SM-10888
9-氨基-8-氟-1,2,3,4-四氢-2,4-甲基丙啶Chemical Name: 9-Amino-8-fluoro-2,4-methano-1,2,3,4-tetrahydroacridine citrate; 8-Fluoro-1,2,3,4-tetrahydro-2,4-methanoacridin-9-amine citrate
CAS No. 129297-21-8, 116208-23-2 (free base), 116230-66-1 (monoHCl)
项目整合开发状态: Phase II
项目研究机构: Sumitomo Pharmaceuticals (Originator)
合成路线:By cyclization of 2-amino-6-fluorobenzonitrile (I) with bicyclo[3.1.1]heptan-2-one (II) by means of ZnCl2 at 110-20 C.
📌 参考资料/链接：
参考文献标题:Quinoline derivs
文献作者:Kawakami,H.; Ohuchi,R.; Kitano,M.; Ono,K.(Sumitomo Pharmaceuticals Co.,Ltd.)
参考来源:EP 0268871; JP 1988225358; JP 1988239271; JP 1989000073
📄 详细内容
合成路线:By cyclization of 2-amino-6-fluorobenzonitrile (I) with bicyclo[3.1.1]heptan-2-one (II) by means of ZnCl2 at 110-20 C.
参考文献标题:SM-10888
文献作者:Prous,J.; Castar,J.
参考来源:Drugs Fut 1991,16(1),33
合成路线:The synthesis of [9-14C]-SM-10888 has been described:The carboxylation of 1,3-difluorobenzene (I) with labeled CO2 by means of butyllithium in THF gives 2,6-difluorobenzoic acid (II),which by reaction first with SOCl2 and then with NH4OH yields the corresponding amide (III).The reaction of (III) with SOCl2 in hot DMF affords the nitrile (IV),which by reaction with ammonia in ethanol at 135 C gives 2-amino-6-fluorobenzonitrile (VI).Finally,this compound is cyclized with bicyclo[3.3.1]heptan-2-one (VI) by means of ZnCl2 at 105 C in nitrobenzene.
参考文献标题:14C-Labeling of a tetrahydroacridine,a novel CNS-selective cholinesterase inhibitor14C-Labeling of a tetrahydroacridine,a novel CNS-selective cholinesterase inhibitor
文献作者:Nishioka,K.; Kamada,T.; Kanamaru,H.
参考来源:J Label Compd Radiopharm 1992,31(7),553
产品链接: CAS No. 129297-21-8›› 产品链接: CAS No.116208-23-2››