Nitroflurbiprofen, Flurbiprofen nitroxybutyl ester, NO-flurbiprofen, HCT-1026

4-硝基氧基丁基2-(3-氟-4-苯基苯基)丙酸酯Chemical Name: 2-(2-Fluorobiphenyl-4-yl)propionic acid 4-nitrooxybutyl ester
CAS No. 158836-71-6
项目整合开发状态: Phase II
项目研究机构: NicOx (Originator)
合成路线:The adopted procedure for the preparation of HCT-1026 consisted in the reaction of flurbiprofen sodium salt (I) and 1,4-dibromobutane (II) in acetonitrile at reflux temperature to obtain HCT-1031 (III),the 4-bromobutyl ester of flurbiprofen.HCT-1031 was then converted into HCT-1026 by reaction with silver nitrate in acetonitrile at reflux temperature.The crude HCT-1026 thus obtained showed 85% HPLC purity with the presence of one major impurity (15%) that was identified as the bis-compound HCT-1028.The crude product was then purified by silica gel column chromatography using toluene as eluent to give a product with >99% HPLC purity in 57% overall yield.After cooling,pure HCT-1026 was obtained as a thick oil.