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Oxymetazoline hydrochloride

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Name

Oxymetazoline hydrochloride

EINECS 219-015-0
CAS No. 2315-02-8 Density 1.08g/cm3
PSA 44.62000 LogP 3.41710
Solubility N/A Melting Point approximate 300℃ (dec.)
Formula C16H24 N2 O . Cl H Boiling Point 431.9°Cat760mmHg
Molecular Weight 296.84 Flash Point 215°C
Transport Information UN 2811 Appearance Off-White to Pale Yellow Solid
Safety Poison by ingestion, subcutaneous, intraperitoneal, and intravenous routes. Experimental reproductive effects. When heated to decomposition it emits very toxic fumes of NOx and HCl. An adrenergic agent. Risk Codes R28
Molecular Structure Molecular Structure of 2315-02-8 (Oxymetazoline hydrochloride) Hazard Symbols symbol  T+
Synonyms

Phenol,3-[(4,5-dihydro-1H-imidazol-2-yl)methyl]-6-(1,1-dimethylethyl)-2,4-dimethyl-,monohydrochloride (9CI); Phenol,6-tert-butyl-3-(2-imidazolin-2-ylmethyl)-2,4-dimethyl-, hydrochloride (7CI);Phenol, 6-tert-butyl-3-(2-imidazolin-2-ylmethyl)-2,4-dimethyl-,monohydrochloride (8CI); 2,6-Dimethyl-4-tertiarybutyl-3-hydroxyphenyl)methylimidazolinehydrochloride; 2-(4-tert-Butyl-2,6-dimethyl-3-hydroxybenzyl)-2-imidazoliniumchloride; 4-Way Nasal 12 Hour Spray; 4-Way Nasal Spray;6-tert-Butyl-3-(2-imidazolin-2-ylmethyl)-2,4-dimethylphenol hydrochloride; Afrazine;Afrin; Afrin hydrochloride; Allerest 12 Hour Nasal Spray; Dristan Long-LastingNasal Mist; Duration; Duration 12 Hour Nasal Spray; H 990; Iliadin; Nafrine;Nasivin; Neo-Synephrine 12 Hour; Neo-Synephrine 12 Hour NTZ; Nostrilla;Ocuclear; Oxilin; Oxymetazoline chloride; Oxymetazoline hydrochloride; Respir;Sch 9384

Article Data 1

Oxymetazoline hydrochloride Synthetic route

2315-02-8

Oxymetazoline hydrochloride

6-(tert-butyl)-3-((4,5-dihydro-1H-imidazol-2-yl)methyl)-2,4-dimethylphenyl (R)-5-(1,2-dithiolan-3-yl)pentanoate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: ammonium hydroxide / 25 - 30 °C
2: sodium hydride / N,N-dimethyl-formamide / 2 h / 0 - 5 °C
3: dmap; dicyclohexyl-carbodiimide / dichloromethane / 18 h / 20 - 30 °C / Inert atmosphere
4: hydrogen; palladium 10% on activated carbon / methanol
View Scheme
2315-02-8

Oxymetazoline hydrochloride

C31H42N2O2S2

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: ammonium hydroxide / 25 - 30 °C
2: sodium hydride / N,N-dimethyl-formamide / 2 h / 0 - 5 °C
3: dmap; dicyclohexyl-carbodiimide / dichloromethane / 18 h / 20 - 30 °C / Inert atmosphere
View Scheme
2315-02-8

Oxymetazoline hydrochloride

1491-59-4

oxymetazoline

Conditions
ConditionsYield
With ammonium hydroxide at 25 - 30℃;
2315-02-8

Oxymetazoline hydrochloride

C23H30N2O

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: ammonium hydroxide / 25 - 30 °C
2: sodium hydride / N,N-dimethyl-formamide / 2 h / 0 - 5 °C
View Scheme
2315-02-8

Oxymetazoline hydrochloride

C35H52N2O2

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: ammonium hydroxide / 25 - 30 °C
2.1: sodium hydride / N,N-dimethyl-formamide / 2 h / 0 - 5 °C
3.1: sodium hydride / tetrahydrofuran / 0 - 5 °C
3.2: 2 h / 0 - 5 °C
View Scheme
2315-02-8

Oxymetazoline hydrochloride

6-(tert-butyl)-3-((4,5-dihydro-1H-imidazol-2-yl)methyl)-2,4-dimethylphenyl dodecanoate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: ammonium hydroxide / 25 - 30 °C
2.1: sodium hydride / N,N-dimethyl-formamide / 2 h / 0 - 5 °C
3.1: sodium hydride / tetrahydrofuran / 0 - 5 °C
3.2: 2 h / 0 - 5 °C
4.1: hydrogen; palladium 10% on activated carbon / methanol / 12 h / 25 - 30 °C
View Scheme

Oxymetazoline hydrochloride Chemical Properties

IUPAC Name: 6-Tert-butyl-3-(4,5-dihydro-1H-imidazol-2-ylmethyl)-2,4-dimethylphenol hydrochloride
Molecular Formula: C16H25ClN2O
Formula Weight: 296.84g/mol
EINECS: 219-015-0
Flash Point: 215 °C
Enthalpy of Vaporization: 71.41 kJ/mol
Boiling Point: 431.9 °C at 760 mmHg
Vapour Pressure: 4.59E-08 mmHg at 25°C
Form: solid
Color: white
H bond acceptors: 3
Freely Rotating Bonds: 4
Synonyms of  Afrin hydrochloride (2315-02-8): 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 ; Duration ; Iliadinhydrochloride
Product Categories of  Afrin hydrochloride (2315-02-8): Adrenoceptor
Structure of  Afrin hydrochloride (2315-02-8):
 

Oxymetazoline hydrochloride Uses

It is used in local vasoconstriction drugs.
It is also used as allergic conjunctivitis, allergic rhinitis, acute and chronic
rhinitis and so on.

Oxymetazoline hydrochloride Toxicity Data With Reference

1.    

ipr-rat TDLo:1800 µg/kg (1-3D preg):REP

    IJMRAQ    Indian Journal of Medical Research. 67 (1978),478.
2.    

orl-rat LD50:680 µg/kg

    ARZNAD    Arzneimittel-Forschung. Drug Research. 30 (1980),1760.
3.    

scu-rat LD50:1630 µg/kg

    ARZNAD    Arzneimittel-Forschung. Drug Research. 11 (1961),1016.
4.    

ivn-rat LD50:1070 µg/kg

    ARZNAD    Arzneimittel-Forschung. Drug Research. 11 (1961),1016.
5.    

orl-mus LD50:4700 µg/kg

    OYYAA2    Oyo Yakuri. Pharmacometrics. 1 (1967),74.
6.    

ipr-mus LD50:48 mg/kg

    FRPPAO    Farmaco, Edizione Pratica. 21 (1966),204.
7.    

scu-mus LD50:34 mg/kg

    ARZNAD    Arzneimittel-Forschung. Drug Research. 11 (1961),1016.
8.    

ivn-mus LD50:2700 µg/kg

    OYYAA2    Oyo Yakuri. Pharmacometrics. 1 (1967),74.

Oxymetazoline hydrochloride Safety Profile

Hazard Codes: T+ Very
Risk Statements: 28
R28: Very toxic if swallowed.
Safety Statements: 22-28-36/37/39-45 
S22: Do not breathe dust. 
S28: After contact with skin, wash immediately with plenty of soap-suds. 
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 the label whenever possible.)
WGK Germany: 3
Hazard Class: 6.1(a)

Oxymetazoline hydrochloride Specification

It will be kept in ventilated, cold ,dry place,and separately from
raw materials and food.

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