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AD-1211
Sign in to saveAD-1211 is an opioid analgesic drug invented in the 1970s by Dainippon Pharmaceutical Co. It is chemically a 1-substituted-4-prenyl-piperazine derivative, which is structurally unrelated to most other opioid drugs. The (S)-enantiomers in this series are more active as opioid agonists, but the less active (R)-enantiomer of this compound, AD-1211, is a mixed agonist–antagonist at opioid receptors with a similar pharmacological profile to pentazocine, and has atypical opioid effects with little development of tolerance or dependence seen after extended administration in animal studies.
Chemical data
- Formula
- C23H30N2O
- Molecular weight
- 350.5 g/mol
- IUPAC name
- 3-[2-[4-(3-methylbut-2-enyl)piperazin-1-yl]-2-phenylethyl]phenol
- SMILES
- CC(=CCN1CCN(CC1)C(CC2=CC(=CC=C2)O)C3=CC=CC=C3)C
- InChIKey
- WLHCNEPBQJOHKW-UHFFFAOYSA-N
- XLogP
- 4.7
- Polar surface area
- 26.7 Ų
- H-bond donors
- 1
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 350.23581358
Show 2 more facts
- chemical formula
- C₂₃H₃₀N₂O
- canonical SMILES
- CC(=CCN1CCN(CC1)C(CC2=CC(=CC=C2)O)C3=CC=CC=C3)C
Sources (2)
via Wikidata · CC0
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Encyclopedic overview
2 sectionsContents
- See also
- References
AD-1211 is an opioid analgesic drug invented in the 1970s by Dainippon Pharmaceutical Co. It is chemically a 1-substituted-4-prenyl-piperazine derivative, which is structurally unrelated to most other opioid drugs. The (S)-enantiomers in this series are more active as opioid agonists, but the less active (R)-enantiomer of this compound, AD-1211, is a mixed agonist–antagonist at opioid receptors with a similar pharmacological profile to pentazocine, and has atypical opioid effects with little development of tolerance or dependence seen after extended administration in animal studies.
==See also== Diphenidine Diphenpipenol Ephenidine Fluorolintane Lanicemine Lefetamine Methoxphenidine (MXP) MT-45 Remacemide AH-7921
Excerpted from Wikipedia’s “AD-1211” article, available under the CC BY-SA 4.0 licence.