1218-35-5 Usage
Description
Xylometazoline hydrochloride is a white or almost white crystalline powder that is a derivative of imidazole and a representative of the class of α1 agonists. It is commonly used in nasal decongestants and works on the principle of constricting the blood vessels in the mucous membranes.
Uses
Used in Pharmaceutical Industry:
Xylometazoline hydrochloride is used as a nasal decongestant for relieving nasal congestion and congestion-related symptoms by constricting the blood vessels in the nasal mucosa.
Used in Analytical Chemistry:
Xylometazoline hydrochloride is used as a reference standard in determining the xylometazoline hydrochloride content in samples of nasal drops using high-performance liquid chromatography (HPLC).
Used in Veterinary Medicine:
Xylometazoline hydrochloride is used as an anthelmintic to treat and control parasitic infections in animals.
Brand Names:
Neo-Synephrine II (Sterling Winthrop); Otrivin Hydrochloride (Ciba-Geigy).
Originator
Otrivin,Geigy,US,1959
Manufacturing Process
62 grams of para-tertiany-butyl-ortho,ortho'-dimethyl-phenyl-acetonitrile
[obtainable, for example, by the method of Buu-Hoi and P. Cagniant, Bulletin
de la Societe Chimique de France, volume 9, page 891 (1942)], 20.6 grams of
ethylenediamine of 96% purity and 1.55 cc of carbon disulfide are heated
together in a distillation flask with the exclusion of moisture for 48 hours on a
boiling water bath. Ammonia is evolved. Upon cooling the reaction product
solidifies and is then dissolved in benzene, the solution is filtered while hot
with the addition of animal charcoal and petroleum ether is added. The
mixture is filtered to remove the impurities that are first precipitated and by
the further addition of petroleum ether 2-(para-tertiary-butyl-ortho,ortho'-
dimethyl-phenyl-methyl)-imidazoline is caused to crystallize out.The product melts at 131° to 133°C after being recrystallized from a mixture of benzene and petroleum ether. It can be converted into its hydrochloride as
follows:189 grams of 2-(para-tertiary-butyl-ortho,ortho'-dimethyl-phenyl-methyl)-
imidazoline are dissolved in 400 cc of absolute ethanol, the solution is
rendered acid by the addition of 104 cc of an ethanolic solution of hydrochloric
acid of 30% strength, the mixture is filtered with the addition of animal
charcoal, and dry ethyl acetate and absolute ether are added until
crystallization sets in. After cooling the mixture, the salt is filtered off with
suction and crystallized several times from absolute ethanol with the use of
animal charcoal and the addition of dry mixture of ethyl acetate and ether.
The hydrochloride so obtained melts at 327° to 329°C (with decomposition).
Biochem/physiol Actions
α-adrenoceptor agonist; imidazoline binding site ligand.
Safety Profile
Poison by ingestion, subcutaneous, intravenous, and intraperitoneal routes. When heated to decomposition it emits toxic fumes of NOx and HCl.
Check Digit Verification of cas no
The CAS Registry Mumber 1218-35-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,2,1 and 8 respectively; the second part has 2 digits, 3 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 1218-35:
(6*1)+(5*2)+(4*1)+(3*8)+(2*3)+(1*5)=55
55 % 10 = 5
So 1218-35-5 is a valid CAS Registry Number.
InChI:InChI=1/C16H24N2.ClH/c1-11-8-13(16(3,4)5)9-12(2)14(11)10-15-17-6-7-18-15;/h8-9H,6-7,10H2,1-5H3,(H,17,18);1H