间羟胺

Description

metaraminol · CAS 54-49-9 · C9H13NO2. UNII 818U2PZ2EH. Boiling Point: 218; Melting Point: 107.5; Melting Point: 107.5 °C.

Identification

CAS Registry Number	54-49-9
PubChem CID	5906
Molecular formula	C9H13NO2
IUPAC name	3-[(1R,2S)-2-amino-1-hydroxypropyl]phenol
UNII (FDA)	818U2PZ2EH

Computed Descriptors

Molecular Weight	167.20
XLogP3	-0.4
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	2
Exact Mass	167.094628657
Monoisotopic Mass	167.094628657
Topological Polar Surface Area	66.5
Heavy Atom Count	12
Formal Charge	0

Physical & Chemical Properties

Boiling Point	218
Melting Point	107.5
Melting Point	107.5 °C
Solubility	1000
Solubility	1.28e+01 g/L
LogP	-0.27
LogP	log Kow= -0.27
LogP	0.6
Dissociation Constants	8.79

Physical description & handling notes

• Solid
• SOLUBILITY IN ALCOHOL: 1 G/100 ML /BITARTRATE/
• INSOL IN CHLOROFORM, ETHER, ACETONE /BITARTRATE/
• When heated to decomposition it emits toxic fumes of nitroxides.
• Crystals; MP: 176-177 °C; pH of 1% aq soln: about 3.5; freely sol in water /l-form Bitartrate/
• PRACTICALLY ODORLESS /BITARTRATE/

Documented Uses

• ...for prevention and treatment of the acute hypertensive state occurring with spinal anesthesia. /Bitartrate/
• A sympathomimetic drug with prominent direct effects on vascular alpha-adrenergic receptors. Metaraminol is also an indirectly acting agent that stimulates the release of norepinephrine. ...had been used in the treatment of hypotensive states or to relieve attacks of paroxysmal atrial tachycardia, particularly those associated with hypotension.
• Prepn: from m-hydroxyisonitrosopropiophenone.
• ...from l-m-hydroxyphenylacetylcarbinol.
• M-HYDROXYBENZALDEHYDE IS FERMENTED WITH YEAST...TO YIELD M-(HYDROXYPHENYL) ACETYLCARBINOL.../&/ CONDENSATION.../WITH BENZYLAMINE IS/ FOLLOWED BY HYDROGENATION OF C=N LINKAGE & REDUCTIVE CLEAVAGE... METARAMINOL... IS PURIFIED &...CONVERTED TO BITARTRATE BY DISSOLVING IN ETHANOL & REACTING...WITH...TARTARIC ACID.
• VET: MAY DISCOLOR POLYETHYLENE TUBING OR DEVICES.

Synonyms

metaraminol; L-Metaraminol; Metaradrine; Hydroxynorephedrine; m-Hydroxypropadrine; 1-Metaraminol; Pressorol; m-Hydroxy norephedrine; (-)-Erythro-metaraminol; Icoral B; 54-49-9; m-Hydroxyphenylpropanolamine; Metaraminolum; 3-[(1R,2S)-2-amino-1-hydroxypropyl]phenol; 3-Hydroxyphenylisopropanolamine; 1-(m-Hydroxyphenyl)-2-amino-1-propanol

Frequently Asked Questions

What are the CAS number and molecular formula of metaraminol?

CAS 54-49-9; molecular formula C9H13NO2; molecular weight — g/mol.

What other names is metaraminol known by?

metaraminol, L-Metaraminol, Metaradrine, Hydroxynorephedrine, m-Hydroxypropadrine, 1-Metaraminol.

What are the key physical properties of metaraminol?

Boiling Point: 218; Melting Point: 107.5; Melting Point: 107.5 °C; Solubility: 1000.

Facts on this page are taken from PubChem (US National Library of Medicine) and Wikidata. Grade-specific data — assay, moisture, particle size, packaging, shelf life — is issued per batch on the COA and is not published here.