Quinazolines. XXIV. The Synthesis of 2,4-Diazatetra-cyclo[7,3,1,17,11,01,6]tetradecanes(Adamantano [1,2-d]pyrimidines)
The syntheses of 6-hydroxy-2,4-Diazatetracyclo[7,3,1,17,11,01,6]tetradecan-3-iminium (4) picrate and related compounds starting from 2-oxoadamantane-1-carbonyl chloride (5) are described. In preliminary biological evaluation it was found that the most toxic (M.L.D. values for mice) adamantane derivative, 3,5 diazatetracyclo[7,3,1,17,11,01,6]tetradecane-2,4-dione (76 mg kg-1), was much less toxic than tetrodotoxin (0.013 mg kg-1).
1992 ◽
Vol 11
(2-4)
◽
pp. 707-718
◽
2011 ◽
Vol 76
(19)
◽
pp. 7882-7892
◽
2001 ◽
Vol 2001
(5)
◽
pp. 967-974
◽
2006 ◽
Vol 14
(17)
◽
pp. 6120-6126
◽
2011 ◽
Vol 54
(16)
◽
pp. 5694-5711
◽