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Ibutilide fumarate, U-70226E, Corvert

富马酸伊布利特 伊布利特 Chemical Name: (?-4'-[4-(Ethylheptylamino)-1-hydroxybutyl]methanesulfoanilide fumarate (2:1) salt; (?-N-[4-[4-(Ethylheptylamino)-1-hydroxybutyl]phenyl]methanesulfonamide fumarate (2:1) salt
CAS No. 122647-32-9, 122647-31-8 (free base), 100632-81-3 (free base, non specified stereoch.), 130350-52-6 (undefined stereoch.)
项目整合开发状态: Launched-1996
项目研究机构: Pfizer (Originator), Oryx Pharmaceuticals (Marketer)
合成路线:The acylation of aniline (I) with methanesulfonyl chloride (II) in pyridine gives the corresponding sulfonamide (III),which is submitted to a Friedel-Crafts condensation with succinic anhydride (IV) and AlCl3 in hot carbon disulfide to afford 4-[4-(methanesulfonyl)phenyl]-4-oxobutyric acid (V).The amidation of (V) with N-ethylheptylamine (VI) yields the corresponding amide (VII),which is finally reduced with LiAlH4 in THF and treated with an ethanolic solution of fumaric acid in order to precipitate the corresponding salt.
📌 参考资料/链接:
参考文献标题:N-(Aminoalkylphenyl)sulfonamides their preparation and therapeutic use
文献作者:Hester,J.B.Jr.(Pharmacia Corp.)
参考来源:EP 0164865; JP 1985239458; US 5155268

📄 详细内容


合成路线:The acylation of aniline (I) with methanesulfonyl chloride (II) in pyridine gives the corresponding sulfonamide (III),which is submitted to a Friedel-Crafts condensation with succinic anhydride (IV) and AlCl3 in hot carbon disulfide to afford 4-[4-(methanesulfonyl)phenyl]-4-oxobutyric acid (V).The amidation of (V) with N-ethylheptylamine (VI) yields the corresponding amide (VII),which is finally reduced with LiAlH4 in THF and treated with an ethanolic solution of fumaric acid in order to precipitate the corresponding salt.

参考文献标题:N-[(omega-Amino-1-hydroxyalkyl)phenyl]methanesulfonamide derivatives with Class III antiarrhythmic activity
文献作者:Hester,J.B.; Gibson,J.K.; Cimini,M.G.; Emmert,D.E.; Locker,P.K.; Perricone,S.C.; Skaletzky,L.L.; Sykes,J.K.; West,B.E.
参考来源:J Med Chem 1991,34(1),308-15


合成路线:The acylation of aniline (I) with methanesulfonyl chloride (II) in pyridine gives the corresponding sulfonamide (III),which is submitted to a Friedel-Crafts condensation with succinic anhydride (IV) and AlCl3 in hot carbon disulfide to afford 4-[4-(methanesulfonyl)phenyl]-4-oxobutyric acid (V).The amidation of (V) with N-ethylheptylamine (VI) yields the corresponding amide (VII),which is finally reduced with LiAlH4 in THF and treated with an ethanolic solution of fumaric acid in order to precipitate the corresponding salt.

参考文献标题:Synthesis of radiolabeled racemic and enantiomeric antiarrhythmic agents
文献作者:Stolle,W.T.; Stelzer,L.S.; Hester,J.B.; Perricone,S.C.; Hsi,R.S.P.
参考来源:J Label Compd Radiopharm 1994,34(10),929


合成路线:The acylation of aniline (I) with methanesulfonyl chloride (II) in pyridine gives the corresponding sulfonamide (III),which is submitted to a Friedel-Crafts condensation with succinic anhydride (IV) and AlCl3 in hot carbon disulfide to afford 4-[4-(methanesulfonyl)phenyl]-4-oxobutyric acid (V).The amidation of (V) with N-ethylheptylamine (VI) yields the corresponding amide (VII),which is finally reduced with LiAlH4 in THF and treated with an ethanolic solution of fumaric acid in order to precipitate the corresponding salt.
参考文献标题:Ibutilide Fumarate
文献作者:Robinson,C.; Robinson,K.; Castar,J.
参考来源:Drugs Fut 1996,21(9),894


产品链接: CAS No. 122647-32-9››

产品链接: CAS No.122647-31-8››