Buclizine dihydrochloride

Names

[ CAS No. ]:
129-74-8

[ Name ]:
Buclizine dihydrochloride

[Synonym ]:
1-(p-Chlorobenzhydryl)-4-(p-tert-butylbenzyl)piperazine dihydrochloride
Posdel
1-(p-Chlorobenzhydryl)-4-(p-tert-butylbenzyl)diethylenediamine dihydrochloride
1-(4-tert-Butylbenzyl)-4-[(4-chlorophenyl)(phenyl)methyl]piperazine dihydrochloride
MFCD00242700
Buclina
1-(4-(tert-Butyl)benzyl)-4-((4-chlorophenyl)(phenyl)methyl)piperazine dihydrochloride
1-(p-tert-Butylbenzyl)-4-(p-chloro-a-phenylbenzyl)piperazine Dihydrochloride
1-[(4-Chlorophenyl)(phenyl)methyl]-4-[4-(2-methyl-2-propanyl)benzyl]piperazine dihydrochloride
Postafen
BUCLIZINE, DIHYDROCHLORIDE
buclizine hydrochloride
Piperazine, 1- (p-tert-butylbenzyl)-4-(p-chloro-α-phenylbenzyl)-, dihydrochloride
buclizine dihydrochloride
Longifene
Piperazine, 1-[(4-chlorophenyl)phenylmethyl]-4-[[4-(1,1-dimethylethyl)phenyl]methyl]-, hydrochloride (1:2)
1-(p-tert-Butylbenzyl)-4-(p-chloro-α-phenylbenzyl)piperazine dihydrochloride
Piperazine, 1-(p-tert-butylbenzyl)-4-(p-chloro-α-phenylbenzyl)-, dihydrochloride

Biological Activity

[Description]:

Buclizine dihydrochloride is an orally active antihistamine antiallergic compound. Buclizine dihydrochloride is a potent teratogen in the rat[1][2][3].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Immunology/Inflammation >> Histamine Receptor

Research Areas >> Inflammation/Immunology

Signaling Pathways >> GPCR/G Protein >> Histamine Receptor

[In Vitro]

Buclizine (0-100 μM, 72 h) inhibited cancer cell growth by binding to TCTP and induction of cell differentiation[3]. Cell Proliferation Assay[3]. Cell Line: MCF-7 cells[3]. Concentration: 0-100 μM. Incubation Time: 72 h. Result: The IC50 was 19.18 ± 5.32 μM.

[In Vivo]

Buclizine dihydrochloride (≥40 mg/kg) exhibits teratogenic effect[1]. Buclizine dihydrochloride exhibits the t1/2 of ~10 h via oral administration[2]. Animal Model: Eighty-seven mature female rats weighing 240±20 grams[1]. Dosage: 30-200 mg/kg. Administration: From days 10 to 15. Result: Exhibits teratogenic effect dose-dependently when ≥40 mg/kg.

[References]

[1]. C T King, et al. Teratogenic effect of buclizine and hydroxyzine in the rat and chlorcyclizine in the mouse. Am J Obstet Gynecol. 1966 May 1;95(1):109-11.

[2]. Nawab Sher, et al. Simultaneous determination of antihistamine anti-allergic drugs, cetirizine, domperidone, chlorphenamine maleate, loratadine, meclizine and buclizine in pharmaceutical formulations, human serum and pharmacokinetics application. Analytical methods • March 2014.

[3]. Ean-Jeong Seo, et al. Interaction of antihistaminic drugs with human translationally controlled tumor protein (TCTP) as novel approach for differentiation therapy. Oncotarget . 2016 Mar 29;7(13):16818-39.

Chemical & Physical Properties

[ Boiling Point ]:
520.1ºC at 760 mmHg

[ Melting Point ]:
230-240ºC

[ Molecular Formula ]:
C₂₈H₃₅Cl₃N₂

[ Molecular Weight ]:
505.950

[ Flash Point ]:
268.3ºC

[ Exact Mass ]:
504.186584

[ PSA ]:
6.48000

[ LogP ]:
8.02450

[ Vapour Pressure ]:
6.44E-11mmHg at 25°C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: TL0280000

CHEMICAL NAME :: Piperazine, 1-(p-tert-butylbenzyl)-4-(p-chloro-alpha-phenylbenzyl )-, dihydrochloride

CAS REGISTRY NUMBER :: 129-74-8

LAST UPDATED :: 199701

DATA ITEMS CITED :: 4

MOLECULAR FORMULA :: C28-H33-Cl-N2.2Cl-H

MOLECULAR WEIGHT :: 506.00

WISWESSER LINE NOTATION :: T6N DNTJ AYR&R DG& D1R DX1&1&1 &GH 2

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 2100 mg/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold Behavioral - excitement Lungs, Thorax, or Respiration - other changes

REFERENCE :: JAPMA8 Journal of the American Pharmaceutical Association, Scientific Edition. (Washington, DC) V.29-49, 1940-60. For publisher information, see JPMSAE. Volume(issue)/page/year: 43,653,1954

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 430 mg/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold Behavioral - excitement Lungs, Thorax, or Respiration - other changes

REFERENCE :: JAPMA8 Journal of the American Pharmaceutical Association, Scientific Edition. (Washington, DC) V.29-49, 1940-60. For publisher information, see JPMSAE. Volume(issue)/page/year: 43,653,1954 ** REPRODUCTIVE DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 360 mg/kg

SEX/DURATION :: female 10-15 day(s) after conception

TOXIC EFFECTS :: Reproductive - Specific Developmental Abnormalities - craniofacial (including nose and tongue) Reproductive - Specific Developmental Abnormalities - musculoskeletal system

REFERENCE :: AJOGAH American Journal of Obstetrics and Gynecology. (C.V. Mosby Co., 11830 Westline Industrial Dr., St. Louis, MO 63146) V.1- 1920- Volume(issue)/page/year: 95,109,1966

Safety Information

[ Hazard Codes ]:
Xi