General
Preferred name
MECLIZINE
Synonyms
MECLIZINE HYDROCHLORIDE ()
Meclizine dihydrochloride ()
Sea-Legs ()
Traveleeze ()
Ancoloxin ()
Meclozine hydrochloride ()
Meclozina ()
NSC28728 ()
Meclozine dihydrochloride ()
Meclizine 2HCl ()
meclozine ()
Meclozine (dihydrochloride) ()
NSC 28728,Meclozine dihydrochloride ()
NSC-169189 ()
MECLIZINE DIHCL ()
Meclizine HCl ()
Antivert ()
Meclizine dihydrochloride monohydrate ()
Meclozine monohydrochloride ()
UCB-5062 ()
Anhydrous meclozine hydrochloride ()
NSC-28728 ()
Agyrax ()
Meclozine hydrochloride monohydrate ()
Postafen ()
Bonamine ()
NSC-757094 ()
Ancolan ()
Meclizine monohydrochloride ()
Meclizine hydrochloride anhydrous ()
Meclizine (hydrochloride) ()
Meclizine-d8 (hydrochloride) ()
P&D ID
PD010049
CAS
569-65-3
31884-77-2
1104-22-9
36236-67-6
1432062-16-2
Tags
natural product
drug
available
Approved by
FDA
First approval
1957
Drug Status
approved
Drug indication
Anti-Emetic
Dizziness
Max Phase
Phase 4
Structure
Probe scores
P&D probe-likeness score
[[ v.score ]]%
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
INDICATION Indicated for the symptomatic treatment of nausea, vomiting, and dizziness associated with motion sickness,[L6772] and management of vertigo due to various causes, including radiation sickness, Meniere’s syndrome, labyrinthitis and other vestibular disturbances.[L6766]
PHARMACODYNAMICS Meclizine works on the higher centres of the brain to reduce nausea, vomiting, or vertigo. It is effective against nausea and vomiting arising from many causes, including motion sickness and disorders affecting the vestibular system. The onset of action of meclizine is about 1 hour, with effects lasting between 8 to 24 hours.[L6760] Meclizine is reported to cause drowsiness due to its anticholinergic actions.[L6766]
ROE Meclizine is excreted in the urine as metabolites and in the feces as unchanged drug.[L6760]
METABOLISM There is limited human data on meclizine metabolism. According to the findings of _in vitro_ studies, meclizine may undergo aromatic hydroxylation or benzylic oxidation mediated by the hepatic CYP2D6 enzyme.[A179584]
TOXICITY The oral and intraperitoneal LD50 in mouse are 1600 mg/kg and 625 mg/kg, respectively. The lowest published toxic dose (TDLo) in rats via the oral route is 800 mg/kg.[MSDS] ; ; Symptoms of overdose mainly involve CNS depression with drowsiness, coma, and convulsions. Hypotension may also occur, particularly in the elderly. In children, anticholinergic effects and CNS stimulation, characterized by hallucinations, seizures, trouble sleeping, are more likely to occur. In case of overdose, symptomatic and supportive treatment is recommended. In case of recent ingestion, induction of emesis or gastric lavage should be initiated to limit further drug absorption. Although there is no known antidote to meclizine, physostigmine may be useful to counteract the CNS anticholinergic effects of meclizine.[L6766]
ABSORPTION Most histamine H1 antagonists are reported to be readily absorbed following oral administration.[L6760] Upon oral administration, the time to reach peak plasma concentrations (Cmax) of meclizine is about 3 hours post-dose, with the value ranging from 1.5 to 6 hours.[L6772]
HALF-LIFE Meclizine has a plasma elimination half-life of about 5-6 hours in humans.[L6772]
DESCRIPTION Meclizine is an antiemetic antihistamine drug. (GtoPdb)
MOA Vomiting is a centrally regulated reflex mechanism that initiates from the vomiting center and the chemoreceptor trigger zone (CTZ) located in the medulla. Motion sickness is also regulated by CTZ. The blood-brain barrier near the CTZ is relatively permeable to circulating mediators and CTZ can transmit impulses to vomiting center located in the brainstem. Different receptors responding to different factors, including histamine, 5-HT, enkephalins, substance P, and dopamine, are expressed along the brainstem to activate respective pathways and contribute to the control of vomiting. Histamine H1 receptors are expressed on the vestibular nuclei and nucleus of the solitary tract (NTS) that are activated by motion sickness and stimuli from the pharynx and stomach. When activated, H1 receptor signaling from these nuclei is transmitted to the CTZ and vomiting centre.[T28] ; ; Through its antagonistic action on the H1 receptors, meclizine primarily works by inhibiting signaling pathway transduction through histaminergic neurotransmission from the vestibular nuclei and NTS to the CTZ and medullary vomiting center.[A179581] Meclizine may also decrease the labyrinth excitability and vestibular stimulation.[L6760]
DESCRIPTION Potent ERbeta agonist (Tocris Bioactive Compound Library)
DESCRIPTION Human pregnane X receptor agonist; H1 antagonist (Tocriscreen Plus)
Compound Sets
29
Cayman Chemical Bioactives
14615
26444
ChEMBL Approved Drugs
CHEMBL1623
CHEMBL3989555
ChEMBL Drugs
CHEMBL1623
CHEMBL3989555
DrugBank
DB00737
DrugBank Approved Drugs
DB00737
DrugCentral
1649
DrugCentral Approved Drugs
1649
DrugMAP
DMS7T13
DrugMAP Approved Drugs
DMS7T13
DrugMatrix
Enamine BioReference Compounds
EU-OPENSCREEN Bioactive Compound Library
EOS101693
EUbOPEN Chemogenomics Library
Guide to Pharmacology
2757
Ki Database
Meclizine
Mcule NIBR MoA Box Subset
MCULE-7463916552
NCATS Inxight Approved Drugs
HDP7W44CIO
NIH Clinical Collections (NCC)
Novartis Chemogenetic Library (NIBR MoA Box)
NPC Screening Collection
NURSA ligand set
nursa/index.jsf?doi=10.1621%2FOMDNLEDB3W
Other bioactive compounds
Prestwick Chemical Library
ReFrame library
Selleckchem Bioactive Compound Library
meclizine-dihydrochloride
TargetMol Bioactive Compound Library
T1110
The Spectrum Collection
Tocris Bioactive Compound Library
4245
Tocriscreen Plus
4245
External IDs
89
Properties
(calculated by RDKit )
Molecular Weight
390.19
Hydrogen Bond Acceptors
2
Hydrogen Bond Donors
0
Rotatable Bonds
5
Ring Count
4
Aromatic Ring Count
3
cLogP
5.56
TPSA
6.48
Fraction CSP3
0.28
Chiral centers
1.0
Largest ring
6.0
QED
0.56
Structural alerts
2
aggregator (Aggregator Advisor)
Aggregators
aggregator (ZINC)
Aggregators
Related compounds
Custom attributes
(extracted from source data)
Target Type
Nuclear Receptors
Pathway
GPCR/G protein
Immunology/Inflammation
Neuroscience
Target
H1 receptor
Apoptosis
CAR,Histamine Receptor
Primary Target
Pregnane X Receptors
MOA
Agonist
PCYT2 inhibitor
Member status
member
Therapeutic Class
Antiallergic Agents
Source data