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MedKoo CAT#: 522555
CAS#: 338747-41-4
Description: BQCA is a potent muscarinic M1 receptor positive allosteric modulator with selectivity for M1 over M2-M5. Stimulation of the cortical muscarinic M1 receptor (CHRM1) is proposed as a treatment for schizophrenia, a hypothesis testable using CHRM1 allosteric modulators. BQCA binds allosterically to M1 to enhance the binding and efficacy of ACh at the receptor. M1 activation is a proposed mechanism for increasing information processing in disease states, such as Alzheimer′s.
MedKoo Cat#: 522555
Name: BQCA
CAS#: 338747-41-4
Chemical Formula: C18H15NO4
Exact Mass: 309.1001
Molecular Weight: 309.321
Elemental Analysis: C, 69.89; H, 4.89; N, 4.53; O, 20.69
Synonym: BQCA, CAS#338747-41-4.
IUPAC/Chemical Name: 1-(4-methoxybenzyl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
InChi Key: BZBBTGCKPRSPGF-UHFFFAOYSA-N
InChi Code: InChI=1S/C18H15NO4/c1-23-13-8-6-12(7-9-13)10-19-11-15(18(21)22)17(20)14-4-2-3-5-16(14)19/h2-9,11H,10H2,1H3,(H,21,22)
SMILES Code: O=C(C1=CN(CC2=CC=C(OC)C=C2)C3=C(C=CC=C3)C1=O)O
1: Dean B, Hopper S, Conn PJ, Scarr E. Changes in BQCA Allosteric Modulation of
[(3)H]NMS Binding to Human Cortex within Schizophrenia and by Divalent Cations.
Neuropsychopharmacology. 2015 Oct 29. doi: 10.1038/npp.2015.330. [Epub ahead of
print] PubMed PMID: 26511338.
2: Davie BJ, Valant C, White JM, Sexton PM, Capuano B, Christopoulos A, Scammells
PJ. Synthesis and pharmacological evaluation of analogues of benzyl quinolone
carboxylic acid (BQCA) designed to bind irreversibly to an allosteric site of the
M ₁ muscarinic acetylcholine receptor. J Med Chem. 2014 Jun 26;57(12):5405-18.
doi: 10.1021/jm500556a. Epub 2014 Jun 5. PubMed PMID: 24856614.
3: Mistry SN, Valant C, Sexton PM, Capuano B, Christopoulos A, Scammells PJ.
Synthesis and pharmacological profiling of analogues of benzyl quinolone
carboxylic acid (BQCA) as allosteric modulators of the M1 muscarinic receptor. J
Med Chem. 2013 Jun 27;56(12):5151-72. doi: 10.1021/jm400540b. Epub 2013 Jun 17.
PubMed PMID: 23718562.