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Levomilnacipran HCl (F2695; Fetzima)

Alias: F2695 F 2695 F-2695 F2695 hydrochloride Levomilnacipran Levomilnacipran HCl Fetzima.
Cat No.:V12313 Purity: ≥98%
Levomilnacipran (F2695; Fetzima), the S-enantiomer ofMilnacipran, is an antidepressant approved for the treatment of major depressive disorder in the United States.
Levomilnacipran HCl (F2695; Fetzima)
Levomilnacipran HCl (F2695; Fetzima) Chemical Structure CAS No.: 175131-60-9
Product category: Serotonin Transporter
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
25mg
50mg
100mg
250mg
500mg
1g
Other Sizes

Other Forms of Levomilnacipran HCl (F2695; Fetzima):

  • Milnacipran HCl
  • Milnacipran-d10 hydrochloride (milnacipran-d10)
  • Dextromilnacipran ((1R,2S)-milnacipran; F2696)
  • Levomilnacipran-d10 hydrochloride
  • Dextromilnacipran-d6
  • Milnacipran-d5 HCl
  • Milnacipran
Official Supplier of:
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Top Publications Citing lnvivochem Products
Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Levomilnacipran (F2695; Fetzima), the S-enantiomer of Milnacipran, is an antidepressant approved for the treatment of major depressive disorder in the United States. Milnacipran, a medication used in the clinical treatment of fibromyalgia, is a potent inhibitor of both norepinephrine transporter (NET) and norepinephrine transporter (SERT) with IC50 of 77 nM and 420 nM, respectively. Milnacipran is mainly excreted in the urine as the parent and glucoronide (> 80%), and only a small fraction (< 10%) is metabolized via N-de-ethylation by the CYP3A4 enzyme. Milnacipran at high concentration can inhibit certain ligand-gated ion-channel (LGIC) receptors, including NMDA, 5-HT3A and nACh receptors, with IC50 of 58.4 μM, 185 μM, 14.3 μM.

Biological Activity I Assay Protocols (From Reference)
Toxicity/Toxicokinetics
Effects During Pregnancy and Lactation
◉ Overview of Lactation Use
No studies have been conducted on levomilacrimate in lactating women. However, the racemic form of levomilacrimate is present in low concentrations in breast milk and is not expected to have any adverse effects on breastfed infants. Lactating women should use levomilacrimate with caution, especially when breastfeeding newborns or premature infants, until more data become available. Breastfed infants should be monitored for restlessness, irritability, feeding difficulties, and poor weight gain.
◉ Effects on Breastfed Infants
No published information found as of the revision date.
◉ Effects on Lactation and Breast Milk
No specific published information found regarding levomilacrimate as of the revision date.
An observational study investigated the outcomes of 2,859 women who took antidepressants in the two years prior to pregnancy. Compared to women who did not take antidepressants during pregnancy, mothers who took antidepressants throughout all three stages of pregnancy were 37% less likely to breastfeed at discharge. Mothers who took antidepressants only in late pregnancy were 75% less likely to breastfeed at discharge. Mothers who took antidepressants only in early and mid-pregnancy were not less likely to breastfeed at discharge. The study did not specify the type of antidepressants used by the mothers. A retrospective cohort study analyzed hospital electronic medical records from 2001 to 2008, comparing women who took antidepressants in late pregnancy (n = 575), women with mental illness but not taking antidepressants (n = 1552), and mothers not diagnosed with mental illness (n = 30,535). Women treated with antidepressants were 37% less likely to breastfeed at discharge than women not diagnosed with mental illness, but there was no difference in the likelihood of breastfeeding compared to untreated mothers diagnosed with mental illness. None of the mothers took mirtazapine. A study of 80,882 Norwegian mother-infant pairs conducted between 1999 and 2008 showed that 392 women reported starting antidepressants postpartum, and 201 women reported starting antidepressants during pregnancy. Compared to a control group unexposed to antidepressants, taking antidepressants in late pregnancy was associated with a 7% lower likelihood of initiating breastfeeding, but had no effect on the duration of breastfeeding or the rate of exclusive breastfeeding. Compared to a control group unexposed to antidepressants, recent initiation or restart of antidepressant use was associated with a 63% lower likelihood of primary breastfeeding at 6 months, a 51% lower likelihood of any form of breastfeeding, and a 2.6-fold increased risk of abrupt cessation of breastfeeding. No specific antidepressants were mentioned in the study.
References
Bioorg Med Chem Lett.2008 Feb 15;18(4):1346-9;Psychopharmacology (Berl).2004 Sep;175(2):241-6;Psychopharmacology (Berl).2002 Jul;162(3):323-32.
Additional Infomation
Milnacipran (1S,2R)-isomer used to treat major depressive disorder.
See also: Levomilnacipran (containing the active moiety); Milnacipran hydrochloride (note moved to).
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C15H23CLN2O
Molecular Weight
282.8089
Exact Mass
282.149
CAS #
175131-60-9
Related CAS #
Milnacipran hydrochloride;101152-94-7;Milnacipran;92623-85-3;Milnacipran-d5 ((1S-cis) hydrochloride)
PubChem CID
6917778
Appearance
White to off-white solid powder
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
5
Heavy Atom Count
19
Complexity
295
Defined Atom Stereocenter Count
2
SMILES
Cl[H].O=C([C@@]1(C2C([H])=C([H])C([H])=C([H])C=2[H])C([H])([H])[C@@]1([H])C([H])([H])N([H])[H])N(C([H])([H])C([H])([H])[H])C([H])([H])C([H])([H])[H]
InChi Key
XNCDYJFPRPDERF-NQQJLSKUSA-N
InChi Code
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,3-4,10-11,16H2,1-2H31H/t13-,15+/m0./s1
Chemical Name
(1S,2R)-2-(aminomethyl)-N,N-diethyl-1-phenylcyclopropane-1-carboxamide;hydrochloride
Synonyms
F2695 F 2695 F-2695 F2695 hydrochloride Levomilnacipran Levomilnacipran HCl Fetzima.
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: Please store this product in a sealed and protected environment, avoid exposure to moisture.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
H2O : ≥ 50 mg/mL (~176.80 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 100 mg/mL (353.59 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.5359 mL 17.6797 mL 35.3594 mL
5 mM 0.7072 mL 3.5359 mL 7.0719 mL
10 mM 0.3536 mL 1.7680 mL 3.5359 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

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  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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