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【结 构 式】 
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【药物名称】R-2HMP 【化学名称】N-Methyl-N-[1(R)-methylhexyl]-N-(2-propynyl)amine hydrochloride 【CA登记号】7601-64-1 (racemate), 7665-88-5 (racemic free base) 【 分 子 式 】C11H22ClN 【 分 子 量 】203.75769 |
【开发单位】University of Saskatchewan (Originator) 【药理作用】Antiparkinsonian Drugs, Cerebrovascular Diseases, Treatment of, Extrapyramidal Disorders, Treatment of, NEUROLOGIC DRUGS, Stroke, Treatment of, Apoptosis Inhibitors, MAO-B Inhibitors |
合成路线1
The racemic compound was synthesized by alkylation of N-methylpropargylamine (I) with 2-bromoheptane (II) in refluxing EtOH, followed by conversion to the corresponding hydrochloride salt.
| 【1】 Yu, P.H.; Davis, B.A.; Boulton, A.A. (University of Saskatchewan); Aliphatic propargylamines as selective MAO-B inhibitors and as neuroprotective agents. JP 1994505241; US 5169868; WO 9215551 . |
| 【2】 Yu, P.H.; et al.; Aliphatic propargylamines: Potent, selective, irreversible monoamine oxidase B inhibitors. J Med Chem 1992, 35, 20, 3705. |
合成路线2
For the synthesis of the optically pure (R)-enantiomer, racemic 2-heptylamine (III) was resolved by means of immobilized, recombinant Candida antarctica lipase. The required (R)-2-heptylamine (IV) was then converted to the title compound by sequential methylation and propargylation.
| 【1】 Berry, M.D.; R-2HMP: An orally active agent combining independent antiapoptotic and MAO-B-inhibitory activities. CNS Drug Rev 1999, 5, 2, 105. |