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469-21-6

Basic Information
CAS No.: 469-21-6
Name: DOXYLAMINE
Article Data: 6
Molecular Structure:
Molecular Structure of 469-21-6 (DOXYLAMINE)
Formula: C17H22 N2 O
Molecular Weight: 270.374
Synonyms: Pyridine,2-[a-[2-(dimethylamino)ethoxy]-a-methylbenzyl]- (7CI,8CI); (?à)-Doxylamine; 2-[a-[2-(Dimethylamino)ethoxy]-a-methylbenzyl]pyridine;Doxylamine
EINECS: 207-414-2
Density: 1.043 g/cm3
Melting Point: 25°C
Boiling Point: 364.9 °C at 760 mmHg
Flash Point: 174.5 °C
Safety: Poison by ingestion and intravenous routes. Moderately toxic by subcutaneous route. When heated to decomposition it emits toxic fumes of NOx.
PSA: 25.36000
LogP: 2.92330
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Chemistry

Chemical Name: Doxylamine
IUPAC NAME: N,N-Dimethyl-2-(1-phenyl-1-pyridin-2-ylethoxy)ethanamine
CAS No.: 469-21-6
EINECS: 207-414-2
Molecular Formula: C17H22N2O
Molecular Weight: 270.37 g/mol
Density: 1.043 g/cm3 
Flash Point: 174.5 °C
Boiling Point: 364.9 °C at 760 mmHg
Following is the structure of Doxylamine (469-21-6):


The chemical synonymous of Doxylamine (469-21-6) are 2-(alpha-(2-(Dimethylamino)Ethoxy)-alpha-methylbenzyl)pyridine ; alpha-Dimethylaminoethoxyphenylmethyl-2-picoline ; Ethanamine, N,N-dimethyl-2-[1-phenyl-1-(2-pyridinyl)ethoxy]- ; N,N-Dimethyl-2-[1-phenyl-1-(2-pyridinyl)ethoxy]ethanamine ; Phenyl-2-pyridylmethyl-beta-N,N-dimethylaminoethyl ether ; Pyridine, 2-[alpha-[2-(dimethylamino)ethoxy]-alpha-methylbenzyl]- ; Doxylamine

Toxicity Data With Reference

1.    

scu-rat LD50:440 mg/kg

    DPIRDU    Dangerous Properties of Industrial Materials Report. 2 (5)(1982),17.
2.    

orl-mus LD50:470 mg/kg

    DPIRDU    Dangerous Properties of Industrial Materials Report. 2 (5)(1982),17.
3.    

scu-mus LD50:460 mg/kg

    DPIRDU    Dangerous Properties of Industrial Materials Report. 2 (5)(1982),17.
4.    

ivn-mus LD50:62 mg/kg

    DPIRDU    Dangerous Properties of Industrial Materials Report. 2 (5)(1982),17.
5.    

orl-rbt LD50:250 mg/kg

    DPIRDU    Dangerous Properties of Industrial Materials Report. 2 (5)(1982),17.
6.    

ivn-rbt LD50:49 mg/kg

    DPIRDU    Dangerous Properties of Industrial Materials Report. 2 (5)(1982),17.

Safety Profile

Poison by ingestion and intravenous routes. Moderately toxic by subcutaneous route. When heated to decomposition it emits toxic fumes of NOx.

Specification

 Doxylamine (469-21-6) is one of the many sedating antihistamines used by itself as a short-term sedative, in combination with other drugs as a night-time cold and allergy relief drug, in combination with the analgesics paracetamol and codeine as an analgesic / calmative preparation, and is prescribed in combination with vitamin B6 (pyridoxine) to prevent morning sickness in pregnant women.It is a member of the ethanolamine class of antihistamines and has anti-allergy power superior to almost every other antihistamine on the market, with the exception of diphenhydramine (Benadryl).It is also the most effective over-the-counter sedative available in the United States,and is more sedating than some prescription hypnotics. One study found that doxylamine succinate is possibly more effective than the barbiturate phenobarbital for use as a sedative.For this reason, doxylamine has sometimes been used off label in a manner similar to diphenhydramine for the reduction of anxiety symptoms.The dosage required to induce hypnosis (sleep) can be as low as 6.25 mg, but is usually effective in dosages of up to 25 mg. Higher doses are not recommended by the United States Food and Drug Administration, although single dosage recommendations of up to 50 mg are common in some countries, including Australia, where it is marketed under the names Restavit and Dozile.