Tolperisone
Tolperisone Basic information
- Product Name:
- Tolperisone
- Synonyms:
-
- AKOS 91983
- 1-piperidino-2-methyl-3-(p-tolyl)-3-propanone
- 2,4’-dimethyl-3-piperidino-propiophenon
- 2-methyl-3-piperidino-1-p-tolylpropan-1-one
- mydeton
- TOLPERISONE
- α,4'-Dimethyl-β-piperidinopropiophenone
- 2-methyl-1-(4-methylphenyl)-3-piperidin-1-yl-propan-1-one
- CAS:
- 728-88-1
- MF:
- C16H23NO
- MW:
- 245.36
- EINECS:
- 211-976-4
- Mol File:
- 728-88-1.mol
Tolperisone Chemical Properties
- Melting point:
- 176.5°C
- Boiling point:
- 388.33°C (rough estimate)
- Density
- 0.9672 (rough estimate)
- refractive index
- 1.5500 (estimate)
- pka
- 8.47±0.10(Predicted)
- CAS DataBase Reference
- 728-88-1(CAS DataBase Reference)
Tolperisone Usage And Synthesis
Application
It dilates blood vessels and centrally relaxes muscles. It directly dilates vascular smooth muscle and inhibits polysynaptic reflexes, reduces skeletal muscle tone, relieves muscle rigidity and clonus caused by brain and spinal cord injuries, and increases peripheral blood flow. It is rapidly absorbed orally, reaching peak absorption in 1-2 hours. Clinically, it is used to treat occlusive vascular diseases such as atherosclerosis and endovascular inflammation; it is also used to treat post-stroke sequelae, cerebral palsy, and spinal cord and peripheral nerve diseases. It has a certain therapeutic effect on symptoms such as headache, dizziness, insomnia, limb numbness, memory loss, and tinnitus caused by cerebrovascular diseases.
Originator
Tolperisone hydrochloride,Shanghai Abochem Chemical Co.
Definition
ChEBI: 2-methyl-1-(4-methylphenyl)-3-(1-piperidinyl)-1-propanone is an aromatic ketone.
Manufacturing Process
To 1-(4-methylphenyl)-3-(1-piperidinyl)-1-propanol in chloroform was added an excess of thionyl chloride and the reaction mixture refluxed until completed. It was then taken to dryness under reduced pressure and the residue crystallized by dissolving in hot alcohol and diluting with ethyl acetate. An aqueous solution of the obtained N-[3-chloro-3-(p-tolyl)propyl]piperidine hydrochloride was hydrogenated at 3 atmospheres in the presence of buffered palladium-on-charcoal catalyst. 1-Piperidino-2-methyl-3-(p-tolyl)-3-propanone was purified by distilling the base (boiling point 106-107°C/1 mm) and reconverting to the hydrochloride, melting point 216-217°C.
brand name
Tolperisone Hydrochloride is JAN.
Therapeutic Function
Muscle relaxant, Vasodilator
Synthesis Reference(s)
Chemical and Pharmaceutical Bulletin, 42, p. 1676, 1994 DOI: 10.1248/cpb.42.1676
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