Methoctramine
Chemical Name: N,N'-Bis[6-[(2-methoxybenzyl)amino]hexyl]-1,8-octanediamine tetrahydrochloride
CAS No. 104807-46-7
项目整合开发状态: Preclinical
项目研究机构: Universit?degli Studi di Bologna (Originator), Universit?degli Studi di Camerino (Originator)
合成路线:N-(Benzyloxycarbonyl)-6-aminocaproic acid (I) is reacted with 1,8-octanediamine (II) to give amide (III).The protecting group can be removed either by hydrogenolysis or by gaseous HBr affording (IV),which is reduced with borane-methyl sulfide complex to yield N,N'-bis(6-aminohexyl)-1,8-octanediamine (V).Condensation of (V) with 2-methoxybenzaldehyde and subsequent reduction of the intermediate Schiff base gives methoctramine.However,methoctramine can be prepared more conveniently by transforming (IV) to (VI) followed by reduction of amide groups with borane.
📌 参考资料/链接：
参考文献标题:METHOCTRAMINE
文献作者:Melchiorre,C.; Minarini,A.; Quaglia,W.; Tumiatti,V.
参考来源:Drugs Fut 1989,14(7),628
📄 详细内容
合成路线:N-(Benzyloxycarbonyl)-6-aminocaproic acid (I) is reacted with 1,8-octanediamine (II) to give amide (III).The protecting group can be removed either by hydrogenolysis or by gaseous HBr affording (IV),which is reduced with borane-methyl sulfide complex to yield N,N'-bis(6-aminohexyl)-1,8-octanediamine (V).Condensation of (V) with 2-methoxybenzaldehyde and subsequent reduction of the intermediate Schiff base gives methoctramine.However,methoctramine can be prepared more conveniently by transforming (IV) to (VI) followed by reduction of amide groups with borane.
参考文献标题:Differential blockade of muscarinic receptor subtypes by polymethylene tetraamines.Novel class of selective antagonists of cardiac M2 muscarinic receptors
文献作者:Quaglia,W.; Melchiorre,C.; Cassinelli,A.
参考来源:J Med Chem 1987,30(1),201
产品链接: CAS No. 104807-46-7››