AD-1211

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AD-1211
200px
Systematic (IUPAC) name
1-(3-methyl-2-butenyl)-4-[(1R)-1-phenyl-2-(3-hydroxyphenyl)ethyl]piperazine
Identifiers
CAS Number 83374-58-7 YesY
61311-01-1 (R) enantiomer
ATC code none
PubChem CID: 173526
ChemSpider 26286944 YesY
Synonyms AD-1211
Chemical data
Formula C23H30N2O
Molecular mass 350.496 g/mol
  • c1c(O)cccc1CC(c3ccccc3)N(CC2)CCN2C\C=C(\C)/C
  • InChI=1S/C23H30N2O/c1-19(2)11-12-24-13-15-25(16-14-24)23(21-8-4-3-5-9-21)18-20-7-6-10-22(26)17-20/h3-11,17,23,26H,12-16,18H2,1-2H3/t23-/m1/s1 YesY
  • Key:WLHCNEPBQJOHKW-HSZRJFAPSA-N YesY
  (verify)

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,[1] and has atypical opioid effects with little development of tolerance or dependence seen after extended administration in animal studies.[2][3]

See also

References

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