Doxylamine Succinate

• CAT Number: A001022
• CAS Number: 562-10-7
• Molecular Formula: C21H28N2O5
• Molecular Weight: 388.46
• Purity: ≥95%
• Synonyms: 562-10-7; Decapryn; Doxylamine (succinate); Evigoa D; A-H Injection
• Target: H1 Histamine Receptor Antagonist
• Storage: -20°C
• IUPAC Name: butanedioic acid;N,N-dimethyl-2-(1-phenyl-1-pyridin-2-ylethoxy)ethanamine
• InChI: 1S/C17H22N2O.C4H6O4/c1-17(20-14-13-19(2)3,15-9-5-4-6-10-15)16-11-7-8-12-18-16;5-3(6)1-2-4(7)8/h4-12H,13-14H2,1-3H3;1-2H2,(H,5,6)(H,7,8)
• InChIKey: KBAUFVUYFNWQFM-UHFFFAOYSA-N
• SMILES: CC(C1=CC=CC=C1)(C2=CC=CC=N2)OCCN(C)C.C(CC(=O)O)C(=O)O

Doxylamine succinate (Cat No.: A001022) is a first-generation antihistamine commonly used as a short-term sleep aid and to relieve symptoms of allergies, hay fever, and the common cold. It works by blocking histamine H1 receptors, producing sedative and anticholinergic effects. Doxylamine is also combined with pyridoxine (vitamin B6) to treat nausea and vomiting during pregnancy. Administered orally, it can cause drowsiness, dry mouth, dizziness, and urinary retention. It should be used cautiously in the elderly due to increased sensitivity and fall risk.

Reference

1: Pope E, Maltepe C, Koren G. Comparing pyridoxine and doxylamine
succinate-pyridoxine HCl for nausea and vomiting of pregnancy: A matched,
controlled cohort study. J Clin Pharmacol. 2015 Jul;55(7):809-14. doi:
10.1002/jcph.480. Epub 2015 Mar 27. PubMed PMID: 25663469.

2: Nuangchamnong N, Niebyl J. Doxylamine succinate-pyridoxine hydrochloride
(Diclegis) for the management of nausea and vomiting in pregnancy: an overview.
Int J Womens Health. 2014 Apr 12;6:401-9. doi: 10.2147/IJWH.S46653. eCollection
2014. Review. PubMed PMID: 24748822; PubMed Central PMCID: PMC3990370.

3: Cada DJ, Demaris K, Levien TL, Baker DE. Doxylamine succinate/pyridoxine
hydrochloride. Hosp Pharm. 2013 Oct;48(9):762-6. doi: 10.1310/hpj4809-762. PubMed
PMID: 24421551; PubMed Central PMCID: PMC3857125.

4: Koren G, Vranderick M, Gill SK, Macleod S. Sex differences in the
pharmacokinetics and bioequivalence of the delayed-release combination of
doxylamine succinate-pyridoxine hydrochloride; implications for pharmacotherapy
in pregnancy. J Clin Pharmacol. 2013 Dec;53(12):1268-76. doi: 10.1002/jcph.184.
Epub 2013 Oct 10. PubMed PMID: 24123059.

5: Nulman I, Koren G. Pharmacokinetic comparison of a delayed-release combination
of doxylamine succinate and pyridoxine hydrocholoride (Diclectin) and oral
solutions of these drugs in healthy women of childbearing age. Can J Clin
Pharmacol. 2009 Fall;16(3):e400-6. Epub 2009 Oct 29. PubMed PMID: 19923636.

6: Pathak A, Rajput SJ. Simultaneous determination of a ternary mixture of
doxylamine succinate, pyridoxine hydrochloride, and folic acid by the ratio
spectra-zero-crossing, double divisor-ratio spectra derivative, and column
high-performance liquid chromatographic methods. J AOAC Int. 2008
Sep-Oct;91(5):1059-69. PubMed PMID: 18980119.

7: Ventura-Gayete JF, de la Guardia M, Garrigues S. On-line sample treatment and
FT-IR determination of doxylamine succinate in pharmaceuticals. Talanta. 2006 Dec
15;70(5):1100-6. doi: 10.1016/j.talanta.2006.02.023. Epub 2006 Mar 20. PubMed
PMID: 18970887.

8: Pathak A, Rajput SJ. Simultaneous derivative spectrophotometric analysis of
doxylamine succinate, pyridoxine hydrochloride and folic Acid in combined dosage
forms. Indian J Pharm Sci. 2008 Jul-Aug;70(4):513-7. doi:
10.4103/0250-474X.44607. PubMed PMID: 20046784; PubMed Central PMCID: PMC2792541.

9: Mizoguchi H, Wilson A, Jerdack GR, Hull JD, Goodale M, Grender JM, Tyler BA.
Efficacy of a single evening dose of syrup containing paracetamol,
dextromethorphan hydrobromide, doxylamine succinate and ephedrine sulfate in
subjects with multiple common cold symptoms. Int J Clin Pharmacol Ther. 2007
Apr;45(4):230-6. PubMed PMID: 17474541.

10: Somashekar BS, Nagana Gowda GA, Ramesha AR, Khetrapal CL. Differential
protonation and dynamic structure of doxylamine succinate in solution using 1H
and 13C NMR. Magn Reson Chem. 2004 Jul;42(7):636-40. PubMed PMID: 15181634.