Cycletanide(?, Cicletanine, BN-50418(L-isomer), BN-50417(D-isomer), Win-90000, BN-1270(?, Justar, Tenstaten, -Drug Synthesis Database

【结构式】

【药物名称】Cycletanide(?, Cicletanine, BN-50418(L-isomer), BN-50417(D-isomer), Win-90000, BN-1270(?, Justar, Tenstaten

【化学名称】(±)-3-(4-Chlorophenyl)-6-methyl-1,3-dihydrofuro[3,4-c]pyridine-7-ol

【CA登记号】89943-82-8, 82747-56-6 (HCl)

【分子式】C₁₄H₁₂ClNO₂

【分子量】261.71024

【开发单位】Ipsen (Originator), Intersan (Licensee)

【药理作用】CARDIOVASCULAR DRUGS, Diuretics, Hypertension, Treatment of, RENAL-UROLOGIC DRUGS

合成路线1

The Grignard reaction of 2,2,8-trimethyl-5-formylpyrido[4,3-e]-1,3-dioxane (I) with 4-chlorophenyl magnesium bromide (II) in refluxing ether gives 2,2,8-trimethyl-5-(4-chloro-alpha-hydroxybenzyl)pyrido[4,3-e]-1,3-dioxane (III), which is then hydrolyzed and cyclized by a treatment with aqueous concentrated HCl

参考文献中间体

【1】 Esanu, A (SCRAS (Societe de Conseils de Recherches et d'Applications Scientifiques)); Furo[3,4-c]pyridine derivatives and their pharmaceutical use. BE 0891797; DE 3204596; FR 2499406; FR 2499574; GB 2092586; JP 82150688; US 4383998 .
【2】 Castaner, J.; Serradell, M.N.; Thorpe, P.; Cycletanide. Drugs Fut 1985, 10, 5, 378.

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)	28771	2,2,8-trimethyl-4H-[1,3]dioxino[4,5-c]pyridine-5-carbaldehyde		C₁₁H₁₃NO₃	详情	详情
(II)	25127	bromo(4-chlorophenyl)magnesium	873-77-8	C₆H₄BrClMg	详情	详情
(III)	29311	(4-chlorophenyl)(2,2,8-trimethyl-4H-[1,3]dioxino[4,5-c]pyridin-5-yl)methanol		C₁₇H₁₈ClNO₃	详情	详情

Extended Information