An internal standard for the quantification of milnacipran
Related Products
Unlabeled Version(s)
23837Milnacipran (hydrochloride)
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Milnacipran-d5 (hydrochloride)

Item No. 31981

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1R,2S)-2-(aminomethyl)-N,N-diethyl-1-(phenyl-d5)cyclopropane-1-carboxamide, monohydrochloride
Molecular Formula
C15H17D5N2O • HCl
Formula Weight
287.8
Purity
≥99% deuterated forms (d1-d5)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: SolubleMethanol: Soluble
SMILES
NC[C@H]1C[C@]1(C(N(CC)CC)=O)C2=C([2H])C([2H])=C([2H])C([2H])=C2[2H].Cl
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,3-4,10-11,16H2,1-2H3;1H/t13-,15+;/m1./s1/i5D,6D,7D,8D,9D;
InChi Key
XNCDYJFPRPDERF-XLAJXXSRSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $464

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    Product Description

    Milnacipran-d5 is intended for use as an internal standard for the quantification of milnacipran (Item No. 23837) by GC- or LC-MS. Milnacipran is an orally bioavailable serotonin and norepinephrine reuptake inhibitor (SNRI).1 It selectively inhibits the human serotonin transporter and norepinephrine transporter over the dopamine transporter (IC50s = 420, 77, and 6,100 nM, respectively). It also selectively inhibits sodium-dependent serotonin (Item No. 14332) and norepinephrine (Item No. 16673) uptake over dopamine (Item No. 21992) uptake in rat cerebral cortical synaptosomes (IC50s = 28.0, 29.6, and >10,000 nM, respectively).2 Milnacipran is an antagonist of the serotonin (5-HT) receptor subtype 5-HT3A as well as nicotinic acetylcholine receptors (nAChRs; IC50s = 63.5 and 14.3 μM, respectively) but does not inhibit other 5-HT, adrenergic, dopamine, muscarinic acetylcholine, histamine, NMDA, sigma, opioid, or GABA receptors (Kis = >10,000 nM).2,3 In vivo, milnacipran (30 mg/kg) increases withdrawal threshold and latency in response to tactile and heat stimulation, respectively, in nerve-ligated mice.4 Formulations containing milnacipran have been used in the treatment of fibromyalgia pain.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Chen, C., Dyck, B., Fleck, B.A., et al. Studies on the SAR and pharmacophore of milnacipran derivatives as monoamine transporter inhibitors. Bioorg. Med. Chem. 18(4), 1346-1349 (2008).

    2. Mochizuki, D., Tsujita, R., Yamada, S., et al. Neurochemical and behavioural characterization of milnacipran, a serotonin and noradrenaline reuptake inhibitor in rats. Psychopharmacology (Berl) 162(3), 323-332 (2002).

    3. Ueta, K., Suzuki, T., Uchida, I., et al. In vitro inhibition of recombinant ligand-gated ion channels by high concentrations of milnacipran. Psychopharmacology (Berl) 175(2), 241-246 (2004).

    4. Suzuki, T., Ueta, K., Tamagaki, S., et al. Antiallodynic and antihyperalgesic effect of milnacipran in mice with spinal nerve ligation. Anesth. Analg. 106(4), 1309-1315 (2008).