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Manufacturer
STRIDES PHARMA CANADA INC
ATC Code
N02BE51
Source
DPD · 02293927
AU:AA (Briggs)
R06AA09(WHO)
AU:S3(Pharmacist only)US:OTCSE: Rx-only
(RS)-N,N-dimethyl-2-[1-phenyl-1-(pyridin-2-yl)ethoxy]ethan-1-amine
469-21-6Y
3162
7171
DB00366Y
3050Y
95QB77JKPL
D07878Y
CHEBI:51380Y
ChEMBL1004Y
DTXSID1022970
Interactive image
n1ccccc1C(c1ccccc1)(C)OCCN(C)C
InChI=1S/C17H22N2O/c1-17(20-14-13-19(2)3,15-9-5-4-6-10-15)16-11-7-8-12-18-16/h4-12H,13-14H2,1-3H3YKey:HCFDWZZGGLSKEP-UHFFFAOYSA-NY
Doxylamineis anantihistaminemedication used to treatinsomniaandallergies, and—in combination withpyridoxine(vitamin B6)—to treatmorning sicknessinpregnantwomen. It is availableover-the-counterand is sold under such brand names asEquateandUnisom, among others; and it is used in nighttimecold medicines(e.g.,NyQuil) andpain medicationscontainingparacetamol(acetaminophen) orcodeineto help withsleep. The medication is delivered chemically by the salt doxylamine succinate and is takenby mouth. Doxylamine and otherfirst-generation antihistaminesare the most widely used sleep medications in the world.Typicalside effectsof doxylamine includedizziness,drowsiness,grogginess, anddry mouth, among others.
As an antihistamine, doxylamine is aninverse agonistof thehistamineH1receptor. As a first-generation antihistamine, it typically crosses theblood–brain barrierinto thebrain, thereby producing a suite ofsedativeandhypnoticeffects that are mediated by thecentral nervous system.
Doxylamine is also a potentanticholinergic, meaning that itcauses deliriumat high doses (i.e., at much higher doses than recommended).Specifically, it is anantagonistof themuscarinic acetylcholine receptorsM1throughM5. These sedative and deliriant effects have in some cases led to the drug being used recreationally. Doxylamine was first described in 1948 or 1949.