ORG-12962

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 ;
PubChem CID	9796408;
IUPHAR/BPS	170;
ChemSpider	7972174 ;
ChEMBL	CHEMBL506999 ;
Chemical and physical data
Formula	C10H11ClF3N3
Molar mass	265.662 g/mol
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 ; Key:QZYYPQAYSFBKPW-UHFFFAOYSA-N ;
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ORG-12962 is a 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]

References

↑ Porter RH, Benwell KR, Lamb H, Malcolm CS, Allen NH, Revell DF, Adams DR, Sheardown MJ (September 1999). "Functional characterization of agonists at recombinant human 5-HT2A, 5-HT2B and 5-HT2C receptors in CHO-K1 cells". British Journal of Pharmacology. 128 (1): 13–20. doi:10.1038/sj.bjp.0702751. PMC 1571597. PMID 10498829.
↑ Monck NJ, Kennett GA (2008). "5-HT2C ligands: recent progress". Progress in Medicinal Chemistry. 46: 281–390. doi:10.1016/S0079-6468(07)00006-9. PMID 18381128.

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[pmid10498829-1] Porter RH, Benwell KR, Lamb H, Malcolm CS, Allen NH, Revell DF, Adams DR, Sheardown MJ (September 1999). "Functional characterization of agonists at recombinant human 5-HT2A, 5-HT2B and 5-HT2C receptors in CHO-K1 cells". British Journal of Pharmacology. 128 (1): 13–20. doi:10.1038/sj.bjp.0702751. PMC 1571597. PMID 10498829.

[pmid18381128-2] Monck NJ, Kennett GA (2008). "5-HT2C ligands: recent progress". Progress in Medicinal Chemistry. 46: 281–390. doi:10.1016/S0079-6468(07)00006-9. PMID 18381128.

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
Chemical and physical data
Formula	C₁₀H₁₁ClF₃N₃
Molar mass	265.662 g/mol
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
^NY (what is this?) (verify)

ORG-12962

See also

References