Stereochemistry | RACEMIC |
Molecular Formula | C17H22N2O |
Molecular Weight | 270.3694 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CN(C)CCOC(C)(C1=CC=CC=C1)C2=CC=CC=N2
InChI
InChIKey=HCFDWZZGGLSKEP-UHFFFAOYSA-N
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,13-14H2,1-3H3
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. Like other antihistamines, doxylamine acts by competitively inhibiting histamine at H1 receptors. It also has substantial sedative and anticholinergic effects. 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.
CNS Activity
Originator
Approval Year
Cmax
AUC
T1/2
Doses
AEs
Sourcing
PubMed
Patents
Sample Use Guides
Usual Adult Dose for Allergic Rhinitis
Doxylamine 5 mg oral tablet, chewable:
10 mg orally every 4 to 6 hours not to exceed 6 doses daily.
Usual Adult Dose for Allergic Conjunctivitis
Doxylamine 5 mg oral tablet, chewable:
10 mg orally every 4 to 6 hours not to exceed 6 doses daily.
Usual Adult Dose for Insomnia
12 years of age and older: 25 mg orally 30 minutes before bed
Route of Administration:
Oral