Meptazinol

Meptazinol
Clinical data
AHFS/Drugs.com International Drug Names
Dependence
liability
Low
Routes of
administration
Oral, IM, IV
ATC code N02AX05 (WHO)
Legal status
Legal status
  • AU: S4 (Prescription only)
  • UK: POM (Prescription only)
Pharmacokinetic data
Metabolism The peak analgesic effect is seen within 30–60 minutes and lasts about 3–4 hours.
Biological half-life Half-Life (1.4–4 hours).
Excretion The drug is rapidly metabolised to the glucuronide, and mostly excreted in the urine.
Identifiers
CAS Number 59263-76-2 N
PubChem (CID) 41049
ChemSpider 37469 YesY
UNII 18Y7S5JKZD YesY
KEGG D08182 YesY
ChEMBL CHEMBL314437 YesY
ECHA InfoCard 100.053.718
Chemical and physical data
Formula C15H23NO
Molar mass 233.34922 g/mol
3D model (Jmol) Interactive image
Chirality Racemic mixture
 NYesY (what is this?)  (verify)

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


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