Synthesis and biological evaluation of a series of benzoxazole/benzothiazole-containing 2,3-dihydrobenzo[b][1,4]dioxine derivatives as potential antidepressants.
A series of benzoxazole/benzothiazole-2,3-dihydrobenzo[b][1,4]dioxine derivatives (5a-5d and 8a-8j) was synthesized. Compounds were evaluated for binding affinities at the 5-HT1A and 5-HT2A receptors. Antidepressant activities of the compounds were screened using the forced swimming test (FST) and the tail suspension test (TST). The results indicated that the compounds exhibited high affinities for the 5-HT1A and 5-HT2A receptors and showed a marked antidepressant-like activity. Compound 8g exhibited high affinities for the 5-HT1A (Ki=17 nM) and 5-HT2A (Ki=0.71 nM) receptors; it also produced a decrease of the immobility time and exhibited potent antidepressant-like effects in the FST and TST in mice.
['Wang|Songlin|S|', 'Chen|Yin|Y|', 'Zhao|Song|S|', 'Xu|Xiangqing|X|', 'Liu|Xin|X|', 'Liu|Bi-Feng|BF|', 'Zhang|Guisen|G|']
D000818:Animals D000928:Antidepressive Agents D001522:Behavior, Animal D052160:Benzothiazoles D001583:Benzoxazoles D004147:Dioxins D004305:Dose-Response Relationship, Drug D019417:Hindlimb Suspension D051379:Mice D015394:Molecular Structure D051381:Rats D044282:Receptor, Serotonin, 5-HT1A D044402:Receptor, Serotonin, 5-HT2A D013329:Structure-Activity Relationship D013550:Swimming
2,3-Dihydrobenzo[b][1,4]dioxine Antidepressant 5-HT(1A) 5-HT(2A) Benzoxazole/benzothiazole