Levamlodipine maleateProduct ingredient for Levamlodipine
- Name
- Levamlodipine maleate
- Drug Entry
- Levamlodipine
Levamlodipine, also known as S-amlodipine, is a pharmacologically active enantiomer of amlodipine, an antihypertensive medication.8 Levamlodipine belongs to the dihydropyridine group of calcium channel blockers.8 This medication was first marketed in Russia and India before being granted FDA approval.9 The names S-amlodipine and levamlodipine may be used interchangeably as both substances are the same, however.8 As a racemic mixture, amlodipine contains (R) and (S)-amlodipine isomers, but only (S)-amlodipine as the active moiety possesses therapeutic activity.7
Levamlodipine was granted FDA approval on 19 December 2019.8
- Accession Number
- DBSALT002952
- Structure
- Synonyms
- Levamlodipine maleate
- UNII
- 12WW9T2ITA
- CAS Number
- 135969-53-8
- Weight
- Average: 524.95
Monoisotopic: 524.1561582 - Chemical Formula
- C24H29ClN2O9
- InChI Key
- TZNOWAJJWCGILX-HNUXRKMMSA-N
- InChI
- InChI=1S/C20H25ClN2O5.C4H4O4/c1-4-28-20(25)18-15(11-27-10-9-22)23-12(2)16(19(24)26-3)17(18)13-7-5-6-8-14(13)21;5-3(6)1-2-4(7)8/h5-8,17,23H,4,9-11,22H2,1-3H3;1-2H,(H,5,6)(H,7,8)/b;2-1-/t17-;/m0./s1
- IUPAC Name
- (2Z)-but-2-enedioic acid; 3-ethyl 5-methyl (4S)-2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate
- SMILES
- OC(=O)\C=C/C(O)=O.CCOC(=O)C1=C(COCCN)NC(C)=C([C@@H]1C1=C(Cl)C=CC=C1)C(=O)OC
- External Links
- ChemSpider
- 32698863
- Predicted Properties
Property Value Source Water Solubility 0.0074 mg/mL ALOGPS logP 2.22 ALOGPS logP 1.64 Chemaxon logS -4.7 ALOGPS pKa (Strongest Acidic) 16.62 Chemaxon pKa (Strongest Basic) 9.45 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 5 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 99.88 Å2 Chemaxon Rotatable Bond Count 12 Chemaxon Refractivity 108.64 m3·mol-1 Chemaxon Polarizability 42.1 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon