Rupintrivir

Modify Date: 2024-01-11 16:59:10

Rupintrivir Structure
Rupintrivir structure
Common Name Rupintrivir
CAS Number 223537-30-2 Molecular Weight 598.66200
Density 1.213g/cm3 Boiling Point 866.7ºC at 760mmHg
Molecular Formula C31H39FN4O7 Melting Point 170-171°C
MSDS USA Flash Point 477.9ºC

 Use of Rupintrivir


Rupintrivirvr (AG7088), an antiviral drug, is a potent, selective and irreversible inhibitor of human rhinovirus (HRV) 3C protease. Rupintrivirvr inhibits replication of a panel of 48 different HRV serotypes in H1-HeLA and MRC-5 cell protection assays, with a mean EC50 of 0.023 μM. Rupintrivirvr shows immune-modulatory effect[1][2].

 Names

Name ethyl (E,4S)-4-[[(2R,5S)-2-[(4-fluorophenyl)methyl]-6-methyl-5-[(5-methyl-1,2-oxazole-3-carbonyl)amino]-4-oxoheptanoyl]amino]-5-[(3S)-2-oxopyrrolidin-3-yl]pent-2-enoate
Synonym More Synonyms

 Rupintrivir Biological Activity

Description Rupintrivirvr (AG7088), an antiviral drug, is a potent, selective and irreversible inhibitor of human rhinovirus (HRV) 3C protease. Rupintrivirvr inhibits replication of a panel of 48 different HRV serotypes in H1-HeLA and MRC-5 cell protection assays, with a mean EC50 of 0.023 μM. Rupintrivirvr shows immune-modulatory effect[1][2].
Related Catalog
In Vitro In H1-HeLa and MRC-5 cell protection assays, Rupintrivirvr (AG7088) inhibited the replication of all HRV serotypes (48 of 48) tested with a mean 50% effective concentration (EC50) of 0.023 μM (range, 0.003 to 0.081 μM) and a mean EC90 of 0.082 μM (range, 0.018 to 0.261 μM) as well as that of related picornaviruses including coxsackieviruses A21 and B3, enterovirus 70, and echovirus 11[1].
In Vivo Rupintrivirvr (AG7088) reduces RV-induced TH-2 cytokine IL-4 in precision-cut lung slices (PCLS) of HDM-sensitized mice ex vivo[2].
References

[1]. Patick AK, et al. In vitro antiviral activity of AG7088, a potent inhibitor of human rhinovirus 3C protease. Antimicrob Agents Chemother. 1999 Oct;43(10):2444-50.

[2]. Danov O, et al. Rupintrivir reduces RV-induced TH-2 cytokine IL-4 in precision-cut lung slices (PCLS) of HDM-sensitized mice ex vivo. Respir Res. 2019 Oct 22;20(1):228.

[3]. Dragovich PS, et al. Structure-based design, synthesis, and biological evaluation of irreversible human rhinovirus 3C protease inhibitors. 3. Structure-activity studies of ketomethylene-containing peptidomimetics. J Med Chem. 1999 Apr 8;42(7):1203-12.

 Chemical & Physical Properties

Density 1.213g/cm3
Boiling Point 866.7ºC at 760mmHg
Melting Point 170-171°C
Molecular Formula C31H39FN4O7
Molecular Weight 598.66200
Flash Point 477.9ºC
Exact Mass 598.28000
PSA 156.70000
LogP 3.93550
Vapour Pressure 1.87E-30mmHg at 25°C
Index of Refraction 1.537

 Safety Information

RIDADR NONH for all modes of transport

 Articles2

More Articles
Crystal structures of enterovirus 71 3C protease complexed with rupintrivir reveal the roles of catalytically important residues.

J. Virol. 85(19) , 10021-30, (2011)

EV71 is the primary pathogenic cause of hand-foot-mouth disease (HFMD), but an effective antiviral drug currently is unavailable. Rupintrivir, an inhibitor against human rhinovirus (HRV), has potent a...

Conservation of amino acids in human rhinovirus 3C protease correlates with broad-spectrum antiviral activity of rupintrivir, a novel human rhinovirus 3C protease inhibitor.

Antimicrob. Agents Chemother. 49(2) , 619-26, (2005)

The picornavirus 3C protease is required for the majority of proteolytic cleavages that occur during the viral life cycle. Comparisons of published amino acid sequences from 6 human rhinoviruses (HRV)...

 Synonyms

ag7088
UNII-RGE5K1Q5QW
Ruprintrivir
Rupintrivir
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