CJ-033466

CJ-033466
Identifiers
	IUPAC name 5-amino-6-chloro-2-methyl-N-[[1-(2-methylpropyl)piperidin-4-yl]methyl]imidazo[1,2-a]pyridine-8-carboxamide;
CAS Number	519148-48-2;
PubChem CID	10429706;
ChemSpider	8605134;
UNII	9KUW8W70PJ;
CompTox Dashboard (EPA)	DTXSID00199882 ;
Chemical and physical data
Formula	C19H28ClN5O
Molar mass	377.92 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C3CN(CC(C)C)CCC3CNC(=O)c1cc(Cl)c(N)n(cc2C)c1n2;
	InChI InChI=1S/C19H28ClN5O/c1-12(2)10-24-6-4-14(5-7-24)9-22-19(26)15-8-16(20)17(21)25-11-13(3)23-18(15)25/h8,11-12,14H,4-7,9-10,21H2,1-3H3,(H,22,26); Key:ISKHMDNIWXPUGR-UHFFFAOYSA-N;
	(verify)

CJ-033466 is a drug which acts as a potent and selective 5-HT₄ serotonin receptor partial agonist. In animal tests it stimulated gastrointestinal motility with 30 times the potency of cisapride, and with lower affinity for the hERG channel.^[1]^[2]^[3]

References

^ Mikami T, Ochi Y, Suzuki K, Saito T, Sugie Y, Sakakibara M (April 2008). "5-Amino-6-chloro-N-[(1-isobutylpiperidin-4-yl)methyl]-2-methylimidazo[1,2-alpha]pyridine-8-carboxamide (CJ-033,466), a novel and selective 5-hydroxytryptamine4 receptor partial agonist: pharmacological profile in vitro and gastroprokinetic effect in conscious dogs". The Journal of Pharmacology and Experimental Therapeutics. 325 (1): 190–9. doi:10.1124/jpet.107.133850. PMID 18198343. S2CID 40500864.
^ Toga T, Kohmura Y, Kawatsu R (October 2007). "The 5-HT(4) agonists cisapride, mosapride, and CJ-033466, a Novel potent compound, exhibit different human ether-a-go-go-related gene (hERG)-blocking activities". Journal of Pharmacological Sciences. 105 (2): 207–10. doi:10.1254/jphs.sc0070243. PMID 17928736.
^ Tsuchida Y, Hatao F, Fujisawa M, Murata T, Kaminishi M, Seto Y, Hori M, Ozaki H (May 2011). "Neuronal stimulation with 5-hydroxytryptamine 4 receptor induces anti-inflammatory actions via α7nACh receptors on muscularis macrophages associated with postoperative ileus". Gut. 60 (5): 638–47. doi:10.1136/gut.2010.227546. PMC 3071096. PMID 21115544.

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Identifiers

IUPAC name 5-amino-6-chloro-2-methyl-N-[[1-(2-methylpropyl)piperidin-4-yl]methyl]imidazo[1,2-a]pyridine-8-carboxamide
CAS Number	519148-48-2
PubChem CID	10429706
ChemSpider	8605134
UNII	9KUW8W70PJ
CompTox Dashboard (EPA)	DTXSID00199882
Chemical and physical data
Formula	C₁₉H₂₈ClN₅O
Molar mass	377.92 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES C3CN(CC(C)C)CCC3CNC(=O)c1cc(Cl)c(N)n(cc2C)c1n2
InChI InChI=1S/C19H28ClN5O/c1-12(2)10-24-6-4-14(5-7-24)9-22-19(26)15-8-16(20)17(21)25-11-13(3)23-18(15)25/h8,11-12,14H,4-7,9-10,21H2,1-3H3,(H,22,26) Key:ISKHMDNIWXPUGR-UHFFFAOYSA-N
(verify)