YM-099
Chemical Name: 6,6-Dimethyl-8-(N-oxido-2-pyridyl)-7,8-dihydro-6H-furazan[3,4-g]benz[1,4]oxazine
CAS No. 144293-65-2
项目整合开发状态: Preclinical
项目研究机构: Yamanouchi (Originator)
合成路线:Reduction of nitrobenzoxazine (I) using Zn and NH4Cl afforded the corresponding amine (II),which was acetylated with acetic anhydride to give amide (III).Subsequent nitration of (III) yielded the 6-acetamido-7-nitro derivative (IV).Acidic hydrolysis of amide function of (IV) then furnished the nitroaniline (V).Further oxidative ring closure using sodium hypochlorite produced the benzofuroxan (VI).Finally,the N-oxide group was selectively reduced by treatment with triethyl phosphite to give the target compound.
📌 参考资料/链接:
参考文献标题:Novel potassium channel activators.II.Synthesis and pharmacological evaluation of 3,4-dihydro-2H-1,4-benzoxazine derivatives: Modification of the aromatic part
文献作者:Matsumoto,Y.; Tsuzuki,R.; Matsuhisa,A.; Masuda,N.; Yamagiwa,Y.; Yanagisawa,I.; Shibanuma,T.; Nohira,H.
参考来源:Chem Pharm Bull 1999,47(7),971