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【结 构 式】 
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【药物名称】 【化学名称】4-(6-Chloropyridazin-3-yl)-1,1-dimethylpiperazin-1-ium iodide 【CA登记号】 【 分 子 式 】C10H16ClIN4 【 分 子 量 】354.62322 |
【开发单位】Università degli Studi di Firenze (Originator), Università di Ferrara (Originator) 【药理作用】ANALGESIC AND ANESTHETIC DRUGS, Analgesic Drugs, Cognition Disorders, Treatment of, NEUROLOGIC DRUGS, Non-Opioid Analgesics, Nicotinic alpha4 Agonists |
合成路线1
Pyridazinylpiperazine (III) was prepared from 3,6-dichloropyridazine (I) and N-methylpiperazine (II) according to a literature method. Subsequent quaternization of piperazine (III) with methyl iodide gave the title ammonium salt.
| 【1】 Romanelli, M.N.; et al.; Structure-affinity relationships of a unique nicotinic ligand: N1-dimethyl-N4-phenylpiperazinium iodide (DMPP). J Med Chem 2001, 44, 23, 3946. |
合成路线2
The condensation of 3,6-dichloropyridazine (I) with piperazine (II) by means of TEA in refluxing toluene gives 3-chloro-6-(1-piperazinyl)pyridazine (III), which is methylated with HCHO/ HCOOH at 110 C, yielding 3-chloro-6-(4-methylpiperazin-1-yl)pyridazine (IV). Finally, this compound is quaternized with methyl iodide in ethyl ether to provide the target dimethylpiperidinium salt.
| 【1】 Toma, L.; et al.; 6-Chloropyridazin-3-yl derivatives active as nicotinic agents: Synthesis, binding, and modeling studies. J Med Chem 2002, 45, 18, 4011. |
| 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) | 11292 | 3,6-Dichloropyridazine | 141-30-0 | C4H2Cl2N2 | 详情 | 详情 |
| (II) | 10355 | Diethylenediamine; Piperazine | 110-85-0 | C4H10N2 | 详情 | 详情 |
| (III) | 57015 | 3-chloro-6-(1-piperazinyl)pyridazine | C8H11ClN4 | 详情 | 详情 | |
| (IV) | 53381 | 3-chloro-6-(4-methyl-1-piperazinyl)pyridazine | 27464-17-1 | C9H13ClN4 | 详情 | 详情 |