Carbachol

Carbachol is a synthetic choline ester and a positively charged quaternary ammonium compound. Carbachol is a parasympathomimetic that mimics the effect of acetylcholine on both the muscarinic and nicotinic receptors. 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. As a carbamate it is a slowly hydrolyzed substrate of acetylcholinesterase

General

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

Chemical_Nomenclature : 2-carbamoyloxyethyl(trimethyl)azanium\;chloride

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,Carbamoylcholine,Carbastat,Carbacholin,Carbacholine,Carbacolina,Carbamiotin,Carbocholin,Carbocholine,Carbochol,Carcholin,Miostat,Carbacholinum,Karbachol,2-[(Aminocarbonyl)oxy]-N,N,N-trimethylethanaminium chloride,(2-hydroxyethyl)trimethylammonium chloride carbamate,2-carbamoyloxyethyl-trimethyl-ammonium


MW : 147.196

Formula : C6H15N2O2

CAS_number : 51-83-2

PubChem : 5831, 2551

UniChem : AIXAANGOTKPUOY-UHFFFAOYSA-N

IUPHAR :

Wikipedia : Carbachol

Target

Families : Carbachol ligand of proteins in family: ACHE || BCHE

Stucture :

Protein :

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 : Auletta_2010_Chem.Biol.Interact_187_135
ESTHER : Auletta_2010_Chem.Biol.Interact_187_135
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 : Rosenberry_2008_Biochemistry_47_13056
ESTHER : Rosenberry_2008_Biochemistry_47_13056
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 : Rosenberry_2008_Chem.Biol.Interact_175_235
ESTHER : Rosenberry_2008_Chem.Biol.Interact_175_235
PubMedSearch : Rosenberry_2008_Chem.Biol.Interact_175_235
PubMedID: 18602908