TAN-67
Chemical Name: (-)-(4aS*,12aR*)-4a-(3-Hydroxyphenyl)-2-methyl-1,2,3,4,4a,5,12,12a-octahydropyrido[3,4-b]acridine
项目整合开发状态: Preclinical
项目研究机构: Toray (Originator)
合成路线:The cyclization of perhydroisoquinoline (I) with o-amino-benzaldehyde (II) in the presence of methanesulfonic acid in refluxing EtOH gave the pyridoacridine (III).Subsequent cleavage of the methyl ether function using n-PrSH and tert-BuOK in boiling DMF provided the target phenol.
📌 参考资料/链接：
参考文献标题:Rational drug design and synthesis of a highly selective nonpeptide delt-opioid agonist,(4aS*,12aR*)-4a-(3-hydroxyphenyl)-2-methyl-1,2,3,4,4a,5,12,12a-octrahydropyrido[3,4-b]acridine (TAN-67)
文献作者:Nagase,H.; Kawai,K.; Hayakawa,J.; Wakita,H.; Mizusuna,A.; Matsuura,H.; Tajima,C.; Takezawa,Y.; Endoh,T.
参考来源:Chem Pharm Bull 1998,46(11),1695
📄 详细内容
合成路线:The cyclization of perhydroisoquinoline (I) with o-amino-benzaldehyde (II) in the presence of methanesulfonic acid in refluxing EtOH gave the pyridoacridine (III).Subsequent cleavage of the methyl ether function using n-PrSH and tert-BuOK in boiling DMF provided the target phenol.
参考文献标题:Rational drug design and synthesis of opioid delta-receptor selective nonpeptidic agonists - Optical resolution of (? TAN-67 and the pharmacological effect of each enantiomer
文献作者:Fujii,H.; et al.
参考来源:Symp Med Chem 1999,Abst 1P-21