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norfenefrine

Structure via PubChem · Public domain (PubChem)

EntityQ12746348· pop 13· linked from 1,517 articles

norfenefrine

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Also known as meta-Octopamine, 3-Octopamine, m-Octopamine

Norfenefrine, also known as '''meta-octopamine or norphenylephrine and sold under the brand name Novadral' among others, is a sympathomimetic medication which is used in the treatment of hypotension (low blood pressure). 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.

Key facts

Drug.N
1
Drug.O
2
Drug.Verifiedfields
changed
Drug.verifiedrevid
462263073
Drug.image
Norfenefrine.png
Drug.image_class
skin-invert-image
Drug.width
200px
Drug.image2
(R)-Norfenefrine molecule ball.png
Drug.image_class2
bg-transparent
Drug.width2
200px
Drug.alt2
Ball-and-stick model of (R)-Norfenefrine
Drug.legal_status
Rx-only
Drug.metabolism
m-Hydroxymandelic acid
Drug.CAS_number
536-21-0
Drug.CAS_supplemental
15308-34-6 (hydrochloride)
Drug.ATC_prefix
C01
Drug.ATC_suffix
CA05
Drug.PubChem
4538

via Wikipedia infobox

Chemical data

Formula
C8H11NO2
Molecular weight
153.18 g/mol
IUPAC name
3-(2-amino-1-hydroxyethyl)phenol
SMILES
C1=CC(=CC(=C1)O)C(CN)O
InChIKey
LRCXRAABFLIVAI-UHFFFAOYSA-N
XLogP
-0.8
Polar surface area
66.5 Ų
H-bond donors
3
H-bond acceptors
3
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Phase 2
Molecule type
Small molecule
Indications
cardiovascular disease

via ChEMBL · EBI

Wikidata facts

Has part
carbon
Mass
153.079
Show 5 more facts
subject has role
alpha-adrenergic agonist
chemical formula
C₈H₁₁NO₂
canonical SMILES
C1=CC(=CC(=C1)O)C(CN)O
Commons category
Norfenefrine
defined daily dose
25
Sources (3)

via Wikidata · CC0

~2 min read

Encyclopedic overview

8 sections
Contents
  • Medical uses
  • Pharmacology
  • Pharmacodynamics
  • Chemistry
  • Society and culture
  • Names
  • Availability
  • References

Norfenefrine, also known as '''meta-octopamine or norphenylephrine and sold under the brand name Novadral' among others, is a sympathomimetic medication which is used in the treatment of hypotension (low blood pressure). 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.

==Medical uses== Norfenefrine is used in the treatment of hypotension (low blood pressure). It is said to be similarly effective or less effective than midodrine.

Excerpted from Wikipedia’s “norfenefrine” article, available under the CC BY-SA 4.0 licence.