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About This Item
Empirical Formula (Hill Notation):
C15H17FN4O2 · C4H4O4
CAS Number:
Molecular Weight:
420.39
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
InChI key
DPYIXBFZUMCMJM-BTJKTKAUSA-N
SMILES string
OC(=O)\C=C/C(O)=O.CCOC(=O)Nc1ccc(NCc2ccc(F)cc2)nc1N
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-
assay
≥98% (HPLC)
form
solid
color
white
solubility
DMSO: soluble >20 mg/mL, H2O: insoluble
storage temp.
2-8°C
Quality Level
Biochem/physiol Actions
Flupirtine is commercially available as maleate salt. It exists in two polymorphs : flupirtine maleate A and B. Flupirtine is useful in treating muscular spasm, muscle tension and muscle stiffness. It is known to be effective in relieving back pain. Along with cytoprotection, flupirtine also offers protection against neurodegenerative disorders such as multiple sclerosis, amyotrophic lateral sclerosis, Alzheimer′s disease, Parkinson′s disease, Huntington′s chorea and AID (acquired immunodeficiency) associated encephalopathy. Flupirtine is found to be a potential drug for eye-related problems like maculopathy including diabetic retinopathy, retinitis pigmentosa and glaucoma. It is also proved to be helpful in preventing cardiac associated disorders such as myocardial ischemia and infarction, cerebral ischemia and infarction. Hepatitis is also prevented by the use of flupirtine.
Non-opioid analgesic; cytoprotective versus PrP fragment 106-126
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Istvan Szelenyi
Inflammation research : official journal of the European Histamine Research Society ... [et al.], 62(3), 251-258 (2013-01-17)
Flupirtine was developed long before K(V)7 (KCNQ) channels were known. However, it was clear from the beginning that flupirtine is neither an opioid nor a nonsteroidal anti-inflammatory analgesic. Its unique muscle relaxing activity was discovered by serendipity. In the meantime
[Flupirtin (katadolon): a nonstandard action on pain transmission].
V V Alekseev
Zhurnal nevrologii i psikhiatrii imeni S.S. Korsakova, 111(4), 101-104 (2011-09-09)
Joint Diseases: New Insights for the Healthcare Professional, 13-13 (2013)
[Chronic backache. Rational therapy of muscle-induced pain].
MMW Fortschritte der Medizin, 154(3), 86-87 (2012-03-31)
Karthikeyan Kandasamy et al.
Arzneimittel-Forschung, 61(12), 693-699 (2012-01-28)
A simple, highly sensitive, precise and accurate high-performance liquid chromatographic (LCMSMS) method with mass detection was developed and validated for the rapid quantification of flupirtine (CAS 75507-68-5) in rat plasma samples. The chromatographic separation was achieved with a reverse phase
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