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BUCLIZINE, DIHYDROCHLORIDE

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BUCLIZINE, DIHYDROCHLORIDE Basic information

Product Name:
BUCLIZINE, DIHYDROCHLORIDE
Synonyms:
  • 1-(p-tert-butylbenzyl)-4-(p-chloro-alpha-phenylbenzyl)-piperazindihydrochl
  • 1-(p-tert-butylbenzyl)-4-(p-chlorodiphenylmethyl)piperazinedihydrochloride
  • 1-(p-tert-butylbenzyl-4-p-chloro-alpha-phenylbenzyl)piperazinedihydrochlorid
  • 1-p-chlorobenzhydryl-4-p-(t)-butylbenzylpiperazinedihydrochloride
  • aphilanr
  • buclizinehydrochloride
  • buclodin
  • 1-(4-(tert-Butyl)benzyl)-4-((4-chlorophenyl)(phenyl)meth
CAS:
129-74-8
MF:
C28H35Cl3N2
MW:
505.95
EINECS:
204-962-4
Product Categories:
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Inhibitors
Mol File:
129-74-8.mol
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BUCLIZINE, DIHYDROCHLORIDE Chemical Properties

Melting point:
230-240°C
storage temp. 
Inert atmosphere,2-8°C
solubility 
Chloroform (Slightly), DMSO (Slightly, Heated), Methanol (Slightly)
form 
powder
color 
white to beige
Stability:
Hygroscopic
CAS DataBase Reference
129-74-8
EPA Substance Registry System
Piperazine, 1-[(4-chlorophenyl)phenylmethyl]-4-[[4-(1,1-dimethylethyl)phenyl]methyl]-, dihydrochloride (129-74-8)
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BUCLIZINE, DIHYDROCHLORIDE Usage And Synthesis

Chemical Properties

BUCLIZINE, DIHYDROCHLORIDE is Off-White Powder

Originator

Longifine,UCB

Uses

BUCLIZINE, DIHYDROCHLORIDE used as an antiemetic

Definition

ChEBI: Buclizine dihydrochloride is a hydrochloride salt that is obtained by reaction of buclizine with 2 equivalents of hydrogen chloride. It has a role as a central nervous system depressant, a local anaesthetic, a histamine antagonist, a cholinergic antagonist and an antiemetic. It contains a buclizine(2+).

Manufacturing Process

1 mol 4-chlorobenzhydril chloride was heated in toluene to reflux with 1 mol ethyl ester of piperazine 1-carboxylic acid at about 150°C in a presence of an excess of triethyl amine. On cooling the triethyl amine hydrochloride was filtered off, a solvent was removed in vacuum and the residue [(4-chlorophenyl)- phenyl-methyl]piperazine carboxylic acid ethyl ester was boiled straight away with potassium hydroxide in ethanol for 48 hours. After removing ethanol in vacuum to dryness, the residue was dissolved in benzene and washed with water. The benzene solution was dried, benzene removed in vacuum. The residue was distilled to give 4-chlorobezhydryl-piperazine. It had given the desired 1-(p-tert-butylbenzyl)-4-(p-chloro-α-phenylbenzyl)- piperazine, buclizine, by a reaction with 4-tert-butylbenzyl chloride in the presence of any halogen hydrochloride acceptor (triethyl amine, sodium or potassium carbonate and so on). The obtained product had BP: 230°- 240°C/0.001 mm Hg.

brand name

Bucladin (Stuart).

Therapeutic Function

Antihistaminic, Antiallergic, Antinauseant, Tranquilizer, Appetite stimulant

General Description

Buclizine hydrochloride, l-(p-tertbutylbenzyl)-4-(p-chloro-α-phenylbenzyl)piperazinedihydrochloride (Bucladin-S), is a white to slightly yellowcrystalline powder that is insoluble in water. The highlylipid-soluble buclizine has CNS depressant, antiemetic, andantihistaminic properties. This drug has been discontinued inthe United States.

Safety Profile

Poison by intraperitoneal route. An experimental teratogen. When heated to decomposition it emits very toxic fumes of NOx, and HCl.

BUCLIZINE, DIHYDROCHLORIDESupplier

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