Chemistry:LY-293284

LY-293284
Identifiers
	IUPAC name (4R)-6-acetyl-4-(di-n-propylamino)-1,3,4,5-tetrahydrobenz[c,d]indole;
CAS Number	141318-62-9 ;
PubChem CID	132345;
IUPHAR/BPS	19;
ChemSpider	116875;
UNII	92MME29XHM;
Chemical and physical data
Formula	C19H26N2O
Molar mass	298.430 g·mol−1
3D model (JSmol)	Interactive image;
	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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Short description: Chemical compound

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-HT_1A receptor full agonist. It was derived through structural simplification of the ergoline based psychedelic LSD,^[1] but is far more selective for 5-HT_1A with over 1000× selectivity over other serotonin receptor subtypes and other targets.^[2] It has anxiogenic effects in animal studies.^[3]

References

↑ "Substituted naphthofurans as hallucinogenic phenethylamine-ergoline hybrid molecules with unexpected muscarinic antagonist activity". Journal of Medicinal Chemistry 41 (12): 2134–45. June 1998. doi:10.1021/jm980076u. PMID 9622555.
↑ "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. September 1994. PMID 7523657.
↑ "Comparative effects of novel 5-HT1A receptor ligands, LY293284, LY315712 and LY297996, on plus-maze anxiety in mice". Psychopharmacology 139 (3): 185–94. October 1998. doi:10.1007/s002130050703. PMID 9784072.

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[pmid9622555-1] "Substituted naphthofurans as hallucinogenic phenethylamine-ergoline hybrid molecules with unexpected muscarinic antagonist activity". Journal of Medicinal Chemistry 41 (12): 2134–45. June 1998. doi:10.1021/jm980076u. PMID 9622555.

[pmid7523657-2] "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. September 1994. PMID 7523657.

[pmid9784072-3] "Comparative effects of novel 5-HT1A receptor ligands, LY293284, LY315712 and LY297996, on plus-maze anxiety in mice". Psychopharmacology 139 (3): 185–94. October 1998. doi:10.1007/s002130050703. PMID 9784072.

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Identifiers

IUPAC name (4R)-6-acetyl-4-(di-n-propylamino)-1,3,4,5-tetrahydrobenz[c,d]indole
CAS Number	141318-62-9^Y
PubChem CID	132345
IUPHAR/BPS	19
ChemSpider	116875
UNII	92MME29XHM
Chemical and physical data
Formula	C₁₉H₂₆N₂O
Molar mass	298.430 g·mol⁻¹
3D model (JSmol)	Interactive image
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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