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【结 构 式】

【药物名称】

【化学名称】Quinuclidin-3-one O-2-butynyloxime

【CA登记号】

【 分 子 式 】C11H16N2O

【 分 子 量 】192.26297

【开发单位】DSO National Laboratories (Originator), National University of Singapore (Originator)

【药理作用】Cognition Disorders, Treatment of, NEUROLOGIC DRUGS, Muscarinic M1 Agonists

合成路线1

N-(2-Butynyloxy)phthalimide (III) was obtained by the Mitsunobu coupling between 2-butyn-1-ol (II) and N-hydroxyphthalimide (I). Subsequent hydrazinolysis of (III) gave the O-alkynyl hydroxylamine (IV). This was finally condensed with quinuclidin-3-one (V) in methanol to furnish the corresponding oxime.

1 Go, M.-L.; Loke, W.-K.; Sim, M.-K.; Somanadhan, B.; Quinuclidinone O-alkynyloximes with muscarinic agonist activity. Bioorg Med Chem 2002, 10, 1, 207.
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) 13505 N-Hydroxyphthalimide; 2-Hydroxy-1H-isoindole-1,3(2H)-dione 524-38-9 C8H5NO3 详情 详情
(II) 42514 2-butyn-1-ol 764-01-2 C4H6O 详情 详情
(III) 59686 2-(2-butynyloxy)-1H-isoindole-1,3(2H)-dione C12H9NO3 详情 详情
(IV) 59687 1-(aminooxy)-2-butyne; O-(2-butynyl)hydroxylamine C4H7NO 详情 详情
(V) 16925 3-quinuclidinone; 1-azabicyclo[2.2.2]octan-3-one 1193-65-3 C7H11NO 详情 详情
Extended Information