Metaraminol

Metaraminol
Clinical data
Trade names	Aramine, Metaramin, Pressonex
AHFS/Drugs.com	International Drug Names
License data	US DailyMed: Metaraminol;
Pregnancy; category	AU: C; ;
Routes of; administration	Intravenous, endotracheal
ATC code	C01CA09 (WHO) ;
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
	IUPAC name (1R,2S)-3-[-2-amino-1-hydroxy-propyl]phenol;
CAS Number	54-49-9 ; 33402-03-8 (bitartrate);
PubChem CID	5906;
IUPHAR/BPS	7229;
DrugBank	DB00610 ;
ChemSpider	5695 ;
UNII	818U2PZ2EH;
KEGG	D08192 ;
ChEBI	CHEBI:6794 ;
ChEMBL	ChEMBL1201319 ;
CompTox Dashboard (EPA)	DTXSID8023268 ;
Chemical and physical data
Formula	C9H13NO2
Molar mass	167.208 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O[C@H](c1cc(O)ccc1)[C@@H](N)C;
	InChI 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 ; Key:WXFIGDLSSYIKKV-RCOVLWMOSA-N ;
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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-adrenergic effect.^[2] It is currently sold in its generic form by Slayback Pharma.^[3]