D3775
Doxylamine succinate salt
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About This Item
Empirical Formula (Hill Notation):
C17H22N2O · C4H6O4
CAS Number:
Molecular Weight:
388.46
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352116
EC Number:
209-228-7
MDL number:
InChI key
KBAUFVUYFNWQFM-UHFFFAOYSA-N
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)
SMILES string
OC(=O)CCC(O)=O.CN(C)CCOC(C)(c1ccccc1)c2ccccn2
form
powder
originator
Sanofi Aventis
Quality Level
Gene Information
human ... HRH1(3269)
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.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 2
ppe
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
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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
Development and validation of method for simultaneous estimation of pyridoxine hydrochloride and doxylamine succinate in tablet dosage form by first order derivative spectroscopy.
Nataraj KS
International Journal of Pharmacy and Pharmaceutical Sciences, 5 (2013)
L J Brandes et al.
Journal of the National Cancer Institute, 86(10), 770-775 (1994-05-18)
Present studies of drug-induced tumor growth promotion have evolved from earlier investigations into the mechanism of action of N,N-diethyl-2-[4-(phenylmethyl)phenoxy[ethanamine.HCl, a tamoxifen derivative which potently inhibits lymphocyte mitogenesis in vitro and stimulates tumor growth in vivo. It is thought that potency
R Eccles et al.
The Journal of pharmacy and pharmacology, 47(12A), 990-993 (1995-12-01)
Antihistamines are widely used in common cold medications, although the role of histamine in the development of common cold symptoms is unclear and the use of antihistamines for the treatment of common cold is controversial. It is clear that antihistamines
Irena Nulman et al.
The Canadian journal of clinical pharmacology = Journal canadien de pharmacologie clinique, 16(3), e400-e406 (2009-11-20)
The delayed-release combination of doxylamine succinate and pyridoxine hydrochloride was the most commonly used antiemetic (Bendectin) approved by FDA for nausea and vomiting of pregnancy (NVP) until its removal of the market in 1983. The drug is widely used today
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