Sulpiride
N05A - Antipsychotics
ATC N05AL05
Small molecule
Oral
Natural product
JFDA label: SULPIREN TAB
Mechanism of Action
Antagonist of D(2) dopamine receptor — Dopamine D2 receptor antagonist
| Target | Action | Gene / class |
|---|---|---|
| D(2) dopamine receptor efficacy | ANTAGONIST | DRD2 |
Indications
Approved
- Psychotic Disorders — psychosis
Off-label
- Anxiety
- Dementia
- Depressive Disorder
- Schizophrenia
Pregnancy & Lactation
Lactation
Caution
Hale L3
RID 10.0%
Whether sulpiride has any benefit as a galactogogue in women who continue to have insufficient milk production after nursing technique and frequency have been optimized has not been st
Chemistry & Properties
| Formula | C15H23N3O4S |
|---|---|
| Molecular weight | 341.43 g/mol |
| IUPAC name | N-[(1-ethylpyrrolidin-2-yl)methyl]-2-methoxy-5-sulfamoylbenzamide |
| CAS | 15676-16-1 |
| PubChem CID | 5355 |
| InChIKey | BGRJTUBHPOOWDU-UHFFFAOYSA-N |
| logP | 0.56 (XLogP 0.6) |
| Polar surface area | 101.73 Ų |
| H-bond acceptors / donors | 5 / 2 |
| Drug-likeness (QED) | 0.79 |
| Lipinski violations | 0 |
SMILES
CCN1CCCC1CNC(=O)c1cc(S(N)(=O)=O)ccc1OCBiology & Pharmacokinetics
Pharmacokinetics
| BBB penetrant | No (logBB -1.11) |
|---|
Receptor binding (top 11)
| Target | Action | Affinity |
|---|---|---|
| carbonic anhydrase 12 (CA12) | Inhibitor | pKi 8.4 |
| DOPAMINE D3 (DRD3) | Binding | pKi 8.0 |
| DOPAMINE D2 (DRD2) | Binding | pKi 7.8 |
| D2 | Binding | pKi 7.6 |
| DOPAMINE D4 (DRD4) | Binding | pKi 7.3 |
| carbonic anhydrase 1 (CA1) | Inhibitor | pKi 5.9 |
| D4 | Binding | pKi 5.7 |
| carbonic anhydrase 7 (CA7) | Inhibitor | pKi 5.4 |
| 5-HT2A (HTR2A) | Binding | pKi 5.3 |
| 5-HT6 (HTR6) | Binding | pKi 5.3 |
| 5-HT7 (HTR7) | Binding | pKi 5.3 |
Transporters
BCRP (Inhibitor)BSEP (Inhibitor)BSEP (Inhibitor)MRP1 (Inhibitor)OATP1B1 (Inhibitor)OATP1B3 (Inhibitor)OATP1B3 (Inhibitor)OCT1 (Inhibitor)P-gp (Inhibitor)BCRP (Substrate)MATE1 (Substrate)MATE2 (Substrate)MDR1 (Substrate)OCT1 (Substrate)OCT2 (Substrate)OCT3 (Substrate)OCTN2 (Substrate)P-gp (Substrate)
Registered Products (5)
| Brand | Form / strength | Pack | Agent | Citizen (JOD) |
|---|---|---|---|---|
| SULPIREN TAB | Tablet 50 mg | 20 tab | Khoury Drug Store | 1.250 |
| DOGMATIL 50MG Hard Cap | Capsule 50 mg | 30 cap | Ulfa Pharma Co. | 2.280 |
| DOGMATIL | Tablet 200 mg | 12 tab | Ulfa Pharma Co. | 2.490 |
| SULPIREN TAB | Tablet 200 mg | 20 tab pack varies | Khoury Drug Store | 3.090 |
| SULPIREN TAB | Tablet 200 mg | 1000 tab pack varies | Khoury Drug Store | 131.410 |