CX-546

CX-546

Systematic (IUPAC) name
2,3-dihydro-1,4-benzodioxin-7-yl-(1-piperidyl)methanone
Clinical data
Legal status	Investigational New Medicine
Identifiers
CAS Number	215923-54-9
PubChem	CID 2890
IUPHAR/BPS	4166
ChemSpider	2787
UNII	PV6YEC8983
Synonyms	CX-546
Chemical data
Formula	C14H17NO3
Molar mass	247.28968 g/mol
SMILES C1CCN(CC1)C(=O)C2=CC3=C(C=C2)OCCO3
InChI InChI=1S/C14H17NO3/c16-14(15-6-2-1-3-7-15)11-4-5-12-13(10-11)18-9-8-17-12/h4-5,10H,1-3,6-9H2 Key:LJUNPHMOGNFFOS-UHFFFAOYSA-N
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CX-546 is an ampakine drug developed by Cortex Pharmaceuticals.

It has been proposed as a treatment for schizophrenia.^[1] CX-546 was the second drug of note to come out of the Cortex research program, after CX-516, but while it was an improvement over its predecessor in some respects, it still has problems with limited oral bioavailability.

However CX-546 still represented a significant advance that led on to the development of newer compounds such as CX-614 and CX-717 with superior properties over the earlier drugs. CX-546 itself has been investigated for other applications, and most notably has been found to show significant efficacy in reversing the respiratory depression produced by sedative drugs such as opioids and barbiturates.^[2]

No effective respiratory stimulants are currently marketed for this application, with CX-546 being only the third drug discovered (after BIMU-8 and BW373U86) that effectively relieves the respiratory depression induced by fentanyl without reducing the analgesic effects. CX-546 could be developed for this purpose, although it is more likely Cortex will use newer and more potent analogues such as CX-1739 or CX-1763 which are likely to be more suitable for commercial development.

References

1. Lipina T, Weiss K, Roder J (2007). "The ampakine CX546 restores the prepulse inhibition and latent inhibition deficits in mGluR5-deficient mice". Neuropsychopharmacology 32 (4): 745–56. doi:10.1038/sj.npp.1301191. PMID 16936708.
2. Ren J, Poon BY, Tang Y, Funk GD, Greer JJ. Ampakines alleviate respiratory depression in rats. American Journal of Respiratory and Critical Care Medicine. 2006 Dec 15;174(12):1384-91. PMID 16973981