ITI-333

ITI-333
Identifiers
IUPAC name
  • (6bR,10aS)-8-[3-(4-fluorophenoxy)propyl]-6b,7,8,9,10,10a-hexahydro-1H-pyrido[3′,4′:4,5]pyrrolo[1,2,3-de]quinoxalin-2(3H)-one
CAS Number
PubChem CID
Chemical and physical data
FormulaC22H24FN3O
Molar mass365.452 g·mol−1
3D model (JSmol)
SMILES
  • C1CN(C[C@@H]2[C@H]1N3CC(=O)NC4=CC=CC2=C43)CCCOC5=CC=C(C=C5)F
InChI
  • InChI=1S/C22H24FN3O2/c23-15-5-7-16(8-6-15)28-12-2-10-25-11-9-20-18(13-25)17-3-1-4-19-22(17)26(20)14-21(27)24-19/h1,3-8,18,20H,2,9-14H2,(H,24,27)/t18-,20-/m0/s1
  • Key:MXIJXDUPULMKIE-ICSRJNTNSA-N

ITI-333 is a drug which has a mixed mechanism of action, acting as an antagonist at the 5-HT2A, D1 and α1A receptors, and also as a partial agonist at the μ-opioid receptor.[1] In animal studies it blocked the head-twitch response produced by DOI and also reduced responses to morphine, while also reducing the symptoms produced by naloxone-precipitated withdrawal in opioid habituated mice. It has been developed for potential uses in treatment of opioid withdrawal and opioid use disorder.[2][3]

See also

References

  1. "ITI 333". AdisInsight. 16 April 2024. Retrieved 23 October 2024.
  2. Li P, Zhang Q, Zheng H, Qiao Y, Snyder GL, Martin T, et al. (June 2024). "Discovery of ITI-333, a Novel Orally Bioavailable Molecule Targeting Multiple Receptors for the Treatment of Pain and Other Disorders". Journal of Medicinal Chemistry. 67 (11): 9355–9373. doi:10.1021/acs.jmedchem.4c00480. PMC 11181336. PMID 38805667.
  3. Snyder GL, Li P, Martin T, Zhang L, Yao W, Zheng H, et al. (July 2024). "Pharmacologic profile of ITI-333: a novel molecule for treatment of substance use disorders". Psychopharmacology. 241 (7): 1477–1490. doi:10.1007/s00213-024-06578-w. PMC 11199232. PMID 38710856.