AnodyneWiki

Disable conformers
Collapse all
Light theme

Doxylamine

Read
Doxylamine
Doxylamine
Salts
[]
Doxylamine succinate
Generated by the Chemistry Development Kit (http://github.com/cdk)
Molecular structure via molpic based on CDK
Rotamer
[]
Conformer structure via 3Dmol.js
Enable javascript to view conformer structure via 3Dmol.js
Physical properties
[]
270.37 g/mol [1]
AppearanceLIQ [1]
Melting point< 25 °C [1]
Boiling point279 to 286 °F at 0.5 mmHg (NTP, 1992) [1]
Solubility1 G DISSOLVES IN 1 ML WATER; 1 G DISSOLVES IN 2 ML ALCOHOL; SLIGHTLY SOL IN BENZENE & ETHER; 1 G DISSOLVES IN 2 ML CHLOROFORM /SUCCINATE/ [1]
2.5 [1]
Structural Identifiers
[]
C17H22N2O [1]
N,N-dimethyl-2-(1-phenyl-1-pyridin-2-ylethoxy)ethanamine [1]
CC(C1=CC=CC=C1)(C2=CC=CC=N2)OCCN(C)C [1]
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 [1]
InChIKeyHCFDWZZGGLSKEP-UHFFFAOYSA-N [1]
Pharmacokinetics[]
Elimination half-life10 – 12 hours (range 7 – 15 hours)

Doxylamine (also known as Dossilamina, Doxylaminum, Doxilminio, doxilamina, 2-Dimethylaminoethoxyphenylmethyl-2-picoline, N,N-Dimethyl-2-(1-phenyl-1-(2-pyridinyl)ethoxy)ethanamine, Phenyl-2-pyridylmethyl-β-N,N-dimethylaminoethyl ether, dimethyl({2-[1-phenyl-1-(pyridin-2-yl)ethoxy]ethyl})amine, 2-(α-(2-(Dimethylamino)ethoxy)-α-methylbenzyl)pyridine or Ethanamine, N,N-dimethyl-2-(1-phenyl-1-(2-pyridinyl)ethoxy)-) is a substance of the phenylethanolamine class.

Chemistry

Salts []

Doxylamine is typically found in the form of its succinate salt.

 []

Doxylamine is a racemic mixture of the .

(S)-DoxylamineGenerated by the Chemistry Development Kit (http://github.com/cdk)
(R)-DoxylamineGenerated by the Chemistry Development Kit (http://github.com/cdk)
Stereoisomer enumberation with rdkit

Pharmacology

In the () doxylamine acts

Subjective effects []

Pilz / Doxylamine []
Routes:
  • Oral (12.5 - 25mg)
  • Sublingual (12.5mg)
Indication:Effects:Notes:
  • Consumed as SchlafTabs-ratiopharm
  • stronger sleep aid than Meltonin, might be useful when Melatonin is insufficient
emily / Doxylamine []
Routes:
  • Oral (3.125 - 25mg)

Experience reports

Erowid

There are currently 9 experience reports involving doxylamine on : []

 []

  • Australia: Doxylamine is a S3 substance.
  • United States: Doxylamine is a OTC substance.

See also []

External links []

References []

  1. National Center for Biotechnology Information. PubChem Compound Summary for CID 3162, doxylamine. Accessed May 11, 2026. https://pubchem.ncbi.nlm.nih.gov/compound/3162

  2. U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. Doxylamine. UNII: 95QB77JKPL. Global Substance Registration System. Accessed May 11, 2026. https://gsrs.ncats.nih.gov/ginas/app/beta/substances/95QB77JKPL