ChemicalBook--->CAS DataBase List--->550-99-2

550-99-2

550-99-2 Structure

550-99-2 Structure
IdentificationMore
[Name]

Naphazoline hydrochloride
[CAS]

550-99-2
[Synonyms]

2-(1-NAPHTHYLMETHYL)-2-IMIDAZOLINE HYDROCHLORIDE
2-[1-NAPHTHYLMETHYL]IMIDAZOLINE HYDROCHLORIDE
2-(1-NAPHTHYLMETHYL)IMIDAZOLINIUM CHLORIDE
2-NAPHTHALEN-1-YLMETHYL-4,5-DIHYDRO-1H-IMIDAZOLE
4,5-DIHYDRO-2-(1-NAPHTHYLMETHYL)-1H-IMIDAZOLE HYDROCHLORIDE
NAPHAZOLINE
NAPHAZOLINE HCL
NAPHAZOLINE HYDROCHLORIDE
2-(1-naphthylmethyl)-2-imidazolinmonohydrochloride
4,5-dihydro-2-(1-naphthalenylmethyl)-1h-imidazolmonohydrochloride
albalonliquifilm
clera
coldan
naphazolinechloride
naphcon
naphconforte
naphthasoliumchloride
niazol
privinehydrochloride
prizolehydrochloride
[EINECS(EC#)]

208-989-2
[Molecular Formula]

C14H15ClN2
[MDL Number]

MFCD00012554
[Molecular Weight]

246.74
[MOL File]

550-99-2.mol
Chemical PropertiesBack Directory
[Appearance]

white crystalline powder
[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).
[form ]

Crystalline Powder
[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
[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
[Major Application]

pharmaceutical (small molecule)
[Cosmetics Ingredients Functions]

SKIN CONDITIONING - MISCELLANEOUS
[InChI]

InChI=1S/C14H14N2.ClH/c1-2-7-13-11(4-1)5-3-6-12(13)10-14-15-8-9-16-14;/h1-7H,8-10H2,(H,15,16);1H
[InChIKey]

DJDFFEBSKJCGHC-UHFFFAOYSA-N
[SMILES]

C(C1C2C(=CC=CC=2)C=CC=1)C1NCCN=1.[H]Cl
[CAS DataBase Reference]

550-99-2(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

T,Xn
[Risk Statements ]

R25:Toxic if swallowed.
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
[Safety Statements ]

S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S24/25:Avoid contact with skin and eyes .
[RIDADR ]

UN 2811 6.1/PG 2
[WGK Germany ]

3
[RTECS ]

NJ4375000
[HazardClass ]

6.1
[PackingGroup ]

III
[HS Code ]

29339900
[Storage Class]

11 - Combustible Solids
[Hazardous Substances Data]

550-99-2(Hazardous Substances Data)
[Toxicity]

LD50 s.c. in rats: 385 mg/kg (Gylfe)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

1-Methylimidazole-->Imidazolidine-->1-Naphthaleneacetic acid-->Ethylenediamine
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

2-(1-Naphthylmethyl)imidazoline hydrochloride(550-99-2).msds
Questions And AnswerBack Directory
[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 .
Hazard InformationBack Directory
[Originator]

Albalon,Allergan,Australia
[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
[Biological Activity]

α-adrenoceptor agonist; imidazoline receptor agonist; vasoconstrictor.
[storage]

Store at -20°C
Spectrum DetailBack Directory
[Spectrum Detail]

Naphazoline hydrochloride(550-99-2)MS
Naphazoline hydrochloride(550-99-2)1HNMR
Naphazoline hydrochloride(550-99-2)13CNMR
Naphazoline hydrochloride(550-99-2)IR1
Naphazoline hydrochloride(550-99-2)IR2
Naphazoline hydrochloride(550-99-2)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

2-(1-Naphthylmethyl)-2-imidazoline hydrochloride, 99%(550-99-2)
[Alfa Aesar]

2-(1-Naphthylmethyl)-2-imidazoline hydrochloride, 99%(550-99-2)
[Sigma Aldrich]

550-99-2(sigmaaldrich)
[TCI AMERICA]

Naphazoline Hydrochloride,>99.0%(T)(550-99-2)
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