FY-609, HSR-609, -Drug Synthesis Database

【结构式】

【药物名称】FY-609, HSR-609

【化学名称】3-[4-(8-Fluoro-5,11-dihydrobenz[b]oxepino[4,3-b]pyridin-11-ylidene)piperidin-1-yl]propionic acid dihydrate

【CA登记号】188199-97-5, 161522-25-4 (anhydrous), 153250-51-2 (anhydrous diHBr salt), 153250-07-8 (anhydrous HCl salt)

【分子式】C₂₁H₂₅FN₂O₅

【分子量】404.4422

【开发单位】Abbott (Originator)

【药理作用】Drugs for Allergic Rhinitis, RESPIRATORY DRUGS, Treatment of Upper Respiratory Tract Disorders, Histamine H1 Antagonists

合成路线1

HSR-609 is obtained as shown in Scheme 20067601a:Tricyclic compound (II), derived from (I) by known methods, is converted to piperidine derivative (III) by Grignard reaction and dehydration. The reaction of (III) with ClCO2Et and KOH affords (IV). Michael reaction and hydrolysis of (IV) give HSR-609.

参考文献中间体

【1】 Iwasaki, N.; Yasuda, S.; Kado, N.; Kato, H.; Ito, Y.; Ohashi, T.; Musoh, K.; Nishino, H.; Amphoteric drugs. III. Synthesis and antiallergic activity of 3-[(5,11-dihydro[1]benzoxepino[4,3-b]pyridin-11-ylidene)piperidino] propionic acid derivatives and related compounds. J Med Chem 1995, 38, 3, 496-507.
【2】 Suzuki, T.; Kato, H.; Nagata, O.; Inomata, N.; Ohashi, T.; HSR-609. Drugs Fut 1998, 23, 4, 379.
【3】 Ito, Y.; Kato, H.; Yasuda, S.; Kado, N.; Iwasaki, N.; Nishino, H.; Takeshita, M. (Hokuriku Seiyaku Co., Ltd.); Amphoteric tricyclic compounds as antihistaminic and antiallergic agents. EP 0556813; JP 1994192263; US 5334594 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
	20949	4-Chloro-1-methylpiperidine; 4-Chloro-N-methylpiperidine; N-methyl-4-chloropiperidine	55770-77-4	C₆H₁₂ClN	详情	详情
(I)	16352	furo[3,4-b]pyridin-7(5H)-one		C₇H₅NO₂	详情	详情
(II)	16353	8-fluoro[1]benzoxepino[4,3-b]pyridin-11(5H)-one		C₁₃H₈FNO₂	详情	详情
(III)	16354	8-fluoro-11-[1-methyltetrahydro-4(1H)-pyridinylidene]-5,11-dihydro[1]benzoxepino[4,3-b]pyridine		C₁₉H₁₉FN₂O	详情	详情
(IV)	16355	8-fluoro-11-tetrahydro-4(1H)-pyridinylidene-5,11-dihydro[1]benzoxepino[4,3-b]pyridine		C₁₈H₁₇FN₂O	详情	详情

Extended Information