NNC-25-2504-药物合成数据库

【药物名称】NNC-25-2504

化学结构式(Chemical Structure):

参考文献No.	44203
标题:	Glucagon antagonists/inverse agonists
作者:	Lau, J.; Madsen, P.; Truesdale, L.K.; Sams, C.; Feng, J.; Kiel, D.; Ling, A.; Kukl, A.; Shi, S.; Plewe, M.B.; May, J. (Agouron Pharmaceuticals, Inc.; Novo Nordisk A/S)
来源:	JP 2002533439; WO 0039088

合成路线图解说明: Alkylation of the sodium salt of indole-4-carbaldehyde (I) with 2,3,5,6-tetramethylbenzyl chloride (II) affords the N-alkylated indole aldehyde (III). Subsequent condensation of aldehyde (III) with 3-cyano-4-hydroxybenzoic acid hydrazide (IV) in DMSO in the presence of an acidic catalyst yields the target acyl hydrazone.

参考文献No.	707594
标题:	Optimization of alkylidene hydrazide based human glucagon receptor antagonists. Discovery of the highly potent orally available 3-cyano-4-hydroxybenzoic acid [1-(2,3,5,6-tetramethylbenzyl)-1H-indol-4-ylmethylene]hydrazide
作者:	Madsen, P.; Ling, A.; Plewe, M.; Sams, C.K.; Knudsen, L.B.; Sidelmann, U.G.; Ynddal, L.; Brand, C,L.; Andersen, B.; Murphy, D.; Teng, M.; Truesdale, L.K.; Kiel, D.; May, J.M.; Kuki, A.; Shi, S.; Johnson, M.D.; Teston, K.A.; Feng, J.; Lakis, J.; et al.
来源:	J Med Chem 2002,45(26),5755

合成路线图解说明: Alkylation of the sodium salt of indole-4-carbaldehyde (I) with 2,3,5,6-tetramethylbenzyl chloride (II) affords the N-alkylated indole aldehyde (III). Subsequent condensation of aldehyde (III) with 3-cyano-4-hydroxybenzoic acid hydrazide (IV) in DMSO in the presence of an acidic catalyst yields the target acyl hydrazone.