Budipine

Source: Wikipedia, the free encyclopedia.
Budipine
Clinical data
AHFS/Drugs.comInternational Drug Names
ATC code
Identifiers
  • 1-tert-butyl-4,4-diphenylpiperidine[1]
JSmol)
  • c1(ccccc1)C3(c2ccccc2)CCN(C(C)(C)C)CC3
  • InChI=1S/C21H27N/c1-20(2,3)22-16-14-21(15-17-22,18-10-6-4-7-11-18)19-12-8-5-9-13-19/h4-13H,14-17H2,1-3H3 checkY
  • Key:QIHLUZAFSSMXHQ-UHFFFAOYSA-N checkY
  (verify)

Budipine (brand name Parkinsan) is an antiparkinson agent marketed for the treatment of Parkinson's disease.[2][3][4]

While its exact mechanism of action is not well characterized,[2] it is believed to be an NMDA receptor antagonist,[5][6] but also promoting the synthesis of dopamine.[7]

Because it provides additional benefits relative to existing treatments, it probably does not precisely mimic the mechanism of an existing known treatment.[7][8]

Synthesis

Budipine can be prepared from the 1-tert-butyl-4-piperidone [1465-76-5] directly by treatment with benzene in the presence triflic acid.[9] This method of synthesis enables a 99% yield of product.

Thieme Synthesis:[10]

4-Phenyl-1-t-butyl-4-piperidinol,[11] (1)

1-t-butyl-3-benzoyl-4-phenyl-4-piperidinol [81831-81-4] (3)

See also

References

  1. ISBN 978-0-85369-687-2
    .
  2. ^
    S2CID 21540225
    .
  3. PMID 10370903. {{cite book}}: |journal= ignored (help
    )
  4. ^ "Budipine". AdisInsight. Springer Nature Switzerland AG.
  5. PMID 8821048
    .
  6. PMID 11554551
    .
  7. ^
    PMID 12020263
    .
  8. S2CID 29177107
    .
  9. ^ Klumpp, D. A., Garza, M., Jones, A., Mendoza, S. (1 September 1999). "Synthesis of Aryl-Substituted Piperidines by Superacid Activation of Piperidones". The Journal of Organic Chemistry. 64 (18): 6702–6705. doi:10.1021/jo990454i.
  10. PMID 6539602
    .
  11. ^ "4-Phenyl-1-t-butyl-4-piperidinol". PubChem. U.S. National Library of Medicine. CID:20536606.
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