Abstract
A series of novel 6-alkyoxyl[1,2,4]triazolo[1,5-a]quinazoline derivatives were synthesized in this study. The anticonvulsant activity of all the target compounds 4a–4s, characterized by IR, 1H-NMR and MS, were evaluated using Maximal electroshock test. The pharmacological results showed that some of the compounds displayed positive anticonvulsant activity. Among them, 6-(benzyloxy)-[1,2,4]triazolo[1,5-a]quinazoline (4a) was the most active compound with an ED50 value of 78.9 mg/kg and a PI value of 9.0.
Graphical abstract
![](http://media.springernature.com/lw685/springer-static/image/art%3A10.1007%2Fs00044-011-9875-y/MediaObjects/44_2011_9875_Figa_HTML.gif)
![](http://media.springernature.com/m312/springer-static/image/art%3A10.1007%2Fs00044-011-9875-y/MediaObjects/44_2011_9875_Fig1_HTML.gif)
![](http://media.springernature.com/m312/springer-static/image/art%3A10.1007%2Fs00044-011-9875-y/MediaObjects/44_2011_9875_Sch1_HTML.gif)
Similar content being viewed by others
References
Bootsma HP, Ricker L, Hekster YA, Hulsman J, Lambrechts D, Majoie M, Schellekens A, de Krom M, Aldenkamp AP (2009) The impact of side effects on long-term retention in three new antiepileptic drugs. Seizure 18:327–331
Cui LJ, **e ZF, Piao HR, Li G, Chai KY, Quan ZS (2005) Synthesis and anticonvulsant activity of 1-substituted-7-benzyloxy-4,5-dihydro-[1,2,4]triazolo[4,3-a]quinoline. Biol Pharm Bull 28:1216–1220
Cui XS, Guan LP, Li HL, Piao HR, Quan ZS (2007) Synthesis and anticonvulsant activity of 7-benzylamino-4,5-dihydro-[1,2,4]triazolo[4,3-a]quinolines. Prog Nat Sci 17:1104
Guan LP, ** QH, Wang SF, Li FN, Quan ZS (2008) Synthesis and anticonvulsant activity of 5-phenyl[1,2,4]triazolo[4,3-a]quinolines. Arch Pharm 341:774–779
Kennedy GM, Lhatoo SD (2008) CNS adverse events associated with antiepileptic drugs. CNS Drugs 22:739–760
Krall RL, Penry JK, White BG, Kupferberg HJ, Swinyard EA (1978) Antiepileptic drug development: II. Anticonvulsant drug screening. Epilepsia 19:409–428
Porter RJ, Cereghino JJ, Gladding GD, Hessie BJ, Kupferberg HJ, Scoville B, White BG (1984) Antiepileptic drug development program. Cleve Clin Q 51:293–305
Shikhaliev Kh S, Krylskii DV, Potapov Ayu, Krysin Myu (2005) Russ Chem Bull 54:2903–2904
Spear BB (2001) Pharmacogenetics and antiepileptic drugs. Epilepsia 42:31–34
Strine TW, Kobau R, Chapman DP, Thurman DJ, Price P, Balluz LS (2005) Psychological distress, comorbidities, health behaviors among U.S. adults with seizures: results from the 2002 National Health Interview Survey. Epilepsia 46:1133–1139
**e ZF, Chai KY, Piao HR, Kwak KC, Quan ZS (2005) Synthesis and anticonvulsant activity of 7-alkoxyl-4,5-dihydro-[1,2,4]triazolo[4,3-a]quinolines. Bioorg Med Chem Lett 15:4803–4805
Acknowledgment
This study was supported by the National Natural Science Foundation of China (No. 30860340).
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Zhang, CB., Yang, CW., Deng, XQ. et al. Design and synthesis of 6-alkyoxyl[1,2,4]triazolo[1,5-a]quinazoline derivatives with anticonvulsant activity. Med Chem Res 21, 3294–3300 (2012). https://doi.org/10.1007/s00044-011-9875-y
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s00044-011-9875-y