ChemicalBook CAS DataBase List 2315-02-8

2315-02-8

Name	Oxymetazoline hydrochloride
CAS	2315-02-8
EINECS(EC#)	219-015-0
Molecular Formula	C16H25ClN2O
MDL Number	MFCD00797520
Molecular Weight	296.84
MOL File	2315-02-8.mol

Synonyms

2-[3-HYDROXY-2,6-DIMETHYL-4-T-BUTYL-BENZYL]-2-IMIDAZOLINE 2-[3-HYDROXY-2,6-DIMETHYL-4-T-BUTYLBENZYL]-2-IMIDAZOLINE 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 AKOS 92115 OXYMETAZOLINE HCL OXYMETAZOLINE HYDROCHLORIDE 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 afrazine afrinhydrochloride duration iliadinhydrochloride nafrinehydrochloride neonabel oxymetazolinechloride OXYMETAZOLINE HYDROCHLORIDE, USP STANDARD OXYMETAZOLINE HYDROCHLORIDE, MM(CRM STANDARD)

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
InChI	1S/C16H24N2O.ClH/c1-10-8-13(16(3,4)5)15(19)11(2)12(10)9-14-17-6-7-18-14;/h8,19H,6-7,9H2,1-5H3,(H,17,18);1H
InChIKey	BEEDODBODQVSIM-UHFFFAOYSA-N
CAS DataBase Reference	2315-02-8(CAS DataBase Reference)

Safety Data

Symbol(GHS)	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	R28:Very Toxic if swallowed. less more
Safety Statements	S22:Do not breathe dust . S28:After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) . S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . less more
RIDADR	UN 2811 6.1/PG 1
WGK Germany	3
RTECS	SK1225000
HazardClass	6.1(a)
PackingGroup	II
HS Code	2933290000
Storage Class	6.1B - Non-combustible, acute toxic Cat. 1 and 2 very toxic hazardous materials
Hazard Classifications	Acute Tox. 1 Inhalation Acute Tox. 1 Oral Aquatic Chronic 3 Eye Dam. 1
Toxicity	LD50 orally in mice: 10 mg/kg (Hotovy) less more

Hazard Information

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.

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