Chemical Component Summary

Name2-[(AMINOCARBONYL)OXY]-N,N,N-TRIMETHYLETHANAMINIUM
SynonymsCARBAMYL-CHOLINE
Identifiers2-aminocarbonyloxyethyl-trimethyl-azanium
FormulaC6 H15 N2 O2
Molecular Weight147.195
TypeNON-POLYMER
Isomeric SMILESC[N+](C)(C)CCOC(=O)N
InChIInChI=1S/C6H14N2O2/c1-8(2,3)4-5-10-6(7)9/h4-5H2,1-3H3,(H-,7,9)/p+1
InChIKeyVPJXQGSRWJZDOB-UHFFFAOYSA-O

Chemical Details

Formal Charge1
Atom Count25
Chiral Atom Count0
Bond Count24
Aromatic Bond Count0

Drug Info: DrugBank

DrugBank IDDB00411 
NameCarbamoylcholine
Groups approved
DescriptionCarbamoylcholine, also known as carbachol, is a muscarinic agonist discovered in 1932.[A226315] Carbamoylcholine was initially used as a treatment for migraines,[A226365] induction of diuresis,[A226370] and other parasympathetic effects. Carbamoylcholine was granted FDA approval on 28 September 1972.[L30245]
Synonyms
  • Carbamoylcholine
  • Choline carbamate
  • Carbamoylcholine chloride
  • Carbacholine
  • Carbamylcholine
Brand Names
  • Isopto Carbachol 3%
  • Miostat
  • Carbachol Injection Liq Sc 0.25mg/ml
  • Carbachol Intraocular Solution 0.01%
  • Carbachol Tab 2mg
IndicationCarbamoylcholine is indicated to induce miosis for surgery and to reduce intraocular pressure elevations in the first 24 hours after cataract surgery.[L30245]
Categories
  • Alcohols
  • Amines
  • Amino Alcohols
  • Ammonium Compounds
  • Analgesics
ATC-Code
  • N07AB01
  • S01EB02
CAS number462-58-8

Drug Targets

NameTarget SequencePharmacological ActionActions
Muscarinic acetylcholine receptor M1MNTSAPPAVSPNITVLAPGKGPWQVAFIGITTGLLSLATVTGNLLVLISF...unknownagonist
Muscarinic acetylcholine receptor M2MNNSTNSSNNSLALTSPYKTFEVVFIVLVAGSLSLVTIIGNILVMVSIKV...unknownagonist
Neuronal acetylcholine receptor subunit alpha-2MGPSCPVFLSFTKLSLWWLLLTPAGGEEAKRPPPRAPGDPLSSPSPTALP...unknownagonist
Muscarinic acetylcholine receptor M3MTLHNNSTTSPLFPNISSSWIHSPSDAGLPPGTVTHFGSYNVSRAAGNFS...unknownagonist
Muscarinic acetylcholine receptor M4MANFTPVNGSSGNQSVRLVTSSSHNRYETVEMVFIATVTGSLSLVTVVGN...unknownagonist
View More
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
Pharos CHEMBL965
PubChem 2551
ChEMBL CHEMBL965
CCDC/CSD CBMCHL01, CBCHOL01, CBMCHL10, CMCHOL01, CBCHOL10, CBCPIC