Pipamazine
drugOn this page
Also known as Pipamazina
Summary
Pipamazine (CHEMBL1909072) is an approved small molecule.
At a glance
- Status: Approved (max clinical phase 4)
- Modality: Small molecule
- Chemistry: 402 Da · C21H24ClN3OS
Identifiers
Drug identity and classification
| Field | Value |
|---|---|
| ChEMBL ID | CHEMBL1909072 |
| Name | Pipamazine |
| Type | Small molecule |
| Max phase | 4 |
| FDA approved | no |
| PubChem CID | 6761 |
| Molecular formula | C21H24ClN3OS |
| Molecular weight | 402 |
| InChIKey | OSJJYEUEJRVVOD-UHFFFAOYSA-N |
SMILES: C1CN(CCC1C(=O)N)CCCN2C3=CC=CC=C3SC4=C2C=C(C=C4)Cl
IUPAC name: 1-[3-(2-chlorophenothiazin-10-yl)propyl]piperidine-4-carboxamide
Also known as: Pipamazina, Pipamazine, pipamazine, PIPAMAZINE
Patent coverage: 503 distinct patent families (2,444 SureChEMBL compound mentions), from 4 matched compound structure(s). One matched structure accounts for 2,429 (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
Broader ChEMBL bioactivity targets: 21 (assay-derived). Sample: 5-hydroxytryptamine receptor 2B, Alpha-2A adrenergic receptor, Alpha-2C adrenergic receptor, Alpha-2B adrenergic receptor, Muscarinic acetylcholine receptor M5, D(1A) dopamine receptor, D(2) dopamine receptor, Sodium-dependent noradrenaline transporter, Alpha-1D adrenergic receptor, 5-hydroxytryptamine receptor 2A.
Bioactivity
ChEMBL activities: 41 potent at pChembl ≥ 5 of 41 total. Top 30 by potency (10 = 0.1 nM, 6 = 1 µM):
| Target | pChembl | Type | Value | Unit | Activity ID |
|---|---|---|---|---|---|
| HTR2A | 9.26 | Ki | 0.55 | nM | CHEMBL_ACT_7736747 |
| ADRA2B | 9.11 | Ki | 0.79 | nM | CHEMBL_ACT_7734536 |
| ADRA1D | 9.02 | Ki | 0.95 | nM | CHEMBL_ACT_7734532 |
| HRH1 | 8.94 | Ki | 1.15 | nM | CHEMBL_ACT_7736637 |
| DRD2 | 8.87 | Ki | 1.35 | nM | CHEMBL_ACT_7734604 |
| P15823 | 8.85 | Ki | 1.42 | nM | CHEMBL_ACT_7734530 |
| DRD3 | 8.8 | Ki | 1.59 | nM | CHEMBL_ACT_7734606 |
| ADRA2B | 8.76 | IC50 | 1.72 | nM | CHEMBL_ACT_7734535 |
| ADRA1D | 8.71 | IC50 | 1.94 | nM | CHEMBL_ACT_7734531 |
| HTR2A | 8.71 | IC50 | 1.94 | nM | CHEMBL_ACT_7736746 |
| P43140 | 8.68 | Ki | 2.08 | nM | CHEMBL_ACT_7734528 |
| P15823 | 8.59 | IC50 | 2.56 | nM | CHEMBL_ACT_7734529 |
| DRD2 | 8.39 | IC50 | 4.05 | nM | CHEMBL_ACT_7734603 |
| DRD3 | 8.33 | IC50 | 4.67 | nM | CHEMBL_ACT_7734605 |
| P43140 | 8.29 | IC50 | 5.14 | nM | CHEMBL_ACT_7734527 |
| ADRA2C | 8.19 | Ki | 6.47 | nM | CHEMBL_ACT_7734538 |
| HRH1 | 8 | IC50 | 9.94 | nM | CHEMBL_ACT_7736636 |
| HTR2C | 7.96 | Ki | 11 | nM | CHEMBL_ACT_7736751 |
| DRD1 | 7.8 | Ki | 16 | nM | CHEMBL_ACT_7734602 |
| HTR2C | 7.66 | IC50 | 22 | nM | CHEMBL_ACT_7736750 |
| ADRA2A | 7.6 | Ki | 25 | nM | CHEMBL_ACT_7734534 |
| HTR2B | 7.51 | Ki | 31 | nM | CHEMBL_ACT_7736749 |
| DRD1 | 7.5 | IC50 | 32 | nM | CHEMBL_ACT_7734601 |
| ADRA2C | 7.35 | IC50 | 45 | nM | CHEMBL_ACT_7734537 |
| SIGMAR1 | 7.32 | Ki | 48 | nM | CHEMBL_ACT_7738769 |
| HTR2B | 7.31 | IC50 | 49 | nM | CHEMBL_ACT_7736748 |
| HTR6 | 7.28 | Ki | 52 | nM | CHEMBL_ACT_7738765 |
| ADRA2A | 7.18 | IC50 | 66 | nM | CHEMBL_ACT_7734533 |
| CYP2D6 | 7 | IC50 | 100 | nM | CHEMBL_ACT_7734595 |
| HTR6 | 6.95 | IC50 | 112 | nM | CHEMBL_ACT_7736756 |
Target pathways
No target-pathway data for this drug (no mapped target genes).
Indications & clinical
Indications
0 indications (0 at ChEMBL trial phase 4).
Clinical trials
Total trials: 0.
Clinical evidence (CIViC)
No CIViC predictive evidence (expected for non-precision-medicine drugs).
Pharmacology
Pharmacogenomics
No PharmGKB pharmacogenomic data curated for this drug.
Related molecules
Related molecules
No competitor molecules sharing a primary target (ChEMBL phase ≥2 or PubChem drug-class).
Related Atlas pages
No linked Atlas pages yet — the cross-entity mesh grows as the corpus expands.