Sibopirdine

Sibopirdine
Clinical data
ATC code	none;
Legal status
Legal status	In general: unscheduled;
Identifiers
	IUPAC name 5,5-bis(4-pyridylmethyl)-5H-cyclopenta[2,1-b:3,4-b']dipyridine;
CAS Number	139781-09-2 ;
PubChem CID	9929210;
ChemSpider	169416 ;
UNII	7IKM67CSEQ;
KEGG	D05833 ;
CompTox Dashboard (EPA)	DTXSID60930596 ;
Chemical and physical data
Formula	C23H18N4
Molar mass	350.425 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES c5cnccc5CC1(Cc3ccncc3)c2cccnc2-c4c1cccn4;
	InChI InChI=1S/C23H18N4/c1-3-19-21(26-9-1)22-20(4-2-10-27-22)23(19,15-17-5-11-24-12-6-17)16-18-7-13-25-14-8-18/h1-14H,15-16H2 ; Key:FJYRSJDIZKTXKB-UHFFFAOYSA-N ;
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Sibopirdine, also known as EXP921, is a nootropic drug.[1]

Synthesis

Sibopirdine synthesis: DuPont Merck Pharmaceutical Company; U.S. Patent 5,272,269 (1993).

4,5-Diazafluoren-9-one was the starting material.

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Wong YN, Quon CY, Holm KA, Burcham DL, Frey NL, Huang SM, Lam GN (February 1996). "Pharmacokinetics and metabolism of EXP921, a novel cognitive enhancer, in rats". Drug Metabolism and Disposition. 24 (2): 172–9. PMID 8742228.

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