An internal standard for the quantification of flupirtine
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Unlabeled Version(s)
16674Flupirtine (maleate)
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Flupirtine-d4 (hydrochloride)

Item No. 28695

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[2-amino-6-[[(4-fluorophenyl-d4)methyl]amino]-3-pyridinyl]-carbamic acid, ethyl ester, monohydrochloride
CAS Number
1324717-75-0
Molecular Formula
C15H13D4FN4O2 • HCl
Formula Weight
344.8
Purity
≥99% deuterated forms (d1-d4)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Acetone: slightly solubleMethanol: slightly solubleWater: slightly soluble
SMILES
FC(C([2H])=C1[2H])=C([2H])C([2H])=C1CNC2=CC=C(NC(OCC)=O)C(N)=N2.Cl
InChi Code
InChI=1S/C15H17FN4O2.ClH/c1-2-22-15(21)19-12-7-8-13(20-14(12)17)18-9-10-3-5-11(16)6-4-10;/h3-8H,2,9H2,1H3,(H,19,21)(H3,17,18,20);1H/i3D,4D,5D,6D;
InChi Key
WBAZQELGBFQHPE-HGSONKNXSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    500 µg

    $174

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    1 mg

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    Product Description

    Flupirtine-d4 is intended for use as an internal standard for the quantification of flupirtine (Item No. 16674) by GC- or LC-MS. Flupirtine is an activator of voltage-gated potassium channel 7 (Kv7/KCNQ).1,2,3 It induces relaxation of preconstricted pulmonary arteries isolated from wild-type and serotonin transporter-overexpressing (SERT+) mice.2 Flupirtine (30 mg/kg per day) decreases mean right ventricular pressure and right ventricular hypertrophy in hypoxia-induced and SERT+ mouse models of pulmonary arterial hypertension. It increases the paw withdrawal threshold in a rat model of streptozotocin-induced diabetic neuropathy when administered at a dose of 10 mg/kg and increases paw withdrawal latency in a rat model of carrageenan-induced paw inflammation when used in combination with morphine.3 Flupirtine also indirectly antagonizes NMDA receptors via its effects on potassium channels.1,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Devulder, J. Flupirtine in pain management: Pharmacological properties and clinical use. CNS Drugs 25(10), 867-881 (2010).

    2. Morecroft, I., Murray, A., Nilsen, M., et al. Treatment with the Kv7 potassium channel activator flupirtine is beneficial in two independent mouse models of pulmonary hypertension. Br. J. Pharmacol. 157(7), 1241-1249 (2009).

    3. Goodchild, C.S., Kolosov, A., Tucker, A.P., et al. Combination therapy with flupirtine and opioid: Studies in rat pain models. Pain Med. 9(7), 928-938 (2008).

    4. Kornhuber, J., Bleich, S., Wiltfang, J., et al. Flupirtine shows functional NMDA receptor antagonism by enhancing Mg2+ block via activation of voltage independent potassium channels. J. Neural Transm. (Vienna) 106(9-10), 857-867 (1999).