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D3775 Sigma-Aldrich

Doxylamine succinate salt

  • CAS Number 562-10-7

  • Empirical Formula (Hill Notation) C17H22N2O · C4H6O4

  • Molecular Weight 388.46

  •  EC Number 209-228-7

  •  MDL number MFCD00056168

  •  PubChem Substance ID 24278368

  •  NACRES NA.77

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Properties

Related Categories Antagonists- Histaminergics, Approved Therapeutics/Drug Candidates, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Biochemicals and Reagents,
Quality Level   200
originator   Sanofi Aventis
SMILES string   OC(=O)CCC(O)=O.CN(C)CCOC(C)(c1ccccc1)c2ccccn2
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)
InChI key   KBAUFVUYFNWQFM-UHFFFAOYSA-N
Gene Information   human ... HRH1(3269)

Description

General description

Doxylamine belongs to the ethanolaime class of antihistamines and is metabolized by the liver into N-demethyl doxylamine and N,N-didemethyl doxylamine. It is generally available as an over the counter (OTC) drug for allergy and cold symptoms.

Application

Doxylamine succinate salt has been used as a therapeutic drug to check developmental toxicity.

Doxylamine succinate salt has been used to study the effects of non-teratogenic exposures on morphology and gene expression in human embryonic stem cell aggregates (HESCA)-CSR, under low concentration of retinoic acid in CS medium.

Packaging

5, 50 g in glass bottle

Biochem/physiol Actions

H1 histamine receptor antagonist; hypnotic.
Doxylamine suppresses histamine at the H1 receptor. It is associated with the short term management of insomnia and temporary relief of common cold symptoms. On the other hand, doxylamine intoxication is linked with rhabdomyolysis and secondary acute renal failure.
Studies in mice show that doxylamine induces liver microsomal cytochrome P450 and other enzymes involved in thyroxine (T4) metabolism. In combination with pyridoxine hydrochloride, this drug is used to treat morning sickness.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

This compound was developed by Sanofi Aventis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

Symbol 
GHS06  GHS06
Signal word 
Danger
Hazard statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 2
RTECS 
US9275000

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

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Peer-Reviewed Papers
15

References

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