ABT-239

ABT-239
Identifiers
	IUPAC name 4-(2-{2-[(2R)-2-Methylpyrrolidin-1-yl]ethyl}-; benzofuran-5-yl)benzonitrile;
CAS Number	460746-46-7 ; 460746-51-4 (racemic); 460749-29-5 (S-isomer);
PubChem CID	9818903;
IUPHAR/BPS	1218;
ChemSpider	7994652 ;
UNII	86H6B395PI;
ChEMBL	ChEMBL351231 ;
CompTox Dashboard (EPA)	DTXSID00196710 ;
Chemical and physical data
Formula	C22H22N2O
Molar mass	330.431 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES N#CC1=CC=C(C2=CC3=C(C=C2)OC(CCN4[C@@H](CCC4)C)=C3)C=C1;
	InChI InChI=1S/C22H22N2O/c1-16-3-2-11-24(16)12-10-21-14-20-13-19(8-9-22(20)25-21)18-6-4-17(15-23)5-7-18/h4-9,13-14,16H,2-3,10-12H2,1H3/t16-/m1/s1 ; Key:KFHYZKCRXNRKRC-MRXNPFEDSA-N ;
	(verify)

ABT-239 is an H₃-receptor inverse agonist developed by Abbott. It has stimulant and nootropic effects, and has been investigated as a treatment for ADHD, Alzheimer's disease, and schizophrenia.^[1]^[2]^[3]^[4] ABT-239 is more active at the human H₃ receptor than comparable agents such as thioperamide, ciproxifan, and cipralisant. It was ultimately dropped from human trials after showing the dangerous cardiac side effect of QT prolongation,^[5] but is still widely used in animal research into H₃ antagonists / inverse agonists.

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References