O-4310

Chemical compound From Wikipedia, the free encyclopedia

O-4310, also known as 1-isopropyl-6-fluoropsilocin (1-iPr-6-F-4-HO-DMT), is a serotonin receptor agonist of the tryptamine family.[1][2] It is the 1-isopropylated and 6-fluorinated derivative of the serotonergic psychedelic psilocin.[2]

Other namesO4310; 1-Isopropyl-6-fluoropsilocin; 1-iPr-6-F-psilocin; 1-iPr-6-F-4-HO-DMT
CAS Number
Quick facts Clinical data, Other names ...
O-4310
Clinical data
Other namesO4310; 1-Isopropyl-6-fluoropsilocin; 1-iPr-6-F-psilocin; 1-iPr-6-F-4-HO-DMT
Drug classSerotonin 5-HT2A receptor agonist
Identifiers
  • 3-[2-(dimethylamino)ethyl]-6-fluoro-1-isopropyl-1H-indol-4-ol
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC15H21FN2O
Molar mass264.344 g·mol−1
3D model (JSmol)
  • CC(C)N1C2=CC(F)=CC(O)=C2C(CCN(C)C)=C1
  • InChI=1S/C15H21FN2O/c1-10(2)18-9-11(5-6-17(3)4)15-13(18)7-12(16)8-14(15)19/h7-10,19H,5-6H2,1-4H3
  • Key:PAUIFMSQKOHMQT-UHFFFAOYSA-N
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Pharmacology

The drug is said to be a serotonin 5-HT2A receptor agonist and to be highly selective for activation of this receptor over the closely related serotonin 5-HT2B and 5-HT2C receptors.[2] Its EC50Tooltip half-maximal effective concentration at the serotonin 5-HT2A receptor was reported to be 5 nM and it was said to have an EmaxTooltip maximal efficacy of 89% relative to serotonin.[2] Conversely, O-4310 was said to be inactive at the serotonin 5-HT2B receptor, with no EC50 or Emax reported for this receptor, and was claimed to have an EC50 of 592 nM at the serotonin 5-HT2C receptor with an Emax of approximately 50%.[2] Hence, O-4310 appears to show about 118-fold selectivity for activation of the serotonin 5-HT2A receptor over the serotonin 5-HT2C receptor.[2]

The pharmacodynamic activity of O-4310 was briefly described in a patent but not in the published scientific literature.[2][1] If the reported data are accurate, O-4310, along with other drugs like 25CN-NBOH and (S,S)-DMBMPP, would be one of the most selective known agonists of the serotonin 5-HT2A receptor over the other serotonin 5-HT2 receptors.[3]

History

O-4310 was patented by Bryan Roth and colleagues in 2006 and the patent was assigned to the American pharmaceutical company Organix Inc.[2] The drug was also employed in an animal study and described in the scientific literature by a group of Iranian researchers in 2017.[1]

See also

References

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