ChemicalBook >> CAS DataBase List >>Oxymetazoline hydrochloride

Oxymetazoline hydrochloride

CAS No.
2315-02-8
Chemical Name:
Oxymetazoline hydrochloride
Synonyms
OXYMETAZOLINE HCL;2-(4-t-butyl-2,6-dimethyl-3-hydroxybenzyl)-2-imidazoliniumchloride;afrazine;duration;neonabel;AKOS 92115;Oxrmetazoline;afrinhydrochloride;iliadinhydrochloride;nafrinehydrochloride
CBNumber:
CB7157390
Molecular Formula:
C16H25ClN2O
Molecular Weight:
296.84
MDL Number:
MFCD00797520
MOL File:
2315-02-8.mol
Last updated:2023-06-08 09:02:54

Oxymetazoline hydrochloride 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)
FDA 21 CFR 341.20
EWG's Food Scores 1
FDA UNII K89MJ0S5VY

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS05,GHS06
Signal word  Danger
Hazard statements  H300+H330-H318-H412
Precautionary statements  P260-P264-P273-P280-P304+P340+P310-P305+P351+P338
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)
NFPA 704
0
4 0

Oxymetazoline hydrochloride Chemical Properties,Uses,Production

Chemical Properties

Off-White Solid

Originator

Nasivin,Merck,W. Germany ,1961

Uses

muscle relaxant (smooth), cerebral vasodilator

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.

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.

Oxymetazoline hydrochloride Preparation Products And Raw materials

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 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 2-[3-HYDROXY-2,6-DIMETHYL-4-T-BUTYL-BENZYL]-2-IMIDAZOLINE 2-[3-HYDROXY-2,6-DIMETHYL-4-T-BUTYLBENZYL]-2-IMIDAZOLINE HYDROCHLORIDE AKOS 92115 3-(4,5-Dihydro-1H-imidazol-2-ylmethyl)-2,4-dimethyl-6-tert-butyl-phenol hydrochloride OXYMETAZOLINE HYDROCHLORIDE, USP STANDARD OXYMETAZOLINE HYDROCHLORIDE, MM(CRM STANDARD) OXYMETAZOLINE HYDROCHLORIDE, EP STANDARD Oxrmetazoline Phenol, 3-(4,5-dihydro-1H-imidazol-2-yl)methyl-6-(1,1-dimethylethyl)-2,4-dimethyl-, monohydrochloride 2-(3-Hydroxy-2,6-dimethyl-4-tert-butylbenzyl)-2-imidazoline hydrochloride Oxymetazoline Hydrochloride (200 mg) 2-(4-tert-Butyl-2,6-diMethyl-3-hydroxybenzyl)-2-iMidazoline Hydrochloride 6-tert-Butyl-3-(2-iMidazolin-2-ylMethyl)-2,4-diMethylph afrazine afrinhydrochloride duration iliadinhydrochloride nafrinehydrochloride neonabel oxymetazolinechloride 3-[(4,5-dihydro-1H-imidazol-2-yl)methyl]-6-(1,1-dimethylethyl)-2,4-dimethyl-phenol,hydrochloride (1:1) ORGANIC CHEMICAL: OXYMETAZOLINE HYDROCHLORIDE EP 6-tert-butyl-3-(4,5-dihydro-1H-imidazol-2-ylmethyl)-2,4-dimethylphenol:hydron:chloride Oxymetazoline hydrochloride CRS Oxymetazoline Hydrochloride (1486004) 2-(4-t-butyl-2,6-dimethyl-3-hydroxybenzyl)-2-imidazoliniumchloride OXYMETAZOLINE HCL 2315-02-8 151-61-5 2315-2-8 C16H25ClN2O C16H24N2OCLH PAVABID Adrenoceptor Aromatics Heterocycles Intermediates & Fine Chemicals Pharmaceuticals API