|
【结 构 式】 
|
【药物名称】NNC-25-2504 【化学名称】3-Cyano-4-hydroxy-N'-[1-(2,3,5,6-tetramethylbenzyl)-1H-indol-4-ylmethylene]benzohydrazide 【CA登记号】280134-25-0 【 分 子 式 】C28H26N4O2 【 分 子 量 】450.54502 |
【开发单位】Novo Nordisk (Originator), Pfizer (Originator) 【药理作用】Antidiabetic Drugs, ENDOCRINE DRUGS, Type 2 Diabetes Mellitus, Agents for, Glucagon Antagonists |
合成路线1
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.
| 【1】 Madsen, P.; Ling, A.; Plewe, M.; et al.; 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. J Med Chem 2002, 45, 26, 5755. |
| 【2】 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); Glucagon antagonists/inverse agonists. JP 2002533439; WO 0039088 . |
Extended Information