LY-293284

LY-293284 is a research chemical developed by the pharmaceutical company Eli Lilly and used for scientific studies. It acts as a potent and selective 5-HT1A receptor full agonist. It was derived through structural simplification of the ergoline based psychedelic LSD,[1] but is far more selective for 5-HT1A with over 1000x selectivity over other serotonin receptor subtypes and other targets.[2] It has anxiogenic effects in animal studies.[3]

LY-293284
Identifiers
IUPAC name
  • (4R)-6-acetyl-4-(di-n-propylamino)-1,3,4,5-tetrahydrobenz[c,d]indole
CAS Number
PubChem CID
IUPHAR/BPS
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC19H26N2O
Molar mass298.430 g·mol−1
3D model (JSmol)
SMILES
  • CCCN(CCC)[C@H]1CC2=CNC3=C2C(=C(C=C3)C(=O)C)C1
InChI
  • InChI=1S/C19H26N2O/c1-4-8-21(9-5-2)15-10-14-12-20-18-7-6-16(13(3)22)17(11-15)19(14)18/h6-7,12,15,20H,4-5,8-11H2,1-3H3/t15-/m0/s1
  • Key:CKYZLYQSDNLGPT-HNNXBMFYSA-N
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See also

References
  1. Monte AP, Marona-Lewicka D, Lewis MM, Mailman RB, Wainscott DB, Nelson DL, Nichols DE (June 1998). "Substituted naphthofurans as hallucinogenic phenethylamine-ergoline hybrid molecules with unexpected muscarinic antagonist activity". Journal of Medicinal Chemistry. 41 (12): 2134–45. doi:10.1021/jm980076u. PMID 9622555.
  2. Foreman MM, Fuller RW, Rasmussen K, Nelson DL, Calligaro DO, Zhang L, Barrett JE, Booher RN, Paget CJ, Flaugh ME (September 1994). "Pharmacological characterization of LY293284: A 5-HT1A receptor agonist with high potency and selectivity". The Journal of Pharmacology and Experimental Therapeutics. 270 (3): 1270–81. PMID 7523657.
  3. Cao BJ, Rodgers RJ (October 1998). "Comparative effects of novel 5-HT1A receptor ligands, LY293284, LY315712 and LY297996, on plus-maze anxiety in mice". Psychopharmacology. 139 (3): 185–94. doi:10.1007/s002130050703. PMID 9784072. S2CID 9466299.
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