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Naphazoline

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Naphazoline Basic information

Product Name:
Naphazoline
Synonyms:
  • 4,5-DIHYDRO-2-(1-NAPHTHYLMETHYL)-1H-IMIDAZOLE HYDROCHLORIDE
  • 2-(1-NAPHTHYLMETHYL)-2-IMIDAZOLINE HYDROCHLORIDE
  • 2-(1-NAPHTHYLMETHYL)IMIDAZOLINIUM CHLORIDE
  • 1H-Imidazole, 4,5-dihydro-2-(1-naphthalenylmethyl)-
  • NAFAZOLINE
  • 2-(Naphthalen-1-ylmethyl)-4,5-dihydro-1H-imidazole
  • Naphazoline
  • 2-(1-Naphtylmethyl)-2-imidazoline
CAS:
835-31-4
MF:
C14H15ClN2
MW:
246.74
EINECS:
212-641-5
Product Categories:
  • API
Mol File:
835-31-4.mol
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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)
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Safety Information

Hazard Codes 
T
Risk Statements 
25
Safety Statements 
45
RIDADR 
UN 2811 6.1/PG 2
WGK Germany 
3
RTECS 
NJ4375000

MSDS

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Naphazoline Usage And Synthesis

Originator

Privine,Ciba,US,1942

Uses

Adrenergic (vasoconstrictor).

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.

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].

NaphazolineSupplier

Shandong Chuancheng Pharmaceutical Co. Ltd Gold
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0635-5032777 18063595042
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Henan Dobe Chemical Co. , Ltd. Gold
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0370-2782809 17525117515
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LGM Pharma
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1-(800)-881-8210
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BOC Sciences
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16314854226
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Wuhan Dahua Pharmaceutical Co., Ltd.
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027-59262863 13277907145 QQ:3091977954