Levamisole

drug
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Also known as LevamisolTCMDC-125847Tetramisole, (s)-SID90341409[3H]-LevamisoleLEVAMISOLE/ERGAMISOL

Summary

Levamisole (CHEMBL1454) is an approved small-molecule antinematodal drug (ATC P02CE01); indicated across 5 conditions including helminthiasis and hepatocellular carcinoma.

At a glance

  • Status: Approved (max clinical phase 4)
  • Modality: Small molecule
  • ATC class: P02CE01
  • Indications: 5 conditions
  • Clinical trials: 14
  • Chemistry: 204.29 Da · C11H12N2S

Identifiers

Drug identity and classification

FieldValue
ChEMBL IDCHEMBL1454
NameLevamisole
TypeSmall molecule
Max phase4
FDA approvedyes
PubChem CID26879
ChEBICHEBI:6432
ATCP02CE01
Molecular formulaC11H12N2S
Molecular weight204.29
InChIKeyHLFSDGLLUJUHTE-SNVBAGLBSA-N

SMILES: C1CSC2=N[C@H](CN21)C3=CC=CC=C3

IUPAC name: (6S)-6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b][1,3]thiazole

ChEBI definition: A 6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b][1,3]thiazole that has S configuration. It is used (generally as the monohydrochloride salt) to treat parasitic worm infections in pigs, sheep and cattle and was formerly used in humans as an adjuvant to chemotherapy for the treatment of various cancers. It is also widely used as an adulterant to coccaine.

Pharmacological roles (ChEBI): antinematodal drug, antirheumatic drug, immunomodulator, immunological adjuvant, EC 3.1.3.1 (alkaline phosphatase) inhibitor.

Also known as: Levamisol, Levamisole, TCMDC-125847, Tetramisole, (s)-, levamisole, SID90341409, LEVAMISOLE, [3H]-Levamisole, LEVAMISOLE/ERGAMISOL

Parent form; salt/anhydrous children: CHEMBL1770

Patent coverage: 15,173 distinct patent families (56,423 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

Broader ChEMBL bioactivity targets: 6 (assay-derived). Sample: Alpha-2B adrenergic receptor, D(1A) dopamine receptor, Voltage-gated inwardly rectifying potassium channel KCNH2, Alkaline phosphatase, tissue-nonspecific isozyme, Intestinal-type alkaline phosphatase, Alkaline phosphatase, tissue-nonspecific isozyme.

Bioactivity

ChEMBL activities: 2 potent at pChembl ≥ 5 of 12 total. Top 30 by potency (10 = 0.1 nM, 6 = 1 µM):

TargetpChemblTypeValueUnitActivity ID
DRD15.8AC501600nMCHEMBL_ACT_25181076
P094875.74Ki1810nMCHEMBL_ACT_15185500

Target pathways

No target-pathway data for this drug (no mapped target genes).

Indications & clinical

Indications

5 indications (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
helminthiasis4MONDO:0004664EFO:1001342
hepatocellular carcinoma3MONDO:0007256EFO:0000182
severe acute respiratory syndrome3MONDO:0005091MONDO:0100096
acne2MONDO:0011438EFO:0003894
aplastic anemia2MONDO:0015909HP:0001915

Clinical trials

Total trials: 14.

Phase distribution

PhaseTrials
PHASE35
PHASE25
PHASE42
PHASE2/PHASE32

Top trials by phase / activity

NCTPhaseStatusTitle
NCT05772871PHASE4RECRUITINGThe Efficacy and Safety of Prednisone Combined With Huaiqihuang Granule for Primary Nephrotic Syndrome in Children
NCT00659997PHASE4COMPLETEDEfficacy Albendazole and Levamisole Against STH on Unguja
NCT06252961PHASE2/PHASE3RECRUITINGA 3- to 5-day Clinical Trial of Levamisole in Loiasis Infected Subjects
NCT00309530PHASE3COMPLETEDRandomized Study on Adjuvant Chemotherapy and Adjuvant Chemo-Immunotherapy in Colon Carcinoma Dukes C
NCT01348321PHASE2/PHASE3COMPLETEDComparison of Efficacy of Azithromycin and Levamisole Versus of Azithromycin in in the Treatment of Acne
NCT03950518PHASE3UNKNOWNNovel Treatment of Advanced Hepatocellular Carcinoma
NCT04360122PHASE3UNKNOWNLevamisole and Isoprinosine in Immune-prophylaxis of Egyptian Healthcare Workers Facing COVID-19
NCT04383717PHASE3UNKNOWNLevamisole and Isoprinosine in the Treatment of COVID19: A Proposed Therapeutic Trial
NCT04611373PHASE3UNKNOWNClinical Study on the Efficacy of Acetazolamide Combined With Levamisole in the Treatment of HCC
NCT00705692PHASE2COMPLETEDEffect of Levamisole Supplementation on Tetanus Vaccination Response Rates in Hemodialysis Patients
NCT01579110PHASE2UNKNOWNEfficacy and Safety of Levamisole Combined With Standard Prednisolone in Warm Antibody Autoimmune Hemolytic Anemia.
NCT01642979PHASE2UNKNOWNSafety and Efficacy of Levamisole Combined With Cyclosporine A in Patients With Classic Paroxysmal Nocturnal Hemoglobinuria
NCT01760096PHASE2UNKNOWNSafety and Efficacy of Levamisole Combined With Cyclosporine A in Patients With Subclinical Paroxysmal Nocturnal Hemoglobinuria and PNH in the Setting of Another Bone Marrow Failure Syndromes(PNH-2013)
NCT02203396PHASE2COMPLETEDA Single-Arm Phase 2 Study With Optimized Standard Protocol for Severe Aplastic Anemia

Clinical evidence (CIViC)

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

Pharmacology

Pharmacogenomics

No CPIC/DPWG dosing guideline, but PharmGKB curates 0 clinical and 1 variant annotation(s) for this drug (gene-keyed; see PharmGKB).

No competitor molecules sharing a primary target (ChEMBL phase ≥2 or PubChem drug-class).