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2-(1-NAPHTHYLMETHYL)-2-IMIDAZOLINE HYDROCHLORIDE

2-(1-Naphthylmethyl)-2-imidazoline hydrochloride

CAS: 550-99-2

Molecular Formula: C14H15ClN2

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  5. 2-(1-NAPHTHYLMETHYL)-2-IMIDAZOLINE HYDROCHLORIDE

2-(1-NAPHTHYLMETHYL)-2-IMIDAZOLINE HYDROCHLORIDE - Names and Identifiers

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

2-(1-NAPHTHYLMETHYL)-2-IMIDAZOLINE HYDROCHLORIDE - Physico-chemical Properties

Molecular FormulaC14H15ClN2
Molar Mass246.74
Melting Point254-260 °C
Boling Point440.5°C at 760 mmHg
Flash Point220.2°C
Water Solubility170 g/L (20 ºC)
Solubility Freely soluble in water, soluble in ethanol (96 per cent).
Vapor Presure1.52E-07mmHg at 25°C
AppearanceCrystalline Powder
ColorWhite
Merck14,6368
BRN3716843
pKapKa (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
PHpH (50g/l, 25℃) : 4.0~6.0
Storage ConditionKeep in dark place,Inert atmosphere,Room temperature
StabilityHygroscopic
SensitiveHygroscopic
MDLMFCD00012554
Physical and Chemical PropertiesWhite 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.

2-(1-NAPHTHYLMETHYL)-2-IMIDAZOLINE HYDROCHLORIDE - Risk and Safety

Risk CodesR25 - 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 DescriptionS45 - 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 IDsUN 2811 6.1/PG 2
WGK Germany3
RTECSNJ4375000
HS Code29339900
Hazard Class6.1
Packing GroupIII
ToxicityLD50 s.c. in rats: 385 mg/kg (Gylfe)

2-(1-NAPHTHYLMETHYL)-2-IMIDAZOLINE HYDROCHLORIDE - Standard

Authoritative Data Verified Data

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.

Last Update:2024-01-02 23:10:35

2-(1-NAPHTHYLMETHYL)-2-IMIDAZOLINE HYDROCHLORIDE - Trait

Authoritative Data Verified Data
  • This product is white or off-white crystalline powder; Odorless.
  • This product is soluble in water, soluble in ethanol, very slightly soluble in chloroform, insoluble in ether.
Last Update:2022-01-01 15:33:46

2-(1-NAPHTHYLMETHYL)-2-IMIDAZOLINE HYDROCHLORIDE - Differential diagnosis

Authoritative Data Verified Data
  1. take about 20mg of this product, add several drops of dilute hydrochloric acid and dissolve it in 5ml of water, and add several drops of ammonium chromium thiocyanate test solution, which will cause purple red precipitation.
  2. The infrared absorption spectrum of this product should be consistent with that of the control (Spectrum set 385).
  3. This product is chloride identification reaction (General 0301).
Last Update:2022-01-01 15:33:47

2-(1-NAPHTHYLMETHYL)-2-IMIDAZOLINE HYDROCHLORIDE - Exam

Authoritative Data Verified Data

acidity

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.


clarity and color of solution

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).


Related substances

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).


loss on drying

take this product, dry to constant weight at 105°C, weight loss shall not exceed 0.5% (General rule 0831).


ignition residue

not more than 0.2% (General rule 0841).

Last Update:2022-01-01 15:33:47

2-(1-NAPHTHYLMETHYL)-2-IMIDAZOLINE HYDROCHLORIDE - Content determination

Authoritative Data Verified Data

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.

Last Update:2022-01-01 15:33:48

2-(1-NAPHTHYLMETHYL)-2-IMIDAZOLINE HYDROCHLORIDE - Category

Authoritative Data Verified Data

vasoconstrictor.

Last Update:2022-01-01 15:33:48

2-(1-NAPHTHYLMETHYL)-2-IMIDAZOLINE HYDROCHLORIDE - Storage

Authoritative Data Verified Data

light shielding, sealed storage.

Last Update:2022-01-01 15:33:49

2-(1-NAPHTHYLMETHYL)-2-IMIDAZOLINE HYDROCHLORIDE - Naphthazoline hydrochloride eye drops

Authoritative Data Verified Data

This product contains naphthazoline hydrochloride (C14H14N2 • HCI) should be labeled the amount of 90.0% to 110.0%.


trait

This product is a clear colorless liquid.


identification

  1. take an appropriate amount of this product (about 25mg of naphthazoline hydrochloride), put it in a separatory funnel, add 5ml of sodium hydroxide test solution, add sodium chloride to saturation, and extract it twice with ether, 25ml each time, the diethyl ether solution was combined, washed with 5ml of water, filtered, and the diethyl ether was distilled off. The residue showed the same reaction according to the identification (1) Test under the item of naphthazoline hydrochloride.
  2. in the chromatogram recorded under the content determination item, the retention time of the main peak of the test solution should be consistent with the retention time of the main peak of the reference solution.

examination

  • the pH value should be 5.5 to 7.0 (General 0631).
  • osmolality this product shall be taken and checked according to law (General rule 0632). The osmolality ratio shall be 0.9-1.1.
  • others shall comply with the relevant provisions under Ophthalmic Preparations (General rule 0105).

Content determination

  • measured by high performance liquid chromatography (General 0512).
  • chromatographic conditions and system suitability test using eighteen alkyl silane bonded silica as filler; With methanol-water-triethylamine-phosphoric acid (50:50:0.25:0.075) as mobile phase; the detection wavelength was 280nm. The number of theoretical plates is not less than 2000 calculated from the naphthazoline peak.
  • determination precision: take 5ml (0.1% specification) or 10ml (0.05% specification) of this product, put it in a 50ml measuring flask, dilute it with water to the scale, shake it well, and use it as a test solution, accurately weigh 20u1 and inject it into human liquid chromatograph, record chromatogram; Take naphthoazoline hydrochloride reference product about 25mg, weigh it accurately, put it in 50ml measuring flask, add water to dissolve and dilute it to scale, shake well, take 5ml accurately, put it in a 25ml measuring flask, dilute it to scale with water, shake well, measure it with the same method, and calculate it by peak area according to external standard method.

category

with naphthazoline hydrochloride.


specification

(1 ) 0.05 % (2)0.1%


storage

light shielding, sealed storage.

Last Update:2022-01-01 15:33:50

2-(1-NAPHTHYLMETHYL)-2-IMIDAZOLINE HYDROCHLORIDE - Naphazoline Hydrochloride Nasal Drops

Authoritative Data Verified Data

This product contains naphthazoline hydrochloride (C14H14N2 • HCI) should be labeled the amount of 90.0% to 110.0%.


trait

This product is a colorless clear liquid.


identification

  1. take an appropriate amount of this product (about 25mg of naphthazoline hydrochloride), put it in a separatory funnel, add 5ml of sodium hydroxide test solution, add sodium chloride to saturation, and extract it twice with ether, 25ml each time, the diethyl ether solution was combined, washed with 5ml of water, filtered, and the diethyl ether was distilled off. The residue showed the same reaction according to the identification (1) Test under the item of naphthazoline hydrochloride.
  2. in the chromatogram recorded under the content determination item, the retention time of the main peak of the test solution should be consistent with the retention time of the main peak of the reference solution.

examination

  • the pH value should be 5.5 to 7.0 (General 0631).
  • others should comply with the relevant provisions under nasal preparations (General rule 0106).

Content determination

  • measured by high performance liquid chromatography (General 0512).
  • chromatographic conditions and system suitability test using eighteen alkyl silane bonded silica as filler; With methanol-water-triethylamine-phosphoric acid (50:50:0.25:0.075) as mobile phase; the detection wavelength was 280nm. The number of theoretical plates is not less than 2000 calculated from the naphthazoline peak.
  • determination precision: take 5ml (0.1% specification) or 10ml (0.05% specification) of this product, put it in a 50ml measuring flask, dilute it with water to the scale, shake it well, and use it as a test solution, accurately weigh 20u1 and inject it into human liquid chromatograph, record chromatogram; Take naphthoazoline hydrochloride reference product about 25mg, weigh it accurately, put it in 50ml measuring flask, add water to dissolve and dilute it to scale, shake well, take 5ml accurately, put it in a 25ml measuring flask, dilute it to scale with water, shake well, measure it with the same method, and calculate it by peak area according to external standard method.

category

with naphthazoline hydrochloride.


specification

(1 ) 0.05 % (2)0.1 %


storage

light shielding, sealed storage.

Last Update:2022-01-01 15:33:50

2-(1-NAPHTHYLMETHYL)-2-IMIDAZOLINE HYDROCHLORIDE - Reference Information

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.
TargetValue
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)
Last Update:2024-04-09 02:00:09
2-(1-NAPHTHYLMETHYL)-2-IMIDAZOLINE HYDROCHLORIDE
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View History
2-(1-NAPHTHYLMETHYL)-2-IMIDAZOLINE HYDROCHLORIDE
2-Iodobenzenemethanamine
Hydroxynaphthalene-1-carboxylic acid
Pixantrone-dimaleate, BBR2778 dimaleate
(R)-8-(3-aminopiperidin-1-y1)-7-(but-2-yn-1-yl)-3-methy1-2-((4-methylquinazolin-2-y1)methoxy)-3Hpurin-6(7H)-one
β-丁内酯
13826-06-5
3-hydroxyisonicotinoyl chloride
1-IODO-2-METHYLBUTANE
DDNS
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