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2025-10-18T02:17:20Z

Add 1 book for verifiability (20251017sim)) #IABot (v2.0.9.5) (GreenC bot

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{{Drugbox
| IUPAC_name = (2''R'',3''R'',4''R'',5''R'')-2-(4-Aminopyrrolo[2,3-''d'']pyrimidin-7-yl)-5-(hydroxymethyl)-3-methyloxolane-3,4-diol
| image = MK-608.svg

| tradename =
| synonyms = 7-Deaza-2’-''C''-methyladenosine; 7DMA
| legal_US = Investigational New Drug
| legal_status =


| bioavailability =
| metabolism =
| elimination_half-life =
| excretion =


| CAS_number_Ref = {{cascite|correct|??}}
| CAS_number = 443642-29-3
| PubChem = 3011893
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = QRR62J6WEF
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| ChemSpiderID = 2280834


| C=12 | H=16 | N=4 | O=4
| SMILES = C[C@]1([C@@H]([C@H](O[C@H]1n2ccc3c2ncnc3N)CO)O)O
| StdInChI = 1S/C12H16N4O4/c1-12(19)8(18)7(4-17)20-11(12)16-3-2-6-9(13)14-5-15-10(6)16/h2-3,5,7-8,11,17-19H,4H2,1H3,(H2,13,14,15)/t7-,8-,11-,12-/m1/s1
| StdInChIKey = IRZRJANZDIOOIF-GAJNKVMBSA-N

}}

'''MK-608'''是一种[[抗病毒药物]]，属于[[腺苷|腺苷类似物]]（一种{{le|核苷类似物|nucleoside analog}}）。它最初由[[默克藥廠|默克公司]]开发，用于治疗[[丙型肝炎]]。虽然它在动物研究中取得了较好的结果，<ref>{{cite journal | vauthors = Carroll SS, Ludmerer S, Handt L, Koeplinger K, Zhang NR, Graham D, Davies ME, MacCoss M, Hazuda D, Olsen DB | display-authors = 6 | title = Robust antiviral efficacy upon administration of a nucleoside analog to hepatitis C virus-infected chimpanzees | url = https://archive.org/details/sim_antimicrobial-agents-and-chemotherapy_2009-03_53_3/page/926 | journal = Antimicrobial Agents and Chemotherapy | volume = 53 | issue = 3 | pages = 926–34 | date = March 2009 | pmid = 19075052 | pmc = 2650549 | doi = 10.1128/AAC.01032-08 }}</ref><ref>{{cite journal | vauthors = Olsen DB, Davies ME, Handt L, Koeplinger K, Zhang NR, Ludmerer SW, Graham D, Liverton N, MacCoss M, Hazuda D, Carroll SS | display-authors = 6 | title = Sustained viral response in a hepatitis C virus-infected chimpanzee via a combination of direct-acting antiviral agents | url = https://archive.org/details/sim_antimicrobial-agents-and-chemotherapy_2011-02_55_2/page/937 | journal = Antimicrobial Agents and Chemotherapy | volume = 55 | issue = 2 | pages = 937–9 | date = February 2011 | pmid = 21115793 | pmc = 3028818 | doi = 10.1128/AAC.00990-10 }}</ref>但最终在临床试验中失败。<ref>{{cite journal | vauthors = Arnold JJ, Sharma SD, Feng JY, Ray AS, Smidansky ED, Kireeva ML, Cho A, Perry J, Vela JE, Park Y, Xu Y, Tian Y, Babusis D, Barauskus O, Peterson BR, Gnatt A, Kashlev M, Zhong W, Cameron CE | display-authors = 6 | title = Sensitivity of mitochondrial transcription and resistance of RNA polymerase II dependent nuclear transcription to antiviral ribonucleosides | journal = PLOS Pathogens | volume = 8 | issue = 11 | pages = e1003030 | year = 2012 | pmid = 23166498 | pmc = 3499576 | doi = 10.1371/journal.ppat.1003030 }}</ref>后来，它被广泛用于体外及动物的抗病毒研究，并显示出对一系列病毒的活性，如[[骨痛熱症]]、<ref>{{cite journal | vauthors = Schul W, Liu W, Xu HY, Flamand M, Vasudevan SG | title = A dengue fever viremia model in mice shows reduction in viral replication and suppression of the inflammatory response after treatment with antiviral drugs | url = https://archive.org/details/sim_journal-of-infectious-diseases_2007-03-01_195_5/page/664 | journal = The Journal of Infectious Diseases | volume = 195 | issue = 5 | pages = 665–74 | date = March 2007 | pmid = 17262707 | doi = 10.1086/511310 | doi-access = free }}</ref>{{le|蜱传脑炎病毒|tick-borne encephalitis virus}}、<ref>{{cite journal | vauthors = Eyer L, Valdés JJ, Gil VA, Nencka R, Hřebabecký H, Šála M, Salát J, Černý J, Palus M, De Clercq E, Růžek D | display-authors = 6 | title = Nucleoside inhibitors of tick-borne encephalitis virus | journal = Antimicrobial Agents and Chemotherapy | volume = 59 | issue = 9 | pages = 5483–93 | date = September 2015 | pmid = 26124166 | pmc = 4538560 | doi = 10.1128/AAC.00807-15 }}</ref>[[脊髓灰質炎病毒]]、<ref>{{cite journal | vauthors = Goris N, De Palma A, Toussaint JF, Musch I, Neyts J, De Clercq K | title = 2'-C-methylcytidine as a potent and selective inhibitor of the replication of foot-and-mouth disease virus | journal = Antiviral Research | volume = 73 | issue = 3 | pages = 161–8 | date = March 2007 | pmid = 17055073 | doi = 10.1016/j.antiviral.2006.09.007 }}</ref><ref>{{cite journal | vauthors = Wu R, Smidansky ED, Oh HS, Takhampunya R, Padmanabhan R, Cameron CE, Peterson BR | title = Synthesis of a 6-methyl-7-deaza analogue of adenosine that potently inhibits replication of polio and dengue viruses | journal = Journal of Medicinal Chemistry | volume = 53 | issue = 22 | pages = 7958–66 | date = November 2010 | pmid = 20964406 | pmc = 2990348 | doi = 10.1021/jm100593s | authorlink6 = Craig Cameron (scientist) }}</ref>以及[[茲卡病毒]]。<ref>{{cite journal | vauthors = Eyer L, Nencka R, Huvarová I, Palus M, Joao Alves M, Gould EA, De Clercq E, Růžek D | display-authors = 6 | title = Nucleoside Inhibitors of Zika Virus | journal = The Journal of Infectious Diseases | volume = 214 | issue = 5 | pages = 707–11 | date = September 2016 | pmid = 27234417 | doi = 10.1093/infdis/jiw226 | doi-access = free }}</ref><ref>{{cite journal | vauthors = Zmurko J, Marques RE, Schols D, Verbeken E, Kaptein SJ, Neyts J | title = The Viral Polymerase Inhibitor 7-Deaza-2'-C-Methyladenosine Is a Potent Inhibitor of In Vitro Zika Virus Replication and Delays Disease Progression in a Robust Mouse Infection Model | journal = PLOS Neglected Tropical Diseases | volume = 10 | issue = 5 | pages = e0004695 | date = May 2016 | pmid = 27163257 | pmc = 4862633 | doi = 10.1371/journal.pntd.0004695 }}</ref>

== 参考文献 ==
{{Reflist}}

{{RNA antivirals|2}}

[[Category:抗RNA病毒药物]]
[[Category:核苷]]
[[Category:吡咯并嘧啶]]
[[Category:氨基嘧啶]]
[[Category:试验药物]]

MK-608 - 版本历史

imported>InternetArchiveBot：​Add 1 book for verifiability (20251017sim)) #IABot (v2.0.9.5) (GreenC bot

imported>InternetArchiveBot：Add 1 book for verifiability (20251017sim)) #IABot (v2.0.9.5) (GreenC bot