Meptazinol
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Systematic (IUPAC) name | |
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(RS)-3-(3-ethyl-1-methylazepan-3-yl)phenol
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Clinical data | |
AHFS/Drugs.com | International Drug Names |
Dependence liability |
Low |
Routes of administration |
Oral, IM, IV |
Legal status | |
Legal status | |
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 ![]() |
ATC code | N02AX05 (WHO) |
PubChem | CID 41049 |
ChemSpider | 37469 ![]() |
UNII | 18Y7S5JKZD ![]() |
KEGG | D08182 ![]() |
ChEMBL | CHEMBL314437 ![]() |
Chemical data | |
Formula | C15H23NO |
Molar mass | 233.34922 g/mol |
Chirality | Racemic mixture |
3D model (Jmol) | Interactive image |
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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-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[edit]
- ^ US patent 4197239, Cavalla JF, Shepherd RG, White AC, "Hexahydroazepine, Piperidine and Pyrrolidine Derivatives", issued 1980-04-08, assigned to Wyeth
- ^ 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.
External links[edit]
- Meptazinol at the US National Library of Medicine Medical Subject Headings (MeSH)
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