Benatoprazole, Tenatoprazole, TU-199, Ulsacare, Protop, -Drug Synthesis Database

【结构式】

【药物名称】Benatoprazole, Tenatoprazole, TU-199, Ulsacare, Protop

【化学名称】(±)-5-Methoxy-2-(4-methoxy-3,5-dimethylpyridin-2-ylmethylsulfinyl)imidazo[4,5-b]pyridine

【CA登记号】113712-98-4

【分子式】C₁₆H₁₈N₄O₃S

【分子量】346.41086

【开发单位】Mitsubishi Pharma (Originator), Abbott (Licensee), Negma (Licensee)

【药理作用】Antiulcer Drugs, Gastric Antisecretory Drugs, GASTROINTESTINAL DRUGS, H+/K+-ATPase Inhibitors

合成路线1

The condensation of 2-mercapto-5-methoxy-3H-imidazo[4,5-b]pyridine (I) with 2-(chloromethyl)-4-methoxy-3,5-dimethylpyridine (II) by means of KOH in refluxing ethanol gives 2-(4-methoxy-3,5-dimethylpyridin-2-ylmethylthio)-5-methoxy-3H-imidazo [4,5-b]pyridine (III), which is then oxidized with m-chloroperbenzoic acid in chloroform.

参考文献中间体

【1】 Matsuichi, N.; Takeda, H.; Iizumi, K.; Murakami, K.; Hisamitsu, A. (Tokyo Tanabe Co., Ltd.); Imidazo[4,5-b]pyridine cpds., process for preparing same and pharmaceutical compsns. containing same. AU 8775628; EP 0254588; JP 1988146882 .
【2】 Mealy, N.; Castañer, J.; Prous, J.; TU-199. Drugs Fut 1994, 19, 11, 1018.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(I)	16520	5-methoxy-1H-imidazo[4,5-b]pyridine-2-thiol; 5-methoxy-1H-imidazo[4,5-b]pyridin-2-ylhydrosulfide		C₇H₇N₃OS	详情	详情
(II)	16521	2-(chloromethyl)-3,5-dimethyl-4-pyridinyl methyl ether; 2-(chloromethyl)-4-methoxy-3,5-dimethylpyridine; 2-Chloromethyl-3,5-dimethyl-4-methoxypyridine	86604-75-3	C₉H₁₂ClNO	详情	详情
(III)	16522	2-[[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfanyl]-1H-imidazo[4,5-b]pyridin-5-yl methyl ether; 5-methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfanyl]-1H-imidazo[4,5-b]pyridine		C₁₆H₁₈N₄O₂S	详情	详情

Extended Information