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77-LH-28-1

From Wikipedia, the free encyclopedia
Chemical compound

Pharmaceutical compound
77-LH-28-1
Identifiers
  • 1-[3-(4-butylpiperidin-1-yl)propyl]-3,4-dihydroquinolin-2-one
CAS Number
PubChemCID
IUPHAR/BPS
ChemSpider
UNII
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC21H32N2O
Molar mass328.500 g·mol−1
3D model (JSmol)
  • O=C2N(c1ccccc1CC2)CCCN3CCC(CC3)CCCC
  • InChI=1S/C21H32N2O/c1-2-3-7-18-12-16-22(17-13-18)14-6-15-23-20-9-5-4-8-19(20)10-11-21(23)24/h4-5,8-9,18H,2-3,6-7,10-17H2,1H3
  • Key:PHMGZAICAOYEAF-UHFFFAOYSA-N

77-LH-28-1 is a selectiveagonist ofmuscarinic acetylcholine receptor subtype 1 (M1) discovered in 2008. It is anallosteric agonist, exhibiting over 100-fold specificity for M1 over other muscarinic receptor subtypes. 77-LH-28-1 penetrates the brain by crossing theblood–brain barrier and is therefore a useful pharmacological tool withcognition enhancing effects.[1] It has been used as alead compound for discovery of other M1 agonists, and a crystal structure of the bound complex between 77-LH-28-1 and the M1 receptor has been published.[2]

References

[edit]
  1. ^Langmead CJ, Austin NE, Branch CL, Brown JT, Buchanan KA, Davies CH, et al. (July 2008)."Characterization of a CNS penetrant, selective M1 muscarinic receptor agonist, 77-LH-28-1".British Journal of Pharmacology.154 (5):1104–1115.doi:10.1038/bjp.2008.152.PMC 2451039.PMID 18454168.
  2. ^Brown AJ, Bradley SJ, Marshall FH, Brown GA, Bennett KA, Brown J, et al. (November 2021)."From structure to clinic: Design of a muscarinic M1 receptor agonist with potential to treatment of Alzheimer's disease".Cell.184 (24): 5886–5901.e22.doi:10.1016/j.cell.2021.11.001.PMC 7616177.PMID 34822784.
mAChRsTooltip Muscarinic acetylcholine receptors
Agonists
Antagonists
Precursors
(andprodrugs)
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