| Size | Price | Stock | Qty |
|---|---|---|---|
| 25mg |
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| 50mg |
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| 100mg |
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| 250mg |
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| 500mg | |||
| 1g | |||
| Other Sizes |
Purity: ≥98%
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.
| 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. |
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| 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.
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| Additional Infomation |
Milnacipran (1S,2R)-isomer used to treat major depressive disorder.
See also: Levomilnacipran (containing the active moiety); Milnacipran hydrochloride (note moved to). |
| Molecular Formula |
C15H23CLN2O
|
|---|---|
| Molecular Weight |
282.8089
|
| Exact Mass |
282.149
|
| CAS # |
175131-60-9
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| Related CAS # |
Milnacipran hydrochloride;101152-94-7;Milnacipran;92623-85-3;Milnacipran-d5 ((1S-cis) hydrochloride)
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| PubChem CID |
6917778
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| Appearance |
White to off-white solid powder
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| Hydrogen Bond Donor Count |
2
|
| Hydrogen Bond Acceptor Count |
2
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| Rotatable Bond Count |
5
|
| Heavy Atom Count |
19
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| Complexity |
295
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| 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]
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| InChi Key |
XNCDYJFPRPDERF-NQQJLSKUSA-N
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| 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
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| Chemical Name |
(1S,2R)-2-(aminomethyl)-N,N-diethyl-1-phenylcyclopropane-1-carboxamide;hydrochloride
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| Synonyms |
F2695 F 2695 F-2695
F2695 hydrochloride Levomilnacipran Levomilnacipran HCl Fetzima.
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| HS Tariff Code |
2934.99.9001
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| 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)
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| Solubility (In Vitro) |
H2O : ≥ 50 mg/mL (~176.80 mM)
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| 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.
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.