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词条 Pethidine intermediate A
释义

  1. See also

  2. References

{{Drugbox
| verifiedrevid = 412260743
| IUPAC_name = 1-methyl-4-phenylpiperidine-4-carbonitrile
| image = Pethidineintermediate.svg
| width = 160
| tradename =
| pregnancy_AU =
| pregnancy_US =
| pregnancy_category =
| legal_AU =
| legal_CA =
| legal_UK =
| legal_US = Schedule II
| legal_UN = N I
| legal_DE = Anlage II
| routes_of_administration = N/A
| bioavailability =
| protein_bound =
| metabolism =
| elimination_half-life =
| excretion =
| CAS_number = 3627-62-1
| ATC_prefix = none
| ATC_suffix =
| PubChem = 62513
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank =
| ChemSpiderID = 56289
| C=13 | H=16 | N=2
| molecular_weight = 200.28 g/mol
| synonyms =
| smiles = CN1CCC(CC1)(C#N)c2ccccc2
| StdInChI = 1S/C13H16N2/c1-15-9-7-13(11-14,8-10-15)12-5-3-2-4-6-12/h2-6H,7-10H2,1H3
| StdInChIKey = ZLFQTZYFXYOGLS-UHFFFAOYSA-N
}}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

  • Moramide intermediate
  • Methadone intermediate
  • Pethidine intermediate B (norpethidine)
  • Pethidine intermediate C (pethidinic acid)

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

3 : Synthetic opioids|Piperidines|Nitriles

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