Flupirtine maleateProduct ingredient for Flupirtine

Name
Flupirtine maleate
Drug Entry
Flupirtine

Flupirtine is a pyridine derivative that is in clinical use as a nonopioid analgesic. It was approved for the treatment of pain in 1984 in Europe. It is not approved for use in the U.S. or Canada, but is currently in phase II trials for the treatment of fibromyalgia.

Accession Number
DBSALT000912
Structure
Thumb
Synonyms
Flupirtine maleate
External IDs
D-9998 / W 2964M / W-2964M
UNII
0VCI53PK4A
CAS Number
75507-68-5
Weight
Average: 420.397
Monoisotopic: 420.144512575
Chemical Formula
C19H21FN4O6
InChI Key
DPYIXBFZUMCMJM-BTJKTKAUSA-N
InChI
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-
IUPAC Name
(2Z)-but-2-enedioic acid; N-(2-amino-6-{[(4-fluorophenyl)methyl]imino}-1,6-dihydropyridin-3-yl)ethoxycarboximidic acid
SMILES
[H]\C(=C(/[H])C(O)=O)C(O)=O.CCOC(=O)NC1=C(N)N=C(NCC2=CC=C(F)C=C2)C=C1
External Links
PubChem Compound
6435335
ChemSpider
4940121
ChEMBL
CHEMBL1256752
Predicted Properties
PropertyValueSource
Water Solubility0.0349 mg/mLALOGPS
logP1.83ALOGPS
logP1.78ChemAxon
logS-3.9ALOGPS
pKa (Strongest Acidic)4.08ChemAxon
pKa (Strongest Basic)3.23ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area92.23 Å2ChemAxon
Rotatable Bond Count7ChemAxon
Refractivity92.92 m3·mol-1ChemAxon
Polarizability31.55 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon