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【结 构 式】 
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【药物名称】BGP-15 【化学名称】N'-[2-Hydroxy-3-(1-piperidinyl)propoxy]pyridine-3-carboxamidine dihydrochloride 【CA登记号】66611-37-8 (tautomer) 【 分 子 式 】C14H24Cl2N4O2 【 分 子 量 】351.27898 |
【开发单位】N-Gene (Originator), Allos (Licensee), Chinoin (Licensee) 【药理作用】Acute Myocardial Infarction, Treatment of, CARDIOVASCULAR DRUGS, Chemoprotective Agents, ONCOLYTIC DRUGS, Radioprotectants, Treatment of Disorders of the Coronary Arteries and Atherosclerosis, NAD+ ADP-Ribosyltransferase (poly(ADP-ribose)polymerase; PARP) Inhibitors |
合成路线1
N-(2,3-Epoxypropyl)piperidine (III), prepared from piperidine (I) and epichlorhydrin (II), was condensed with nicotinic acid amidoxime (IV) in the presence of basic catalysts, such as NaOH, t-BuOK, Al2O3 or SnO2, in hot DMF to provide the title compound, which was finally converted to the dihydrochloride salt.
| 【1】 Somfai, E,; Bertok, B.; Szekely, I.; Takacs, K.; Thurner, A.; Gajary, A.; Botar, S.; Nagy, L. (Chinoin Pharmaceutical and Chemical Works Co., Ltd.); Improved process for the preparation of amidoxime derivs.. WO 9008131 . |
合成路线2
Alternatively, the title compound was prepared by condensation of nicotinamidoxime (IV) with 1,1-pentamethylene-3-hdroxyazetidinium chloride (V).
| 【1】 Somfai, E,; Bertok, B.; Szekely, I.; Takacs, K.; Thurner, A.; Gajary, A.; Botar, S.; Nagy, L. (Chinoin Pharmaceutical and Chemical Works Co., Ltd.); Improved process for the preparation of amidoxime derivs.. WO 9008131 . |
合成路线3
In a further procedure, nicotinamidoxime (IV) was condensed with 1-chloro-3-piperidino-2-propanol (VI) in the presence of ethanolic NaOEt.
| 【1】 Farago, K.; Literati, P.N.; Simay, A.; Takacs, K.; Virag, S.; Szcntivanyi, M.; Kiss, I. (Chinoin Pharmaceutical and Chemical Works Co., Ltd.); O-(3-Amino-2-hydroxy-propyl)amidoxime derivs., process for the preparation thereof and pharmaceutical compsns. containing same. US 4308399 . |