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
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)
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
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..…
N-Bromosuccinimide Price
- Product number
- D60926
- Product name
- Oxymetazoline-d4
- Packaging
- 1mg
- Price
- $390
- Updated
- 2021/12/16
- 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
- Product number
- CD11251543
- Product name
- Oxymetazoline
- Purity
- 95+%
- Packaging
- 1g
- Price
- $455
- Updated
- 2021/12/16
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
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View Lastest Price from Oxymetazoline manufacturers
- Product
- Hydroxymethylazoline 1491-59-4
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98
- Supply Ability
- 1000
- Release date
- 2025-01-09
- 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
- 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