Mazindol
drug drugOn this page
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
| Field | Value |
|---|---|
| ChEMBL ID | CHEMBL781 |
| Name | Mazindol |
| Type | Small molecule |
| Max phase | 4 |
| FDA approved | no |
| PubChem CID | 4020 |
| ATC | A08AA05 |
| Molecular formula | C16H13ClN2O |
| Molecular weight | 284.74 |
| InChIKey | ZPXSCAKFGYXMGA-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).
| Gene | Target | Action | pAffinity | Cancer dependency | UniProt |
|---|---|---|---|---|---|
| SLC6A2 | NET | Inhibition | 9.3 | 0.4% | 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):
| Target | pChembl | Type | Value | Unit | Activity ID |
|---|---|---|---|---|---|
| SLC6A2 | 9.04 | IC50 | 0.92 | nM | CHEMBL_ACT_18050334 |
| SLC6A2 | 8.31 | IC50 | 4.9 | nM | CHEMBL_ACT_393947 |
| P23977 | 8.15 | IC50 | 7 | nM | CHEMBL_ACT_325834 |
| P23977 | 8.09 | IC50 | 8.1 | nM | CHEMBL_ACT_346195 |
| P23977 | 8.09 | IC50 | 8.1 | nM | CHEMBL_ACT_393940 |
| P23977 | 8.09 | IC50 | 8.1 | nM | CHEMBL_ACT_45883 |
| P23977 | 8.08 | IC50 | 8.4 | nM | CHEMBL_ACT_346196 |
| P23977 | 8.06 | Kd | 8.63 | nM | CHEMBL_ACT_794002 |
| P23977 | 8.05 | IC50 | 9 | nM | CHEMBL_ACT_325831 |
| SLC6A2 | 7.95 | Ki | 11.3 | nM | CHEMBL_ACT_18050411 |
| SLC6A3 | 7.89 | IC50 | 13 | nM | CHEMBL_ACT_18050278 |
| Q61327 | 7.89 | IC50 | 13 | nM | CHEMBL_ACT_18050398 |
| P23977 | 7.89 | IC50 | 13 | nM | CHEMBL_ACT_325835 |
| P23977 | 7.89 | IC50 | 12.94 | nM | CHEMBL_ACT_432192 |
| SLC6A2 | 7.87 | Ki | 13.5 | nM | CHEMBL_ACT_18050414 |
| P23977 | 7.85 | IC50 | 14 | nM | CHEMBL_ACT_325832 |
| SLC6A2 | 7.75 | Ki | 18 | nM | CHEMBL_ACT_393944 |
| SLC6A2 | 7.75 | Ki | 18 | nM | CHEMBL_ACT_432195 |
| SLC6A3 | 7.66 | IC50 | 22 | nM | CHEMBL_ACT_2522824 |
| SLC6A3 | 7.66 | IC50 | 22.1 | nM | CHEMBL_ACT_2587195 |
| SLC6A3 | 7.66 | Ki | 22.1 | nM | CHEMBL_ACT_2699944 |
| SLC6A3 | 7.66 | IC50 | 22.1 | nM | CHEMBL_ACT_3285125 |
| SLC6A3 | 7.66 | Ki | 22.1 | nM | CHEMBL_ACT_3303766 |
| SLC6A3 | 7.66 | Ki | 22.1 | nM | CHEMBL_ACT_6357265 |
| SLC6A2 | 7.57 | AC50 | 27 | nM | CHEMBL_ACT_25145016 |
| P23977 | 7.5 | Ki | 32 | nM | CHEMBL_ACT_1106053 |
| SLC6A3 | 7.46 | Ki | 34.6 | nM | CHEMBL_ACT_18050406 |
| P23977 | 7.38 | Ki | 41.6 | nM | CHEMBL_ACT_1106052 |
| P23977 | 7.37 | IC50 | 42.6 | nM | CHEMBL_ACT_346198 |
| SLC6A3 | 7.37 | IC50 | 42.6 | nM | CHEMBL_ACT_393941 |
| SLC6A3 | 7.37 | IC50 | 43 | nM | CHEMBL_ACT_393945 |
| SLC6A3 | 7.37 | IC50 | 42.6 | nM | CHEMBL_ACT_432191 |
| SLC6A4 | 7.35 | Ki | 45 | nM | CHEMBL_ACT_18050456 |
| SLC6A3 | 7.35 | Ki | 45 | nM | CHEMBL_ACT_393942 |
| SLC6A3 | 7.35 | Ki | 45 | nM | CHEMBL_ACT_432193 |
| P23977 | 7.35 | Ki | 44.3 | nM | CHEMBL_ACT_436179 |
| SLC6A4 | 7.3 | Ki | 50 | nM | CHEMBL_ACT_393943 |
| SLC6A4 | 7.3 | Ki | 50 | nM | CHEMBL_ACT_432194 |
| SLC6A4 | 7.27 | IC50 | 54 | nM | CHEMBL_ACT_18050381 |
| SLC6A3 | 7.13 | Ki | 74.2 | nM | CHEMBL_ACT_18050409 |
| P23977 | 7.11 | IC50 | 77 | nM | CHEMBL_ACT_325836 |
| P23977 | 7.07 | IC50 | 85 | nM | CHEMBL_ACT_325837 |
| SLC6A4 | 7.03 | IC50 | 94 | nM | CHEMBL_ACT_393946 |
| SLC6A3 | 7 | AC50 | 100 | nM | CHEMBL_ACT_25123966 |
| SLC6A4 | 6.87 | Ki | 136 | nM | CHEMBL_ACT_18050435 |
| SLC6A4 | 6.64 | AC50 | 230 | nM | CHEMBL_ACT_25150349 |
| P31652 | 6.64 | IC50 | 231 | nM | CHEMBL_ACT_346199 |
| SIGMAR1 | 6.63 | IC50 | 234.4 | nM | CHEMBL_ACT_1150129 |
| P31652 | 6.61 | Ki | 247.5 | nM | CHEMBL_ACT_436177 |
| P23977 | 6.54 | IC50 | 290 | nM | CHEMBL_ACT_325833 |
| Q61327 | 6.39 | Ki | 404 | nM | CHEMBL_ACT_18050404 |
| HRH1 | 5.12 | AC50 | 7500 | nM | CHEMBL_ACT_25212526 |
| ADORA3 | 5.02 | AC50 | 9600 | nM | CHEMBL_ACT_25134225 |
Target pathways
Aggregated over 1 target gene(s): SLC6A2.
Top Reactome pathways
8 total, by targets touching each:
| Pathway | Targets | Genes |
|---|---|---|
| Disease | 1 | SLC6A2 |
| Transport of small molecules | 1 | SLC6A2 |
| R-HSA-425366 | 1 | SLC6A2 |
| SLC-mediated transmembrane transport | 1 | SLC6A2 |
| SLC-mediated transport of neurotransmitters | 1 | SLC6A2 |
| SLC transporter disorders | 1 | SLC6A2 |
| Defective SLC6A2 causes orthostatic intolerance (OI) | 1 | SLC6A2 |
| Disorders of transmembrane transporters | 1 | SLC6A2 |
Dominant GO biological processes
| GO term | Targets |
|---|---|
| neurotransmitter transport | 1 |
| amino acid transport | 1 |
| chemical synaptic transmission | 1 |
| response to xenobiotic stimulus | 1 |
| obsolete monoamine transport | 1 |
| obsolete norepinephrine transport | 1 |
| sodium ion transmembrane transport | 1 |
| response to pain | 1 |
| dopamine uptake involved in synaptic transmission | 1 |
| norepinephrine uptake | 1 |
| neuron cellular homeostasis | 1 |
| transmembrane transport | 1 |
| catecholamine uptake | 1 |
| neurotransmitter reuptake | 1 |
| chloride transmembrane transport | 1 |
Indications & clinical
Indications
1 approved indication. FDA phase 4, plus an anticancer drug’s labelled cancer uses (which ChEMBL often logs at phase 3).
| Indication | Phase | MONDO | EFO |
|---|---|---|---|
| obesity disorder | 4 | MONDO:0011122 | EFO: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) | Phase | MONDO | EFO |
|---|---|---|---|
| attention deficit-hyperactivity disorder | 2 | MONDO:0007743 | EFO:0003888 |
| cocaine dependence | 2 | MONDO:0005186 | EFO:0002610 |
| narcolepsy | 2 | MONDO:0021107 | MONDO: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
| Phase | Trials |
|---|---|
| PHASE2 | 3 |
Top trials by phase / activity
| NCT | Phase | Status | Title |
|---|---|---|---|
| NCT00000277 | PHASE2 | COMPLETED | Mazindol for Cocaine Abuse - 2 |
| NCT02808104 | PHASE2 | COMPLETED | Mazindol Controlled Release in Adults With Attention Deficit Hyperactivity Disorder (ADHD) |
| NCT05055024 | PHASE2 | COMPLETED | An 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.
Related molecules
Related molecules
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:
| Molecule | Source | Status | Shared targets |
|---|---|---|---|
| AMITRIPTYLINE | ChEMBL + PubChem | Phase 4 (approved) | SLC6A2 |
| CRIZOTINIB | ChEMBL + PubChem | Phase 4 (approved) | SLC6A2 |
| DACOMITINIB | ChEMBL + PubChem | Phase 4 (approved) | SLC6A2 |
| GENTIAN VIOLET | ChEMBL + PubChem | Phase 4 (approved) | SLC6A2 |
| PIMAVANSERIN | ChEMBL + PubChem | Phase 4 (approved) | SLC6A2 |
| REGORAFENIB | ChEMBL + PubChem | Phase 4 (approved) | SLC6A2 |
| TAFENOQUINE | ChEMBL + PubChem | Phase 4 (approved) | SLC6A2 |
| UMECLIDINIUM | ChEMBL + PubChem | Phase 4 (approved) | SLC6A2 |
| VORAPAXAR | ChEMBL + PubChem | Phase 4 (approved) | SLC6A2 |
| ACETOPHENAZINE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| ALECTINIB | ChEMBL | Phase 4 (approved) | SLC6A2 |
| ALFACALCIDOL | ChEMBL | Phase 4 (approved) | SLC6A2 |
| ALFUZOSIN | ChEMBL | Phase 4 (approved) | SLC6A2 |
| AMBENONIUM | ChEMBL | Phase 4 (approved) | SLC6A2 |
| AMINOCAPROIC ACID | ChEMBL | Phase 4 (approved) | SLC6A2 |
| AMIODARONE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| AMLODIPINE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| AMODIAQUINE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| AMOXAPINE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| AMPHETAMINE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| ARIPIPRAZOLE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| ASENAPINE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| ASTEMIZOLE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| ATOMOXETINE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| ATRACURIUM | ChEMBL | Phase 4 (approved) | SLC6A2 |
| AZELASTINE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| BAZEDOXIFENE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| BENFLUOREX | ChEMBL | Phase 4 (approved) | SLC6A2 |
| BENOXINATE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| BENPERIDOL | ChEMBL | Phase 4 (approved) | SLC6A2 |
| BENZIODARONE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| BENZPHETAMINE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| BENZTROPINE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| BENZYDAMINE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| BENZYL BENZOATE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| BEPRIDIL | ChEMBL | Phase 4 (approved) | SLC6A2 |
| BEXAROTENE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| BITHIONOL | ChEMBL | Phase 4 (approved) | SLC6A2 |
| BOSUTINIB | ChEMBL | Phase 4 (approved) | SLC6A2 |
| BREXPIPRAZOLE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| BROMHEXINE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| BROMODIPHENHYDRAMINE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| BROMPERIDOL | ChEMBL | Phase 4 (approved) | SLC6A2 |
| BROMPHENIRAMINE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| BUPROPION | ChEMBL | Phase 4 (approved) | SLC6A2 |
| BUTENAFINE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| CABERGOLINE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| CALCIPOTRIENE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| CALCITRIOL | ChEMBL | Phase 4 (approved) | SLC6A2 |
| CANDESARTAN CILEXETIL | ChEMBL | Phase 4 (approved) | SLC6A2 |
| CANNABIDIOL | ChEMBL | Phase 4 (approved) | SLC6A2 |
| CARBINOXAMINE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| CARVEDILOL | ChEMBL | Phase 4 (approved) | SLC6A2 |
| CASPOFUNGIN | ChEMBL | Phase 4 (approved) | SLC6A2 |
| CELECOXIB | ChEMBL | Phase 4 (approved) | SLC6A2 |
| CETIRIZINE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| CHLORHEXIDINE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| CHLOROXINE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| CHLORPHENIRAMINE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| CHLORPHENTERMINE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| CHLORPROMAZINE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| CHLORPROTHIXENE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| CINACALCET | ChEMBL | Phase 4 (approved) | SLC6A2 |
| CINNARIZINE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| CITALOPRAM | ChEMBL | Phase 4 (approved) | SLC6A2 |
| CLEMASTINE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| CLIOQUINOL | ChEMBL | Phase 4 (approved) | SLC6A2 |
| CLOMIPHENE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| CLOMIPRAMINE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| CLOTRIMAZOLE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| CLOZAPINE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| COBIMETINIB | ChEMBL | Phase 4 (approved) | SLC6A2 |
| COCAINE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| CYCLOBENZAPRINE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| CYCLOFENIL | ChEMBL | Phase 4 (approved) | SLC6A2 |
| CYPROHEPTADINE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| DABIGATRAN ETEXILATE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| DANAZOL | ChEMBL | Phase 4 (approved) | SLC6A2 |
| DASATINIB | ChEMBL | Phase 4 (approved) | SLC6A2 |
| DAUNORUBICIN | ChEMBL | Phase 4 (approved) | SLC6A2 |
| DEBRISOQUIN | ChEMBL | Phase 4 (approved) | SLC6A2 |
| DELAMANID | ChEMBL | Phase 4 (approved) | SLC6A2 |
| DEQUALINIUM | ChEMBL | Phase 4 (approved) | SLC6A2 |
| DESIPRAMINE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| DESLORATADINE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| DESOGESTREL | ChEMBL | Phase 4 (approved) | SLC6A2 |
| DESVENLAFAXINE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| DEXBROMPHENIRAMINE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| DEXCHLORPHENIRAMINE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| DEXMEDETOMIDINE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| DEXTROAMPHETAMINE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| DEXTROMETHORPHAN | ChEMBL | Phase 4 (approved) | SLC6A2 |
| DIBENZEPIN | ChEMBL | Phase 4 (approved) | SLC6A2 |
| DIETHYLSTILBESTROL | ChEMBL | Phase 4 (approved) | SLC6A2 |
| DIMENHYDRINATE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| DIPHENHYDRAMINE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| DIPHENYLPYRALINE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| DISULFIRAM | ChEMBL | Phase 4 (approved) | SLC6A2 |
| DOBUTAMINE | ChEMBL | Phase 4 (approved) | SLC6A2 |
| DOMPERIDONE | ChEMBL | Phase 4 (approved) | SLC6A2 |
Related Atlas pages
- Genes: SLC6A2
- Indicated for: obesity disorder
- In clinical trials for: attention deficit-hyperactivity disorder, cocaine dependence, narcolepsy
- Drugs: Amitriptyline, Crizotinib, Dacomitinib, Pimavanserin, Regorafenib, Tafenoquine, Umeclidinium, Vorapaxar, Acetophenazine, Alectinib, Alfacalcidol, Alfuzosin, Ambenonium, Aminocaproic Acid, Amiodarone, Amlodipine, Amodiaquine, Amoxapine, Amphetamine, Aripiprazole, Asenapine, Astemizole, Atomoxetine, Atracurium, Azelastine, Bazedoxifene, Benfluorex, Benoxinate, Benperidol, Benziodarone, Benzphetamine, Benztropine, Benzydamine, Benzyl Benzoate, Bepridil, Bexarotene, Bithionol, Bosutinib, Brexpiprazole, Bromhexine, Bromodiphenhydramine, Bromperidol, Brompheniramine, Bupropion, Butenafine, Cabergoline, Calcipotriene, Calcitriol, Candesartan Cilexetil, Cannabidiol, Carbinoxamine, Carvedilol, Caspofungin, Celecoxib, Cetirizine, Chlorhexidine, Chloroxine, Chlorpheniramine, Chlorphentermine, Chlorpromazine, Chlorprothixene, Cinacalcet, Cinnarizine, Citalopram, Clemastine, Clioquinol, Clomiphene, Clomipramine, Clotrimazole, Clozapine, Cobimetinib, Cocaine, Cyclobenzaprine, Cyclofenil, Cyproheptadine, Dabigatran Etexilate, Danazol, Dasatinib, Daunorubicin, Debrisoquin, Delamanid, Dequalinium, Desipramine, Desloratadine, Desogestrel, Desvenlafaxine, Dexbrompheniramine, Dexmedetomidine, Dextroamphetamine, Dextromethorphan, Dibenzepin, Diethylstilbestrol, Dimenhydrinate, Diphenhydramine, Diphenylpyraline, Disulfiram, Dobutamine, Domperidone