For research use only. Not for therapeutic Use.
Rupintrivir（Cat No.:R009491）is a potent, selective inhibitor of the human rhinovirus (HRV) 3C protease, an enzyme essential for viral replication. By targeting the 3C protease, Rupintrivir disrupts the viral life cycle, preventing the cleavage of viral polyproteins and thus inhibiting the formation of functional viral proteins. This makes it a valuable compound in antiviral research, particularly in the treatment of respiratory infections caused by rhinovirus. Rupintrivir has shown potential in clinical studies for reducing viral load and alleviating symptoms in patients with common cold and other HRV-related illnesses.
| Catalog Number | R009491 |
| CAS Number | 223537-30-2 |
| Synonyms | (2E,4S)-4-[[(2R,5S)-2-[(4-Fluorophenyl)methyl]-6-methyl-5-[[(5-methyl-3-isoxazolyl)carbonyl]amino]-1,4-dioxoheptyl]amino]-5-[(3S)-2-oxo-3-pyrrolidinyl]-2-pentenoic Acid; AG 7088; |
| Molecular Formula | C31H39FN4O7 |
| Purity | ≥95% |
| Target | Virus Protease |
| Storage | Store at -20°C |
| IUPAC 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 |
| InChI | InChI=1S/C31H39FN4O7/c1-5-42-27(38)11-10-24(16-21-12-13-33-29(21)39)34-30(40)22(15-20-6-8-23(32)9-7-20)17-26(37)28(18(2)3)35-31(41)25-14-19(4)43-36-25/h6-11,14,18,21-22,24,28H,5,12-13,15-17H2,1-4H3,(H,33,39)(H,34,40)(H,35,41)/b11-10+/t21-,22+,24+,28-/m0/s1 |
| InChIKey | CAYJBRBGZBCZKO-BHGBQCOSSA-N |
| SMILES | CCOC(=O)/C=C/[C@H](C[C@@H]1CCNC1=O)NC(=O)[C@H](CC2=CC=C(C=C2)F)CC(=O)[C@H](C(C)C)NC(=O)C3=NOC(=C3)C |
| Reference | </br>1:The enterovirus 3C protease inhibitor SG85 efficiently blocks rhinovirus replication and is not cross-resistant with rupintrivir. Lacroix C, George S, Leyssen P, Hilgenfeld R, Neyts J.Antimicrob Agents Chemother. 2015 Sep;59(9):5814-8. doi: 10.1128/AAC.00534-15. Epub 2015 Jun 8. PMID: 26055377 Free PMC Article</br>2:The enterovirus protease inhibitor rupintrivir exerts cross-genotypic anti-norovirus activity and clears cells from the norovirus replicon. Rocha-Pereira J, Nascimento MS, Ma Q, Hilgenfeld R, Neyts J, Jochmans D.Antimicrob Agents Chemother. 2014 Aug;58(8):4675-81. doi: 10.1128/AAC.02546-13. Epub 2014 Jun 2. PMID: 24890597 Free PMC Article</br>3:Structures of Enterovirus 71 3C proteinase (strain E2004104-TW-CDC) and its complex with rupintrivir. Wu C, Cai Q, Chen C, Li N, Peng X, Cai Y, Yin K, Chen X, Wang X, Zhang R, Liu L, Chen S, Li J, Lin T.Acta Crystallogr D Biol Crystallogr. 2013 May;69(Pt 5):866-71. doi: 10.1107/S0907444913002862. Epub 2013 Apr 19. PMID: 23633597 </br>4:Rupintrivir is a promising candidate for treating severe cases of enterovirus-71 infection: evaluation of antiviral efficacy in a murine infection model. Zhang X, Song Z, Qin B, Zhang X, Chen L, Hu Y, Yuan Z.Antiviral Res. 2013 Mar;97(3):264-9. doi: 10.1016/j.antiviral.2012.12.029. Epub 2013 Jan 5. PMID: 23295352 </br>5:Crystal structures of enterovirus 71 3C protease complexed with rupintrivir reveal the roles of catalytically important residues. Wang J, Fan T, Yao X, Wu Z, Guo L, Lei X, Wang J, Wang M, Jin Q, Cui S.J Virol. 2011 Oct;85(19):10021-30. doi: 10.1128/JVI.05107-11. Epub 2011 Aug 3. PMID: 21813612 Free PMC Article</br>6:Enterovirus 71 and coxsackievirus A16 3C proteases: binding to rupintrivir and their substrates and anti-hand, foot, and mouth disease virus drug design. Lu G, Qi J, Chen Z, Xu X, Gao F, Lin D, Qian W, Liu H, Jiang H, Yan J, Gao GF.J Virol. 2011 Oct;85(19):10319-31. doi: 10.1128/JVI.00787-11. Epub 2011 Jul 27. PMID: 21795339 Free PMC Article</br>7:Synergistic inhibition of enterovirus 71 replication by interferon and rupintrivir. Hung HC, Wang HC, Shih SR, Teng IF, Tseng CP, Hsu JT.J Infect Dis. 2011 Jun 15;203(12):1784-90. doi: 10.1093/infdis/jir174. Epub 2011 May 2. PMID: 21536800 </br>8:Rupintrivir is a promising candidate for treating severe cases of Enterovirus-71 infection. Zhang XN, Song ZG, Jiang T, Shi BS, Hu YW, Yuan ZH.World J Gastroenterol. 2010 Jan 14;16(2):201-9. PMID: 20066739 Free PMC Article</br>9:Lack of respiratory and contact sensitizing potential of the intranasal antiviral drug candidate rupintrivir (AG7088): a weight-of-the-evidence evaluation. Burns-Naas LA, Lee C, Evering W, Ahern L, Webber S, Zorbas M.J Immunotoxicol. 2005 Jul 1;2(3):123-39. doi: 10.1080/15476910500203925. PMID: 18958666 </br>10:In vitro resistance study of rupintrivir, a novel inhibitor of human rhinovirus 3C protease. Binford SL, Weady PT, Maldonado F, Brothers MA, Matthews DA, Patick AK.Antimicrob Agents Chemother. 2007 Dec;51(12):4366-73. Epub 2007 Oct 1. PMID: 17908951 Free PMC Article |
