CHEBI:3205 - buclizine

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ChEBI Name buclizine
ChEBI ID CHEBI:3205
Definition An N-alkylpiperazine carrying (4-chlorophenyl)(phenyl)methyl and 4-tert-butylbenzyl groups.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ChemicalBook:CB9111794
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Buclizine is an antihistamine and anticholinergic of the diphenylmethylpiperazine group. It is considered to be an antiemetic, similar to meclizine. In the United Kingdom, buclizine is one of three drugs contained in Migraleve tablets, marketed by McNeil Healthcare for migraines.
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Formula C28H33ClN2
Net Charge 0
Average Mass 433.02780
Monoisotopic Mass 432.23323
InChI 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
InChIKey MOYGZHXDRJNJEP-UHFFFAOYSA-N
SMILES CC(C)(C)c1ccc(CN2CCN(CC2)C(c2ccccc2)c2ccc(Cl)cc2)cc1
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): cholinergic antagonist
Any drug that binds to but does not activate cholinergic receptors, thereby blocking the actions of acetylcholine or cholinergic agonists.
histamine antagonist
Histamine antagonists are the drugs that bind to but do not activate histamine receptors, thereby blocking the actions of histamine or histamine agonists.
Application(s): antiemetic
A drug used to prevent nausea or vomiting. An antiemetic may act by a wide range of mechanisms: it might affect the medullary control centres (the vomiting centre and the chemoreceptive trigger zone) or affect the peripheral receptors.
cholinergic antagonist
Any drug that binds to but does not activate cholinergic receptors, thereby blocking the actions of acetylcholine or cholinergic agonists.
histamine antagonist
Histamine antagonists are the drugs that bind to but do not activate histamine receptors, thereby blocking the actions of histamine or histamine agonists.
local anaesthetic
Any member of a group of drugs that reversibly inhibit the propagation of signals along nerves. Wide variations in potency, stability, toxicity, water-solubility and duration of action determine the route used for administration, e.g. topical, intravenous, epidural or spinal block.
central nervous system depressant
A loosely defined group of drugs that tend to reduce the activity of the central nervous system.
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ChEBI Ontology
Outgoing buclizine (CHEBI:3205) has role antiemetic (CHEBI:50919)
buclizine (CHEBI:3205) has role central nervous system depressant (CHEBI:35488)
buclizine (CHEBI:3205) has role cholinergic antagonist (CHEBI:48873)
buclizine (CHEBI:3205) has role histamine antagonist (CHEBI:37956)
buclizine (CHEBI:3205) has role local anaesthetic (CHEBI:36333)
buclizine (CHEBI:3205) is a N-alkylpiperazine (CHEBI:46845)
buclizine (CHEBI:3205) is a monochlorobenzenes (CHEBI:83403)
buclizine (CHEBI:3205) is conjugate base of buclizine(2+) (CHEBI:61192)
Incoming buclizine(2+) (CHEBI:61192) is conjugate acid of buclizine (CHEBI:3205)
IUPAC Name
1-(4-tert-butylbenzyl)-4-[(4-chlorophenyl)(phenyl)methyl]piperazine
INNs Sources
buclizina WHO MedNet
buclizine WHO MedNet
buclizine ChemIDplus
buclizinum WHO MedNet
Synonyms Sources
1-(p-tert-Butylbenzyl)-4-(4-chloro-alpha-phenylbenzyl)piperazine ChemIDplus
Buclizine KEGG COMPOUND
Manual Xrefs Databases
416 DrugCentral
Buclizine Wikipedia
C07777 KEGG COMPOUND
D07547 KEGG DRUG
DB00354 DrugBank
GB1311286 Patent
HMDB0014498 HMDB
US2709169 Patent
View more database links
Registry Numbers Types Sources
349567 Reaxys Registry Number Reaxys
82-95-1 CAS Registry Number ChemIDplus
82-95-1 CAS Registry Number NIST Chemistry WebBook
Citations
Mostafa GA, Al-Badr AA (2011)
Buclizine.
Profiles of drug substances, excipients, and related methodology 36, 1-33 [PubMed:22469258]
[show Abstract]
Silva P, Chaves CB, Magalhães CD, Loureiro LA, Soares DP, de Souza AM, Jones WA, Rocha SM (1968)
[Effects of a buclizine and vitamin combination on appetite and body weight].
Hospital (Rio de Janeiro, Brazil) 74, 1273-1278 [PubMed:5304814]
Castelar E, De Melo G, Sales R, Goncalves A (1966)
[Clinical findings on the hypoglucemic action of buclizine].
Prensa medica argentina 53, 700-703 [PubMed:4387177]
SETTEL E (1959)
Buclizine, a new tranquilizing agent.
Journal of the American Geriatrics Society 7, 67-70 [PubMed:13620483]
OLSON HJ, PETERSON JA, TYLER ET (1959)
Buclizine and hydroxyzine as tranquilizing agents in infertility.
Obstetrics and gynecology 14, 473-477 [PubMed:14428806]
Last Modified
22 February 2017