All Photos(3)
About This Item
Empirical Formula (Hill Notation):
C17H22N2O · C4H6O4
CAS Number:
Molecular Weight:
388.46
EC Number:
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.77
Recommended Products
form
powder
Quality Level
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)
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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.
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.
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 was developed by Sanofi Aventis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 2
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Customers Also Viewed
Husnain Syed et al.
BMJ case reports, 2009, doi:10-doi:10 (2009-01-01)
The present report highlights the possible adverse effects of doxylamine, a common over the counter sleep aid. Doxylamine is an antihistamine that at toxic doses can cause anticholinergic effects, including seizures, rhabdomyolysis and death. The following case describes a patient
Sebastián Videla et al.
Drugs in R&D, 12(4), 217-225 (2012-12-13)
Doxylamine succinate, an ethanolamine-based antihistamine, is used in the short-term management of insomnia because of its sedative effects. The data available on the pharmacokinetic profile of doxylamine in humans are limited, notwithstanding that this drug has been marketed in European
J Y Renault et al.
Toxicology and applied pharmacology, 130(2), 177-187 (1995-02-01)
Inhibition of chondrogenesis in limb bud cell micromass cultures has been proposed as a short-term teratogen detection test. Validation studies were performed by testing large series of reference compounds and comparing their teratogenic potential with their ability to inhibit chondrogenesis;
Ashutosh Pathak et al.
Journal of AOAC International, 91(5), 1059-1069 (2008-11-05)
Three simple, rapid, and accurate methods, i.e., the derivative ratio spectra-zero-crossing method (method I), double divisor-ratio spectra derivative method (method II), and column reversed-phase high-performance liquid chromatographic (RP-HPLC) method (method III) were developed for the simultaneous determination of doxylamine succinate
L F Soto et al.
Postgraduate medicine, 93(8), 227-229 (1993-06-01)
Clinicians should be aware of the complications of rhabdomyolysis in patients who ingest doxylamine succinate and other over-the-counter antihistamines. The easy availability of these substances increases the potential not only for intentional overdose by adults but also for inadvertent ingestion
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