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Metaraminol
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Metaraminol

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Metaraminol
Metaraminol Structural Formulae.png
Clinical data
Trade names Aramine, Metaramin, Pressonex
AHFS/Drugs.com International Drug Names
License data
Pregnancy
category
  • AU: C
Routes of
administration
Intravenous, endotracheal
ATC code
Legal status
Legal status
  • AU: S4 (Prescription only)
  • UK: POM (Prescription only)
  • US: ℞-only
Pharmacokinetic data
Bioavailability n/a
Protein binding ~45%
Metabolism Liver
Identifiers
  • (1R,2S)-3-[-2-amino-1-hydroxy-propyl]phenol
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
Formula C9H13NO2
Molar mass 167.208 g·mol−1
3D model (JSmol)
  • O[C@H](c1cc(O)ccc1)[C@@H](N)C
  • InChI=1S/C9H13NO2/c1-6(10)9(12)7-3-2-4-8(11)5-7/h2-6,9,11-12H,10H2,1H3/t6-,9-/m0/s1 checkY
  • Key:WXFIGDLSSYIKKV-RCOVLWMOSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Metaraminol, previously sold under the brand name Aramine among others and also known as metaradrine, is a stereoisomer of meta-hydroxynorephedrine (3,β-dihydroxyamphetamine), is a potent sympathomimetic amine used in the prevention and treatment of hypotension, particularly as a complication of anesthesia. It is an α1-adrenergic receptor agonist with some β effect. It is currently sold in its generic form by Slayback Pharma.

Pharmacology and use as a vasopressor

Metaraminol is given intravenously as either a bolus (often 0.5-1mg doses) or as an infusion, usually via peripheral intravenous access. Metaraminol is commonly available as 10mg in 1mL, that requires dilution prior to administration (often made up to a 0.5mg/mL solution), however pre-prepared syringes of metaraminol for bolus use for hypotension are also commonly available.

A commercially prepared pre-filled syringe of metaraminol for bolus use during anaesthesia, made up as 0.5mg/mL (2.5mg in 5mL).

Pharmacodynamics

The dominant mechanism for the vasopressor action of metaraminol is indirect, with metaraminol displacing noradrenaline from neuronal vesicles in order for the noradrenaline to exert its vasopressor action. Metaraminol at higher doses may have direct alpha-adrenergic agonist and beta-1 adrenergic agonist effects. However at doses common in clinical practice, the indirect alpha-1 adrenergic effects predominate, such that reflex bradycardia is a common side-effect.

Research

Metaraminol is also used in the treatment of priapism.

External links



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