摘要
以[14C]碳酸钡为放射性同位素原料,通过格氏反应、亲核取代、胺化和缩合等8步放化反应制备了2种放射性同位素碳-14标记的氯虫苯甲酰胺粗品,经反相高效液相色谱(RPHPLC)纯化获得标记物纯品14C-氯虫苯甲酰胺[3-溴-N-[4-氯-2-甲基-6-(甲氨基[羰基-14C]甲酰基)苯基]-1-(3-氯-2-吡啶基)-1H-吡唑-5-甲酰胺(2,55.6 mCi)和3-溴-N-[4-氯-2-甲基-6-(甲氨基甲酰基)苯基]-1-(3-氯-2-吡啶基)-1H-吡唑-5-[羰基-14C]甲酰胺(3,58.6 mCi)]。以[14C]碳酸钡计,两种标记物的总放化收率分别为32%和52%。其结构经核磁共振氢谱、质谱和在线放射性高效液相色谱(HPLC-FSA)分析确认。放射性薄层成像分析(TLC-IIA)、离线放射性高效液相色谱分析(HPLC-LSC)、在线放射性高效液相色谱-二极管阵列检测器/质谱联用(HPLCFSA/PDA/MS)和LSC分析表明,两种14C-氯虫苯甲酰胺的放化纯度分别为99.8%和99.6%,化学纯度分别为99.1%和98.4%,比活度分别为52.45 mCi/mmol和52.30 mCi/mmol。这2种标记物可作为放射性示踪剂,可满足氯虫苯甲酰胺在中国的登记代谢试验研究的需要。
Two versions of radioisotope carbon-14 labelled chlorantraniliprole,3-bromo-N-(4-chloro-2-methyl-6-(methyl[carbonyl-14C]carbamoyl)phenyl)-1-(3-chloropyridin-2-yl)-1 H-pyrazole-5-carboxamide(2,55.6 mCi,radiochemical purity 99.8%,chemical purity 99.1%,specific activity 52.45 mCi/mmol)and 3-bromo-N-(4-chloro-2-methyl-6-(methylcarbamoyl)phenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-[carbonyl-14C]carboxamide(3,58.6 mCi,radiochemical purity 99.6%,chemical purity98.4%,specific activity 52.30 mCi/mmol),were synthesized from barium[14C]carbonate via eight-step radioactive reactions including Grignard reaction,nucleophilic substitution,amination reaction,condensation,and etc.Pure C-14 labelled products were obtained after RP-HPLC purification in the overall radiochemical yield of 32%and 52%,respectively.The products were characterized by ESI-MS,1 H NMR and HPLC-FSA.Their technical data was determined by TLC-IIA,HPLC-LSC,HPLCFSA/PDA/MS and LSC,respectively.These products could be used as radiotracers and meet the requirement of the study on the metabolism of chlorantraniliprole for registration in China.
作者
杨征敏
宋明钰
陈沪飞
余志扬
周迪
夏燕婷
郑东敏
薛晓娅
YANG Zhengmin;SONG Mingyu;CHEN Hufei;YU Zhiyang;ZHOU Di;XIA Yanting;ZHENG Dongmin;XUE Xiaoya(Shanghai Qizhen Radiosynthesis Research Center,Shanghai 201403,China)
出处
《农药学学报》
CAS
CSCD
北大核心
2020年第1期19-26,共8页
Chinese Journal of Pesticide Science