N6 -substituted adenosines

Claim 1

A compound of the formula ##STR14## wherein Ar is (1) phenyl, (2) 1- or 2-naphthalenyl, (3) 2- or 3-thienyl, (4) 2- or 3-furanyl, (5) 2-, 4-, or 5-thiazolo, (6) 2-, 3-, or 4-pyridyl, or (7) 2-pyrimidyl wherein each of (1), (2), (3), (4), (5), (6) or (7) is unsubstituted or substituted with at least one of lower alkyl, halo, trifluoromethyl, hydroxy, lower alkoxy, lower acyloxy, amino, N-lower monoalkyl or N,N-lower dialkylamino, lower thioalkyl, lower alkylsulfonyl, or nitro; E is hydrogen, halogen, amino, or hydrazine; A is a bond, ##STR15## wherein q, q' or q" are independently an integer of one to four, inclusive; n and m are independently an integer of from zero to three, inclusive, with the provision that if A is a bond then the sum of n and m must be at least two; or at least one if A is other than a bond; R 1 is hydrogen or lower alkyl; G is hydrogen, lower alkyl, benzyl, lower acyl, benzoyl; x is an integer of zero or one; D is hydrogen, halogen, amino, acylamino, lower alkylamino, or lower cycloalkylamino; E is hydrogen, halogen, amino, or hydrazinyl; Z is (1) --(CH 2 )--Q wherein Q is selected from the group consisting of hydrogen, hydroxy, halogen, cyano, azido, amino, lower alkoxy, lower acyloxy, lower thioalkyl, lower sulfonylalkyl, ##STR16## wherein L is 0-4; and R 6 is hydrogen or when L is 0 then R 6 may also be a side chain of a naturally occurring amino acid, or ##STR17## wherein k is 0-4; --P(═Y)(OR") 2 , --P(═Y)(OR")(OR'") and taken together with R 3 is ##STR18## wherein Y is oxygen or sulfur and R" and R'" are independently hydrogen or lower alkyl; or (2) ##STR19## wherein J is O, S, NR 7 wherein R 7 is hydrogen, lower alkyl or cycloalkyl of from 3 to 7 carbons and T is (a) NR 4 R 5 wherein R 4 is straight chain lower alkyl having 1-4 carbon atoms; hydroxy, lower alkoxy or halogen substituted straight chain lower alkyl having 1-4 carbon atoms; cyclopropyl; secondary alkyl having 3-6 carbon atoms; hydroxy, lower alkoxy or halogen substituted secondary alkyl having 3-6 carbon atoms; alkenyl having 3 to 6 carbon atoms; aralkyl having 1 to 4 carbons in the alkyl chain unsubstituted and substituted in the aryl nucleus with hydroxy, halogen, lower alkoxy or lower alkyl groups; and heteroarylalkyl having 1 to 4 carbons in the alkyl chain unsubstituted and substituted in the heteroaryl nucleus with hydroxy, halogen, lower alkoxy or lower alkyl groups, and R 5 is hydrogen, or straight chain lower alkyl having 1 to 4 carbons; or (b) OR 4 wherein R 4 is as defined above; R 2 and R 3 are independently selected from the group consisting of hydrogen, lower alkanoyl, benzoyl, one of R 2 or R 3 is --P(═Y)(OR") 2 or --P(═Y)(OR")(OR'"), wherein R" and R'" are as defined above, and R 2 and R 3 are taken together to form lower alkylidene or to form ##STR20## wherein Y and R" are as defined above; and pharmaceutically acceptable base salts thereof or pharmaceutically acceptable acid addition salts thereof.