Tolpiprazole

Tolpiprazole (INN, BAN) (developmental code name H-4170) is an anxiolytic drug of the phenylpiperazine group that was never marketed.[1]

Tolpiprazole
Clinical data
Routes of
administration		Oral
ATC code
  • none
Legal status
Legal status
  • In general: uncontrolled
Identifiers
IUPAC name
  • 1-(3-Methylphenyl)-4-[2-(5-methyl-1H-pyrazol-3-yl)ethyl]piperazine
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC17H24N4
Molar mass284.407 g·mol−1
3D model (JSmol)
SMILES
  • Cc3cccc(N2CCN(CCc1cc(C)[nH]n1)CC2)c3

Synthesis
Patents:[2][3]

The last step in the synthesis involves attachement of the sidechain of 3-(2-chloroethyl)-5-methyl-pyrazole [54055-29-7] (1) with 1-m-tolylpiperazine [41186-03-2] (2) giving Tolpiprazole (3).

See also

References
  1. Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 1217–. ISBN 978-1-4757-2085-3.
  2. Anon., NL 7317477 (1975 to Merck Patent Gmbh)
  3. Volker Koppe, et al. U.S. Patent 3,491,097 (1970 to Merck KGaA).


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