Norfenefrine Explained

Verifiedfields:changed
Verifiedrevid:462263073
Iupac Name:3-(2-Amino-1-hydroxyethyl)phenol
Alt2:Ball-and-stick model of (R)-Norfenefrine
Legal Status:Rx-only
Metabolism:m-hydroxymandelic acid[1] [2]
Cas Number:536-21-0
Cas Supplemental:
15308-34-6 (hydrochloride)
Atc Prefix:C01
Atc Suffix:CA05
Pubchem:4538
Chemspiderid:4379
Unii:D2P3M6SRN5
Kegg:D08286
Chembl:358040
Synonyms:Norfenephrine; Norphenephrine; Norphenylephrine; meta-Norsynephrine; meta-Octopamine; 3-Octopamine[3]
C:8
H:11
N:1
O:2
Smiles:OC(c1cc(O)ccc1)CN
Stdinchi:1S/C8H11NO2/c9-5-8(11)6-2-1-3-7(10)4-6/h1-4,8,10-11H,5,9H2
Stdinchikey:LRCXRAABFLIVAI-UHFFFAOYSA-N

Norfenefrine (; also known as meta-octopamine, 3-octopamine, norphenylephrine, and 3,β-dihydroxyphenethylamine) is an adrenergic agent used as a sympathomimetic drug which is marketed in Europe, Japan, and Mexico.[4] [5] Along with its structural isomer p-octopamine and the tyramines, norfenefrine is a naturally occurring, endogenous trace amine and plays a role as a minor neurotransmitter in the brain.[6]

Some brand names for it include Coritat, Energona, Hypolind, and Novadral.

See also

Notes and References

  1. Hengstmann JH, Konen W, Konen C, Eichelbaum M, Dengler HJ . The physiological disposition of p-octopamine in man . Naunyn-Schmiedeberg's Archives of Pharmacology . 283 . 1 . 93–106 . 1974 . 4277715 . 10.1007/bf00500148 . 35523412 .
  2. D'Andrea G, Nordera G, Pizzolato G, Bolner A, Colavito D, Flaibani R, Leon A . Trace amine metabolism in Parkinson's disease: low circulating levels of octopamine in early disease stages . Neuroscience Letters . 469 . 3 . 348–351 . January 2010 . 20026245 . 10.1016/j.neulet.2009.12.025 . 12797090 .
  3. Book: Elks, J. . The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies . Springer US . 2014 . 978-1-4757-2085-3 . 22 July 2024 . 61.
  4. Book: Macdonald F . Dictionary of Pharmacological Agents . 24 April 2012 . 1997 . CRC Press . 978-0-412-46630-4 . 104 .
  5. Book: Index Nominum 2000: International Drug Directory . 24 April 2012 . 2000 . Taylor & Francis . 978-3-88763-075-1 . 750 .
  6. Danielson TJ, Boulton AA, Robertson HA . m-Octopamine, p-octopamine and phenylethanolamine in rat brain: a sensitive, specific assay and the effects of some drugs . Journal of Neurochemistry . 29 . 6 . 1131–1135 . December 1977 . 340613 . 10.1111/j.1471-4159.1977.tb06519.x . 26137006 .