Structure via PubChem · Public domain (PubChem)
(-)-pentazocine
Sign in to saveAlso known as pentazocine, WIN-20228, Pentazocina, Pentazocinum, Pentazocine, Pentazocin
Pentazocine, sold under the brand name Talwin among others, is an analgesic medication used to treat moderate to severe pain. It is believed to work by activating (agonizing) κ-opioid receptors (KOR) and μ-opioid receptors (MOR). As such it is called an opioid as it delivers its effects on pain by interacting with the opioid receptors. It shares many of the side effects of other opioids like constipation, nausea, itching, drowsiness, and respiratory depression, but, unlike most other opioids, it fairly frequently causes hallucinations, nightmares, and delusions. It is also, unlike most other o
Chemical data
- Formula
- C19H27NO
- Molecular weight
- 285.4 g/mol
- IUPAC name
- (1R,9R,13R)-1,13-dimethyl-10-(3-methylbut-2-enyl)-10-azatricyclo[7.3.1.02,7]trideca-2(7),3,5-trien-4-ol
- SMILES
- C[C@H]1[C@H]2CC3=C([C@@]1(CCN2CC=C(C)C)C)C=C(C=C3)O
- InChIKey
- VOKSWYLNZZRQPF-GDIGMMSISA-N
- XLogP
- 3.3
- Polar surface area
- 23.5 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Research
3,143 papersvia PubMed
Wikidata facts
- Mass
- 285.209264
- Has use
- medication
Show 7 more facts
- chemical formula
- C₁₉H₂₇NO
- Commons category
- Pentazocine
- medical condition treated
- pain
- canonical SMILES
- CC1C2CC3=C(C1(CCN2CC=C(C)C)C)C=C(C=C3)O
- isomeric SMILES
- C[C@H]1[C@H]2CC3=C([C@@]1(CCN2CC=C(C)C)C)C=C(C=C3)O
- physically interacts with
- Sigma non-opioid intracellular receptor 1
- MCN code
- 2933.33.72
Sources (2)
via Wikidata · CC0
~6 min read
Encyclopedic overview
14 sectionsContents
- Uses
- Medical
- Recreational
- Adverse effects
- Tissue damage at injection sites
- History
- Society and culture
- Legal status
- United States
- Brand names
- Research
- See also
- References
- External links
Pentazocine, sold under the brand name Talwin among others, is an analgesic medication used to treat moderate to severe pain. It is believed to work by activating (agonizing) κ-opioid receptors (KOR) and μ-opioid receptors (MOR). As such it is called an opioid as it delivers its effects on pain by interacting with the opioid receptors. It shares many of the side effects of other opioids like constipation, nausea, itching, drowsiness, and respiratory depression, but, unlike most other opioids, it fairly frequently causes hallucinations, nightmares, and delusions. It is also, unlike most other opioids, subject to a ceiling effect, which is when at a certain dose no more pain relief is obtained by increasing the dose any further.
Chemically it is classed as a benzomorphan and it comes in two enantiomers.
Excerpted from Wikipedia’s “(-)-pentazocine” article, available under the CC BY-SA 4.0 licence.