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AC-42

From Wikipedia, the free encyclopedia

AC-42
Names
Preferred IUPAC name
4-n-butyl-1-(4-(2-methylphenyl)-4-oxo-1-butyl)-piperidine
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
  • InChI=1S/C20H31NO/c1-3-4-9-18-12-15-21(16-13-18)14-7-11-20(22)19-10-6-5-8-17(19)2/h5-6,8,10,18H,3-4,7,9,11-16H2,1-2H3
    Key: ANTKBACNWQHQJE-UHFFFAOYSA-N
  • O=C(C=1C=CC=CC1C)CCCN2CCC(CC2)CCCC
Properties
C20H31NO
Molar mass 301.474 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

AC-42 is a selective, allosteric agonist of the M1 muscarinic acetylcholine receptor. AC-42 was the first selective M1 agonist to be discovered and its derivatives have been used to study the binding domain of the M1 receptor.[1][2][3]

References

  1. ^ Decker, Michael; Holzgrabe, Ulrike (2012). "M1 muscarinic cetylcholine receptor allosteric modulators as potential therapeutic opportunities for treating Alzheimer's disease". MedChemComm. 3 (7): 752. doi:10.1039/c2md20025b.
  2. ^ Sams, Anette G.; Hentzer, Morten; Mikkelsen, Gitte K.; Larsen, Krestian; Bundgaard, Christoffer; Plath, Niels; Christoffersen, Claus T.; Bang-Andersen, Benny (9 September 2010). "Discovery of N -{1-[3-(3-Oxo-2,3-dihydrobenzo[1,4]oxazin-4-yl)propyl]piperidin-4-yl}-2-phenylacetamide (Lu AE51090): An Allosteric Muscarinic M 1 Receptor Agonist with Unprecedented Selectivity and Procognitive Potential". Journal of Medicinal Chemistry. 53 (17): 6386–6397. doi:10.1021/jm100697g. PMID 20684563.
  3. ^ Daval, Sandrine B.; Valant, Céline; Bonnet, Dominique; Kellenberger, Esther; Hibert, Marcel; Galzi, Jean-Luc; Ilien, Brigitte (8 March 2012). "Fluorescent Derivatives of AC-42 To Probe Bitopic Orthosteric/Allosteric Binding Mechanisms on Muscarinic M1 Receptors" (PDF). Journal of Medicinal Chemistry. 55 (5): 2125–2143. doi:10.1021/jm201348t. PMID 22329602.


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This page was last edited on 11 April 2021, at 07:36
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