Chemical Component Summary

NameL-NOREPINEPHRINE
SynonymsNORADRENALINE
Identifiers4-[(1R)-2-azanyl-1-oxidanyl-ethyl]benzene-1,2-diol
FormulaC8 H11 N O3
Molecular Weight169.178
TypeNON-POLYMER
Isomeric SMILESc1cc(c(cc1[C@H](CN)O)O)O
InChIInChI=1S/C8H11NO3/c9-4-8(12)5-1-2-6(10)7(11)3-5/h1-3,8,10-12H,4,9H2/t8-/m0/s1
InChIKeySFLSHLFXELFNJZ-QMMMGPOBSA-N

Chemical Details

Formal Charge0
Atom Count23
Chiral Atom Count1
Bond Count23
Aromatic Bond Count6

Drug Info: DrugBank

DrugBank IDDB00368 
NameNorepinephrine
Groups approved
DescriptionPrecursor of epinephrine that is secreted by the adrenal medulla and is a widespread central and autonomic neurotransmitter. Norepinephrine is the principal transmitter of most postganglionic sympathetic fibers and of the diffuse projection system in the brain arising from the locus ceruleus. It is also found in plants and is used pharmacologically as a sympathomimetic.
Synonyms
  • (R)-noradrenaline
  • L-noradrenaline
  • (R)-4-(2-amino-1-hydroxyethyl)-1,2-benzenediol
  • 4-[(1R)-2-Amino-1-hydroxyethyl]-1,2-benzenediol
  • (−)-arterenol
Brand Names
  • Norepinephrine bitartrate
  • Norepinephrine Bitartrate Injection, USP
  • Norepinephrine Bitartrate In 5% Dextrose Injection
  • Levophed
  • Norepinephrine
IndicationMainly used to treat patients in vasodilatory shock states such as septic shock and neurogenic shock and has shown a survival benefit over dopamine. Also used as a vasopressor medication for patients with critical hypotension.
Categories
  • Adrenergic Agents
  • Adrenergic Agonists
  • Adrenergic alpha-1 Receptor Agonists
  • Adrenergic alpha-2 Receptor Agonists
  • Adrenergic alpha-Agonists
ATC-CodeC01CA03
CAS number51-41-2

Drug Targets

NameTarget SequencePharmacological ActionActions
Alpha-1A adrenergic receptorMVFLSGNASDSSNCTQPPAPVNISKAILLGVILGGLILFGVLGNILVILS...unknownagonist
Alpha-1B adrenergic receptorMNPDLDTGHNTSAPAHWGELKNANFTGPNQTSSNSTLPQLDITRAISVGL...unknownagonist
Alpha-1D adrenergic receptorMTFRDLLSVSFEGPRPDSSAGGSSAGGGGGSAGGAAPSEGPAVGGVPGGA...unknownagonist
Alpha-2A adrenergic receptorMGSLQPDAGNASWNGTEAPGGGARATPYSLQVTLTLVCLAGLLMLLTVFG...unknownagonist
Alpha-2B adrenergic receptorMDHQDPYSVQATAAIAAAITFLILFTIFGNALVILAVLTSRSLRAPQNLF...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 CHEMBL1437
PubChem 439260
ChEMBL CHEMBL1437
ChEBI CHEBI:18357
CCDC/CSD NADRHC