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Oxymetazoline hydrochloride

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Oxymetazoline hydrochloride Basic information

Product Name:
Oxymetazoline hydrochloride
Synonyms:
  • 2-(4-t-butyl-2,6-dimethyl-3-hydroxybenzyl)-2-imidazoliniumchloride
  • 2,6-dimethyl-2-(4-tertiarybutyl-3-hydroxyphenyl)methylimidazolinehydrochlori
  • 6-t-butyl-3-(2-imidazolin-2-ylmethyl)-2,4-dimethyl-phenohydrochloride
  • 6-t-butyl-3-(2-imidazolin-2-ylmethyl)-2,4-dimethylphenolhydrochloride
  • OXYMETAZOLINE HCL
  • OXYMETAZOLINE HYDROCHLORIDE
  • 3-(4,5-DIHYDRO-1H-IMIDAZOL-2-YL)METHYL-6-(1,1-DIMETHYLETHYL)-2,4-DIMETHYLPHENOL, HCL
  • 3-[(4,5-DIHYDRO-1H-IMIDAZOL-2-YL)METHYL]-6-(1,1-DIMETHYLETHYL)-2,4-DIMETHYL-PHENOL HYDROCHLORIDE
CAS:
2315-02-8
MF:
C16H25ClN2O
MW:
296.84
EINECS:
219-015-0
Product Categories:
  • PAVABID
  • Adrenoceptor
  • Aromatics
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • API
Mol File:
2315-02-8.mol
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Oxymetazoline hydrochloride Chemical Properties

Melting point:
approximate 300℃ (dec.)
storage temp. 
Store at RT
solubility 
H2O: soluble
form 
solid
color 
white
PH
pH (50g/L, 25℃) : 4.0～6.5
Water Solubility 
Soluble to 50 mM in water
Stability:
Toxic
CAS DataBase Reference
2315-02-8(CAS DataBase Reference)
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Safety Information

Hazard Codes 
T+
Risk Statements 
28
Safety Statements 
22-28-36/37/39-45
RIDADR 
UN 2811 6.1/PG 1
WGK Germany 
3
RTECS 
SK1225000
HazardClass 
6.1(a)
PackingGroup 
II
HS Code 
2933290000
Toxicity
LD50 orally in mice: 10 mg/kg (Hotovy)

MSDS

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Oxymetazoline hydrochloride Usage And Synthesis

Chemical Properties

Off-White Solid

Originator

Nasivin,Merck,W. Germany ,1961

Uses

Oxymetazoline hydrochloride is an α1-AR and α2-AR adrenergic receptor agonist and used as Vasoconstrictor, a nasal decongestant.

Uses

Vasoconstrictor, used as a nasal decongestant. An ingredient of Drixin.

Uses

muscle relaxant (smooth), cerebral vasodilator

Definition

ChEBI: A hydrochloride salt resulting from the reaction of equimolar quantities of oxymetazoline and hydrogen chloride. A direct-acting sympathomimetic with marked alpha-adrenergic activity, it is a vasoconstrictor that is used to relieve nasal con estion.

Manufacturing Process

10 grams 2,6-dimethyl-3-hydroxy-4-tertiary butylbenzylcyanide (produced by chloromethylation of 2,4-dimethyl-6-tertiary butyl-phenol with formaldehyde and HCl and conversion of the substituted benzyl chloride with NaCN; crystals, from alcohol, melting at 135° to 137°C) and 10.7 grams ethylenediaminemono-p-toluenesulfonate are heated in an oil bath to approximately 235°C for 1? hours, whereby ammonia is evolved. The free base is obtained from the p-toluene-sulfonic acid imidazoline salt which is difficultly soluble in water, by conversion with 50 cc of a 10% NaOH solution. Said base is recrystallized from benzene, and 7.5 grams (62% of the theoretical yield) 2-(2',6'-dimethyl3'-hydroxy-4'-tertiary butylbenzyl)-2-imidazoline, MP 180° to 182°C, are obtained.
By dissolving the free base in an ethyl alcohol solution of hydrochloric acid and adding ether, the hydrochloride can be produced in the usual manner. Said hydrochloride melts, when recrystallized from alcoholic ether, at 300° to 303°C and is decomposed

brand name

Ocuclear (Schering-Plough); Visine (Pfizer).

Therapeutic Function

Nasal decongestant

Biological Activity

Partial α 2A adrenoceptor agonist and α 1A agonist. Agonist/antagonist activity at 5-HT receptors.

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