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Meclizine Dihydrochloride Monohydrate

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Meclizine Dihydrochloride Monohydrate Basic information

Product Name:
Meclizine Dihydrochloride Monohydrate
Synonyms:
  • 1-[(4-chlorophenyl)-phenylmethyl]-4-[(3-methylphenyl)methyl]piperazine hydrate dihydrochloride
  • Meclizine dihydrochloride monohydrate
  • 1-[(4-Chlorophenyl)phenylMethyl]-4-[(3-Methylphenyl)Methyl]piperazine DiHydrochloride Hydrate
  • Meclizine Related CoMpound B
  • MECLIZINE HYDROCHLORIDE (500 MG)
  • Meclizine hydrochloride
  • Antivert
  • Permesin
CAS:
31884-77-2
MF:
C25H27ClN2.2ClH.H2O
MW:
481.892
EINECS:
688-525-7
Product Categories:
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Aromatics
  • Heterocycles
Mol File:
31884-77-2.mol
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Meclizine Dihydrochloride Monohydrate Chemical Properties

Melting point:
210-213°C
storage temp. 
-20°C Freezer
solubility 
Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly), Water (Slightly)
form 
Solid
color 
White
Water Solubility 
Insoluble in water.
CAS DataBase Reference
31884-77-2
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Safety Information

TSCA 
Yes
HS Code 
2933599550
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Meclizine Dihydrochloride Monohydrate Usage And Synthesis

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.

Meclizine Dihydrochloride MonohydrateSupplier

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