Description Painkiller References
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Flupirtine maleate

Description Painkiller References
Product Name
Flupirtine maleate
CAS No.
75507-68-5
Chemical Name
Flupirtine maleate
Synonyms
Keiton;W 2964M;Ketadolon;Flupirtine Maleat;Katadolon maleate;Fluoxetine Maleate;FLUPIRTINE MALEATE;Flurapetine maleate;FlupirtineMaleateSal;FLUPIRTINE 75507-68-5
CBNumber
CB2805021
Molecular Formula
C19H21FN4O6
Formula Weight
420.3916432
MOL File
75507-68-5.mol
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Flupirtine maleate Property

Melting point:
186-188°C
storage temp. 
Inert atmosphere,2-8°C
solubility 
DMSO: soluble >20mg/mL
form 
solid
color 
white
λmax
343nm(CH3CN)(lit.)
Merck 
14,4190
Stability:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months.
InChIKey
DPYIXBFZUMCMJM-BTJKTKAUSA-N
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Safety

Safety Statements 
22-24/25-35-20
WGK Germany 
3
RTECS 
EY8555800
HS Code 
29333990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
F8927
Product name
Flupirtine maleate salt
Purity
≥98% (HPLC)
Packaging
5mg
Price
$131
Updated
2024/03/01
Sigma-Aldrich
Product number
F8927
Product name
Flupirtine maleate salt
Purity
≥98% (HPLC)
Packaging
25mg
Price
$449
Updated
2024/03/01
TCI Chemical
Product number
F0736
Product name
Flupirtine Maleate Salt
Purity
>98.0%(HPLC)(T)
Packaging
100mg
Price
$201
Updated
2024/03/01
TCI Chemical
Product number
F0736
Product name
Flupirtine Maleate Salt
Purity
>98.0%(HPLC)(T)
Packaging
1g
Price
$878
Updated
2024/03/01
Cayman Chemical
Product number
16674
Product name
Flupirtine (maleate)
Purity
≥95%
Packaging
25mg
Price
$37
Updated
2024/03/01
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Flupirtine maleate Chemical Properties,Usage,Production

Description

Flupirtine is a selective neuronal potassium channel opener (SNEPCO) that also has N-methyl-D-aspartate (NMDA) receptor antagonist property which has been shown to be effective in the management of body pain. Flupirtine is used as an analgesic for acute pain, in moderate-to-severe cases. Its muscle relaxant properties make it popular for back pain and other orthopedic uses, but it is also used for migraines, in oncology, postoperative care, and gynecology. It is also effective in other painful conditions in which the primary requirement for analgesia is without sedation or anti-inflammatory effects.
It first became available in Europe in 1984 under the brand name Katadolon.
Flupirtine is a derivative of triaminopyridine with a chemical formula of ethyl-N-{2-amino-6-(4-fluorophenylmethylamino) pyridine-3 yl} cabamate. It is available as the maleate salt because flupirtine is itself poorly water soluble. Flupirtine is a base and is weakly lipophilic.

Painkiller

At present, the pain medications, used in the clinical in China, are divided into two categories: a class is to morphine on behalf of narcotic analgesics, and the other is aspirin antipyretic analgesics as representative. While the former high pain intensity, but addiction is its Achilles heel, which greatly limits its application; but the latter, although with no addictive analgesic strength, but it is weak, and has serious gastrointestinal effects.
Flupirtine Maleate, developed by Pliva,is subsidiary company German AWD, a new non-opioid analgesics central, listed in Germany in 1986 for the treatment of postoperative pain, dental pain, painful wounds and burns. Then in 1990, it was applied in the treatment of degenerative joint disease, neuropathic and cancer pain, migraine, headache and dysmenorrhea indications. After that, the flupirtine maleate list in Brazil and Portugal.
China approved the company's German AWD flupirtine maleate capsules imports in September in 2006, trade name: Kodak DoLong (Katadolon (R)).
Flupirtine maleate is a selective neuronal potassium channel opener, oral easily absorbed, which has three efficacy about analgesic, muscle relaxant and neuroprotective. It showed analgesic effects to pain caused by a variety of reasons. Flupirtine maleate has no affinity to Ah receptor, which do not inhibit prostaglandin synthesis. It is not antagonistic naloxone. Pain intensity (ED50) was weaker than methadone, buprenorphine and morphine, about 50% of morphine. Comparable to that of pentazocine, Flupirtine maleate is better than pethidine, codeine, phenacetin and paracetamol. Such as in the hot plate test, the effect of the strength of flupirtine (ED50 of 32mg/Kg, oral administration) is about half of morphine, codeine is 2 times, 10 times stronger than paracetamol and phenacetin. In the wake of dog dental pulp stimulation experiment, the analgesic intensity (ED50 of 3.5mg/ Kg, oral administration) is same with pentazocine.
Oral absorption of this product is about 90%, and rectal administration of this product is about 70%. After oral administration of 20~30min. It showed the pharmacological effects, and the duration of action is 3~5h. Plasma half-life is 8~11h. The drug is in the body tissues, mainly in the liver metabolism, and about 70% of the drug is eliminated by the kidneys. Flupirtine maleate is inhibited to pain caused by various diseases. the analgesic effect is between methadone and paracetamol. Centrally acting, but it did not inhibit the respiratory cardiovascular systems, and has no pharmacological activity impact for cough center, nor constipation and urinary retention. Long-term use does not produce tolerance and dependence. It has no painkillers side effects like other medicines on the market, such as addiction, gastrointestinal symptoms. Long term use after a few years the efficacy is not reduced, but can reduce the amount of taking. In short, flupirtine maleate has good clinical application prospect.

References

https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3557425/
https://en.wikipedia.org/wiki/Flupirtine

Description

Flupirtine maleate is a centrally-acting, non-addicting analgesic agent somewhat more potent than aspirin, paracetamol and pentazocine. It is reported to be useful in the treatment of postoperative and dental pain.

Description

Flupirtine is an activator of voltage-gated potassium channel 7 (Kv7/KCNQ). It induces relaxation of preconstricted pulmonary arteries isolated from wild-type and serotonin transporter-overexpressing (SERT+) mice. 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. Flupirtine also indirectly antagonizes NMDA receptors via its effects on potassium channels.

Chemical Properties

Off-White Solid

Originator

Chemiewerk Homburg (Degussa) (W. Germany)

Uses

Analgesic. Substituted pyridine with central analgesic properties. A potassium channel opener.

Uses

Analgesic. Substituted pyridine with central analgesic properties.

brand name

KATADOLAN

Biological Activity

Non-opioid analgesic with muscle relaxant properties. Activates K + channels and indirectly antagonizes NMDA receptors. Exhibits neuroprotective actions in a model of cerebral ischemia in mice and reduces apoptosis and necrosis induced by noxious stimuli.

storage

Desiccate at +4°C

References

1) Azad?et al. (2004), The potassium channel modulator flupirtine shifts the frequency-response function of hippocampal synapses to favour LTD in mice; Neuro. Sci. Lett.,?370?186 2) Klinger?et al.?(2012),?Concomitant facilitation of GABAA receptors and KV7 channels by the non-opioid analgesic flupirtine; Br. J. Pharmacol.,?166?1631 3) Osbourne?et al. (1998),?Flupirtine, a nonopioid centrally acting analgesic, acts as an NMDA antagonist; Gen. Pharmacol.,?30?255

Flupirtine maleate Preparation Products And Raw materials

Raw materials

Preparation Products

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Flupirtine maleate Suppliers

Shanghai Boyle Chemical Co., Ltd.
Tel
021-50182298 021-50180596
Fax
+86-21-57758967
Email
sales@boylechem.com
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China
ProdList
2208
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J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
94657
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Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
021-61259108 18621169109
Fax
86-21-61259102
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market03@meryer.com
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China
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40228
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3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
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Shanghai Targsense Scientific Co., Ltd.
Tel
18916626092
Email
targsense@qq.com
Country
China
ProdList
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Chembest Research Laboratories Limited
Tel
+86-21-20908456
Fax
021-58180499
Email
sales@BioChemBest.com
Country
China
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6005
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TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
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24529
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Energy Chemical
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021-021-58432009 400-005-6266
Fax
021-58436166
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sales8178@energy-chemical.com
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China
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JinYan Chemicals(ShangHai) Co.,Ltd.
Tel
13817811078
Fax
86-021-50426522,50426273
Email
sales@jingyan-chemical.com
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China
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Pure Chemistry Scientific Inc.
Tel
001-857-928-2050 or 1-888-588-9418
Fax
001-617-206-9595
Email
sales@chemreagents.com
Country
United States
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View Lastest Price from Flupirtine maleate manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
Flupirtine maleate 75507-68-5
Price
US $0.00-0.00/Kg/Drum
Min. Order
1KG
Purity
98%-102%
Supply Ability
500KGS
Release date
2021-06-10
CONTIDE BIOTECH CO.,LTD
Product
Flupirtine maleate 75507-68-5
Price
US $0.00/G
Min. Order
1G
Purity
99%
Supply Ability
20
Release date
2024-04-12
Hebei Miaoyin Technology Co.,Ltd
Product
Flupirtine maleate 75507-68-5
Price
US $50.00/kg
Min. Order
1kg
Purity
99.99%
Supply Ability
10000 Kilogram/Kilograms per Day
Release date
2023-03-09

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