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C7041

Sigma-Aldrich

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
MDL number:
MFCD00055068
UNSPSC Code:
12352106
PubChem Substance ID:
24277827
NACRES:
NA.77

Quality Level

200

Assay

≥98% (TLC)

form

powder

color

off-white

solubility

H2O: soluble
ethanol: soluble

SMILES string

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

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

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Kieran Hogan et al.
Autonomic neuroscience : basic & clinical, 137(1-2), 51-55 (2007-08-19)
We have previously determined that neuronal nitric oxide (NO) may partly mediate its established cholinergic effect via activation of muscarinic type 1 (M1) receptors located at the preganglionic/postganglionic synapse. In this series of experiments we set out to confirm this
Dedmer Schaafsma et al.
British journal of pharmacology, 147(7), 737-743 (2006-01-25)
In airway smooth muscle (ASM), full and partial muscarinic receptor agonists have been described to have large differences in their ability to induce signal transduction, including Ca2+-mobilization. Despite these differences, partial agonists are capable of inducing a submaximal to maximal
Takaji Kondo et al.
European journal of pharmacology, 670(1), 236-243 (2011-09-20)
Although muscarinic M(2) and M(3) receptors are known to be important for regulation of gastric and small intestinal motility, muscarinic receptor subtypes regulating colonic function remain to be investigated. The aim of this study was to characterize muscarinic receptors involved
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