345267-14-3

Name	Cyclopentanecarboxylic acid, 3-[(1S)-1-(acetylamino)-2-propylpentyl]-4-[(aminoiminomethyl)amino]-, (1R,3S,4R)-
CAS	345267-14-3
Molecular Formula	C17H32N4O3
Molecular Weight	340.46
MOL File	345267-14-3.mol

Synonyms

Cyclopentanecarboxylic acid, 3-[(1S)-1-(acetylamino)-2-propylpentyl]-4-[(aminoiminomethyl)amino]-, (1R,3S,4R)-

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Chemical Properties

Melting point	248-249 °C
density	1.26±0.1 g/cm3(Predicted)
pka	4.40±0.60(Predicted)

Hazard Information

Uses

BCX-1898, a cyclopentane derivative, is an orally active and selective influenza virus neuraminidase inhibitor. BCX-1898 has antiviral activity with EC50s of <0.01-21 μM on influenza A (H1N1, H3N2, and H5N1) and influenza B viruses replication in MDCK cells. BCX-1898 shows protection against the mouse influenza model[1][2].

in vivo

BCX-1898 (1, 10 mg/kg/day; Oral; 22 days) shows complete protection against the influenza virus with 10 mg/kg/day^[2].
BCX-1898 (0.01, 0.1 mg/kg/day; intranasal treatment; 20 days) demonstrates complete protection (10 out of 10 survived)^[2].

Animal Model:	Mice (13-18 g) infected with the A/Turkey/Mas/ 76 X A/Beijing/32/92 (H6N2) influenza virus^[2]
Dosage:	1, 10 mg/kg/day
Administration:	Oral; 22 days
Result:	Showed complete protection against the influenza virus with 10 mg/kg/day, whereas at dose level (1 mg/kg/day) showed only a 10% protection against the influenza virus.

References

[1] D F Smee, et al. Cyclopentane neuraminidase inhibitors with potent in vitro anti-influenza virus activities. Antimicrob Agents Chemother. 2001 Mar;45(3):743-8. DOI:10.1128/AAC.45.3.743-748.2001
[2] Pooran Chand, et al. Comparison of the anti-influenza virus activity of cyclopentane derivatives with oseltamivir and zanamivir in vivo. Bioorg Med Chem. 2005 Jun 2;13(12):4071-7. DOI:10.1016/j.bmc.2005.03.048

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