Name | 2-(1-Naphthylmethyl)-2-imidazoline hydrochloride |
Synonyms | niazol rhinantin rhinoperd naphconforte sanorin-spofa Naphazoline HCl prizolehydrochloride privinehydrochloride naphthasoliumchloride Naphazoline hydrochloride 2-(1-Naphthylmethyl)-2-imidazoline hydrochloride 2-(naphthalen-1-ylmethyl)-4,5-dihydro-1H-imidazol-3-ium 2-(1-naphthalenylmethyl)-4,5-dihydro-1H-imidazole chloride |
CAS | 550-99-2 |
EINECS | 208-989-2 |
InChI | InChI=1/C14H14N2/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)/p+1 |
InChIKey | DJDFFEBSKJCGHC-UHFFFAOYSA-N |
Molecular Formula | C14H15ClN2 |
Molar Mass | 246.74 |
Melting Point | 254-260 °C |
Boling Point | 440.5°C at 760 mmHg |
Flash Point | 220.2°C |
Water Solubility | 170 g/L (20 ºC) |
Solubility | Freely soluble in water, soluble in ethanol (96 per cent). |
Vapor Presure | 1.52E-07mmHg at 25°C |
Appearance | Crystalline Powder |
Color | White |
Merck | 14,6368 |
BRN | 3716843 |
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 |
PH | pH (50g/l, 25℃) : 4.0~6.0 |
Storage Condition | Keep in dark place,Inert atmosphere,Room temperature |
Stability | Hygroscopic |
Sensitive | Hygroscopic |
MDL | MFCD00012554 |
Physical and Chemical Properties | White crystalline powder. Melting point 255-260 °c. Dissolve 40 grams of this product in 100 of water. Soluble in ethanol, slightly soluble in chloroform, insoluble in benzene and ether. Odorless and bitter. |
Risk Codes | 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 Description | S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S24/25 - Avoid contact with skin and eyes. |
UN IDs | UN 2811 6.1/PG 2 |
WGK Germany | 3 |
RTECS | NJ4375000 |
HS Code | 29339900 |
Hazard Class | 6.1 |
Packing Group | III |
Toxicity | LD50 s.c. in rats: 385 mg/kg (Gylfe) |
This product is 4, 5-dihydro-2-(l-naphthylmethyl)-lH-imidazole hydrochloride. The dry product shall contain no less than 99.0% of C14H14N2 • HCl.
take 0.20g of this product, add 20ml of water to dissolve, and then measure it according to law (General rule 0631). The pH value should be 5.5~6.5.
take this product 0. 10G, after adding 10ml of water to dissolve, the solution should be clarified; If it is turbid, it should not be more concentrated compared with No. 1 turbidity standard solution (General Principles 0902 first method); If it is colored, it shall not be deeper than the yellow or yellow-green standard colorimetric solution No. 1 (General rule 0901 method 1).
take this product, add methanol to dissolve and dilute to make a solution containing about 20mg per lml, as a test solution; Take appropriate amount of precision, solutions containing about 0.10mg, 0.20mg and 0.30mg per 1 ml were prepared by quantitative dilution with methanol as Control Solutions (1), (2) and (3). According to the thin layer chromatography (General 0502) test, absorb 10 u1 of each of the above four solutions, respectively point on the same silica gel G thin layer plate, with methanol-diethylamine (100:2) as the developing solvent, expand, dry, heat at 105°C for 1 hour, cool, and develop color in saturated iodine vapor to the control solution (1), (2) and (3) show obvious color spots, if the test solution shows impurity spots, the total amount of impurities shall not exceed 2.0% compared with the main spots of the control solution (1), (2) and (3).
take this product, dry to constant weight at 105°C, weight loss shall not exceed 0.5% (General rule 0831).
not more than 0.2% (General rule 0841).
take this product about 0.2g, precision weighing, plus O.Olmol/L hydrochloric acid solution (5ml) and ethanol (50ml) were dissolved by shaking, and then titrated by potentiometric titration (General rule 0701), using sodium hydroxide titration solution (O. 1 mol/L) titration, the difference between the two burst point volumes as The titration volume. Each 1 ml of sodium hydroxide titration solution (0.1 mol/L) corresponds to 24.67mg of C14H14N2. HCI.
vasoconstrictor.
light shielding, sealed storage.
This product contains naphthazoline hydrochloride (C14H14N2 • HCI) should be labeled the amount of 90.0% to 110.0%.
This product is a clear colorless liquid.
with naphthazoline hydrochloride.
(1 ) 0.05 % (2)0.1%
light shielding, sealed storage.
This product contains naphthazoline hydrochloride (C14H14N2 • HCI) should be labeled the amount of 90.0% to 110.0%.
This product is a colorless clear liquid.
with naphthazoline hydrochloride.
(1 ) 0.05 % (2)0.1 %
light shielding, sealed storage.
Pharmacological effects | Naphthazoline hydrochloride, also known as Naoyanjing, is a vasoconstrictor commonly used in the Department of Otorhinolaryngology and Ophthalmology in hospitals. It is a quasi-epinephrine drug. It has a strong vasoconstriction and pressure boosting effect, and has an inhibitory effect on the central nervous system. By contracting local blood vessels, it plays an anti-inflammatory and analgesic role in local diseased tissues where inflammation occurs, and can eliminate congestion caused by fatigue or other reasons. It is clinically used to treat colds, acute and chronic rhinitis, allergic conjunctivitis, allergic and inflammatory nasal congestion. Local long-term use will lead to too little blood flow in part of the medication, which will cause a decrease in resistance and cause double infection. Can't take it internally. Excessive dripping or high concentration of liquid medicine can cause poisoning. Children should be especially cautious, infants, hypertension, hyperthyroidism with caution, atrophic rhinitis prohibited. The interval between drops is preferably not less than 4~6 hours. |
Biological activity | Naphazoline HCl is an ocular vasoconstrictor and an imidazoline-derived sympathomimetic amine. |
Target | Value |
use | this product is a vasoconstrictor. LD50 injected subcutaneously into rats was 385 mg/kg. |
Production method | 2-(1-naphthyl) imidazoline (C14H14N2,[835-31-4]) is made from the condensation and cyclition of α-naphthylacetic acid and ethylenediamine. Add α-acetic acid and ethylenediamine into the reaction pot, stir and heat to 120 ℃, react for 1 hour, then raise the temperature to 130 ℃, and react for 1 hour. After evaporating ethylenediamine and water, vacuum distillation was carried out to collect 180-240 ℃(1.33-4千帕) fractions to obtain 2-(1-naphthyl) imidazoline. Then it is dissolved in the mixture of acetone and ethanol, and hydrogen chloride gas is introduced at 10-12 ℃ to form a salt, which generates naphthalazoline hydrochloride crystals. |
toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |