Chemistry:Meptazinol

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Short description: Opioid analgesic drug
Meptazinol
Meptazinol.svg
Clinical data
Trade namesMeptid
AHFS/Drugs.comInternational Drug Names
Dependence
liability
Low
Routes of
administration
Oral, IM, IV
ATC code
Legal status
Legal status
  • AU: S4 (Prescription only)
  • UK: POM (Prescription only)
Pharmacokinetic data
MetabolismThe peak analgesic effect is seen within 30–60 minutes and lasts about 3–4 hours
Elimination half-lifeHalf-life (1.4–4 hours)
ExcretionThe drug is rapidly metabolized to the glucuronide, and mostly excreted in the urine
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
Chemical and physical data
FormulaC15H23NO
Molar mass233.355 g·mol−1
3D model (JSmol)
ChiralityRacemic mixture
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Meptazinol (trade name Meptid) is an opioid analgesic developed by Wyeth in the 1970s.[1] Indications for use in moderate to severe pain, most commonly used to treat pain in obstetrics (childbirth).

Meptazinol is a 3-phenylazepane derivative, whereas the other phenazepanes like ethoheptazine and proheptazine are 4-phenylazepanes.

A partial μ-opioid receptor agonist, its mixed agonist/antagonist activity affords it a lower risk of dependence and abuse than full μ agonists like morphine. Meptazinol exhibits not only a short onset of action, but also a shorter duration of action relative to other opioids such as morphine, pentazocine, or buprenorphine.[2]

References

  1. Cavalla JF, Shepherd RG, White AC, "Hexahydroazepine, Piperidine and Pyrrolidine Derivatives", US patent 4197239, issued 1980-04-08, assigned to Wyeth
  2. "Meptazinol. A Review of its Pharmacodynamic and Pharmacokinetic Properties and Therapeutic Efficacy". Drugs 30 (4): 285–312. 1985. doi:10.2165/00003495-198530040-00001. PMID 2998723. 

External links