| Title : [Synthesis of estimated metabolites of 9-amino-2,3,5,6,7,8-hexahydro-1H-cyclopenta[b]quinoline monohydrochloride monohydrate (NIK-247). I. Synthesis of mono-hydroxylated metabolites] - Komatsu_1995_Yakugaku.Zasshi_115_1016 |
| Author(s) : Komatsu T , Yano M , Inada H , Iwamoto M , Okada K , Suzuki K |
| Ref : Yakugaku Zasshi , 115 :1016 , 1995 |
|
Abstract :
The two mono-hydroxylated metabolites of 9-amino-2,3,5,6,7,8-hexahydro-1H-cyclopenta[b]quinoline monohydrochloride monohydrate (NIK-247), which is a new drug for the treatment of dementia, were synthesized to determine their chemical structures. Reduction of two tricyclic ketones, 9-amino-1,2,3,5,6,7-hexahydro-8H-cyclopenta[b]quinolin-8-one and 9-amino-2,3,5,6,7,8-hexahydro-1H-cyclopenta[b]-quinolin-1-one, with NaBH4 afforded the corresponding racemic alcohols. The optically active mono-hydroxylated metabolites, (+)-9-amino-2,3,5,6,7,8-hexahydro-1H-cyclopenta[b]quinolin-8-ol and (+)-9-amino-2,3,5,6,7,8-hexahydro-1H-cyclopenta[b]quinolin-1-ol, were obtained by optical resolution of each racemic alcohol using (+)-di-p-toluoyl-D-tartaric acid. |
| PubMedSearch : Komatsu_1995_Yakugaku.Zasshi_115_1016 |
| PubMedID: 8587034 |
| Inhibitor | NIK-247 |
Komatsu T, Yano M, Inada H, Iwamoto M, Okada K, Suzuki K (1995)
[Synthesis of estimated metabolites of 9-amino-2,3,5,6,7,8-hexahydro-1H-cyclopenta[b]quinoline monohydrochloride monohydrate (NIK-247). I. Synthesis of mono-hydroxylated metabolites]
Yakugaku Zasshi
115 :1016
Komatsu T, Yano M, Inada H, Iwamoto M, Okada K, Suzuki K (1995)
Yakugaku Zasshi
115 :1016