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Structure−Activity Relationship Studies on a Series of Novel, Substituted 1-Benzyl-5-phenyltetrazole P2X7Antagonists
Open accessAbstract
1-Benzyl-5-aryltetrazoles were discovered to be novel antagonists for the P2X(7) receptor. Structure-activity relationship (SAR) studies were conducted around both the benzyl and phenyl moieties. In addition, the importance of the regiochemical substitution on the tetrazole was examined. Compounds were evaluated for activity to inhibit calcium flux in both human and rat recombinant P2X(7) cell lines using fluorometric imaging plate reader technology. Analogues were also assayed for their ability to inhibit IL-1beta release and to inhibit P2X(7)-mediated pore formation in human THP-1 cells. Compound 15d was advanced to efficacy studies in a model of neuropathic pain where significant reversal of mechanical allodynia was observed at doses that did not affect motor coordination.
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Cites
Molecular Physiology of P2X Receptors
North, R. A. (2002) · Physiological Reviews · doi:10.1152/physrev.00015.2002 · Cited by 2,919
Lack of ATP-evoked GABA and glutamate release in the hippocampus of P2X7 receptor-/- mice
Papp, L., Vizi, E. S., & Sperlágh, B. (2004) · Neuroreport · doi:10.1097/00001756-200410250-00017 · Cited by 102
Cited by
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Wanka, L., Iqbal, K., & Schreiner, P. R. (2013) · Chemical Reviews · doi:10.1021/cr100264t · Cited by 696
The P2X7 Receptor in Inflammatory Diseases: Angel or Demon?
Savio, L. E. B., de Andrade Mello, P., da Silva, C. G., & Coutinho-Silva, R. (2018) · Frontiers in Pharmacology · doi:10.3389/fphar.2018.00052 · Cited by 437
Grace, P. M., Strand, K. A., Galer, E. L., Urban, D. J., Wang, X., Baratta, M. V., Fabisiak, T. J., Anderson, N. D., Cheng, K., Greene, L. I., et al. (2016) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.1602070113 · Cited by 367
The microglial ATP‐gated ion channel P2X7 as a CNS drug target
Bhattacharya, A., & Biber, K. (2016) · Glia · doi:10.1002/glia.23001 · Cited by 221
K+ regulates Ca2+ to drive inflammasome signaling: dynamic visualization of ion flux in live cells
Yaron, J. R., Gangaraju, S., Rao, M. Y., Kong, X., Zhang, L., Su, F., Tian, Y., Glenn, H. L., & Meldrum, D. R. (2015) · Cell Death & Disease · doi:10.1038/cddis.2015.277 · Cited by 212
Metadata
- Authors
- Nelson, D. W., Gregg, R. J., Kort, M. E., Perez-Medrano, A., Voight, E. A., Wang, Y., Grayson, G., Namovic, M. T., Donnelly-Roberts, D. L., Niforatos, W., Honore, P., Jarvis, M. F., Faltynek, C. R., & Carroll, W. A.
- Venue
- Journal of Medicinal Chemistry
- Publisher
- American Chemical Society (ACS)
- Published
- 2006-05-23
- Volume
- 49
- Issue
- 12
- Pages
- 3659-3666
- ISSN
- 0022-2623 (ISSN-L)
- 1520-4804
- OpenAlex
- W2081180556
- Cited by
- 233
- References
- 2
- FWCI
- 7.84
- Type
- journal article
- Language
- en
- Open access
- green
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- The paper
- Nelson, D. W., Gregg, R. J., Kort, M. E., Perez-Medrano, A., Voight, E. A., Wang, Y., Grayson, G., Namovic, M. T., Donnelly-Roberts, D. L., Niforatos, W., Honore, P., Jarvis, M. F., Faltynek, C. R., & Carroll, W. A. (2006). Structure−Activity Relationship Studies on a Series of Novel, Substituted 1-Benzyl-5-phenyltetrazole P2X7Antagonists. Journal of Medicinal Chemistry. https://doi.org/10.1021/jm051202e
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Bibliographic data: Semantic Scholar, OpenAlex, Crossref.
Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
Semantic Scholar’s data is described in: Kinney, R., et al. (2023). The Semantic Scholar Open Data Platform. arXiv:2301.10140.
