psycosmo said:
"I wonder what would happen of the oxygens in the MDO group were replaced with nitrogens"I have thought about this too. Although Rhodium said it may be too polar to cross the blood-brain-barrier, and thus be inactive, i have found a referance that would suggest some potential activiy.
Medicinal agents in the series of b-phenylisopropylamine derivatives. VI. Benzimidazole analogs of b-phenylisopropylamine.Piotrovskii, L. B.; Kudryashova, N. I.; Khromov-Borisov, N. V. Inst. Eksp. Med., Leningrad, USSR.
Khim.-Farm. Zh. (1975), 9(10), 3-5. (CA 84:30964)
AbstractAminopropylbenzimidazole (I, R = H) was obtained in 50% yield in 6 steps from p-O2NC6H4CH2CHMeNH2 by redn., acetylation, nitration, deacetylation, redn., and cyclization by HCO2H. Addnl. obtained was 60% I (R = Me). I have
potential sedative activity (no data).
(my bold)
The journal is written in Russian. I don't have access to this, nor do i speak Russian, so if any Russian speaking bees are interested in this, i would love to hear more
My next thought is the potential placement of a lipophilic group on one of the benzimidazole nitrogens. Not a bulky lipophilic group, but something small, Me or Et to make the molecule more suitable for crossing the BBB, but then the question is - will the molecule have suitable activity at the receptor.
Would anybee care to comment?
Got democracy?
http://www.dhushara.com/book/multinet/democ/wed.htm