Anileridine

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Anileridine
Anileridine2DCSD.svg
Clinical data
AHFS/Drugs.comMonograph
Routes of
administration
Tablets, injection
ATC code
Legal status
Legal status
Pharmacokinetic data
Protein binding> 95%
MetabolismHepatic
Identifiers
  • Ethyl 1-[2-(4-aminophenyl)ethyl]-4-phenylpiperidine-4-carboxylate
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC22H28N2O2
Molar mass352.478 g·mol−1
3D model (JSmol)
Melting point83 °C (181 °F)
  • O=C(OCC)C3(c1ccccc1)CCN(CCc2ccc(N)cc2)CC3
  • InChI=1S/C22H28N2O2/c1-2-26-21(25)22(19-6-4-3-5-7-19)13-16-24(17-14-22)15-12-18-8-10-20(23)11-9-18/h3-11H,2,12-17,23H2,1H3 checkY
  • Key:LKYQLAWMNBFNJT-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Anileridine (trade name: Leritine) is a synthetic analgesic drug[1] and is a member of the piperidine class of analgesic agents[2] developed by Merck & Co. in the 1950s.[3] It differs from pethidine (meperidine) in that the N-methyl group of meperidine is replaced by an N-aminophenethyl group, which increases its analgesic activity.

Anileridine is no longer manufactured in the US or Canada.[4] Anileridine is in Schedule II of the Controlled Substances Act 1970 of the United States as ACSCN 9020 with a zero aggregate manufacturing quota as of 2014. The free base conversion ratio for salts includes 0.83 for the dihydrochloride and 0.73 for the phosphate.[5] It is also under international control per UN treaties.

Administration[edit]

As tablets or injection.[6]

Pharmacokinetics[edit]

Anileridine usually takes effect within 15 minutes of either oral or intravenous administration, and lasts 2–3 hours.[7] It is mostly metabolized by the liver.

References[edit]

  1. ^ Orahovats PD, Lehman EG, Chapin EW (January 1957). "Pharmacology of ethyl-1-(4-aminophenethyl)-4-phenylisonipecotate, anileridine, a new potent synthetic analgesic". The Journal of Pharmacology and Experimental Therapeutics. 119 (1): 26–34. PMID 13417056.
  2. ^ Stage JT (August 1957). "Anileridine as an anesthetic agent". The Journal of the Florida Medical Association. Florida Medical Association. 44 (2): 143–5. PMID 13449255.
  3. ^ US 2897204, Frank A Cutler Jr FA, Chemerda JM, "Substituted piperidines and methods for making same", issued 28 July 1959, assigned to Merck and Co Inc 
  4. ^ "Discontinued Prescription Drug Products". Canadian Pharmacists' Association. Archived from the original on 19 September 2008. Retrieved 28 July 2008.
  5. ^ "Federal Register Notices: Quotas - 2014". Diversion Control Division, Drug Enforcement Agency. U.S. Department of Justice. 25 August 2014.
  6. ^ "Pharmaceutical Information - LERITINE". RxMed. Retrieved 16 June 2010.
  7. ^ "Anileridine Consumer Information". MedicineNet. Archived from the original on 28 March 2012. Retrieved 28 July 2008.