Rufloxacin hydrochloride, ISF-09334(free base), MF-934, Tebraxin, Monos, Qari

如氟沙星Chemical Name: 9-Fluoro-10-(4-methylpiperazin-1-yl)-7-oxo-2,3-dihydro-7H-pyrido[1,2,3-de][1,4]benzothiazine-6-carboxylic acid hydrochloride
CAS No. 101363-10-4 (free base)
项目整合开发状态: Launched-1992
项目研究机构: Mediolanum (Originator), Bracco (Licensee), Selvi (Licensee)
合成路线:Condensation of 8-chloro-7-fluoro-2,3-dihydro-4H-benzothiazine (I) with diethyl ethoxymethylenmalonate at 120 C and subsequent cyclization with polyphosphoric acid yields ethyl 10-chloro-9-fluoro-7-oxo-2,3-dihydro-7H-pyrido[ 1,2,3-de][1,4]benzothiazine 6 carboxylate (II).Hydrolysis of the latter with 10% NaOH affords the corresponding free acid (III).Oxidation of (III) with H2O2 under mild conditions gives the sulfoxide (IV),which,reacting by means of N-methylpiperazine in DMF at 90 C,gives the 9-fluoro-10 [N-(4 methyl)piperazinyl]-7-oxo- 2,3-dihydro-7H-pyrido[1,2,3-de][1,4]benzothiazine-1-oxide-6-carboxylic acid (V).Finally,the reduction of sulfoxide (V) with PCl3 yieids title compound.