Synthesis and Antidepressant Activity Profile of Some Novel Benzothiazole Derivatives
Abstract
:1. Introduction
2. Results and Discussion
2.1. Chemistry
2.2. Pharmacology
3. Materials and Methods
3.1. Chemistry
3.1.1. Synthesis of 5,6-Dimethylbenzo[d]thiazol-2-amine (1)
3.1.2. Synthesis of 2-Chloro-N-(5,6-dimethylbenzo[d]thiazol-2-yl) Acetamide (2)
3.1.3. General Procedure for the Synthesis of N-(5,6-Dimethylbenzo[d]thiazol-2-yl)-2-(4-substituted piperazin/piperidine-1-yl) Acetamides 3a–3h
3.2. Prediction of ADME Parameters
3.3. Pharmacology
3.3.1. Animals
3.3.2. Drugs and Treatments
3.3.3. Behavioral Experiments
Tail Suspension Test
Modified Forced Swimming Test
- Immobility: Mouse was in an upright position on the surface with its front paws together and making only those movements required to keep the head above the water.
- Swimming: Mouse was moving in horizontally throughout the swim chamber and crossing into another quadrant.
- Climbing: Mouse was making vertical movements with its forepaws along the side of the swim chamber.
Activity Cage Test
3.3.4. Statistical Analyses
4. Conclusions
Acknowledgments
Author Contributions
Conflicts of Interest
References
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Sample Availability: Samples of the compounds 3a–h are available from the authors. |
Comp | RB | CNS | MW | MV | DHB | AHB | LogP | LogS | PCaco | PM | %HOA | PSA | VRF | VRT |
---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
3a | 3 | 1 | 303.42 | 1023 | 1 | 6 | 2.58 | −3.55 | 729.17 | 5 | 93.28 | 49.84 | 0 | 0 |
3b | 3 | 1 | 317.45 | 1056 | 1 | 6 | 2.78 | −3.78 | 712.35 | 5 | 94.29 | 49.82 | 0 | 0 |
3c | 3 | 2 | 318.44 | 1065 | 1 | 8 | 1.43 | −2.01 | 152.72 | 6 | 74.38 | 57.29 | 0 | 0 |
3d | 4 | 2 | 332.46 | 1128 | 1 | 8 | 1.83 | −2.39 | 161.61 | 6 | 77.18 | 58.61 | 0 | 0 |
3e | 3 | 1 | 398.50 | 1256 | 1 | 7 | 3.93 | −5.42 | 680.86 | 5 | 100.00 | 56.25 | 0 | 0 |
3f | 5 | 2 | 412.52 | 1309 | 1 | 8 | 3.33 | −3.98 | 175.24 | 7 | 86.57 | 55.97 | 0 | 1 |
3g | 5 | 2 | 428.98 | 1337 | 1 | 8 | 3.58 | −4.35 | 175.24 | 7 | 88.07 | 55.97 | 0 | 1 |
3h | 8 | 1 | 465.66 | 1562 | 1 | 10 | 3.26 | −3.51 | 39.60 | 9 | 74.63 | 61.00 | 0 | 1 |
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Demir Özkay, Ü.; Kaya, C.; Acar Çevik, U.; Can, Ö.D. Synthesis and Antidepressant Activity Profile of Some Novel Benzothiazole Derivatives. Molecules 2017, 22, 1490. https://doi.org/10.3390/molecules22091490
Demir Özkay Ü, Kaya C, Acar Çevik U, Can ÖD. Synthesis and Antidepressant Activity Profile of Some Novel Benzothiazole Derivatives. Molecules. 2017; 22(9):1490. https://doi.org/10.3390/molecules22091490
Chicago/Turabian StyleDemir Özkay, Ümide, Ceren Kaya, Ulviye Acar Çevik, and Özgür Devrim Can. 2017. "Synthesis and Antidepressant Activity Profile of Some Novel Benzothiazole Derivatives" Molecules 22, no. 9: 1490. https://doi.org/10.3390/molecules22091490