Triprolidine

drug
On this page

Also known as ActahistAllerfedCorphedHistafedMyfedTriprolidinaTrilitronTriphedTriprolidinSID90341007SID26751829SID50104523SID50104524SID50104525SID144204470SID170464931Triprolidine hydrochlorideÊTriprolidine hydrochlorideÂ

Summary

Triprolidine (CHEMBL855) is an approved small-molecule H1-receptor antagonist (ATC R06AX07) targeting HRH1; indicated across 1 condition including allergic disease.

At a glance

  • Status: Approved (max clinical phase 4)
  • Modality: Small molecule
  • ATC class: R06AX07
  • Targets: 1 (HRH1)
  • Indications: 1 condition
  • Chemistry: 278.4 Da · C19H22N2

Identifiers

Drug identity and classification

FieldValue
ChEMBL IDCHEMBL855
NameTriprolidine
TypeSmall molecule
Max phase4
FDA approvedyes
PubChem CID5282443
ChEBICHEBI:84116
ATCR06AX07
Molecular formulaC19H22N2
Molecular weight278.4
InChIKeyCBEQULMOCCWAQT-WOJGMQOQSA-N

SMILES: CC1=CC=C(C=C1)/C(=C\CN2CCCC2)/C3=CC=CC=N3

IUPAC name: 2-[(E)-1-(4-methylphenyl)-3-pyrrolidin-1-ylprop-1-enyl]pyridine

ChEBI definition: An N-alkylpyrrolidine that is acrivastine in which the pyridine ring is lacking the propenoic acid substituent. It is a sedating antihistamine that is used (generally as the monohydrochloride monohydrate) for the relief of the symptoms of uticaria, rhinitis, and various pruritic skin disorders.

Pharmacological roles (ChEBI): H1-receptor antagonist.

Also known as: Actahist, Allerfed, Corphed, Histafed, Myfed, Triprolidina, Triprolidine, Trilitron, Triphed, Triprolidin, SID90341007, SID26751829

Parent form; salt/anhydrous children: CHEMBL1200450, CHEMBL3188034

Patent coverage: 4,221 distinct patent families (13,911 SureChEMBL compound mentions), from 3 matched compound structure(s). One matched structure accounts for 13,907 (100%) of the total. 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 receptorAntagonist90%P35367

Broader ChEMBL bioactivity targets: 8 (assay-derived). Sample: Alpha-2B adrenergic receptor, Muscarinic acetylcholine receptor M1, Sodium-dependent serotonin transporter, Alpha-1A adrenergic receptor, Histamine H1 receptor, Kappa-type opioid receptor, Voltage-gated inwardly rectifying potassium channel KCNH2, Histamine H1 receptor.

Bioactivity

ChEMBL activities: 12 potent at pChembl ≥ 5 of 12 total. Top 30 by potency (10 = 0.1 nM, 6 = 1 µM):

TargetpChemblTypeValueUnitActivity ID
P313899.9Kd0.13nMCHEMBL_ACT_261763
HRH18.8Ki1.6nMCHEMBL_ACT_2439786
P313898.78Ki1.66nMCHEMBL_ACT_261762
HRH18.3Ki5.01nMCHEMBL_ACT_29118530
HRH18Kd10nMCHEMBL_ACT_29118596
HRH17.75AC5018nMCHEMBL_ACT_25212308
OPRK15.75AC501792nMCHEMBL_ACT_25129246
CHRM15.75AC501800nMCHEMBL_ACT_25135249
ADRA1A5.6AC502528nMCHEMBL_ACT_25137815
KCNH25.57AC502700nMCHEMBL_ACT_25117580
ADRA2B5.38AC504200nMCHEMBL_ACT_25143504
SLC6A45.21AC506100nMCHEMBL_ACT_25150139

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: 0.

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
CYCLIZINEChEMBLPhase 4 (approved)HRH1
CYCLOBENZAPRINEChEMBLPhase 4 (approved)HRH1
CYPROHEPTADINEChEMBLPhase 4 (approved)HRH1
DAUNORUBICINChEMBLPhase 4 (approved)HRH1
DESIPRAMINEChEMBLPhase 4 (approved)HRH1