xylometazoline

Names

[ CAS No. ]:
526-36-3

[ Name ]:
xylometazoline

[Synonym ]:
Novorin
2-(4-tert-Butyl-2,6-dimethyl-benzyl)-4,5-dihydro-1H-imidazol
2-(4-tert-butyl-2,6-dimethyl-benzyl)-4,5-dihydro-1H-imidazole
Xylomethazoline
Otriven
Otrix
Xilometazolina
UNII-WPY40FTH8K
2-[(4-t-butyl-2,6-dimethylphenyl)methyl]-4,5-dihydro-1H-imidazole
Otrivin
2-[(2,6-dimethyl-4-tert-butylphenyl)methyl]-4,5-dihydro-1H-imidazole
Xylometazoline
Xylometazolinum
2-(3,4-DIMETHOXY-PHENYL)-BENZO[D]IMIDAZO[2,1-B]-THIAZOLE-3-CARBALDEHYDE
Otrivine

Biological Activity

[Description]:

Xylometazoline is an α-adrenergic receptor agonist (Ki=0.05-1.7 μM). Xylometazoline can constrict nasal blood vessels and increase nasal airflow. Xylometazoline can be used in nose stuffiness and runny nose research[1][2].

[Related Catalog]:

Signaling Pathways >> GPCR/G Protein >> Adrenergic Receptor

Research Areas >> Inflammation/Immunology

[Target]

Alpha-1A adrenergic receptor:0.05 μM (Ki)

Alpha-1B adrenergic receptor:0.30 μM (Ki)

Alpha-1D adrenergic receptor:0.15 μM (Ki)

Alpha-2A adrenergic receptor:0.88 μM (Ki)

Alpha-2B adrenergic receptor:1.7 μM (Ki)

Alpha-2C adrenergic receptor:0.19 μM (Ki)

[References]

[1]. Ronald Eccles, et al. The nasal decongestant effect of xylometazoline in the common cold. Am J Rhinol. 2008 Sep-Oct;22(5):491-6.

[2]. Britta Haenisch, et al. Alpha-adrenoceptor agonistic activity of oxymetazoline and xylometazoline. Fundam Clin Pharmacol. 2010 Dec;24(6):729-39.

Chemical & Physical Properties

[ Density]:
1g/cm3

[ Boiling Point ]:
394.2ºC at 760mmHg

[ Molecular Formula ]:
C₁₆H₂₄N₂

[ Molecular Weight ]:
244.38

[ Flash Point ]:
192.2ºC

[ Exact Mass ]:
244.19400

[ PSA ]:
24.39000

[ LogP ]:
2.90950

[ Storage condition ]:
-20°C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: NJ2380000

CHEMICAL NAME :: 2-Imidazoline, 2-(4-tert-butyl-2,6-dimethylbenzyl)-

CAS REGISTRY NUMBER :: 526-36-3

BEILSTEIN REFERENCE NO. :: 0180524

LAST UPDATED :: 199612

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C16-H24-N2

MOLECULAR WEIGHT :: 244.42

WISWESSER LINE NOTATION :: T5M CN BUTJ B1R B1 F1 DX1&1&1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 215 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 29,729,1979

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 46 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 29,729,1979

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 63 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 12,971,1962

Safety Information

[ HS Code ]:
2933290090

Synthetic Route

Click to get detail synthetic route

Customs

[ HS Code ]: 2933290090

[ Summary ]:
2933290090. other compounds containing an unfused imidazole ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%