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【结 构 式】 
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【药物名称】VUFB-19363 【化学名称】4-[4-(2-Quinolinylmethoxy)phenylsulfanyl]benzoic acid 【CA登记号】252972-08-0 【 分 子 式 】C23H17NO3S 【 分 子 量 】387.46084 |
【开发单位】Res. Inst. Pharmacy Biochemistry (VUFB) (Originator) 【药理作用】Antiallergy/Antiasthmatic Drugs, Asthma Therapy, RESPIRATORY DRUGS, Antiinflammatory Drugs, Leukotriene CysLT1 (LTD4) Antagonists |
合成路线1
Ether cleavage of 4-(4-methoxyphenylsulfanyl)benzoic acid (I) with pyridine hydrochloride at 220 C provided phenol derivative (II). Subsequent esterification of (II) with methanol and sulfuric acid gave methyl ester (III). The quinolylmethyl ether (V) was then prepared by alkylation of (III) with 2-(chloromethyl)quinoline (IV) in the presence of K2CO3 and KI. Finally, the methyl ester group of (V) was hydrolyzed employing a hydroalcoholic solution of KOH.
| 【1】 Bucharova, V.; Jrickova, H.; Brunova B.; Kuchar, M.; Jandera, A.; Panajotova V.; Kmonicek, V. (Research Institute of Pharmacy and Biochemistry (VUFB)); Derivs. of hydroxyphenylsulfanylbenzoic and hydroxyphenylsulfanylarylacetic acids. WO 9967208 . |
| 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) | 42102 | 4-[(4-methoxyphenyl)sulfanyl]benzoic acid | C14H12O3S | 详情 | 详情 | |
| (II) | 42103 | 4-[(4-hydroxyphenyl)sulfanyl]benzoic acid | C13H10O3S | 详情 | 详情 | |
| (III) | 42104 | methyl 4-[(4-hydroxyphenyl)sulfanyl]benzoate | C14H12O3S | 详情 | 详情 | |
| (IV) | 13162 | 2-(Chloromethyl)quinoline; alpha-Chloroquinaldine | 4377-41-7 | C10H8ClN | 详情 | 详情 |
| (V) | 42105 | methyl 4-[[4-(2-quinolinylmethoxy)phenyl]sulfanyl]benzoate | C24H19NO3S | 详情 | 详情 |