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835-31-4

835-31-4 Structure

835-31-4 Structure
IdentificationMore
[Name]

Naphazoline
[CAS]

835-31-4
[Synonyms]

2-(1-NAPHTHYLMETHYL)-2-IMIDAZOLINE HYDROCHLORIDE
2-[1-NAPHTHYLMETHYL]IMIDAZOLINE HYDROCHLORIDE
2-(1-NAPHTHYLMETHYL)IMIDAZOLINIUM CHLORIDE
4,5-DIHYDRO-2-(1-NAPHTHYLMETHYL)-1H-IMIDAZOLE HYDROCHLORIDE
NAPHAZOLINE HCL
NAPHAZOLINE HYDROCHLORIDE
1H-Imidazole, 4,5-dihydro-2-(1-naphthalenylmethyl)-
2-(1-Naphethylmethyl)-2-imidazoline
2-(1-naphthylmethyl)-2-imidazolin
2-(1-Naphthylmethyl)-2-imidazoline
2-(1-Naphthylmethyl)-4,5-dihydro-1H-imidazole
2-(alpha-Naphthylmethyl)-imidazoline
2-(Naphthyl-(1')-methyl)imidazolin
2-(naphthyl-(1’)-methyl)imidazolin
2-Imidazoline, 2-(1-naphthylmethyl)-
4,5-dihydro-2-(1-naphthalenylmethyl)-1h-imidazol
alpha-Naphthylmethyl imidazoline
alpha-naphthylmethylimidazoline
Antan
CIBA 2020/r
[EINECS(EC#)]

212-641-5
[Molecular Formula]

C14H15ClN2
[MDL Number]

MFCD00012554
[Molecular Weight]

246.74
[MOL File]

835-31-4.mol
Chemical PropertiesBack Directory
[Melting point ]

254 °C
[Boiling point ]

339.81°C (rough estimate)
[density ]

1.1063 (rough estimate)
[refractive index ]

1.6180 (estimate)
[storage temp. ]

Sealed in dry,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 DataBack Directory
[Hazard Codes ]

T
[Risk Statements ]

R25:Toxic if swallowed.
[Safety Statements ]

S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
[RIDADR ]

UN 2811 6.1/PG 2
[WGK Germany ]

3
[RTECS ]

NJ4375000
Hazard InformationBack Directory
[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.
[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].

Synthesis_835-31-4

Spectrum DetailBack Directory
[Spectrum Detail]

Naphazoline(835-31-4)1HNMR
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