1,3,7-三氯异喹啉 | 1,3,7-Trichlor-isochinolin | 21902-41-0 | C9H4Cl3N |
|
1,2-二氢-1-氧代-5-异喹啉甲酸 | 1-oxoisoquinoline-5-carboxylic acid | 212374-18-0 | C10H7NO3 |
|