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Xylometazoline

Xylometazoline structure

CAS No:
526-36-3
Formula:
C16H24N2
Chemical Name:
Xylometazoline
Synonyms:
1H-Imidazole,2-[[4-(1,1-dimethylethyl)-2,6-dimethylphenyl]methyl]-4,5-dihydro-;2-Imidazoline,2-(4-tert-butyl-2,6-dimethylbenzyl)-;2-[[4-(1,1-Dimethylethyl)-2,6-dimethylphenyl]methyl]-4,5-dihydro-1H-imidazole;2-(4-tert-Butyl-2,6-dimethylbenzyl)-2-imidazoline;Otrivine;Xylometazoline;Otrivin;2-(4′-tert-Butyl-2′,6′-dimethylphenylmethyl)imidazoline;2-(4′-tert-Butyl-2′,6′-dimethylbenzyl)imidazoline;Otriven;Otrix;Ba 11391;Rhinoxilin;2-(4-tert-Butyl-2,6-dimethyl-benzyl)-4,5-dihydro-1H-imidazole;2-[(4-tert-Butyl-2,6-dimethylphenyl)methyl]-4,5-dihydro-1H-imidazole
Categories:
Pharmaceutical Intermediates > Bulk Drug Intermediates

Description

Solid

Xylometazoline is an alkylbenzene.|A nasal vasoconstricting decongestant drug which acts by binding to the same receptors as adrenaline. It is applied as a spray or as drops into the nose to ease inflammation and congestion of the nasal passageways. It binds alpha-adrenergic receptors to activate the adrenal system which causes systemic vasoconstriction, thereby easing nasal congestion.

Xylometazoline Basic Attributes

Molecular Weight：

244.37500

Exact Mass：

244.38

EC Number：

208-390-6

UNII：

WPY40FTH8K

DSSTox ID：

DTXSID8046957

ATC Code：

R01AA07|R - Respiratory system|S - Sensory organs

HScode：

2933290090

Characteristics

PSA：

24.39000

XLogP3：

2.90950

Appearance：

Solid

Density：

1g/cm3

Melting Point：

132 °C

Boiling Point：

394.2ºC at 760mmHg

Flash Point：

192.2ºC

Toxicity：

LD50 oral in mouse: 215mg/kg

Collision Cross Section：

170.4 Å² [M+H]+ [CCS Type: TW, Method: Major Mix IMS/Tof Calibration Kit (Waters)]

Drug Information

Drug Indication：

It is used for treating nasal congestion and minor inflammation due to allergies or colds.

Pharmacology：

Xylometazoline is a direct acting sympathomimetic adrenergic alpha-agonist used to induce systemic vasoconstriction, thereby decreasing nasal congestion. The sympathomimetic action of xylometazoline constricts the smaller arterioles of the nasal passages, producing a prolonged (8-12 hours) decongesting effect.

MeSH：

Drugs designed to treat inflammation of the nasal passages, generally the result of an infection (more often than not the common cold) or an allergy related condition, e.g., hay fever. The inflammation involves swelling of the mucous membrane that lines the nasal passages and results in inordinate mucus production. The primary class of nasal decongestants are vasoconstrictor agents. (From PharmAssist, The Family Guide to Health and Medicine, 1993) (See all compounds classified as Nasal Decongestants.)

Mechanism of Action：

Xylometazoline is a direct acting sympathomimetic drug, which acts on alpha-adrenergic receptors in the arterioles of the nasal mucosa. This activates the adrenal system to yield systemic vasoconstrction. In producing vasoconstriction, the result is a decrease in blood flow in the nasal passages and consequently decreased nasal congestion.

MeSH Entry Terms：

2-(4'-tert-butyl-2',6'-dimethylphenylmethyl)imidazoline

Xylometazoline Use and Manufacturing

Uses

Adrenergic (vasoconstrictor).

Use Classification：

Pharmaceuticals

Computed Properties

Molecular Weight:244.37
XLogP3:3.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:3
Exact Mass:244.193948774
Monoisotopic Mass:244.193948774
Topological Polar Surface Area:24.4
Heavy Atom Count:18
Complexity:302
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes