Carbachol

Parasympathomimetic, Cholinergic receptor agonist, as a carbamate it is a slowly hydrolyzed substrate of acetylcholinesterase. This drug is administered ocularly to induce miosis to reduce intraocular pressure in the treatment of glaucoma. Carbachol is also used to stimulate micturition by contraction of detrusor muscle. This drug may cause hypotension, bradycardia, nausea, vomiting, bronchospasm, and abdominal cramps.

General

Type : Drug, Not A\/B H target, Carbamate, Trimethylammonium, Choline ester, Analogue of substrate

Chemical_Nomenclature : 2-[(Aminocarbonyl)oxy]-N,N,N-trimethylethanaminium chloride\; (2-hydroxyethyl)trimethylammonium chloride carbamate \; 2-carbamoyloxyethyl-trimethyl-ammonium

Canonical SMILES : C[N+](C)(C)CCOC(=O)N.[Cl-]

InChI : InChI=1S\/C6H14N2O2.ClH\/c1-8(2,3)4-5-10-6(7)9\;\/h4-5H2,1-3H3,(H-,7,9)\;1H

InChIKey : AIXAANGOTKPUOY-UHFFFAOYSA-N

Other name(s) : Carbamylcholine  ||  Carbacholin  ||  Carbacholine  ||  Carbacolina  ||  Carbamiotin  ||  Carbocholin  ||  Carbocholine  ||  Carbochol  ||  Carcholin  ||  Miostat  ||  Carbacholinum  ||  Karbachol  ||  carbamylcholine chloride


MW : 147.196

Formula : C6H15N2O2

CAS_number : 51-83-2

PubChem : 5831

UniChem : AIXAANGOTKPUOY-UHFFFAOYSA-N

IUPHAR : 298

Wikipedia : Carbachol

Target

Structures : No structure

Families : ACHE

References (3)

Title : Molecular basis of inhibition of substrate hydrolysis by a ligand bound to the peripheral site of acetylcholinesterase - Auletta_2010_Chem.Biol.Interact_187_135
Author(s) : Auletta JT , Johnson JL , Rosenberry TL
Ref : Chemico-Biological Interactions , 187 :135 , 2010
Abstract :
PubMedSearch : Auletta_2010_Chem.Biol.Interact_187_135
PubMedID: 20493829

Title : Analysis of the reaction of carbachol with acetylcholinesterase using thioflavin T as a coupled fluorescence reporter - Rosenberry_2008_Biochemistry_47_13056
Author(s) : Rosenberry TL , Sonoda LK , Dekat SE , Cusack B , Johnson JL
Ref : Biochemistry , 47 :13056 , 2008
Abstract :
PubMedSearch : Rosenberry_2008_Biochemistry_47_13056
PubMedID: 19006330

Title : Monitoring the reaction of carbachol with acetylcholinesterase by thioflavin T fluorescence and acetylthiocholine hydrolysis - Rosenberry_2008_Chem.Biol.Interact_175_235
Author(s) : Rosenberry TL , Sonoda LK , Dekat SE , Cusack B , Johnson JL
Ref : Chemico-Biological Interactions , 175 :235 , 2008
Abstract :
PubMedSearch : Rosenberry_2008_Chem.Biol.Interact_175_235
PubMedID: 18602908