| Verifiedfields: | changed |
| Watchedfields: | changed |
| Verifiedrevid: | 443990153 |
| Atc Prefix: | N05 |
| Atc Suffix: | AL07 |
| Cas Number: | 23672-07-3 |
| Pubchem: | 688272 |
| Iuphar Ligand: | 958 |
| Drugbank: | DB00391 |
| Chemspiderid: | 599749 |
| Unii: | JTG7R315LK |
| Kegg: | D07312 |
| Chebi: | 64119 |
| Chembl: | 267044 |
| Dtxsid: | DTXSID0042583 |
| Iupac Name: | N-(2S)-1-ethylpyrrolidin-2-ylmethyl]-2-methoxy-5-sulfamoylbenzamide |
| C: | 15 |
| H: | 23 |
| N: | 3 |
| O: | 4 |
| S: | 1 |
| Smiles: | CCN1CCC[C@H]1CNC(=O)C2=C(C=CC(=C2)S(=O)(=O)N)OC |
| Stdinchi: | 1S/C15H23N3O4S/c1-3-18-8-4-5-11(18)10-17-15(19)13-9-12(23(16,20)21)6-7-14(13)22-2/h6-7,9,11H,3-5,8,10H2,1-2H3,(H,17,19)(H2,16,20,21)/t11-/m0/s1 |
| Stdinchikey: | BGRJTUBHPOOWDU-NSHDSACASA-N |
Levosulpiride, sold under the brand name SULPEPTA , is a potent prokinetic agent of the benzamide class.[1] It is a selective antagonist of the dopamine D2 receptors and 5-HT4 agonist[2] on both central and peripheral nervous systems. Levosulpiride is claimed to have mood elevating properties.
Chemically, it is the (S)-(−)-enantiomer of sulpiride.
Levosulpiride is used in the treatment of:
Levosulpiride is not currently licensed for treatment of premature ejaculation in the UK or other European countries.
Side effects include amenorrhea, gynecomastia, galactorrhea, changes in libido, and neuroleptic malignant syndrome.[3] In the U.S., as of 2013 only one case of adverse reaction to levosulpiride had been recorded on the FDA Adverse Event Reporting System Database.[4] A case of rapid onset resistant dystonia caused by low dose levosulpiride was reported in India.[5]
In contrast to most other neuroleptics which block both D1 and D2 receptors, levosulpiride is more selective and acts primarily as a D2 antagonist. Levosulpiride appears to lack effects on norepinephrine, acetylcholine, serotonin, histamine, and gamma-aminobutyric acid (GABA) receptors.[6]
Levosulpiride is a substituted benzamide derivative and a selective dopamine D2 antagonist with antipsychotic and antidepressant activity. Other benzamide derivatives include metoclopramide, tiapride, and sultopride.[6]