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Merck
CN

C7041

McN-A-343

≥98% (TLC)

Synonym(s):

(4-Hydroxy-2-butynyl)-1-trimethyl­ammonium-3-chloro­carbanilate chloride, 4-[N-(3-Chlorophenyl)carbamoyloxy]-2-­butynyl­trimethyl­ammonium chloride

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About This Item

Empirical Formula (Hill Notation):
C14H18Cl2N2O2
CAS Number:
55-45-8
Molecular Weight:
317.21
NACRES:
NA.77
PubChem Substance ID:
24277827
UNSPSC Code:
12352106
MDL number:
MFCD00055068

Key Documents

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Quality Level

200

assay

≥98% (TLC)

form

powder

color

off-white

solubility

H2O: soluble, ethanol: soluble

InChI

1S/C14H17ClN2O2.ClH/c1-17(2,3)9-4-5-10-19-14(18)16-13-8-6-7-12(15)11-13;/h6-8,11H,9-10H2,1-3H3;1H

SMILES string

[Cl-].C[N+](C)(C)CC#CCOC(=O)Nc1cccc(Cl)c1

InChI key

CXFZFEJJLNLOTA-UHFFFAOYSA-N

Gene Information

human ... CHRM1(1128), CHRM2(1129), CHRM3(1131), CHRM4(1132), CHRM5(1133)
rat ... Chrm1(25229)

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Biochem/physiol Actions

M1 muscarinic acetylcholine receptor agonist.

Preparation Note

Solutions may be stored for several days at 4 °C.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000105240
0000105241
13090705
074M4003V
107M4013V

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Hinako Suga et al.
Molecular pharmacology, 78(4), 745-755 (2010-07-21)
Investigating how a test drug alters the reaction of a site-directed electrophile with a receptor is a powerful method for determining whether the drug acts competitively or allosterically, provided that the binding site of the electrophile is known. In this
Laura Oliveira et al.
Neuro-Signals, 14(5), 262-272 (2005-11-23)
At the rat motor endplate, pre-synaptic facilitatory adenosine A2A and muscarinic M1 receptors are mutually exclusive. We investigated whether these receptors share a common intracellular signalling pathway. Suppression of McN-A-343-induced M1 facilitation of [3H]ACh release was partially recovered when CGS21680C
Lauren T May et al.
Molecular pharmacology, 72(2), 463-476 (2007-05-26)
The M2 muscarinic acetylcholine receptor (mAChR) possesses at least one binding site for allosteric modulators that is dependent on the residues (172)EDGE(175), Tyr(177), and Thr(423). However, the contribution of these residues to actions of allosteric agonists, as opposed to modulators
Frederick J Mitchelson
Pharmacology & therapeutics, 135(2), 216-245 (2012-05-31)
The unusual pharmacology of McN-A-343 was first described by Roszowski in 1961. The agonist appeared to be a selective stimulant of muscarinic receptors in sympathetic ganglia, now known to be the muscarinic M₁ receptor subtype. However, subsequent research demonstrated that
Michael T Griffin et al.
The Journal of pharmacology and experimental therapeutics, 321(3), 1193-1207 (2007-03-30)
We developed novel methods for analyzing the concentration-response curve of an agonist to estimate the product of observed affinity and intrinsic efficacy, expressed relative to that of a standard agonist. This parameter, termed intrinsic relative activity (RA(i)), is most applicable
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