Milnacipran hydrochlorideProduct ingredient for Milnacipran
- Name
- Milnacipran hydrochloride
- Drug Entry
- Milnacipran
Milnacipran is a selective serotonin and norepinephrine reuptake inhibitor (SNRI) and like many agents in this category was originally developed for and continues to be approved and indicated for the treatment of depression 27,28,15,21. Furthermore, in 2009 the US FDA approved milnacipran for the additional indication of treating fibromyalgia 26, although other regional regulatory authorities like the EMA, among others, have not yet approved the agent for such treatment, citing lack of robust evidence of efficacy, insufficient demonstration of maintenance of effect, and other concerns 27,28. Nevertheless, milnacipran demonstrates a somewhat unique characteristic among SNRIs to elicit a relatively balanced reuptake inhibition of both serotonin and noradrenaline, with a somewhat increased preference for noradrenaline reuptake inhibition - which is potentially a point of interest given the plausible proposal that noradrenaline plays an important role in the mitigation of pain signals in the descending inhibitory pain pathways in the brain and spinal cord 14,18,19.
Moreover, recent research has shown that the levorotatory enantiomer of milnacipran, levomilnacipran, may have the capacity to inhibit the activity of beta-site amyloid precursor protein cleaving enzyme-1 (BACE-1), which has investigationally been associated with β-amyloid plaque formation - making the agent a possible course of treatment for Alzheimer's disease 22.
- Accession Number
- DBSALT000119
- Structure
- Synonyms
- Milnacipran HCl
- UNII
- RNZ43O5WW5
- CAS Number
- 101152-94-7
- Weight
- Average: 282.81
Monoisotopic: 282.1498911 - Chemical Formula
- C15H23ClN2O
- InChI Key
- XNCDYJFPRPDERF-UHFFFAOYSA-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
- IUPAC Name
- 2-(aminomethyl)-N,N-diethyl-1-phenylcyclopropane-1-carboxamide hydrochloride
- SMILES
- Cl.CCN(CC)C(=O)C1(CC1CN)C1=CC=CC=C1
- External Links
- PubChem Compound
- 55480
- ChemSpider
- 10771177
- ChEBI
- 31854
- ChEMBL
- CHEMBL4297064
- Wikipedia
- Milnacipran
- 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 28.25 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