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【结 构 式】

【药物名称】V-102862, CO-102862

【化学名称】4-(4-Fluorophenoxy)benzaldehyde semicarbazone

【CA登记号】181144-66-1

【 分 子 式 】C14H12FN3O2

【 分 子 量 】273.26904

【开发单位】University of Saskatchewan (Originator), CoCensys (Licensee)

【药理作用】ANALGESIC AND ANESTHETIC DRUGS, Analgesic Drugs, Antiepileptic Drugs, NEUROLOGIC DRUGS, Non-Opioid Analgesics, Sodium Channel Blockers

合成路线1

Condensation of 4-fluorophenol (I) with 4-fluorobenzaldehyde (II) by heating with K2CO3 in N,N-dimethylacetamide provides 4-(4-fluorophenoxy)benzaldehyde (III), which is finally converted into the target product by reaction with semicarbazide hydrochloride (IV) and NaOAc in the refluxing mixture EtOH/H2O.

1 Lam, G.N.; Ramu, K.; Chien, B.; Development of a high-performance liquid chromatographic-tandem mass spectrometric method for the determination of pharmacokinetics of Co 102862 in mouse, rat, monkey and dog plasma. J Chromatogr B - Biomed Appl 2000, 749, 1, 1.
2 Quail, J.W.; Dimmock, J.R.; Puthucode, R.N.; Pugazhenthi, U.; Stables, J.P.; Anticonvulsant activity of various aryl, aryldine and aryloxyaryl semicarbazones. Eur J Med Chem 1998, 33, 7-8, 595.
3 Dimmock, J.R.; Puthucode, R.N. (University of Saskatchewan); Semicarbazones having CNS activity and pharmaceutical preparations containing same. EP 0836591; JP 1999506109; US 5741818; WO 9640628 .
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) 19639 4-fluorophenol 371-41-5 C6H5FO 详情 详情
(II) 12337 4-fluorobenzaldehyde 459-57-4 C7H5FO 详情 详情
(III) 22233 4-(4-fluorophenoxy)benzaldehyde C13H9FO2 详情 详情
(IV) 23944 1-Hydrazinecarboxamide 563-41-7 CH5N3O 详情 详情
Extended Information