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Details

Stereochemistry ACHIRAL
Molecular Formula C14H18ClN2O2
Molecular Weight 281.758
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 1

SHOW SMILES / InChI
Structure of (4-(M-CHLOROPHENYLCARBAMOYLOXY)-2-BUTYNYL)TRIMETHYLAMMONIUM

SMILES

C[N+](C)(C)CC#CCOC(=O)NC1=CC=CC(Cl)=C1

InChI

InChIKey=DDKOMKXCUXCQBS-UHFFFAOYSA-O
InChI=1S/C14H17ClN2O2/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/p+1

HIDE SMILES / InChI

Molecular Formula C14H18ClN2O2
Molecular Weight 281.758
Charge 1
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

4-(M-Chlorophenylcarbamoyloxy)-2-butynyl)trimethylammonium (McN-A-343) is a selective muscarinic M1 receptors agonist, which leads to its widespread use as an aid to distinguish responses mediated through M₁ receptors from those utilizing M₂ or M₃ muscarinic receptor subtypes, especially in the CNS. McN-A-343 has a number of non-muscarinic actions. These include activation of some types of nicotinic acetylcholine receptors, antagonism of serotonin 5-HT₃ and 5-HT₄ receptor subtypes, inhibition of the uptake mechanism and a local anesthetic action.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P11229
Gene ID: 1128.0
Gene Symbol: CHRM1
Target Organism: Homo sapiens (Human)
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
The pharmacology of McN-A-343.
2012 Aug
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
The selective M1-receptor agonist McN-A-343 ((4-(M-Chlorophenylcarbamoyloxy)-2-butynyl)trimethylammonium ) (100μM) induced a current similar to the CCh-activated current in sinus rhythm atrial cardiomyocytes pretreated with pertussis toxin to inhibit M2-receptor-mediated Gi-protein signaling, which was abolished by MT-7.
Substance Class Chemical
Created
by admin
on Sat Dec 16 04:41:31 GMT 2023
Edited
by admin
on Sat Dec 16 04:41:31 GMT 2023
Record UNII
JO67EL43YO
Record Status Validated (UNII)
Record Version
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Name Type Language
(4-(M-CHLOROPHENYLCARBAMOYLOXY)-2-BUTYNYL)TRIMETHYLAMMONIUM
Systematic Name English
AMMONIUM, (4-HYDROXY-2-BUTYNYL)TRIMETHYL-, M-CHLOROCARBANILATE (ESTER)
Common Name English
(4-(M-CHLOROPHENYLCARBAMOYLOXY)-2-BUTYNYL)TRIMETHYLAMMONIUM CATION
Common Name English
PYRROLIDINIUM, 1-((3S)-3-CYCLOH2-BUTYN-1-AMINIUM, 4-((((3-CHLOROPHENYL)AMINO)CARBONYL)OXY)-N,N,N-TRIMETHYL-
Common Name English
4-(M-CHLOROPHENYLCARBAMOYLOXY)-2-BUTYNYL)TRIMETHYLAMMONIUM
Common Name English
(4-(M-CHLOROPHENYLCARBAMOYLOXY)-2-BUTYNYL)TRIMETHYLAMMONIUM ION
Common Name English
Code System Code Type Description
FDA UNII
JO67EL43YO
Created by admin on Sat Dec 16 04:41:31 GMT 2023 , Edited by admin on Sat Dec 16 04:41:31 GMT 2023
PRIMARY
EPA CompTox
DTXSID70226997
Created by admin on Sat Dec 16 04:41:31 GMT 2023 , Edited by admin on Sat Dec 16 04:41:31 GMT 2023
PRIMARY
CAS
7614-29-1
Created by admin on Sat Dec 16 04:41:31 GMT 2023 , Edited by admin on Sat Dec 16 04:41:31 GMT 2023
PRIMARY
PUBCHEM
4022
Created by admin on Sat Dec 16 04:41:31 GMT 2023 , Edited by admin on Sat Dec 16 04:41:31 GMT 2023
PRIMARY