| Identification | Back Directory | [Name]
Etodroxizine | [CAS]
17692-34-1 | [Synonyms]
UCB-1414
Etodroxine
Etodroxizine
Etodroxyzine
Hydroxyzine Impurity 2
Etodroxizine Impurities
Hydrochlorbenzethylamine
8-[4-[(4-Chlorophenyl)phenylmethyl]piperazin-1-yl]-3,6-dioxa-1-octanol
1-(p-Chlorobenzhydryl)-4-[2-[2-(2-hydroxyethoxy)ethoxy]ethyl]piperazine
2-[2-[2-[4-(p-Chloro-α-phenylbenzyl)-1-piperazinyl]ethoxy]ethoxy]ethanol
2-[2-[2-[4-[(4-Chlorophenyl)phenylMethyl]-1-piperazinyl]ethoxy]ethoxy]ethanol
2-[2-[2-[4-[(4-chlorophenyl)-phenylmethyl]piperazin-1-yl]ethoxy]ethoxy]ethanol
Ethanol, 2-[2-[2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]ethoxy]- | [Molecular Formula]
C23H31ClN2O3 | [MDL Number]
MFCD00867547 | [MOL File]
17692-34-1.mol | [Molecular Weight]
418.962 |
| Hazard Information | Back Directory | [Uses]
Etodroxizine is a piperazine antihistimine. | [Hazard]
Moderately toxic by ingestion. | [Originator]
Vesparax,UCB Chemie,W. Germany,1973 | [Definition]
ChEBI: Etodroxizine is a diarylmethane. | [Manufacturing Process]
A mixture of 1.5 mols of 1-(2'-hydroxyethyl)piperazine and 1 mol of pchlorobenzhydryl
chloride is heated at 150°C for 15 minutes. The substance is
dissolved in water, basified by caustic soda and extracted with benzene.
By purifying the benzene extract in vacuo, a 75% yield is obtained of 1-pchlorobenzhydryl-
4-(2'-hydroxyethyl)piperazine which has a boiling point of
205°C/0.02 mm Hg.
0.2 mol of 1-p-chlorobenzhydryl-4-(2'-hydroxyethyl)piperazine is dissolved in
300 cc of dry benzene and a solution of 36 grams of thionyl chloride in 100 cc
of dry benzene is added cold with agitation. Reflux heating is then carried out
until sulfur dioxide has ceased to be evolved.
The solvent is evaporated in vacuo, the residue is dissolved in anhydrous
acetone and the hydrochloride formed is filtered. The corresponding base is
liberated by treating the aqueous solution of this hydrochloride with an excess
of potassium carbonate. A benzene extraction is effected and the benzene
solution of the base is dried over potassium carbonate.
This benzene solution is then added to an equimolecular solution of the
monosodium derivative of diethyleneglycol in a considerable excess of
diethyleneglycol. The benzene is removed by distillation and the residue is
heated in a boiling water-bath with agitation for 3 hours
The excess diethyleneglycol is removed in vacuo and the residue dissolved in
water and then in benzene. The benzene extract is washed several times in
water, then purified in vacuo. The 1-p-chlorobenzhydryl-4-(2'-[2"-(2"'-
hydroxyethoxy)-ethoxy]-ethyl)piperazine obtained distills at 250°C/0.01 mm
Hg. | [Therapeutic Function]
Hypnotic |
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