ChemicalBook--->CAS DataBase List--->82-95-1

82-95-1

82-95-1 Structure

82-95-1 Structure
IdentificationBack Directory
[Name]

BUCLIZINE
[CAS]

82-95-1
[Synonyms]

ah2526
AH 2526
Bucladin
Buclifen
Postafen
Buclozin
BUCLIZINE
Hitabutyzyne
aphilan-rbase
Histabuticine
Histabutizine
Histabutyzine
Buclizinebase
Aphilan-R base
Buclizine diHCl
Buclizine (base and/or unspecified salts)
1-(4-tert-butylbenzyl)-4-(4-chlorobenzhydryl)piperazine
1-(p-tert-butylbenzyl)-4-(p-chloro-alpha-phenylbenzyl)-piperazin
1-(p-tert-Butylbenzyl)-4-(p-chloro-alpha-phenylbenzyl)piperazine
1-(4-tert-Butylbenzyl)-4-[(4-chlorophenyl)(phenyl)methyl]piperazine
Piperazine, 1-(p-tert-butylbenzyl)-4-(p-chloro-alpha-phenylbenzyl)-
piperazine,1-((4-chlorophenyl)phenylmethyl)-4-((4-(1,1-dimethylethyl)phenyl)
1-[4-(Chlorophenyl)phenylmethyl]-4-[[4-(1,1-dimethylethyl)phenyl]methyl]piperrazine
Piperazine, 1-[(4-chlorophenyl)phenylmethyl]-4-[[4-(1,1-dimethylethyl)phenyl]methyl]-
[EINECS(EC#)]

201-448-1
[Molecular Formula]

C28H33ClN2
[MDL Number]

MFCD00242701
[MOL File]

82-95-1.mol
[Molecular Weight]

433.03
Chemical PropertiesBack Directory
[Boiling point ]

bp0.001 217-220°
[density ]

0.9970 (rough estimate)
[refractive index ]

1.5940 (estimate)
[pka]

6.84±0.10(Predicted)
Hazard InformationBack Directory
[Definition]

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

White crystalline powder. Melting point 230-240°C (221-225°C). Insoluble in water, soluble in ethanol and chloroform, boiling point 217-220°C (0.133 kPa). Its hydrochloride (C????H????CIN??·2HCl=505.98), also known as Anqimin, has a melting point of 265-266°C.
[Originator]

Longifine,UCB
[Uses]

Buclizine is an antinauseant.
[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
[Synthesis]

Buclizine is mainly used in the prevention of motion sickness and in combination with analgesics for treatment of migraine.
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Paraformaldehyde-->Aluminium chloride hexahydrate-->tert-Butylbenzene-->1-Benzylpiperazine-->Bromo(4-chlorophenyl)phenyl methane-->4-Chlorobenzhydrylchloride-->Ethyl N-piperazinecarboxylate-->4-tert-Butylbenzyl chloride-->1-(4-Chlorobenzhydryl)piperazine-->1-(4-tert-Butylbenzyl)piperazine-->Buclizine, dihydrochloride-->4-tert-Butylbenzyl alcohol-->4-Chlorobenzaldehyde
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