MedKoo Cat#: 326764 | Name: Flupirtine maleate
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Flupirtine, also known as W-2964, is an aminopyridine that functions as a centrally acting non-opioid analgesic. It first became available in Europe in 1984, and is sold mainly under the names Katadolon, Trancolong, Awegal, Efiret, Trancopal Dolo, and Metanor. Like nefopam, it is unique among analgesics in that it is a non-opioid, non-NSAID, non-steroidal centrally acting analgesic. Flupirtine is a selective neuronal potassium channel opener that also has NMDA receptor antagonist and GABAA receptor modulatory properties.

Chemical Structure

Flupirtine maleate
Flupirtine maleate
CAS#75507-68-5 (maleate)

Theoretical Analysis

MedKoo Cat#: 326764

Name: Flupirtine maleate

CAS#: 75507-68-5 (maleate)

Chemical Formula: C19H21FN4O6

Exact Mass: 0.0000

Molecular Weight: 420.40

Elemental Analysis: C, 54.28; H, 5.04; F, 4.52; N, 13.33; O, 22.83

Price and Availability

Size Price Availability Quantity
10mg USD 90.00 Ready to ship
100mg USD 350.00 2 Weeks
250mg USD 650.00 2 Weeks
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Related CAS #
75507-68-5 (maleate) 56995-20-1 (free base) 33400-45-2 (HCl) 815586-85-7 (gluconate)
Synonym
Flupirtine; Katadolon; Flupirtine Maleate Salt
IUPAC/Chemical Name
ethyl (2-amino-6-((4-fluorobenzyl)amino)pyridin-3-yl)carbamate maleate
InChi Key
DPYIXBFZUMCMJM-BTJKTKAUSA-N
InChi Code
InChI=1S/C15H17FN4O2.C4H4O4/c1-2-22-15(21)19-12-7-8-13(20-14(12)17)18-9-10-3-5-11(16)6-4-10;5-3(6)1-2-4(7)8/h3-8H,2,9H2,1H3,(H,19,21)(H3,17,18,20);1-2H,(H,5,6)(H,7,8)/b;2-1-
SMILES Code
O=C(OCC)NC1=CC=C(NCC2=CC=C(F)C=C2)N=C1N.O=C(O)/C=C\C(O)=O
Appearance
Solid powder
Purity
>95% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Certificate of Analysis
Safety Data Sheet (SDS)

Preparing Stock Solutions

The following data is based on the product molecular weight 420.40 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Wörz R. [Long-term-treatment of chronic pain patients with flupirtine--on hepatotoxicity and persistent effectiveness from 7 months to 22 years]. MMW Fortschr Med. 2014 Dec 15;156 Suppl 4:127-34. Review. German. PubMed PMID: 26153592. 2: Szelenyi I. Flupirtine, a re-discovered drug, revisited. Inflamm Res. 2013 Mar;62(3):251-8. doi: 10.1007/s00011-013-0592-5. Epub 2013 Jan 16. Review. PubMed PMID: 23322112. 3: Raffa RB, Pergolizzi JV Jr. The evolving understanding of the analgesic mechanism of action of flupirtine. J Clin Pharm Ther. 2012 Feb;37(1):4-6. doi: 10.1111/j.1365-2710.2010.01233.x. Epub 2010 Nov 28. Review. PubMed PMID: 21114508. 4: Devulder J. Flupirtine in pain management: pharmacological properties and clinical use. CNS Drugs. 2010 Oct;24(10):867-81. doi: 10.2165/11536230-000000000-00000. Review. PubMed PMID: 20839897. 5: Klawe C, Maschke M. Flupirtine: pharmacology and clinical applications of a nonopioid analgesic and potentially neuroprotective compound. Expert Opin Pharmacother. 2009 Jun;10(9):1495-500. doi: 10.1517/14656560902988528. Review. PubMed PMID: 19505216. 6: Schröder HC, Müller WE. Neuroprotective effect of flupirtine in prion disease. Drugs Today (Barc). 2002 Jan;38(1):49-58. Review. PubMed PMID: 12532184. 7: Kornhuber J, Maler M, Wiltfang J, Bleich S, Degner D, Rüther E. [Neuronal potassium channel opening with flupirtine]. Fortschr Neurol Psychiatr. 1999 Oct;67(10):466-75. Review. German. PubMed PMID: 10596368. 8: Osborne NN, Cazevieille C, Wood JP, Nash MS, Pergande G, Block F, Kosinski C, Schwarz M. Flupirtine, a nonopioid centrally acting analgesic, acts as an NMDA antagonist. Gen Pharmacol. 1998 Mar;30(3):255-63. Review. PubMed PMID: 9510072. 9: Friedel HA, Fitton A. Flupirtine. A review of its pharmacological properties, and therapeutic efficacy in pain states. Drugs. 1993 Apr;45(4):548-69. Review. PubMed PMID: 7684675. 10: Riethmüller-Winzen H. Flupirtine in the treatment of post-operative pain. Postgrad Med J. 1987;63 Suppl 3:61-5. Review. PubMed PMID: 3328853.