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Doxylamine

Catalog No. DB00366 Name DrugBank
CAS Number 469-21-6 Website http://www.ualberta.ca/
M. F. C17H22N2O Telephone (780) 492-3111
M. W. 270.36938 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 250

SYNONYMS

IUPAC name
dimethyl({2-[1-phenyl-1-(pyridin-2-yl)ethoxy]ethyl})amine
IUPAC Traditional name
doxylamine
Synonyms
Doxylaminum [INN-Latin]
Dossilamina [DCIT]
Doxilminio [INN-Spanish]

DATABASE IDS

PubChem CID 3162
CAS Number 469-21-6
PubChem SID 46506354

PROPERTIES

Hydrophobicity(logP) 2.5
Solubility 1 g/ml (succinate salt)

DETAILS

Description (English)
Item Information
Drug Groups approved
Description Histamine H1 antagonist with pronounced sedative properties. It is used in allergies and as an antitussive, antiemetic, and hypnotic. Doxylamine has also been administered in veterinary applications and was formerly used in parkinsonism. [PubChem]
Indication Used alone as a short-term sleep aid, in combination with other drugs as a night-time cold and allergy relief drug. Also used in combination with Vitamin B6 (pyridoxine) to prevent morning sickness in pregnant women.
Pharmacology Doxylamine is an antihistamine commonly used as a sleep aid. This drug is also used to relieve symptoms of hay fever (allergic rhinitis), hives (rash or itching), and other allergic reactions. Doxylamine is a member of the ethanolamine class of antihistamines and has anti-allergy power far superior to virtually every other antihistamine on the market, with the exception of diphenhydramine (Benadryl). It is also the most powerful over-the-counter sedative available in the United States, and more sedating than many prescription hypnotics. In a study, it was found to be superior to even the barbiturate, phenobarbital for use as a sedative. Doxylamine is also a potent anticholinergic.
Toxicity Signs of overdose include wheezing, tightness in the chest, fever, itching, bad cough, blue skin color, fits, swelling of face, lips, tongue, or throat.
Affected Organisms
Humans and other mammals
Biotransformation Hepatic.
Absorption Readily absorbed via the gastrointestinal tract.
Half Life 10 hours
External Links
Wikipedia
Drugs.com

REFERENCES