Cyclizine

drug
On this page

Also known as CiclizinaNSC-26608SID11112316SID26747952SID124882239

Summary

Cyclizine (CHEMBL648) is an approved small-molecule cholinergic antagonist (ATC R06AE53) targeting HRH1; indicated across 1 condition including allergic disease.

At a glance

  • Status: Approved (max clinical phase 4)
  • Modality: Small molecule
  • ATC class: R06AE53 (+1 more)
  • Targets: 1 (HRH1)
  • Indications: 1 condition
  • Clinical trials: 1
  • Chemistry: 266.4 Da · C18H22N2

Identifiers

Drug identity and classification

FieldValue
ChEMBL IDCHEMBL648
NameCyclizine
TypeSmall molecule
Max phase4
FDA approvedno
PubChem CID6726
ChEBICHEBI:3994
ATCR06AE53, R06AE03
Molecular formulaC18H22N2
Molecular weight266.4
InChIKeyUVKZSORBKUEBAZ-UHFFFAOYSA-N

SMILES: CN1CCN(CC1)C(C2=CC=CC=C2)C3=CC=CC=C3

IUPAC name: 1-benzhydryl-4-methylpiperazine

ChEBI definition: An N-alkylpiperazine in which one nitrogen of the piperazine ring is substituted by a methyl group, while the other is substituted by a diphenylmethyl group.

Pharmacological roles (ChEBI): antiemetic, cholinergic antagonist, central nervous system depressant, local anaesthetic, H1-receptor antagonist.

Also known as: Ciclizina, Cyclizine, NSC-26608, SID11112316, SID26747952, cyclizine, SID124882239, CYCLIZINE

Parent form; salt/anhydrous children: CHEMBL1200497, CHEMBL1324714, CHEMBL3189137

Patent coverage: 3,306 distinct patent families (13,632 SureChEMBL compound mentions), from 1 matched compound structure(s). Mentions count patents naming the compound (not distinct inventions), so promiscuous / reference molecules inflate the mention figure — families are the dedup metric.

Targets

Targets

Primary targets (GtoPdb curated mechanism): the Cancer dependency column is the DepMap CRISPR fitness signal (% of screened cell lines dependent on the target).

GeneTargetActionpAffinityCancer dependencyUniProt
HRH1H1 receptorAntagonist8.350%P35367

Broader ChEMBL bioactivity targets: 20 (assay-derived). Sample: Nuclear receptor ROR-gamma, Muscarinic acetylcholine receptor M4, 5-hydroxytryptamine receptor 2B, Alpha-2A adrenergic receptor, Muscarinic acetylcholine receptor M5, D(1A) dopamine receptor, Muscarinic acetylcholine receptor M2, Muscarinic acetylcholine receptor M1, Alpha-1D adrenergic receptor, 5-hydroxytryptamine receptor 2A.

Bioactivity

ChEMBL activities: 38 potent at pChembl ≥ 5 of 41 total. Top 30 by potency (10 = 0.1 nM, 6 = 1 µM):

TargetpChemblTypeValueUnitActivity ID
HRH18.35Ki4.44nMCHEMBL_ACT_7693455
HRH17.42IC5038nMCHEMBL_ACT_7693454
HTR2A7.19Ki64nMCHEMBL_ACT_7693565
CHRM46.92Ki119nMCHEMBL_ACT_7693489
CHRM36.8Ki159nMCHEMBL_ACT_7693487
CHRM16.79Ki163nMCHEMBL_ACT_7693483
HTR2A6.65IC50225nMCHEMBL_ACT_7693564
HTR2B6.62Ki238nMCHEMBL_ACT_7693567
CHRM26.48AC50334.2nMCHEMBL_ACT_25196089
HTR2B6.43IC50373nMCHEMBL_ACT_7693566
CHRM26.38Ki412nMCHEMBL_ACT_7693485
CHRM56.34Ki455nMCHEMBL_ACT_7693491
HTR2C6.27Ki535nMCHEMBL_ACT_7693569
ADRA2A6.24Ki582nMCHEMBL_ACT_7691339
ADRA1D6.22Ki597nMCHEMBL_ACT_7691337
SLC6A36.22Ki606nMCHEMBL_ACT_7691415
CHRM56.2IC50633nMCHEMBL_ACT_7693490
CHRM16.17IC50675nMCHEMBL_ACT_7693482
CHRM36.13IC50748nMCHEMBL_ACT_7693486
SLC6A36.12IC50763nMCHEMBL_ACT_7691414
CHRM46.07IC50852nMCHEMBL_ACT_7693488
DRD35.99Ki1016nMCHEMBL_ACT_7691411
HTR2C5.99IC501021nMCHEMBL_ACT_7693568
CHRM25.94IC501158nMCHEMBL_ACT_7693484
ADRA1D5.92IC501215nMCHEMBL_ACT_7691336
P158235.86Ki1379nMCHEMBL_ACT_7691335
ADRA2A5.81IC501551nMCHEMBL_ACT_7691338
SLC6A35.7AC501982nMCHEMBL_ACT_25125312
DRD35.66AC502209nMCHEMBL_ACT_25194865
CHRM15.62AC502408nMCHEMBL_ACT_25210513

Target pathways

Aggregated over 1 target gene(s): HRH1.

Top Reactome pathways

2 total, by targets touching each:

PathwayTargetsGenes
Histamine receptors1HRH1
G alpha (q) signalling events1HRH1

Dominant GO biological processes

GO termTargets
inflammatory response1
G protein-coupled receptor signaling pathway1
G protein-coupled receptor signaling pathway, coupled to cyclic nucleotide second messenger1
phospholipase C-activating G protein-coupled receptor signaling pathway1
chemical synaptic transmission1
memory1
visual learning1
regulation of vascular permeability1
positive regulation of vasoconstriction1
regulation of synaptic plasticity1
cellular response to histamine1
signal transduction1
phospholipase C-activating serotonin receptor signaling pathway1

Indications & clinical

Indications

1 indication (1 at ChEMBL trial phase 4). Phase below is the highest clinical-trial phase recorded for this drug against each disease — not the molecule’s overall approval status (that is in the Summary).

IndicationTrial phaseMONDOEFO
allergic disease4MONDO:0005271MONDO:0005271

Clinical trials

Total trials: 1.

Phase distribution

PhaseTrials
Not specified1

Top trials by phase / activity

NCTPhaseStatusTitle
NCT06789614Not specifiedNOT_YET_RECRUITINGComparison of the Effect of Cyclizine Versus Metoclopramide on Gastric Residual Volume in Patients Undergoing Bariatric Surgery: A Randomized Double-blinded Clinical Trial

Clinical evidence (CIViC)

No CIViC predictive evidence (expected for non-precision-medicine drugs).

Pharmacology

Pharmacogenomics

No CPIC/DPWG dosing guideline or drug-level clinical/variant annotations in PharmGKB for this molecule.

Molecules sharing ≥1 of this drug’s curated primary targets, merged from two biobtree sources and ranked by shared-target count, then clinical phase: ChEMBL clinical-stage candidates (development phase ≥2) and PubChem drug-class bioactivity (approved / known drugs acting on the target). Deduplicated by drug name; the drug’s own salt forms are excluded. Note: for a drug with few primary targets a shared-target match can reflect off-target / promiscuous binding rather than the same therapeutic mechanism — the phase ordering surfaces bona-fide therapeutics first.

295 molecules share ≥1 primary target. Top 60 by shared-target count:

MoleculeSourceStatusShared targets
ACLIDINIUM BROMIDEChEMBL + PubChemPhase 4 (approved)HRH1
DESLORATADINEChEMBL + PubChemPhase 4 (approved)HRH1
DIHYDROERGOTAMINEChEMBL + PubChemPhase 4 (approved)HRH1
PALIPERIDONEChEMBL + PubChemPhase 4 (approved)HRH1
PRAMIPEXOLEChEMBL + PubChemPhase 4 (approved)HRH1
ABEMACICLIBChEMBLPhase 4 (approved)HRH1
ACETOPHENAZINEChEMBLPhase 4 (approved)HRH1
ACRIVASTINEChEMBLPhase 4 (approved)HRH1
AMIODARONEChEMBLPhase 4 (approved)HRH1
AMISULPRIDEChEMBLPhase 4 (approved)HRH1
AMITRIPTYLINEChEMBLPhase 4 (approved)HRH1
AMOXAPINEChEMBLPhase 4 (approved)HRH1
AMSACRINEChEMBLPhase 4 (approved)HRH1
ANTAZOLINEChEMBLPhase 4 (approved)HRH1
APOMORPHINEChEMBLPhase 4 (approved)HRH1
ARIPIPRAZOLEChEMBLPhase 4 (approved)HRH1
ASENAPINEChEMBLPhase 4 (approved)HRH1
ASTEMIZOLEChEMBLPhase 4 (approved)HRH1
ATOMOXETINEChEMBLPhase 4 (approved)HRH1
AZATADINEChEMBLPhase 4 (approved)HRH1
AZELASTINEChEMBLPhase 4 (approved)HRH1
BENFLUOREXChEMBLPhase 4 (approved)HRH1
BENPERIDOLChEMBLPhase 4 (approved)HRH1
BENZBROMARONEChEMBLPhase 4 (approved)HRH1
BENZTROPINEChEMBLPhase 4 (approved)HRH1
BEPRIDILChEMBLPhase 4 (approved)HRH1
BETAMETHASONE PHOSPHORIC ACIDChEMBLPhase 4 (approved)HRH1
BIPERIDENChEMBLPhase 4 (approved)HRH1
BREXPIPRAZOLEChEMBLPhase 4 (approved)HRH1
BROMPERIDOLChEMBLPhase 4 (approved)HRH1
BROMPHENIRAMINEChEMBLPhase 4 (approved)HRH1
BUCLIZINEChEMBLPhase 4 (approved)HRH1
BUPROPIONChEMBLPhase 4 (approved)HRH1
BUSPIRONEChEMBLPhase 4 (approved)HRH1
BUTRIPTYLINEChEMBLPhase 4 (approved)HRH1
CABERGOLINEChEMBLPhase 4 (approved)HRH1
CANDESARTAN CILEXETILChEMBLPhase 4 (approved)HRH1
CAPTOPRILChEMBLPhase 4 (approved)HRH1
CARBINOXAMINEChEMBLPhase 4 (approved)HRH1
CARIPRAZINEChEMBLPhase 4 (approved)HRH1
CETIRIZINEChEMBLPhase 4 (approved)HRH1
CHLORDIAZEPOXIDEChEMBLPhase 4 (approved)HRH1
CHLORPHENIRAMINEChEMBLPhase 4 (approved)HRH1
CHLORPHENTERMINEChEMBLPhase 4 (approved)HRH1
CHLORPROMAZINEChEMBLPhase 4 (approved)HRH1
CHLORPROTHIXENEChEMBLPhase 4 (approved)HRH1
CINACALCETChEMBLPhase 4 (approved)HRH1
CINNARIZINEChEMBLPhase 4 (approved)HRH1
CISAPRIDEChEMBLPhase 4 (approved)HRH1
CITALOPRAMChEMBLPhase 4 (approved)HRH1
CLEMASTINEChEMBLPhase 4 (approved)HRH1
CLOFAZIMINEChEMBLPhase 4 (approved)HRH1
CLOMIPRAMINEChEMBLPhase 4 (approved)HRH1
CLOTRIMAZOLEChEMBLPhase 4 (approved)HRH1
CLOZAPINEChEMBLPhase 4 (approved)HRH1
CYCLOBENZAPRINEChEMBLPhase 4 (approved)HRH1
CYPROHEPTADINEChEMBLPhase 4 (approved)HRH1
DAUNORUBICINChEMBLPhase 4 (approved)HRH1
DESIPRAMINEChEMBLPhase 4 (approved)HRH1
DEXBROMPHENIRAMINEChEMBLPhase 4 (approved)HRH1