(-)-3,4-Dihydroxynorephedrine

Synonym(s):Levonordefrin;α-(1-Aminoethyl)-3,4-dihydroxybenzyl alcohol;α-(1-Aminoethyl)-3,4-dihydroxybenzyl alcohol, (-)-α-Methylnorepinephrine, 4-(2-Amino-1-hydroxypropyl)-1,2-benzenediol, L-4-(2-Amino-1-hydroxypropyl)-1,2-benzenediol;(?)-α-Methylnorepinephrine;(?)-3,4-Dihydroxynorephedrine

CAS NO.：829-74-3
Empirical Formula: C9H13NO3
Molecular Weight: 183.2
MDL number: MFCD00134415
SAFETY DATA SHEET (SDS)
Update Date: 2026-01-13 11:23:28

(-)-3,4-Dihydroxynorephedrine Structural

What is (-)-3,4-Dihydroxynorephedrine?

Chemical properties

White Powder

The Uses of (-)-3,4-Dihydroxynorephedrine

A vasoconstrictor which also increases the potency and duration of anesthesia produced by local anesthetics

The Uses of (-)-3,4-Dihydroxynorephedrine

Vasoconstrictor;Adrenergic receptor agonist

Indications

Used as a topical nasal decongestant and vasoconstrictor in dentistry.

Background

Levonordefrin acts as a topical nasal decongestant and vasoconstrictor, most often used in dentistry.

Definition

ChEBI: Alpha-methylnoradrenaline is a catecholamine in which the 2-aminoethyl group is substituted with a hydroxy group at C-1 and a methyl group at C-2, with configurations 1R,2S. A metabolite of alpha-methyl-L-dopa, it is an alpha2-adrenergic agonist and acts as a topical nasal decongestant and vasoconstrictor, most often used in dentistry. It has a role as an alpha-adrenergic agonist, a vasoconstrictor agent and a nasal decongestant.

brand name

Neo-Cobefrin (Cook-Waite).

Pharmacokinetics

Levonordefrin is a sympathomimetic amine used as a vasoconstrictor in local anesthetic solutions. It has pharmacologic activity similar to that of Epinephrine but it is more stable than Epinephrine. In equal concentrations, Levonordefrin is less potent than Epinephrine in raising blood pressure, and as a vasoconstrictor.

Metabolism

Not Available

Properties of (-)-3,4-Dihydroxynorephedrine

Melting point:	212-215°C dec.
Boiling point:	431.6±40.0 °C(Predicted)
alpha	D25 -31.0° (c = 0.5 in 0.01N HCl)
Density	1.328±0.06 g/cm3(Predicted)
storage temp.	−20°C
solubility	DMSO: soluble5mg/mL, clear (warmed)
pka	9.59±0.10(Predicted)
form	powder
color	white to light brown
Merck	13,6725

Safety information for (-)-3,4-Dihydroxynorephedrine

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P280:Wear protective gloves/protective clothing/eye protection/face protection. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.