CAS 223537-30-2|Rupintrivir
| 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 |
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 |
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| Synonym | More Synonyms |
Rupintrivir BiologicalActivity
| 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]. |
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| Related Catalog | Research Areas >>InfectionResearch Areas >>Inflammation/Immunology |
| 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 |
| InChIKey | CAYJBRBGZBCZKO-BHGBQCOSSA-N |
| SMILES | CCOC(=O)C=CC(CC1CCNC1=O)NC(=O)C(CC(=O)C(NC(=O)c1cc(C)on1)C(C)C)Cc1ccc(F)cc1 |
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 |
