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D3775

Sigma-Aldrich

Doxylamine succinate salt

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About This Item

Empirical Formula (Hill Notation):
C17H22N2O · C4H6O4
CAS Number:
562-10-7
Molecular Weight:
388.46
EC Number:
209-228-7
MDL number:
MFCD00056168
UNSPSC Code:
12352116
PubChem Substance ID:
24278368
NACRES:
NA.77

form

powder

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)

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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.

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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302 + H312 + H332,H335

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

D3775-BULK:
D3775-50G:
D3775-10G:
D3775-5G:
D3775-VAR:

Certificates of Analysis (COA)

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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
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
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)
B Leybishkis et al.
The American journal of the medical sciences, 322(1), 48-49 (2001-07-24)
Doxylamine succinate, an over-the-counter antihistamine, is commonly used as a nighttime sleep aid in the short-term management of insomnia. It is also used in combination with antitussive and decongestant agents for the temporary relief of common cold symptoms. Doxylamine is
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
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