McN-A 343

Names

[ CAS No. ]:
55-45-8

[ Name ]:
McN-A 343

[Synonym ]:
MCN A-343 chloride
McN-A-343
A 343

Biological Activity

[Description]:

McN-A-343 is a selective M1 muscarinic agonist that stimulates muscarinic transmission in sympathetic ganglia. McN-A-343 reduces inflammation and oxidative stress in an experimental model of ulcerative colitis[1][2].

[Related Catalog]:

Signaling Pathways >> Neuronal Signaling >> mAChR

Signaling Pathways >> GPCR/G Protein >> mAChR

Research Areas >> Inflammation/Immunology

[References]

[1]. Koss MC, et al. Analysis of miosis produced by McN-A-343 in anesthetized cats. J Ocul Pharmacol Ther. 1995;11(3):389-399.

[2]. Magalhães DA, Batista JA, Sousa SG, et al. McN-A-343, a muscarinic agonist, reduces inflammation and oxidative stress in an experimental model of ulcerative colitis. Life Sci. 2021;272:119194.

Chemical & Physical Properties

[ Molecular Formula ]:
C₁₄H₁₈Cl₂N₂O₂

[ Molecular Weight ]:
317.21100

[ Exact Mass ]:
316.07500

[ PSA ]:
38.33000

[ Storage condition ]:
-20°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: BR0318000

CHEMICAL NAME :: Ammonium, (4-hydroxy-2-butynyl)trimethyl-, chloride, m-chlorocarbanilate

CAS REGISTRY NUMBER :: 55-45-8

LAST UPDATED :: 199009

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C14-H18-Cl-N2-O2.Cl

MOLECULAR WEIGHT :: 317.24

WISWESSER LINE NOTATION :: GR CMVO2UU2K &G &12/15

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 34375 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 13,307,1968

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 1174 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 33,281,1990

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Safety Phrases ]:
24/25

[ RIDADR ]:
NONH for all modes of transport

[ RTECS ]:
BR0318000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

Central muscarinic cholinergic activation alters interaction between splenic dendritic cell and CD4+CD25- T cells in experimental colitis.

PLoS ONE 9(10) , e109272, (2014)

The cholinergic anti-inflammatory pathway (CAP) is based on vagus nerve (VN) activity that regulates macrophage and dendritic cell responses in the spleen through alpha-7 nicotinic acetylcholine recep...

Functional activation of G-proteins coupled with muscarinic acetylcholine receptors in rat brain membranes.

J. Pharmacol. Sci. 125(2) , 157-68, (2014)

The functional activation of Gi/o proteins coupled to muscarinic acetylcholine receptors (mAChRs) was investigated with the conventional guanosine-5'-O-(3-[(35)S]thio) triphosphate ([(35)S]GTPγS) bind...

Investigating the interaction of McN-A-343 with the M2 muscarinic receptor using its nitrogen mustard derivative.

Biochem. Pharmacol. 79(7) , 1025-35, (2010)

We investigated whether the aziridinium ion formed from a nitrogen mustard derivative (4-[(2-bromoethyl)methyl-amino]-2-butynyl N-(3-chlorophenyl)carbamate; BR384) structurally related to McN-A-343 (4...

Related Compounds

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