Repositioning Candidate Details

Candidate ID: R1259
Source ID: DB09237
Source Type: approved; investigational
Compound Type: small molecule
Compound Name: Levamlodipine
Synonyms: Levamlodipine; Levoamlodipine; S-amlodipine
Molecular Formula: C20H25ClN2O5
SMILES: CCOC(=O)C1=C(COCCN)NC(C)=C([C@@H]1C1=CC=CC=C1Cl)C(=O)OC
Structure:
DrugBank Description: Levamlodipine, also known as S-amlodipine, is a pharmacologically active enantiomer of , an antihypertensive medication. Levamlodipine belongs to the dihydropyridine group of calcium channel blockers. This medication was first marketed in Russia and India before being granted FDA approval. The names S-amlodipine and levamlodipine may be used interchangeably as both substances are the same, however. As a racemic mixture, amlodipine contains (R) and (S)-amlodipine isomers, but only (S)-amlodipine as the active moiety possesses therapeutic activity. Levamlodipine was granted FDA approval on 19 December 2019.
CAS Number: 103129-82-4
Molecular Weight: 408.88
DrugBank Indication: Levamlodipine is indicated alone or in combination to treat hypertension in adults and children.
DrugBank Pharmacology: Levamlodipine inhibits L-type calcium channels in vascular smooth muscle, reducing peripheral vascular resistance and blood pressure. It is given once daily in doses of 1.25-2.5mg in children and 2.5-5mg in adults. Patients should be counselled regarding the risk of symptomatic hypotension, worsening angina, and myocardial infarction.
DrugBank MoA: Levamlodipine blocks the transmembrane influx of calcium through L-type calcium channels into the vascular and cardiac smooth muscles resulting in vasodilation and a subsequent decrease in blood pressure. Levamlodipine inhibits calcium influx in vascular smooth muscle to a greater degree than in cardiac muscle, leading to decreased peripheral vascular resistance and lowered blood pressure. In vitro studies have shown a negative inotropic effect but this is unlikely to be clinically relevant.
Targets: Voltage-dependent L-type calcium channel subunit alpha-1C antagonist; Voltage-dependent L-type calcium channel subunit alpha-1D antagonist; Nitric oxide synthase, endothelial agonist; Nitric oxide synthase, inducible agonist
Inclusion Criteria: Indication associated