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F8927

Sigma-Aldrich

Flupirtine maleate salt

≥98% (HPLC)

Synonym(s):

2-Amino-6-[[(4-fluorophenyl)methyl]amino]-3-pyridinyl]-carbamic acid ethyl ester maleate salt

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About This Item

Empirical Formula (Hill Notation):
C15H17FN4O2 · C4H4O4
CAS Number:
75507-68-5
Molecular Weight:
420.39
MDL number:
MFCD00941415
UNSPSC Code:
12352200
PubChem Substance ID:
24278445
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

solid

color

white

solubility

DMSO: soluble >20 mg/mL
H2O: insoluble

storage temp.

2-8°C

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-

InChI key

DPYIXBFZUMCMJM-BTJKTKAUSA-N

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

新产品

Certificates of Analysis (COA)

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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
[Chronic backache. Rational therapy of muscle-induced pain].
MMW Fortschritte der Medizin, 154(3), 86-87 (2012-03-31)
Giuseppe Tringali et al.
Neuroscience letters, 506(2), 332-335 (2011-12-14)
We have previously shown that the nonopioid analgesic flupirtine possesses analgesic activity in the orofacial formalin test in vivo in the rat. However, this paradigm does not allow to distinguish between central and peripheral site of action of the drug.
Joint Diseases: New Insights for the Healthcare Professional, 13-13 (2013)
[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)
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