Chemical Properties
White Solid
Originator
Antivert,Roerig,US,1957
Uses
Antiemetic and H1-histamine receptor antagonistMeclizine dihydrochloride monohydrate acts as an antiemetic. It is also used for the prevention and treatment of nausea during pregnancy. In addition to this, it is used in radiation sickness, vomiting or dizziness associated with motion sickness. Product purchased here is only for use in Research and Development.
Uses
Meclizine Dihydrochloride Monohydrate is used for the prevention and treatment of nausea, vomiting, or dizziness associated with motion sickness.
Definition
ChEBI: Meclizine hydrochloride is a diarylmethane.
Manufacturing Process
32.3 g of 1-p-chlorobenzhydryl-4-benzyl-piperazine, dissolved in 300 cm3 of alcohol are heated in an autoclave vessel, in the presence of Raney nickel, under a pressure of 100 kg H2, at about 150°C for 6 hours. The catalyst is filtered, the solvent is evaporated and the residue is fractionated under a high vacuum. p-Chlorobenzylhydryl-piperazine (BP 180° to 185°C/1 mm Hg) is isolated with a yield of 75%. Then finely ground NaNH2 is added. The mixture is heated under reflux for 1 hour, the mass is cooled and a molar equivalent of m-methyl benzyl chloride is added.
The solvent is evaporated and the residue is dissolved in chloroform. This
solution is washed with a saturated solution of K2CO3 and dried on K2CO3. The
solvent is evaporated and the residue is distilled under high vacuum. The
product of the condensation distills near 230°C at 2 mm Hg pressure and the
corresponding dihydrochloride melts at 217° to 224°C.
brand name
Antivert (Pfizer).
Therapeutic Function
Antinauseant
General Description
Meclizine hydrochloride,1-(p-chloro-α-phenylbenzyl)-4-(m-methylbenzyl)piperazinedihydrochloride monohydrate (Bonine, Antivert), is atasteless, white or slightly yellowish crystalline powder that is practically insoluble in water (1:1,000). It differs fromchlorcyclizine in having an N-m-methylbenzyl group inplace of the N-methyl group. Although it is a moderately potentantihistaminic, meclizine is used primarily as an antinauseantin the prevention and treatment of motion sicknessand in the treatment of nausea and vomiting associated withvertigo.