BUCLIZINE

Absorption

Rapidly absorbed following oral administration.

Originator

Longifine,UCB

The Uses of BUCLIZINE

Buclizine is an antinauseant.

Indications

For prevention and treatment of nausea, vomiting, and dizziness associated with motion sickness and vertigo (dizziness caused by other medical problems).

Background

Buclizine is an antihistamine medication with both antiemetic and anticholinergic effects , belonging to the piperazine derivative family of drugs. It was manufactured by Stuart Pharms and initially approved by the FDA in 1957. Following this, it was touted to be effective as an appetite stimulant in children when administered in the syrup form, however, this indication has not been validated. In addition to the above conditions, buclizine has been studied in the treatment of migraine attacks and in the treatment of nausea and vomiting during pregnancy.

Definition

ChEBI: An N-alkylpiperazine carrying (4-chlorophenyl)(phenyl)methyl and 4-tert-butylbenzyl groups.

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

Pharmacokinetics

Buclizine is a piperazine-derivative antihistamine used as an antivertigo/antiemetic agent. Buclizine is used in the prevention and treatment of nausea, vomiting, and dizziness associated with motion sickness. Additionally, it has been used in the management of vertigo in diseases affecting the vestibular apparatus. Although the mechanism by which buclizine exerts its antiemetic and antivertigo effects has not been fully elucidated, its central anticholinergic properties are partially responsible. The drug depresses labyrinth excitability and vestibular stimulation, and it may affect the medullary chemoreceptor trigger zone. It also possesses anticholinergic, antihistaminic, central nervous system depressant, and local anesthetic effects.

Synthesis

Buclizine is mainly used in the prevention of motion sickness and in combination with analgesics for treatment of migraine.

Metabolism

Hepatic.