Naphazoline Chemical Properties

Melting point:

254 °C

Boiling point:

339.81°C (rough estimate)

Density 

1.1063 (rough estimate)

refractive index 

1.6180 (estimate)

storage temp. 

2-8°C

pka

pKa 10.35 ± 0.02(H2O,t =25,Iundefined) (Uncertain)

CAS DataBase Reference

835-31-4(CAS DataBase Reference)

NIST Chemistry Reference

Naphazoline(835-31-4)

Safety Information

Hazard Codes 

T

Risk Statements 

25

Safety Statements 

45

RIDADR 

UN 2811 6.1/PG 2

WGK Germany 

3

RTECS 

NJ4375000

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Naphazoline Usage And Synthesis

Originator

Privine,Ciba,US,1942

Uses

Naphazoline is used in severe rhinitis associated with colds, allergic reactions, and severe and chronic inflammatory conditions, in particular for inflammation of the antrum of Highmore as well as for stopping nosebleeds.

Uses

Adrenergic (vasoconstrictor).

Definition

ChEBI: 2-(1-naphthalenylmethyl)-4,5-dihydro-1H-imidazole is a member of naphthalenes.

Manufacturing Process

2.7 parts of naphthyl-(1)-acetiminoethylether hydrochloride of the formula (produced from naphthyl-(1)-acetonitrile and methanol) are dissolved in 12 parts of absolute alcohol. 1 part of ethylenediamine is then added and the whole is heated to gentle boiling while passing nitrogen through it and simultaneously stirring until ammonia escapes no longer. The alcohol is then distilled and the residue mixed with 40 parts of benzene and 1.8 parts of caustic potash. Stirring is continued for some time whereby the imidazoline base is dissolved in benzene. The benzene residue is recrystallized several times from toluene.

brand name

Albalon (Allergan); Nafazair (Bausch & Lomb); Nafazair (Pharmafair); Naphcon (Alcon); Opcon (Bausch & Lomb); Vasocon (Novartis).

Therapeutic Function

Nasal decongestant

Synthesis

Naphazoline, 2-(1-naphthylmethyl)-2-imidazoline (11.1.36), is synthesized from (1-naphthyl)acetonitrile, which upon reaction with ethanol transforms into iminoester (11.1.35), and undergoes further heterocyclization into the desired imidozoline derivative (11.1.36) upon reaction with ethylendiamine [40].

Naphazoline(835-31-4)Related Product Information

• Dihydromyrcenol
• 2-Methylnaphthalene
• Tolazoline hydrochloride
• 1-Methylimidazole
• Oxymetazoline
• Imidazole
• Oxymetazoline hydrochloride
• Naphazoline nitrate
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• NAPHAZOLINE HYDROCHLORIDE - REFERENCE SPECTRUM
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