ChemicalBook > CAS DataBase List > Oxymetazoline

Oxymetazoline

Product Name
Oxymetazoline
CAS No.
1491-59-4
Chemical Name
Oxymetazoline
Synonyms
h990;Hazol;H-990;afrin;nasivin;Nafrine;Iliadin;Nezeril;Navisin;Navasin
CBNumber
CB0371500
Molecular Formula
C16H24N2O
Formula Weight
260.37
MOL File
1491-59-4.mol
More
Less

Oxymetazoline Property

Melting point:
182 °C
Boiling point:
403.63°C (rough estimate)
Density 
0.9822 (rough estimate)
refractive index 
1.5800 (estimate)
pka
11.93±0.28(Predicted)
color 
Crystals from C6H6
CAS DataBase Reference
1491-59-4(CAS DataBase Reference)
NIST Chemistry Reference
Oxymetazoline(1491-59-4)
More
Less

Safety

RIDADR 
3249
HazardClass 
6.1(a)
PackingGroup 
II
Hazardous Substances Data
1491-59-4(Hazardous Substances Data)
Toxicity
LD50 orl-rat: 800 mg/kg TXAPA9 18,185,71
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H300Fatal if swallowed

H318Causes serious eye damage

H330Fatal if inhaled

H412Harmful to aquatic life with long lasting effects

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P284Wear respiratory protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P310Immediately call a POISON CENTER or doctor/physician.

P320Specific treatment is urgent (see … on this label).

P321Specific treatment (see … on this label).

P330Rinse mouth.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

More
Less

N-Bromosuccinimide Price

Medical Isotopes, Inc.
Product number
D60926
Product name
Oxymetazoline-d4
Packaging
1mg
Price
$390
Updated
2021/12/16
Chemenu
Product number
CM187485
Product name
6-(tert-butyl)-3-((4,5-dihydro-1H-imidazol-2-yl)methyl)-2,4-dimethylphenol
Purity
95%
Packaging
1g
Price
$430
Updated
2021/12/16
Crysdot
Product number
CD11251543
Product name
Oxymetazoline
Purity
95+%
Packaging
1g
Price
$455
Updated
2021/12/16
More
Less

Oxymetazoline Chemical Properties,Usage,Production

Originator

Nasivin,Merck,W. Germany ,1961

Uses

Vasoconstrictor, used as a nasal decongestant.

Uses

Oxymetazoline is used for the same indications as naphazoline, primarily for rhinitis.

Definition

ChEBI: Oxymetazoline is a member of the class of phenols that is 2,4-dimethylphenol which is substituted at positions 3 and 6 by 4,5-dihydro-1H-imidazol-2-ylmethyl and tert-butyl groups, respectively. A direct-acting sympathomimetic with marked alpha-adrenergic activity, it is a vasoconstrictor that is used (generally as the hydrochloride salt) to relieve nasal congestion. It has a role as an alpha-adrenergic agonist, a sympathomimetic agent, a nasal decongestant and a vasoconstrictor agent. It is a member of phenols, a carboxamidine and a member of imidazolines. It is a conjugate base of an oxymetazoline(1+).

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

Safety Profile

Poison by ingestion and subcutaneous routes. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of NOx.

Synthesis

Oxymetazoline, 6-tert-butyl-3(2-imidazolin-2-ilmethyl)-2,4-dimethylphenol (11.1.39), is synthesized by chloromethylation of 6-tert-butyl-2,4-dimethylphenol and the further transformation of the resulting chloromethyl derivative (11.1.37) into a nitrile (11.1.38). The reaction of this with ethylendiamine gives oxymetazoline (11.1.39) [41,42].

Enzyme inhibitor

This vasoconstrictor and nasal decongestant (FW = 260.38 g/mol; CAS 1491-59-4), systematically named as 6-t-butyl-3-(4,5-dihydro-1H-imidazol- 2-ylmethyl)-2,4-dimethylphenol, is a partial a2A-adrenergic agonist as well as a 5-HT1A, 5-HT1B, and 5-HT1D serotonin receptor agonist. It is an overthe-counter drug that is most often used topically to treat rhinitis and sinusitis. Oxymetazoline exerts a dose-dependent inhibitory effect on total iNOS activity, as indicated by nitrite/nitrate formation, and this effect is attributable to inhibition of enzyme induction rather than direct inhibition of the enzyme itself.

Oxymetazoline Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

Oxymetazoline Suppliers

Shaanxi Cuikang Pharmaceutical Technology Co., Ltd
Tel
18049165724 13186333400
Email
cuichengbio@163.com
Country
China
ProdList
2775
Advantage
58
Anhui Jianzhu Biotechnology Co., Ltd.
Tel
15855184105
Email
3150278607@qq.com
Country
China
ProdList
130
Advantage
58
Syntechem Co.,Ltd
Tel
Fax
E-Mail Inquiry
Email
info@syntechem.com
Country
China
ProdList
12984
Advantage
57
Shanghai Hekang Biotechnology Co., Ltd.
Tel
18939837085
Fax
2880152141(QQ)
Email
youchemicals@gmail.com
Country
China
ProdList
1830
Advantage
55
Shanghai Meishui Chemical Technology Co., Ltd
Tel
021-60549325 18616193163
Fax
021-33250306
Country
China
ProdList
4526
Advantage
56
ChemStrong Scientific Co.,Ltd
Tel
0755-0755-66853366 13670046396
Fax
0755-28363542
Email
sales@chem-strong.com
Country
China
ProdList
18070
Advantage
56
Chizhou Kailong Import and Export Trade Co., Ltd.
Tel
Fax
-
Email
xg01_gj@163.com
Country
China
ProdList
9484
Advantage
50
BOC Sciences
Tel
16314854226
Email
info@bocsci.com
Country
United States
ProdList
9923
Advantage
65
Amadis Chemical Company Limited
Tel
571-89925085
Fax
0086-571-89925065
Email
sales@amadischem.com
Country
China
ProdList
131957
Advantage
58
Hubei Yangxin Medical Technology Co., Ltd.
Tel
15374522761
Fax
QQ:2853117752
Email
3003392093@qq.com
Country
China
ProdList
8705
Advantage
55
More
Less

View Lastest Price from Oxymetazoline manufacturers

Zhuozhou Wenxi import and Export Co., Ltd
Product
Oxymetazoline 1491-59-4
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-08-11
Career Henan Chemical Co
Product
Oxymetazoline 1491-59-4
Price
US $1.00/KG
Min. Order
1KG
Purity
98%-99.9%
Supply Ability
200kg
Release date
2020-01-12

1491-59-4, OxymetazolineRelated Search:


  • afrin
  • h990
  • H-990
  • Hazol
  • Iliadin
  • Nafrine
  • nasivin
  • Nasivine
  • Navasin
  • Navisin
  • Nezeril
  • Oxylazine
  • Oxymethazoline
  • Oxymetozoline
  • Phenol, 3-[(4,5-dihydro-1H-imidazol-2-yl)methyl]-6-(1,1-dimethylethyl)-2,4-dimethyl-
  • Phenol, 6-t-butyl-3-(2-imidazolin-2-ylmethyl)-2,4-dimethyl-
  • Phenol, 6-tert-butyl-3-(2-imidazolin-2-ylmethyl)-2,4-dimethyl-
  • aceticacidethylenediaMine MonoaMide
  • phenol,3-((4,5-dihydro-1h-imidazol-2-yl)methyl)-6-(1,1-dimethylethyl)-2,4-dime
  • Rhinofrenol
  • Rhinolitan
  • Sinerol
  • 6-tert-butyl-3-(2-imidazolin-2-ylmethyl)-2,4-xylenol
  • OXYMETAZOLINE
  • 2-(4-tert-butyl-2,6-dimethyl-3-hydroxybenzyl)-2-imidazoline
  • 3-[(4,5-Dihydro-1H-imidazol-2-yl)methyl]-6-(1,1-dimethylethyl)-2,4-dimethylphenol
  • 6-t-butyl-3-(2-imidazolin-2-ylmethyl)-2,4-dimethyl-pheno
  • 6-t-Butyl-3-(2-imidazolin-2-ylmethyl)-2,4-dimethylphenol
  • 6-tert-butyl-3-(2-imidazolin-2-ylmethyl)-2,4-dimethyl-pheno
  • 6-tert-Butyl-3-(2-imidazolin-2-ylmethyl)-2,4-dimethylphenol
  • 6-tert-Butyl-3-(4,5-dihydro-1H-imidazol-2-ylmethyl)-2,4-dimethylphenol
  • OxymetazolineHydrochlorideBase
  • OxymetazolineHClcrystalline
  • Oxymetazolinehydrochloridecrystalline
  • 2-(3-Hydroxy-2,6-dimethyl-4-tert-butylbenzyl)-2-imidazoline
  • 6-tert-butyl-3-(2-imidazolidine-2-yl-methyl)-2,4-dimethylphenol
  • Hydroxymethylazoline
  • hydroxymethazoline
  • Oximetazolinum
  • 1491-59-4
  • 1419-59-4
  • Pharmaceuticals
  • Aromatics
  • Heterocycles
  • Intermediates & Fine Chemicals