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吡嗪类化合物

吡嗪类化合物是指含有苯环的1,4位各有一个杂氮原子的杂环化合物,与嘧啶和哒嗪互为同分异构体。它们具有较弱的芳香性,类似于吡啶。这类化合物不易发生亲电取代反应,但容易与亲核试剂反应。当碳原子上的氢被甲基或卤素取代后,卤素或甲基上的氢表现出活性。在自然界中,纯品较为罕见,但其结构存在于叶酸中,构成蝶呤部分。工业上通常通过乙醇胺的气相催化脱氢制备吡嗪类化合物。

吡嗪类衍生物有着广泛的应用。例如,二苯并吡嗪是一种重要的染料;吩嗪(phenazine)因具有抗肿瘤、抗菌和利尿等性质而闻名。四甲基吡嗪则被报道能够捕捉超氧阴离子,并减少人体粒细胞的氮氧化物产生。六氢吡嗪或哌嗪的柠檬酸盐是一种常用的牲畜驱虫剂,特别对蛔虫有效;2,5-二酮哌嗪则是制备肽类化合物的重要试剂。

吡嗪类香料通常具有烤香、坚果香、爆玉米花及咖啡等香味特征,虽然不具备肉香味特性,却常用于肉味香精配方中,能增添香精的烧烤风味并使整体香味更加浓郁。

中文名称 英文名称 CAS号 化学式 结构式图片
3,6-二氨基-2,5-吡嗪二甲腈 2,5-diamino-3,6-dicyanopyrazine 133940-72-4 C6H4N6
3,6-二氨基-2,5-吡嗪二甲腈
3,5-二甲基吡嗪-2-胺 3,5-dimethylpyrazin-2-amine 91678-81-8 C6H9N3
3,5-二甲基吡嗪-2-胺
3,5-二溴对氨基苯磺酰胺 3,5-dibromosulfanilamide 39150-45-3 C6H6Br2N2O2S
3,5-二溴对氨基苯磺酰胺
3,5-二溴-6-溴-2-氨基吡嗪 3,5-dibromo-6-chloropyrazin-2-amine 566205-01-4 C4H2Br2ClN3
3,5-二溴-6-溴-2-氨基吡嗪
3,5-二溴-2-羟基吡嗪 3,5-dibromopyrazin-2(1H)-one 21943-15-7 C4H2Br2N2O
3,5-二溴-2-羟基吡嗪
3,5-二溴-2-氯吡嗪 3,5-dibromo-2-chloropyrazine 1082843-70-6 C4HBr2ClN2
3,5-二溴-2-氯吡嗪
3,5-二氯-6-乙基吡嗪-2-甲腈 3,5-dichloro-6-ethylpyrazine-2-carbonitrile 1254055-46-3 C7H5Cl2N3
3,5-二氯-6-乙基吡嗪-2-甲腈
3,5-二氯-2-碘吡嗪 3,5-dichloro-2-iodopyrazine 136866-30-3 C4HCl2IN2
3,5-二氯-2-碘吡嗪
3,5-二氯-2-甲基-吡嗪 3,5-dichloro-2-methylpyrazine 89284-38-8 C5H4Cl2N2
3,5-二氯-2-甲基-吡嗪
3,5-二氨基-6-氯吡嗪-2-羧酸甲酯 3,5-diamino-6-chloro-pyrazine-2-carboxylic acid methyl ester 1458-01-1 C6H7ClN4O2
3,5-二氨基-6-氯吡嗪-2-羧酸甲酯
3,5-二乙基-2-甲基-吡嗪 3,5-diethyl-2-methyl-pyrazine 18138-05-1 C9H14N2
3,5-二乙基-2-甲基-吡嗪
3,5,6-三氯吡嗪-2-胺 2-amino-3,5,6-trichloropyrazine 13484-51-0 C4H2Cl3N3
3,5,6-三氯吡嗪-2-胺
2-羟甲基吡嗪 pyrazin-2-ylmethanol 6705-33-5 C5H6N2O
2-羟甲基吡嗪
2-羟基-6-甲基吡嗪 6-methylpyrazin-2-one 20721-18-0 C5H6N2O
2-羟基-6-甲基吡嗪
2-羟基-5-氯吡嗪 5-chloropyrazin-2-ol 89180-45-0 C4H3ClN2O
2-羟基-5-氯吡嗪
2-羟基-3-溴吡嗪 3-Bromopyrazin-2-ol 1261634-06-3 C4H3BrN2O
2-羟基-3-溴吡嗪
2-羟基-3-吡嗪羧酸甲酯 methyl 3-hydroxypyrazine-2-carboxylate 27825-20-3 C6H6N2O3
2-羟基-3-吡嗪羧酸甲酯
2-碘吡嗪 2-iodopyrazine 32111-21-0 C4H3IN2
2-碘吡嗪
2-碘-3-羧酸甲酯吡嗪 methyl 3-iodopyrazine-2-carboxylate 173290-17-0 C6H5IN2O2
2-碘-3-羧酸甲酯吡嗪
2-碘-3-羧酸吡嗪 (3-iodo-2-pyrazine)carboxylic acid 212471-40-4 C5H3IN2O2
2-碘-3-羧酸吡嗪
2-甲酰基-3-甲氧基吡嗪 3-methoxypyrazine-2-carbaldehyde 63874-90-8 C6H6N2O2
2-甲酰基-3-甲氧基吡嗪
2-甲氨基吡嗪 pyrazin-2-ylmethanamine hydrochloride 39204-49-4 C5H7N3*ClH
2-甲氨基吡嗪
2-甲氨基吡嗪 N-methylpyrazin-2-amine 32111-28-7 C5H7N3
2-甲氨基吡嗪
2-甲基-6-丙氧基吡嗪 2-Methyl-6-propoxypyrazine 67845-28-7 C8H12N2O
2-甲基-6-丙氧基吡嗪
2-甲基-3-异丙氧基吡嗪 2-Isopropoxy-3-methylpyrazine 94089-22-2 C8H12N2O
2-甲基-3-异丙氧基吡嗪
2-甲基-3-丙基吡嗪 2-Propyl-3-methylpyrazine 15986-80-8 C8H12N2
2-甲基-3-丙基吡嗪
2-甲基-3-(2-甲基丙基)吡嗪 2-methyl-3-(2-methylpropyl)pyrazine 13925-06-9 C9H14N2
2-甲基-3-(2-甲基丙基)吡嗪
2-溴甲基吡嗪 2-(bromomethyl)pyrazine 60023-35-0 C5H5BrN2
2-溴甲基吡嗪
2-溴吡嗪[4,5-a]并吡咯 6-bromoimidazo[1,2-a]pyrazine 912773-24-1 C6H4BrN3
2-溴吡嗪[4,5-a]并吡咯
2-溴吡嗪 2-bromopyrazine 56423-63-3 C4H3BrN2
2-溴吡嗪
2-溴-7-碘-5H-吡咯并[2,3-B]吡嗪 2-bromo-7-iodo-5H-pyrrolo[2,3-b]pyrazine 875781-44-5 C6H3BrIN3
2-溴-7-碘-5H-吡咯并[2,3-B]吡嗪
2-溴-6-氯吡嗪 2-bromo-6-chloropyrazine 916791-07-6 C4H2BrClN2
2-溴-6-氯吡嗪
2-溴-5H-吡咯并[2,3-B]吡嗪-7-甲醛 2-bromo-5H-pyrrolo[2,3-b]pyrazine-7-carbaldehyde 1185428-32-3 C7H4BrN3O
2-溴-5H-吡咯并[2,3-B]吡嗪-7-甲醛
2-溴-5-苯基吡嗪 2-Bromo-5-phenylpyrazine 243472-69-7 C10H7BrN2
2-溴-5-苯基吡嗪
2-溴-5-羟基吡嗪 5-bromopyrazin-2-ol 374063-92-0 C4H3BrN2O
2-溴-5-羟基吡嗪
2-溴-5-碘吡嗪 2-bromo-5-iodo-pyrazine 622392-04-5 C4H2BrIN2
2-溴-5-碘吡嗪
2-溴-5-硝基吡嗪 2-bromo-5-nitropyrazine 117103-53-4 C4H2BrN3O2
2-溴-5-硝基吡嗪
2-溴-5-甲硫基吡嗪 2-bromo-5-(methylsulfanyl)pyrazine 1049026-49-4 C5H5BrN2S
2-溴-5-甲硫基吡嗪
2-溴-5-甲氧基吡嗪 2-bromo-5-methoxypyrazine 143250-10-6 C5H5BrN2O
2-溴-5-甲氧基吡嗪
2-溴-5-甲基吡嗪 2-bromo-5-methylpyrazine 98006-90-7 C5H5BrN2
2-溴-5-甲基吡嗪
2-溴-5-氰基吡嗪 5-bromopyrazine-2-carbonitrile 221295-04-1 C5H2BrN3
2-溴-5-氰基吡嗪
2-溴-5-氯吡嗪 2-bromo-5-chloropyrazine 912773-21-8 C4H2BrClN2
2-溴-5-氯吡嗪
2-溴-5-氯-3-甲基吡嗪 2-bromo-5-chloro-3-methylpyrazine 1260664-82-1 C5H4BrClN2
2-溴-5-氯-3-甲基吡嗪
2-溴-5-乙基吡嗪 2-bromo-5-ethyl-pyrazine 1086382-74-2 C6H7BrN2
2-溴-5-乙基吡嗪
2-溴-5-三氟甲基吡嗪 2-bromo-5-(trifluoromethyl)pyrazine 1196152-38-1 C5H2BrF3N2
2-溴-5-三氟甲基吡嗪
2-溴-3-甲基吡嗪 2-bromo-3-methylpyrazine 120984-76-1 C5H5BrN2
2-溴-3-甲基吡嗪
2-氰基-6-甲氧基哌嗪 2-Cyano-6-methoxypyridine 136309-07-4 C6H5N3O
2-氰基-6-甲氧基哌嗪
2-氯甲基咪唑并吡嗪 2-chloromethylimidazo[1,2-a]pyrazine 57937-60-7 C7H6ClN3
2-氯甲基咪唑并吡嗪
2-氯甲基吡嗪 2-(chloromethyl)pyrazine 39204-47-2 C5H5ClN2
2-氯甲基吡嗪
2-氯吡嗪-3-羧酸 3-chloropyrazine-2-carboxylic acid 27398-39-6 C5H3ClN2O2
2-氯吡嗪-3-羧酸