Levomilnacipran hydrochlorideProduct ingredient for Levomilnacipran
- Name
- Levomilnacipran hydrochloride
- Drug Entry
- Levomilnacipran
Levomilnacipran is a selective serotonin and norepinephrine reuptake inhibitor (SNRI), although it is a more potent inhibitor of norepinephrine reuptake than serotonin reuptake.2,3 Levomilnacipran is the more active 1S,2R-enantiomer in the racemate milnacipran.2,6 Once administered, interconversion between levomilnacipran and its stereoisomer does not occur in humans.4 First approved by the FDA on July 25, 2013, levomilnacipran is used to treat major depressive disorder in adults.6 While levomilnacipran was previously investigated and proposed as a potential treatment for stroke in Europe, the EMA decided against this use.7
- Accession Number
- DBSALT000107
- Structure
Structure for Levomilnacipran hydrochloride (DBSALT000107)
- Synonyms
- Levomilnacipran HCl
- UNII
- 371U2ZK31U
- CAS Number
- 175131-60-9
- Weight
- Average: 282.809
Monoisotopic: 282.149891075 - Chemical Formula
- C15H23ClN2O
- InChI Key
- XNCDYJFPRPDERF-NQQJLSKUSA-N
- InChI
- InChI=1S/C15H22N2O.ClH/c1-3-17(4-2)14(18)15(10-13(15)11-16)12-8-6-5-7-9-12;/h5-9,13H,3-4,10-11,16H2,1-2H3;1H/t13-,15+;/m0./s1
- IUPAC Name
- (1S,2R)-2-(aminomethyl)-N,N-diethyl-1-phenylcyclopropane-1-carboxamide hydrochloride
- SMILES
- Cl.[H][C@@]1(CN)C[C@@]1(C(=O)N(CC)CC)C1=CC=CC=C1
- External Links
- PubChem Compound
- 6917778
- ChemSpider
- 5293004
- ChEMBL
- CHEMBL2105732
- Predicted Properties
Property Value Source Water Solubility 1.23 mg/mL ALOGPS logP 1.72 ALOGPS logP 1.42 Chemaxon logS -2.3 ALOGPS pKa (Strongest Basic) 9.83 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 2 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 46.33 Å2 Chemaxon Rotatable Bond Count 5 Chemaxon Refractivity 73.81 m3·mol-1 Chemaxon Polarizability 28.34 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon