N-protected amines and their use as prodrugs

Details N-protected amines and their use as prodrugs N-protected amines and their use as prodrugs

C - Chemistry, Metallurgy

07

C

C07C 271/28 (2006.01) A61K 31/27 (2006.01) A61K 31/40 (2006.01) A61K 31/435 (2006.01) C07C 271/20 (2006.01) C07C 271/24 (2006.01) C07D 209/60 (2006.01) C07D 219/04 (2006.01) C07D 219/08 (2006.01) C07D 231/16 (2006.01) C07D 233/91 (2006.01) C07D 233/92 (2006.01) C07D 277/66 (2006.01) C07D 307/71 (2006.01) C07D 333/44 (2006.01)

Patent

CA 2368205

Compounds of formula (I) or (II), wherein X represents H, C~1-6? alkyl or C~1- 6? alkoxy, said alkyl or alkoxy being optionally substituted with one or more groups; a is 0,1,2,3 or 4; Y represents H or C~1-6? alkyl; 1, 2 or 3 of the members Z of the 5-membered aromatic ring are independently selected from -O-, -S-, -N= or -NR-, where R is H or C~1-6? alkyl optionally substituted with one or more of groups; and E represents a moiety such that EH is an amine; provided that in formula (I) if a = 0 then Y.noteq.H, are provided along with a method of selecting desired protecting groups by measuring the fragmentation rates of compounds of formula (I) or (II) when the nitro group is selected.

L'invention concerne des composés de formule (I) et (II), où X représente H, C1-6 alkyle ou C1-6 alkoxy, ledit alkyle ou alkoxy étant facultativement substitué par au moins un groupe, a est 0, 1, 2, 3, ou 4, Y représente H ou C1-6 alkyle, 1, 2 ou 3 des éléments Z de l'anneau aromatique à 5 branches sont sélectionnés indépendamment parmi -O-, -S-, -N= ou -NR-, où R représente H ou C1-6 alkyle facultativement substitué par au moins un des groupes, et E représente une fraction de telle manière que EH est un amine, étant stipulé que dans la formule (I) si a=0, alors Y?H. Cette invention concerne également un procédé de sélection de groupes de protection désirées en mesurant les taux de fragmentation des composés de la formule (I) ou (II), quand le groupe nitro est réduit.

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