U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry UNKNOWN
Molecular Formula C28H33ClN2
Molecular Weight 433.028
Optical Activity ( - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BUCLIZINE, (-)-

SMILES

CC(C)(C)C1=CC=C(CN2CCN(CC2)C(C3=CC=CC=C3)C4=CC=C(Cl)C=C4)C=C1

InChI

InChIKey=MOYGZHXDRJNJEP-UHFFFAOYSA-N
InChI=1S/C28H33ClN2/c1-28(2,3)25-13-9-22(10-14-25)21-30-17-19-31(20-18-30)27(23-7-5-4-6-8-23)24-11-15-26(29)16-12-24/h4-16,27H,17-21H2,1-3H3

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including: https://www.ncbi.nlm.nih.gov/pubmed/22469258 | http://edudrugs.com/B/Bucladin-S.html

Buclizine, a piperazine derivative, is a sedating antihistamine with antimuscarinic and moderate sedative action. The drug is used mainly for its antiemetic action, particularly in the prevention of motion sickness, and in the treatment of migraine in combination with analgesics. The following side/adverse effects have been selected on the basis of their potential clinical significance: drowsiness; Incidence less frequent; blurred vision; dryness of mouth, nose, and throat; headache; nervousness, restlessness, or trouble in sleeping; upset stomach. The following drug interactions have been selected on the basis of their potential clinical significance: alcohol; anticholinergics or other medications with anticholinergic activity; apomorphine.

CNS Activity

Curator's Comment: Buclizine is the drug of the first antihistamine generation.Firstgeneration histamine H1-receptor antagonists readily penetrate the blood brain barrier and produce histamine blockade at histamine H1-receptors in the central nervous system.

Originator

Curator's Comment: https://www.ncbi.nlm.nih.gov/pubmed/22469258

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
BUCLADIN-S

Approved Use

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

Approved Use

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

Approved Use

Treating nausea and headache associated with migraine attacks that are not relieved by paracetamol, ibuprofen or aspirin alone.

Launch Date

2015
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
0.45 μg/mL
25 mg single, oral
dose: 25 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
BUCLIZINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
5.22 μg × h/mL
25 mg single, oral
dose: 25 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
BUCLIZINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
5.3 h
25 mg single, oral
dose: 25 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
BUCLIZINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Quantitation of buclizine hydrochloride in pharmaceutical formulations and human serum by RP-HPLC.
2006 Oct
Development of a list of potentially inappropriate drugs for the korean elderly using the delphi method.
2010 Dec
Simultaneous determination of gliquidone, fexofenadine, buclizine, and levocetirizine in dosage formulation and human serum by RP-HPLC.
2010 May-Jun
Patents

Sample Use Guides

50 mg thirty minutes before travel. Dose may be repeated every four to six hours as needed. Usual adult prescribing limits - up to 150 mg daily.
Route of Administration: Oral
Treatment of MCF-7 cells with different concentrations for 72 h showed that buclizine (IC50: 19.18 ± 5.32 μM) revealed considerable growth inhibition.
Name Type Language
BUCLIZINE, (-)-
Common Name English
PIPERAZINE, 1-((4-CHLOROPHENYL)PHENYLMETHYL)-4-((4-(1,1-DIMETHYLETHYL)PHENYL)METHYL)-, (-)-
Systematic Name English
Code System Code Type Description
FDA UNII
1178B2VD9B
Created by admin on Sat Dec 16 01:28:51 GMT 2023 , Edited by admin on Sat Dec 16 01:28:51 GMT 2023
PRIMARY
CAS
163837-51-2
Created by admin on Sat Dec 16 01:28:51 GMT 2023 , Edited by admin on Sat Dec 16 01:28:51 GMT 2023
PRIMARY