ChemicalBook--->CAS DataBase List--->31884-77-2

31884-77-2

31884-77-2 Structure

31884-77-2 Structure
IdentificationBack Directory
[Name]

MECLIZINE HYDROCHLORIDE (500 MG)
[CAS]

31884-77-2
[Synonyms]

Antivert
Permesin
Meclizine hydrochloride
Meclizine Related CoMpound B
MECLIZINE HYDROCHLORIDE (500 MG)
MECLIZINE HYDROCHLORIDE MONOHYDRATE
Meclizine dihydrochloride monohydrate
1-[(4-Chlorophenyl)phenylMethyl]-4-[(3-Methylphenyl)Methyl]piperazine DiHydrochloride Hydrate
[EINECS(EC#)]

688-525-7
[Molecular Formula]

C25H27ClN2.2ClH.H2O
[MDL Number]

MFCD00941489
[MOL File]

31884-77-2.mol
[Molecular Weight]

481.892
Chemical PropertiesBack Directory
[Appearance]

White Solid
[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.
[Major Application]

pharmaceutical (small molecule)
[InChI]

1S/C25H27ClN2.2ClH.H2O/c1-20-6-5-7-21(18-20)19-27-14-16-28(17-15-27)25(22-8-3-2-4-9-22)23-10-12-24(26)13-11-23;;;/h2-13,18,25H,14-17,19H2,1H3;2*1H;1H2
[InChIKey]

KDLHYOMCWBWLMM-UHFFFAOYSA-N
[SMILES]

[Cl-].[Cl-].Clc1ccc(cc1)C(N3CCN(CC3)Cc4cc(ccc4)C)c2ccccc2.O.[H+].[H+]
[CAS DataBase Reference]

31884-77-2
Hazard InformationBack Directory
[Chemical Properties]

White Solid
[Uses]

Antiemetic
[Uses]

For the prevention and treatment of nausea, vomiting, or dizziness associated with motion sickness.
[Brand name]

Antivert (Pfizer).
[Originator]

Antivert,Roerig,US,1957
[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.
[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.
Safety DataBack Directory
[WGK Germany ]

WGK 3
[TSCA ]

Yes
[HS Code ]

2933599550
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
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