Mazindol

drug
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Also known as AN-448MagrilonMazanorMazildeneMazindol civSAH-42548SanorexTerenacTeronacmazindole

Summary

Mazindol (CHEMBL781) is an approved small molecule (ATC A08AA05) targeting SLC6A2; indicated across 5 conditions including obesity disorder and attention deficit-hyperactivity disorder.

At a glance

  • Status: Approved (max clinical phase 4)
  • Modality: Small molecule
  • ATC class: A08AA05
  • Targets: 1 (SLC6A2)
  • Indications: 5 conditions
  • Clinical trials: 3
  • Chemistry: 284.74 Da · C16H13ClN2O

Identifiers

Drug identity and classification

FieldValue
ChEMBL IDCHEMBL781
NameMazindol
TypeSmall molecule
Max phase4
FDA approvedno
PubChem CID4020
ATCA08AA05
Molecular formulaC16H13ClN2O
Molecular weight284.74
InChIKeyZPXSCAKFGYXMGA-UHFFFAOYSA-N

SMILES: C1CN2C(=N1)C3=CC=CC=C3C2(C4=CC=C(C=C4)Cl)O

IUPAC name: 5-(4-chlorophenyl)-2,3-dihydroimidazo[1,2-b]isoindol-5-ol

Also known as: AN-448, Magrilon, Mazanor, Mazildene, Mazindol, Mazindol civ, SAH-42548, Sanorex, Terenac, Teronac, mazindol, mazindole

Patent coverage: 4,014 distinct patent families (16,446 SureChEMBL compound mentions), from 2 matched compound structure(s). One matched structure accounts for 16,358 (99%) 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
SLC6A2NETInhibition9.30.4%P23975

Broader ChEMBL bioactivity targets: 11 (assay-derived). Sample: Endothelin receptor type B, Sodium-dependent noradrenaline transporter, Sodium-dependent serotonin transporter, Histamine H1 receptor, Mu-type opioid receptor, Sodium-dependent dopamine transporter, Adenosine receptor A3, Sodium-dependent dopamine transporter, Sigma non-opioid intracellular receptor 1, Sodium-dependent serotonin transporter, Sodium-dependent dopamine transporter.

Bioactivity

ChEMBL activities: 53 potent at pChembl ≥ 5 of 55 total. Top 100 by potency (10 = 0.1 nM, 6 = 1 µM):

TargetpChemblTypeValueUnitActivity ID
SLC6A29.04IC500.92nMCHEMBL_ACT_18050334
SLC6A28.31IC504.9nMCHEMBL_ACT_393947
P239778.15IC507nMCHEMBL_ACT_325834
P239778.09IC508.1nMCHEMBL_ACT_346195
P239778.09IC508.1nMCHEMBL_ACT_393940
P239778.09IC508.1nMCHEMBL_ACT_45883
P239778.08IC508.4nMCHEMBL_ACT_346196
P239778.06Kd8.63nMCHEMBL_ACT_794002
P239778.05IC509nMCHEMBL_ACT_325831
SLC6A27.95Ki11.3nMCHEMBL_ACT_18050411
SLC6A37.89IC5013nMCHEMBL_ACT_18050278
Q613277.89IC5013nMCHEMBL_ACT_18050398
P239777.89IC5013nMCHEMBL_ACT_325835
P239777.89IC5012.94nMCHEMBL_ACT_432192
SLC6A27.87Ki13.5nMCHEMBL_ACT_18050414
P239777.85IC5014nMCHEMBL_ACT_325832
SLC6A27.75Ki18nMCHEMBL_ACT_393944
SLC6A27.75Ki18nMCHEMBL_ACT_432195
SLC6A37.66IC5022nMCHEMBL_ACT_2522824
SLC6A37.66IC5022.1nMCHEMBL_ACT_2587195
SLC6A37.66Ki22.1nMCHEMBL_ACT_2699944
SLC6A37.66IC5022.1nMCHEMBL_ACT_3285125
SLC6A37.66Ki22.1nMCHEMBL_ACT_3303766
SLC6A37.66Ki22.1nMCHEMBL_ACT_6357265
SLC6A27.57AC5027nMCHEMBL_ACT_25145016
P239777.5Ki32nMCHEMBL_ACT_1106053
SLC6A37.46Ki34.6nMCHEMBL_ACT_18050406
P239777.38Ki41.6nMCHEMBL_ACT_1106052
P239777.37IC5042.6nMCHEMBL_ACT_346198
SLC6A37.37IC5042.6nMCHEMBL_ACT_393941
SLC6A37.37IC5043nMCHEMBL_ACT_393945
SLC6A37.37IC5042.6nMCHEMBL_ACT_432191
SLC6A47.35Ki45nMCHEMBL_ACT_18050456
SLC6A37.35Ki45nMCHEMBL_ACT_393942
SLC6A37.35Ki45nMCHEMBL_ACT_432193
P239777.35Ki44.3nMCHEMBL_ACT_436179
SLC6A47.3Ki50nMCHEMBL_ACT_393943
SLC6A47.3Ki50nMCHEMBL_ACT_432194
SLC6A47.27IC5054nMCHEMBL_ACT_18050381
SLC6A37.13Ki74.2nMCHEMBL_ACT_18050409
P239777.11IC5077nMCHEMBL_ACT_325836
P239777.07IC5085nMCHEMBL_ACT_325837
SLC6A47.03IC5094nMCHEMBL_ACT_393946
SLC6A37AC50100nMCHEMBL_ACT_25123966
SLC6A46.87Ki136nMCHEMBL_ACT_18050435
SLC6A46.64AC50230nMCHEMBL_ACT_25150349
P316526.64IC50231nMCHEMBL_ACT_346199
SIGMAR16.63IC50234.4nMCHEMBL_ACT_1150129
P316526.61Ki247.5nMCHEMBL_ACT_436177
P239776.54IC50290nMCHEMBL_ACT_325833
Q613276.39Ki404nMCHEMBL_ACT_18050404
HRH15.12AC507500nMCHEMBL_ACT_25212526
ADORA35.02AC509600nMCHEMBL_ACT_25134225

Target pathways

Aggregated over 1 target gene(s): SLC6A2.

Top Reactome pathways

8 total, by targets touching each:

PathwayTargetsGenes
Disease1SLC6A2
Transport of small molecules1SLC6A2
R-HSA-4253661SLC6A2
SLC-mediated transmembrane transport1SLC6A2
SLC-mediated transport of neurotransmitters1SLC6A2
SLC transporter disorders1SLC6A2
Defective SLC6A2 causes orthostatic intolerance (OI)1SLC6A2
Disorders of transmembrane transporters1SLC6A2

Dominant GO biological processes

GO termTargets
neurotransmitter transport1
amino acid transport1
chemical synaptic transmission1
response to xenobiotic stimulus1
obsolete monoamine transport1
obsolete norepinephrine transport1
sodium ion transmembrane transport1
response to pain1
dopamine uptake involved in synaptic transmission1
norepinephrine uptake1
neuron cellular homeostasis1
transmembrane transport1
catecholamine uptake1
neurotransmitter reuptake1
chloride transmembrane transport1

Indications & clinical

Indications

1 approved indication. FDA phase 4, plus an anticancer drug’s labelled cancer uses (which ChEMBL often logs at phase 3).

IndicationPhaseMONDOEFO
obesity disorder4MONDO:0011122EFO:0001073

3 diseases in clinical trials (phase 1–3, investigational — not approved indications). Highest ChEMBL trial phase per disease; a non-cancer approved use is occasionally logged at phase 3 here.

Disease (in trials)PhaseMONDOEFO
attention deficit-hyperactivity disorder2MONDO:0007743EFO:0003888
cocaine dependence2MONDO:0005186EFO:0002610
narcolepsy2MONDO:0021107MONDO:0016158

1 further indication record had no mapped disease name (EFO/MeSH-only) or were duplicates, and are omitted.

Clinical trials

Total trials: 3.

Phase distribution

PhaseTrials
PHASE23

Top trials by phase / activity

NCTPhaseStatusTitle
NCT00000277PHASE2COMPLETEDMazindol for Cocaine Abuse - 2
NCT02808104PHASE2COMPLETEDMazindol Controlled Release in Adults With Attention Deficit Hyperactivity Disorder (ADHD)
NCT05055024PHASE2COMPLETEDAn Open Label Study of NLS-2 (Mazindol Extended Release) in Subjects With Narcolepsy

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.

486 molecules share ≥1 primary target. Top 100 by shared-target count:

MoleculeSourceStatusShared targets
AMITRIPTYLINEChEMBL + PubChemPhase 4 (approved)SLC6A2
CRIZOTINIBChEMBL + PubChemPhase 4 (approved)SLC6A2
DACOMITINIBChEMBL + PubChemPhase 4 (approved)SLC6A2
GENTIAN VIOLETChEMBL + PubChemPhase 4 (approved)SLC6A2
PIMAVANSERINChEMBL + PubChemPhase 4 (approved)SLC6A2
REGORAFENIBChEMBL + PubChemPhase 4 (approved)SLC6A2
TAFENOQUINEChEMBL + PubChemPhase 4 (approved)SLC6A2
UMECLIDINIUMChEMBL + PubChemPhase 4 (approved)SLC6A2
VORAPAXARChEMBL + PubChemPhase 4 (approved)SLC6A2
ACETOPHENAZINEChEMBLPhase 4 (approved)SLC6A2
ALECTINIBChEMBLPhase 4 (approved)SLC6A2
ALFACALCIDOLChEMBLPhase 4 (approved)SLC6A2
ALFUZOSINChEMBLPhase 4 (approved)SLC6A2
AMBENONIUMChEMBLPhase 4 (approved)SLC6A2
AMINOCAPROIC ACIDChEMBLPhase 4 (approved)SLC6A2
AMIODARONEChEMBLPhase 4 (approved)SLC6A2
AMLODIPINEChEMBLPhase 4 (approved)SLC6A2
AMODIAQUINEChEMBLPhase 4 (approved)SLC6A2
AMOXAPINEChEMBLPhase 4 (approved)SLC6A2
AMPHETAMINEChEMBLPhase 4 (approved)SLC6A2
ARIPIPRAZOLEChEMBLPhase 4 (approved)SLC6A2
ASENAPINEChEMBLPhase 4 (approved)SLC6A2
ASTEMIZOLEChEMBLPhase 4 (approved)SLC6A2
ATOMOXETINEChEMBLPhase 4 (approved)SLC6A2
ATRACURIUMChEMBLPhase 4 (approved)SLC6A2
AZELASTINEChEMBLPhase 4 (approved)SLC6A2
BAZEDOXIFENEChEMBLPhase 4 (approved)SLC6A2
BENFLUOREXChEMBLPhase 4 (approved)SLC6A2
BENOXINATEChEMBLPhase 4 (approved)SLC6A2
BENPERIDOLChEMBLPhase 4 (approved)SLC6A2
BENZIODARONEChEMBLPhase 4 (approved)SLC6A2
BENZPHETAMINEChEMBLPhase 4 (approved)SLC6A2
BENZTROPINEChEMBLPhase 4 (approved)SLC6A2
BENZYDAMINEChEMBLPhase 4 (approved)SLC6A2
BENZYL BENZOATEChEMBLPhase 4 (approved)SLC6A2
BEPRIDILChEMBLPhase 4 (approved)SLC6A2
BEXAROTENEChEMBLPhase 4 (approved)SLC6A2
BITHIONOLChEMBLPhase 4 (approved)SLC6A2
BOSUTINIBChEMBLPhase 4 (approved)SLC6A2
BREXPIPRAZOLEChEMBLPhase 4 (approved)SLC6A2
BROMHEXINEChEMBLPhase 4 (approved)SLC6A2
BROMODIPHENHYDRAMINEChEMBLPhase 4 (approved)SLC6A2
BROMPERIDOLChEMBLPhase 4 (approved)SLC6A2
BROMPHENIRAMINEChEMBLPhase 4 (approved)SLC6A2
BUPROPIONChEMBLPhase 4 (approved)SLC6A2
BUTENAFINEChEMBLPhase 4 (approved)SLC6A2
CABERGOLINEChEMBLPhase 4 (approved)SLC6A2
CALCIPOTRIENEChEMBLPhase 4 (approved)SLC6A2
CALCITRIOLChEMBLPhase 4 (approved)SLC6A2
CANDESARTAN CILEXETILChEMBLPhase 4 (approved)SLC6A2
CANNABIDIOLChEMBLPhase 4 (approved)SLC6A2
CARBINOXAMINEChEMBLPhase 4 (approved)SLC6A2
CARVEDILOLChEMBLPhase 4 (approved)SLC6A2
CASPOFUNGINChEMBLPhase 4 (approved)SLC6A2
CELECOXIBChEMBLPhase 4 (approved)SLC6A2
CETIRIZINEChEMBLPhase 4 (approved)SLC6A2
CHLORHEXIDINEChEMBLPhase 4 (approved)SLC6A2
CHLOROXINEChEMBLPhase 4 (approved)SLC6A2
CHLORPHENIRAMINEChEMBLPhase 4 (approved)SLC6A2
CHLORPHENTERMINEChEMBLPhase 4 (approved)SLC6A2
CHLORPROMAZINEChEMBLPhase 4 (approved)SLC6A2
CHLORPROTHIXENEChEMBLPhase 4 (approved)SLC6A2
CINACALCETChEMBLPhase 4 (approved)SLC6A2
CINNARIZINEChEMBLPhase 4 (approved)SLC6A2
CITALOPRAMChEMBLPhase 4 (approved)SLC6A2
CLEMASTINEChEMBLPhase 4 (approved)SLC6A2
CLIOQUINOLChEMBLPhase 4 (approved)SLC6A2
CLOMIPHENEChEMBLPhase 4 (approved)SLC6A2
CLOMIPRAMINEChEMBLPhase 4 (approved)SLC6A2
CLOTRIMAZOLEChEMBLPhase 4 (approved)SLC6A2
CLOZAPINEChEMBLPhase 4 (approved)SLC6A2
COBIMETINIBChEMBLPhase 4 (approved)SLC6A2
COCAINEChEMBLPhase 4 (approved)SLC6A2
CYCLOBENZAPRINEChEMBLPhase 4 (approved)SLC6A2
CYCLOFENILChEMBLPhase 4 (approved)SLC6A2
CYPROHEPTADINEChEMBLPhase 4 (approved)SLC6A2
DABIGATRAN ETEXILATEChEMBLPhase 4 (approved)SLC6A2
DANAZOLChEMBLPhase 4 (approved)SLC6A2
DASATINIBChEMBLPhase 4 (approved)SLC6A2
DAUNORUBICINChEMBLPhase 4 (approved)SLC6A2
DEBRISOQUINChEMBLPhase 4 (approved)SLC6A2
DELAMANIDChEMBLPhase 4 (approved)SLC6A2
DEQUALINIUMChEMBLPhase 4 (approved)SLC6A2
DESIPRAMINEChEMBLPhase 4 (approved)SLC6A2
DESLORATADINEChEMBLPhase 4 (approved)SLC6A2
DESOGESTRELChEMBLPhase 4 (approved)SLC6A2
DESVENLAFAXINEChEMBLPhase 4 (approved)SLC6A2
DEXBROMPHENIRAMINEChEMBLPhase 4 (approved)SLC6A2
DEXCHLORPHENIRAMINEChEMBLPhase 4 (approved)SLC6A2
DEXMEDETOMIDINEChEMBLPhase 4 (approved)SLC6A2
DEXTROAMPHETAMINEChEMBLPhase 4 (approved)SLC6A2
DEXTROMETHORPHANChEMBLPhase 4 (approved)SLC6A2
DIBENZEPINChEMBLPhase 4 (approved)SLC6A2
DIETHYLSTILBESTROLChEMBLPhase 4 (approved)SLC6A2
DIMENHYDRINATEChEMBLPhase 4 (approved)SLC6A2
DIPHENHYDRAMINEChEMBLPhase 4 (approved)SLC6A2
DIPHENYLPYRALINEChEMBLPhase 4 (approved)SLC6A2
DISULFIRAMChEMBLPhase 4 (approved)SLC6A2
DOBUTAMINEChEMBLPhase 4 (approved)SLC6A2
DOMPERIDONEChEMBLPhase 4 (approved)SLC6A2