550-99-2 Usage
Description
2-(1-Naphthylmethyl)-2-imidazoline hydrochloride, also known as Naphazoline Hydrochloride, is a white crystalline powder with a melting point of 255-260 ℃. It is soluble in water and alcohol, slightly soluble in chloroform, and insoluble in ether and benzene. 2-(1-Naphthylmethyl)-2-imidazoline hydrochloride is odorless and has a bitter taste. It is a synthetic compound with vasoconstrictor properties and is used in various pharmaceutical applications.
Uses
Used in Pharmaceutical Industry:
2-(1-Naphthylmethyl)-2-imidazoline hydrochloride is used as a vasoconstrictor for its ability to constrict blood vessels, which can be beneficial in treating conditions that require reduced blood flow, such as nasal congestion or eye redness. Its vasoconstrictor properties make it a valuable component in various eye drops and nasal sprays.
Used in Eye Care Applications:
In the eye care industry, 2-(1-Naphthylmethyl)-2-imidazoline hydrochloride is used as an active ingredient in eye drops, where it serves as a vasoconstrictor to reduce redness and swelling in the eyes. It is commonly found in products under the brand names Albalon (Allergan), Nafazair (Bausch & Lomb and Pharmafair), Naphcon (Alcon), Opcon (Bausch & Lomb), and Vasocon (Novartis).
Used in Nasal Care Applications:
In the nasal care industry, 2-(1-Naphthylmethyl)-2-imidazoline hydrochloride is used as an active ingredient in nasal sprays to alleviate nasal congestion by constricting the blood vessels in the nasal passages, providing relief from stuffiness and improving breathing.
Chemical Properties:
The chemical properties of 2-(1-Naphthylmethyl)-2-imidazoline hydrochloride include its appearance as a white or almost white crystalline powder. It has a melting point of 255-260 ℃ and is soluble in water and alcohol, with 40 grams of the product being able to dissolve in 100 ml of water. It is slightly soluble in chloroform and insoluble in ether and benzene. 2-(1-Naphthylmethyl)-2-imidazoline hydrochloride is odorless and has a bitter taste.
Safety Information:
The rat subcutaneous injection LD50 (lethal dose for 50% of the test subjects) of 2-(1-Naphthylmethyl)-2-imidazoline hydrochloride is 385 mg/kg, indicating its potential toxicity and the need for careful handling and dosage control in pharmaceutical applications.
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 lookchem of Tian Ye.
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 .
Originator
Albalon,Allergan,Australia
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.
Therapeutic Function
Vasoconstrictor, Nasal decongestant
Check Digit Verification of cas no
The CAS Registry Mumber 550-99-2 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,5 and 0 respectively; the second part has 2 digits, 9 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 550-99:
(5*5)+(4*5)+(3*0)+(2*9)+(1*9)=72
72 % 10 = 2
So 550-99-2 is a valid CAS Registry Number.
550-99-2Relevant articles and documents
Preparation method of naphazoline hydrochloride
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Paragraph 0015-0022, (2021/01/24)
The invention relates to the technical field of organic synthesis, in particular to a preparation method of naphazoline hydrochloride, which comprises the following steps: by using alpha-naphthylacetic acid, ethylenediamine and acetone as raw materials, carrying out condensation, cyclization, salification and the like to prepare 4, 5-dihydro-2-(1-naphthyl methyl)-1H-imidazole hydrochloride. Alpha-naphthylacetic acid, ethylenediamine and acetone are used as raw materials to prepare the target product, and the raw materials are easy to obtain and low in price. Condensation, cyclization and salification are adopted, the operation reaction conditions are mild, a large number of side reactions are avoided, and the high yield is obtained. The preparation process is high in coherence, short in time consumption and more efficient and thorough in reaction. The preparation process is simple, reaction conditions are mild, and environmental pollution is avoided.
T:Toxic;
