ORG-12962

ORG-12962 is a pyridinylpiperazine drug developed by Organon, which acts as a potent and selective agonist for the 5-HT₂ receptor family, with highest affinity at 5-HT_2C and lowest at 5-HT_2B subtypes.^[1] It was developed as a potential anti-anxiety drug, but was discontinued from human trials after tests in a public speaking challenge showed that its anti-anxiety effects were accompanied by side effects such as dizziness and a "spacey" feeling, which were attributed to poor selectivity in vivo over the hallucinogenic 5-HT_2A receptor.^[2]

ORG-12962

Legal status
Legal status	In general: uncontrolled
Identifiers
IUPAC name 1-(5-trifluoromethyl-6-chloropyridin-2-yl)piperazine
CAS Number	210821-63-9 N
PubChem CID	9796408
IUPHAR/BPS	170
ChemSpider	7972174 Y
ChEMBL	ChEMBL506999 Y
CompTox Dashboard (EPA)	DTXSID70430870
Chemical and physical data
Formula	C10H11ClF3N3
Molar mass	265.66 g·mol−1
3D model (JSmol)	Interactive image
SMILES C2CNCCN2c(nc1Cl)ccc1C(F)(F)F
InChI InChI=1S/C10H11ClF3N3/c11-9-7(10(12,13)14)1-2-8(16-9)17-5-3-15-4-6-17/h1-2,15H,3-6H2 Y Key:QZYYPQAYSFBKPW-UHFFFAOYSA-N Y
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