A-85380
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| Other names | A 85380, A85380, A-159470. |
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| Formula | C9H12N2O |
| Molar mass | 164.208 g·mol−1 |
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A-85380 is a chemical compound that acts as a potent and selective agonist of nicotinic acetylcholine receptors (nAChRs), particularly the α4β2 subtype. It has been primarily used in scientific research to explore the structure and function of neuronal nAChRs and their role in neurodegenerative diseases, addiction, and cognition.[1][2]
Synthesis
[edit]A-85380 synthesis:[3]
The Mitsunobu reaction between (S)-1-Boc-2-azetidinemethanol [161511-85-9] (1) and 3-hydroxypyridine [109-00-2] (2) gives Tert-butyl (2S)-2-(pyridin-3-yloxymethyl)azetidine-1-carboxylate, PC10801571 (3). Acid deprotection of the urethane completed the synthesis of A-85380 (4).
See also
[edit]References
[edit]- ^ Sullivan JP, Donnelly-Roberts D, Briggs CA, Anderson DJ, Gopalakrishnan M, Piattoni-Kaplan M, et al. (June 1996). "A-85380 [3-(2(S)-azetidinylmethoxy) pyridine]: in vitro pharmacological properties of a novel, high affinity alpha 4 beta 2 nicotinic acetylcholine receptor ligand". Neuropharmacology. 35 (6): 725–734. doi:10.1016/0028-3908(96)84644-2. PMID 8887981.
- ^ Rueter LE, Donnelly-Roberts DL, Curzon P, Briggs CA, Anderson DJ, Bitner RS (June 2006). "A-85380: a pharmacological probe for the preclinical and clinical investigation of the alphabeta neuronal nicotinic acetylcholine receptor". CNS Drug Reviews. 12 (2): 100–112. doi:10.1111/j.1527-3458.2006.00100.x. PMC 6494138. PMID 16958984.
- ^ Abreo MA, Lin NH, Garvey DS, Gunn DE, Hettinger AM, Wasicak JT, et al. (February 1996). "Novel 3-Pyridyl ethers with subnanomolar affinity for central neuronal nicotinic acetylcholine receptors". Journal of Medicinal Chemistry. 39 (4): 817–825. doi:10.1021/jm9506884. PMID 8632405.