Naphazoline hydrochloride Chemical Properties

Melting point:

254-260 °C

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

Freely soluble in water, soluble in ethanol (96 per cent).

pka

pKa (25°C) 10.35 ±0.02, (35°C) 10.13 ±0.02, (45°C) 9.92 ±0.03; pKa (25°C) 10.35 ±0.02, (35°C) 10.13 ±0.02, (45°C) 9.92 ±0.03

form 

Crystalline Powder

color 

White

PH

pH (50g/l, 25℃) : 4.0～6.0

Water Solubility 

170 g/L (20 ºC)

Sensitive 

Hygroscopic

Merck 

14,6368

BRN 

3716843

Stability:

Hygroscopic

InChIKey

DJDFFEBSKJCGHC-UHFFFAOYSA-N

CAS DataBase Reference

550-99-2(CAS DataBase Reference)

Safety Information

Hazard Codes 

T,Xn

Risk Statements 

25-23/24/25-20/21/22

Safety Statements 

45-36/37/39-24/25

RIDADR 

UN 2811 6.1/PG 2

WGK Germany 

3

RTECS 

NJ4375000

HazardClass 

6.1

PackingGroup 

III

HS Code 

29339900

Hazardous Substances Data

550-99-2(Hazardous Substances Data)

Toxicity

LD50 s.c. in rats: 385 mg/kg (Gylfe)

MSDS

• Language:English Provider:2-(1-Naphthylmethyl)imidazoline hydrochloride
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Naphazoline hydrochloride Usage And Synthesis

Pharmacological effects

Naphazoline hydrochloride, is commonly used as a vasoconstrictor in the hospital's otorhinolaryngology and ophthalmology ,it is a adrenomimetic drug ,it has a strong effect on contraction of blood vessels and blood pressure elevation,it has inhibition effect on the central nervous system,by contraction of local vascular, it can play an anti-inflammatory and analgesic role in the local inflammatory lesions , and can eliminate congestion due to fatigue or other reasons. Clinically it is used for the treatment of colds, acute and chronic rhinitis, allergic conjunctivitis, allergic and inflammatory nasal congestion embolism. Local long-term use can lead to blood flow reduction in medication area, which causes resistance decreasing , and results in superinfection. It can not be taken orally. Dropping excess liquid or high concentrations can cause poisoning. Care should be taken, especially in children. Infants, hypertension, hyperthyroidism patients should take with caution, atrophic rhinitis patients are banned. The interval time of dropping , is preferably not less than 4 to 6 hours.
The above information is edited by the chemicalbook of Tian Ye.

Chemical Properties

White crystalline powder. Melting point 255-260 ℃. 40 grams of the product can be dissolved in 100 ml of water . It is soluble in alcohol, slightly soluble in chloroform, insoluble in ether and benzene. Odorless, bitter taste.

Uses

This product is a vasoconstrictor. Rat subcutaneous injection is LD50 385 mg/kg.

Production method

By the α-naphthalene acetic acid and ethylene diamine condensation, cyclization ,2-(1-naphthylmethyl) imidazoline (C14H14N2, [835-31-4]) is made , then after salifying, naphazoline hydrochloride is derived . The α-acetic acid and ethylene diamine are added to the reaction pot, stir and heat to 120 ℃, react after 1 hour, then heat to 130 ℃, react for 1 hour. Ethylenediamine and water are distilled ,and after vacuum distillation, collect 180-240 ℃ (1.33-4 kPa) distillate, obtain 2-(1-naphthylmethyl) imidazoline. It is dissolved in a mixture of acetone and ethanol, and at 10-12℃ inlet hydrogen chloride gas to become into a salt, naphazoline hydrochloride crystals is generated .

Chemical Properties

White or almost white, crystalline powder.

Originator

Albalon,Allergan,Australia

Uses

Naphazoline Hydrochloride is a useful synthetic intermediate used in eye drops. A vasoconstrictor.

Uses

adrenergic blocker

Uses

antihistamine

Definition

ChEBI: Naphazoline is an organic molecular entity.

Manufacturing Process

2.7 parts of naphtyl-(1)-acetiminoethylether (produced from naphthyl-1- acetonitrile) were dissolved in 12 parts of absolute alcohol. 1 part of ethylenediamine is then added and the mixture was heated to gentle boiling while passing it through nitrogen and simultaneously stirring until ammonia escaped no longer. The alcohol was is then distilled and the residue mixed with 40 parts of benzene and 1.8 parts of caustic potash. Stirring was continued for some time whereby the imidazoline base was dissolved in benzene. The benzene residue, is recrystallized several times from toluene. The 2-[naphthyl-1-methyl]-imidazoline represented the coloriless crystalls of melting point 252°-253°C. Its hydrochloride is easily soluble in water.

brand name

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

Therapeutic Function

Vasoconstrictor, Nasal decongestant

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