Jump to content
 







Main menu
    


Navigation  


●Main page
 ●Contents
 ●Current events
 ●Random article
 ●About Wikipedia
 ●Contact us
 ●Donate
  



Contribute  


●Help
 ●Learn to edit
 ●Community portal
 ●Recent changes
 ●Upload file
  







Search  

































●Create account

●Log in
 









●Create account
 ● Log in
  



Pages for logged out editors learn more  


●Contributions
 ●Talk
  


















Contents

   



(Top)
  


1 See also  




2 References  













Pethidinic acid






●Hrvatski
 ●Polski
 ●Српски / srpski
 ●Srpskohrvatski / српскохрватски
  
Edit links
  








●Article
 ●Talk
  
















●Read
 ●Edit
 ●View history
  







Tools
    


Actions  


●Read
 ●Edit
 ●View history
  



General  


●What links here
 ●Related changes
 ●Upload file
 ●Special pages
 ●Permanent link
 ●Page information
 ●Cite this page
 ●Get shortened URL
 ●Download QR code
 ●Wikidata item
  



Print/export  


●Download as PDF
 ●Printable version
  















Appearance
    

 





From Wikipedia, the free encyclopedia
  
(Redirected from Pethidine intermediate C)
Pethidinic acid
Clinical data
Routes of
administration		N/A
ATC code
  • none
Legal status
Legal status
  • DE: Anlage II (Authorized trade only, not prescriptible)
  • UN: Narcotic Schedule I
    • Identifiers

    • 1-methyl-4-phenylpiperidine-4-carboxylic acid

    CAS Number
    PubChem CID
    ChemSpider
    UNII
    KEGG
    ChEMBL
    CompTox Dashboard (EPA)
    Chemical and physical data
    FormulaC13H17NO2
    Molar mass219.284 g·mol−1
    3D model (JSmol)

    • CN1CCC(CC1)(C2=CC=CC=C2)C(=O)O

    • InChI=1S/C13H17NO2/c1-14-9-7-13(8-10-14,12(15)16)11-5-3-2-4-6-11/h2-6H,7-10H2,1H3,(H,15,16) ☒N

    • Key:KHUPPYUUMRDAAX-UHFFFAOYSA-N ☒N

     ☒NcheckY (what is this?)  (verify)

    Pethidinic acid (meperidinic acid, pethidine intermediate C) is a 4-phenylpiperidine derivative that is both a metabolite of and a precursortopethidine (meperidine).[2][3] 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 9234. The 2014 annual manufacturing quota was 6 grams. [4]


    Pethidinic acid is a controlled drug because of its potential uses in manufacturing both pethidine itself and some of its substituted derivatives, but it has little opioid activity in its own right. Metabolism of pethidine to pethidinic acid is carried out mainly by the carboxylesterase enzyme hCE-1 in the liver,[5] and since the activity of this enzyme can vary between individuals, the rate and extent of pethidinic acid production can vary.[6][7]

    Frank Wätjen used pethidinic acid as a precursor chemical to a heterocyclic moiety.[8]

    See also

    [edit]

    References

    [edit]
    1. ^ Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-04-04). Archived from the original on 2023-08-03. Retrieved 2023-08-16.
  • ^ Tompsett SL (1962). "The detection and determination of pethidinic acid in urine". Acta Pharmacologica et Toxicologica. 19: 368–70. PMID 13985467.
  • ^ Chan K, Lau OW, Wong YC (April 1991). "Determination of pethidine and its major metabolites in human urine by gas chromatography". Journal of Chromatography. 565 (1–2): 247–54. doi:10.1016/0378-4347(91)80387-R. PMID 1874871.
  • ^ "Conversion Factors for Controlled Substances". DEA Diversion Control Division. Drug Enforcement Agency, U.S. Department of Justice.
  • ^ Zhang J, Burnell JC, Dumaual N, Bosron WF (July 1999). "Binding and hydrolysis of meperidine by human liver carboxylesterase hCE-1". The Journal of Pharmacology and Experimental Therapeutics. 290 (1): 314–8. PMID 10381793.
  • ^ Wainer IW, Stambaugh JE (January 1978). "GLC determination of meperidinic and normeperidinic acids in urine". Journal of Pharmaceutical Sciences. 67 (1): 116–8. doi:10.1002/jps.2600670131. PMID 619098.
  • ^ Odar-Cederlöf I, Boréus LO, Bondesson U, Holmberg L, Heyner L (1985). "Comparison of renal excretion of pethidine (meperidine) and its metabolites in old and young patients". European Journal of Clinical Pharmacology. 28 (2): 171–5. doi:10.1007/BF00609687. PMID 3987796. S2CID 20800555.
  • ^ EP 0285032, Wätjen, Frank, "4-Phenylpiperidine compounds and their preparation and use", published 1988-10-05, assigned to Ferrosan A.S. 


    • Stub icon

    This pharmacology-related article is a stub. You can help Wikipedia by expanding it.

  • t
  • e

    • Retrieved from "https://en.wikipedia.org/w/index.php?title=Pethidinic_acid&oldid=1186160421"
    Categories: 
    ●Drugs not assigned an ATC code
     ●Synthetic opioids
     ●4-Phenylpiperidines
     ●Gamma-Amino acids
     ●Human drug metabolites
     ●Pharmacology stubs
     Hidden categories: 
    ●CS1 Brazilian Portuguese-language sources (pt-br)
     ●Articles with short description
     ●Short description matches Wikidata
     ●Articles with changed ChemSpider identifier
     ●Articles with changed EBI identifier
     ●Articles with changed InChI identifier
     ●Chemical pages without DrugBank identifier
     ●Drugboxes which contain changes to verified fields
     ●Drugboxes which contain changes to watched fields
     ●All stub articles
      


    ●This page was last edited on 21 November 2023, at 08:16 (UTC).
    ●Text is available under the Creative Commons Attribution-ShareAlike License 4.0; additional terms may apply. By using this site, you agree to the Terms of Use and Privacy Policy. Wikipedia® is a registered trademark of the Wikimedia Foundation, Inc., a non-profit organization.


    ●Privacy policy
    ●About Wikipedia
    ●Disclaimers
    ●Contact Wikipedia
    ●Code of Conduct
    ●Developers
    ●Statistics
    ●Cookie statement
    ●Mobile view


    Wikimedia Foundation
    Powered by MediaWiki