Structure via PubChem · Public domain (PubChem)
hydroxypethidine
Sign in to saveHydroxypethidine (Bemidone) is an opioid analgesic that is an analogue of the more commonly used pethidine (meperidine). Hydroxypethidine is slightly more potent than meperidine as an analgesic, 1.5x meperidine in potency, and it also has NMDA antagonist properties like its close relative ketobemidone.
Chemical data
- Formula
- C15H21NO3
- Molecular weight
- 263.33 g/mol
- IUPAC name
- ethyl 4-(3-hydroxyphenyl)-1-methylpiperidine-4-carboxylate
- SMILES
- CCOC(=O)C1(CCN(CC1)C)C2=CC(=CC=C2)O
- InChIKey
- WTJBNMUWRKPFRS-UHFFFAOYSA-N
- XLogP
- 2.1
- Polar surface area
- 49.8 Ų
- H-bond donors
- 1
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 263.152144
Show 2 more facts
- chemical formula
- C₁₅H₂₁NO₃
- canonical SMILES
- CCOC(=O)C1(CCN(CC1)C)C2=CC(=CC=C2)O
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- See also
- References
Hydroxypethidine (Bemidone) is an opioid analgesic that is an analogue of the more commonly used pethidine (meperidine). Hydroxypethidine is slightly more potent than meperidine as an analgesic, 1.5x meperidine in potency, and it also has NMDA antagonist properties like its close relative ketobemidone.
Hydroxypethidine has similar effects to other opioids, and produces analgesia, sedation and euphoria. Side effects can include itching, nausea and potentially serious respiratory depression which can be life-threatening.
Excerpted from Wikipedia’s “hydroxypethidine” article, available under the CC BY-SA 4.0 licence.