NAN-190

NAN-190
Identifiers
	IUPAC name 1-(2-Methoxyphenyl)-4-(4-phthalimidobutyl)piperazine;
CAS Number	102392-05-2 ; 115388-32-4 (hydrobromide);
PubChem CID	4431;
IUPHAR/BPS	73;
ChemSpider	4278 ;
UNII	LQE19CTV54;
ChEMBL	ChEMBL8618 ;
CompTox Dashboard (EPA)	DTXSID3043813 ;
Chemical and physical data
Formula	C23H27N3O3
Molar mass	393.487 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C1c2ccccc2C(=O)N1CCCCN4CCN(CC4)c3ccccc3OC;
	InChI InChI=1S/C23H27N3O3/c1-29-21-11-5-4-10-20(21)25-16-14-24(15-17-25)12-6-7-13-26-22(27)18-8-2-3-9-19(18)23(26)28/h2-5,8-11H,6-7,12-17H2,1H3 ; Key:SJDOMIRMMUGQQK-UHFFFAOYSA-N ;
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NAN-190 is a drug and research chemical widely used in scientific studies. It was previously believed to act as a selective 5-HT_1A receptor antagonist, but a subsequent discovery showed that it also potently blocks the α₂-adrenergic receptor.[1] The new finding has raised significant concerns about studies using NAN-190 as a specific serotonin receptor antagonist.[1]

References

Foong JP, Bornstein JC (2009). "5-HT antagonists NAN-190 and SB 269970 block alpha2-adrenoceptors in the guinea pig". NeuroReport. 20 (3): 325–330. doi:10.1097/WNR.0b013e3283232caa. PMID 19190523. S2CID 25499247.

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[pmid19190523-1] Foong JP, Bornstein JC (2009). "5-HT antagonists NAN-190 and SB 269970 block alpha2-adrenoceptors in the guinea pig". NeuroReport. 20 (3): 325–330. doi:10.1097/WNR.0b013e3283232caa. PMID 19190523. S2CID 25499247.