Pethidine intermediate A

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Pethidine intermediate A
Pethidineintermediate.svg
Systematic (IUPAC) name
1-methyl-4-phenylpiperidine-4-carbonitrile
Clinical data
Legal status
Routes of
administration
N/A
Identifiers
CAS Number 3627-62-1
ATC code none
PubChem CID: 62513
ChemSpider 56289
Chemical data
Formula C13H16N2
Molecular mass 200.28 g/mol
  • CN1CCC(CC1)(C#N)c2ccccc2
  • InChI=1S/C13H16N2/c1-15-9-7-13(11-14,8-10-15)12-5-3-2-4-6-12/h2-6H,7-10H2,1H3
  • Key:ZLFQTZYFXYOGLS-UHFFFAOYSA-N
  (verify)

Pethidine intermediate A is a 4-phenylpiperidine derivative that is a precursor to the opioid analgesic drug pethidine (meperidine). It is not known to have any analgesic activity in its own right, however other derivatives of pethidine with a 4-cyano group in place of the carboxylate ethyl ester have been found to be active,[1] so pethidine intermediate A might also show opioid effects. It is scheduled by UN Single Convention on Narcotic Drugs. It is a Schedule II Narcotic controlled substance in the United States and has an ACSCN of 9232. The 2014 annual manufacturing quota was 6 grammes (as an end product, presumably for research use). [2]

See also

References

  1. Lomenzo SA, Rhoden JB, Izenwasser S, Wade D, Kopajtic T, Katz JL, Trudell ML. Synthesis and Biological Evaluation of Meperidine Analogues at Monoamine Transporters. Journal of Medicinal Chemistry. 2005; 48:1336-1343.
  2. http://www.deadiversion.usdoj.gov/quotas/conv_factor/index.html