Diphenpipenol

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Diphenpipenol
Clinical data
ATC code
  • None
Identifiers
  • 3-[2-[4-(2-methoxyphenyl)piperazin-1-yl]-2-phenylethyl]phenol
CAS Number
PubChem CID
ChemSpider
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC25H28N2O2
Molar mass388.511 g·mol−1
3D model (JSmol)
  • COc4ccccc4N1CCN(CC1)C(Cc2cccc(O)c2)c3ccccc3
  • InChI=1S/C25H28N2O2/c1-29-25-13-6-5-12-23(25)26-14-16-27(17-15-26)24(21-9-3-2-4-10-21)19-20-8-7-11-22(28)18-20/h2-13,18,24,28H,14-17,19H2,1H3
  • Key:ILCZMFSACNEMGK-UHFFFAOYSA-N

Diphenpipenol is an opioid analgesic drug invented in the 1970s by Dainippon Pharmaceutical Co.[1] It is chemically a 1-substituted-4-(1,2-diphenylethyl)piperazine derivative related to compounds such as MT-45 and AD-1211, but diphenpipenol is the most potent compound in the series, with the more active (S) enantiomer being around 105 times the potency of morphine in animal studies.[2] This makes it a similar strength to fentanyl and its analogues, and consequently diphenpipenol can be expected to pose a significant risk of producing life-threatening respiratory depression, as well as other typical opioid side effects such as sedation, itching, nausea and vomiting.


See also

References

  1. ^ Nishimura H, et al. 1-Substituted-4-(1,2-diphenylethyl)piperazine derivatives and compositions containing the same. US 4080453A
  2. ^ Natsuka K, Nakamura H, Nishikawa Y, Negoro T, Uno H, Nishimura H (October 1987). "Synthesis and structure-activity relationships of 1-substituted 4-(1,2-diphenylethyl)piperazine derivatives having narcotic agonist and antagonist activity". Journal of Medicinal Chemistry. 30 (10): 1779–87. doi:10.1021/jm00393a017. PMID 3656354.