KRN-2391

N-氰基-N'-(2-硝氧乙基)-3-吡啶甲脒甲烷磺酸盐Chemical Name: N-Cyano-N'-(2-nitrooxyethyl)-3-pyridinecarboxamidine monomethanesulfonate; N-Cyano-N'-(2-nitrooxyethyl)nicotiamidine monomethanesulfonate; N-Cyano-N'-(2-nitrooxyethyl)-3-pyridinecarboximidamide monomethanesulfonate
CAS No. 134431-49-5, 133299-87-3 (free base), 143966-31-8 (mono(4-p-tosylate)), 143966-32-9 (monobenzenesulfonate), 143966-37-4 (monoHCl), 143966-35-2 (mononitrate), 143966-36-3 (sulfate(1:1))
项目整合开发状态: Phase II
项目研究机构: Kirin Brewery (Originator)
合成路线:The synthesis used for the preparation of KRN2391 is as follows: The reaction of 3-cyanopyridine (I) with alcohol (ROH) in the presence of catalytic amount of alkoxide (NaOR) gives the imidate (II).The imidate (II) is converted to the cyanoimidate (III) by treatment with cyanamide in an aqueous phosphate buffer solution.The cyanoimidate (III) is coupled without further purification with nitroxyethylamine which is pre-prepared in situ from its hydrochloride (IV) and NaOH in water to provide the cyanoamidine (V).Finally,KRN2391 is obtained by salt formation of the cyanoamidine (V) with methanesulfonic acid.