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C7041

Sigma-Aldrich

McN-A-343

≥98% (TLC)

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C14H18Cl2N2O2
Número de CAS:
55-45-8
Peso molecular:
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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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
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
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
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
Hinako Suga et al.
The Journal of pharmacology and experimental therapeutics, 327(2), 518-528 (2008-08-07)
We explored the interaction of a nitrogen mustard derivative of acetylcholine with the human M(2) muscarinic receptor expressed in Chinese hamster ovary cells using the muscarinic radioligand, [3H]N-methylscopolamine (NMS). Acetylcholine mustard caused a concentration-dependent, first-order loss of [3H]NMS binding at
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