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MedKoo Cat#: 562871 | Name: Pyrazofurin
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Pyrazofurin is an inhibitor of human dyskerin. It is also an antiviral agent.

Chemical Structure

Pyrazofurin
Pyrazofurin
CAS#30868-30-5

Theoretical Analysis

MedKoo Cat#: 562871

Name: Pyrazofurin

CAS#: 30868-30-5

Chemical Formula: C9H13N3O6

Exact Mass: 259.0804

Molecular Weight: 259.21

Elemental Analysis: C, 41.70; H, 5.06; N, 16.21; O, 37.03

Price and Availability

Size Price Availability Quantity
5mg USD 450.00 2 Weeks
25mg USD 1,150.00 2 Weeks
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Related CAS #
No Data
Synonym
Pyrazofurin; Pirazofurin; Pyrazomycin; NSC-143095; NSC 143095; NSC143095;
IUPAC/Chemical Name
5-[(2S,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-hydroxy-1H-pyrazole-3-carboxamide
InChi Key
XESARGFCSKSFID-FLLFQEBCSA-N
InChi Code
InChI=1S/C9H13N3O6/c10-9(17)4-6(15)3(11-12-4)8-7(16)5(14)2(1-13)18-8/h2,5,7-8,13-16H,1H2,(H2,10,17)(H,11,12)/t2-,5-,7-,8+/m1/s1
SMILES Code
O=C(C1=NNC([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)=C1O)N
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 259.21 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Guo H, Liu D, Liu K, Hou Y, Li C, Li Q, Ding X, Verstegen MMA, Zhang J, Wang L, Ding Y, Tang R, Pan X, Zheng K, van der Laan LJW, Pan Q, Wang W. Drug repurposing screen identifies vidofludimus calcium and pyrazofurin as novel chemical entities for the development of hepatitis E interventions. Virol Sin. 2024 Feb;39(1):123-133. doi: 10.1016/j.virs.2023.11.006. Epub 2023 Nov 19. PMID: 37984761; PMCID: PMC10877426. 2: Chiem K, Nogales A, Lorenzo M, Morales Vasquez D, Xiang Y, Gupta YK, Blasco R, de la Torre JC, Martínez-Sobrido L. Identification of In Vitro Inhibitors of Monkeypox Replication. Microbiol Spectr. 2023 Aug 17;11(4):e0474522. doi: 10.1128/spectrum.04745-22. Epub 2023 Jun 6. Erratum in: Microbiol Spectr. 2024 Jan 11;12(1):e0362123. doi: 10.1128/spectrum.03621-23. PMID: 37278625; PMCID: PMC10434227. 3: Chiem K, Nogales A, Lorenzo M, Vasquez DM, Xiang Y, Gupta YK, Blasco R, de la Torre JC, Mart Nez-Sobrido L. Antivirals against monkeypox infections. bioRxiv [Preprint]. 2023 Apr 19:2023.04.19.537483. doi: 10.1101/2023.04.19.537483. PMID: 37131608; PMCID: PMC10153157. 4: Kan G, Wang Z, Sheng C, Chen G, Yao C, Mao Y, Chen S. Dual Inhibition of DKC1 and MEK1/2 Synergistically Restrains the Growth of Colorectal Cancer Cells. Adv Sci (Weinh). 2021 Mar 15;8(10):2004344. doi: 10.1002/advs.202004344. PMID: 34026451; PMCID: PMC8132060. 5: Chatow L, Nudel A, Nesher I, Hayo Hemo D, Rozenberg P, Voropaev H, Winkler I, Levy R, Kerem Z, Yaniv Z, Eyal N. In Vitro Evaluation of the Activity of Terpenes and Cannabidiol against Human Coronavirus E229. Life (Basel). 2021 Mar 29;11(4):290. doi: 10.3390/life11040290. PMID: 33805385; PMCID: PMC8065867. 6: Bouton J, Van Calenbergh S, Hullaert J. Sydnone Ribosides as a Platform for the Synthesis of Pyrazole C-Nucleosides: A Unified Synthesis of Formycin B and Pyrazofurin. Org Lett. 2020 Dec 4;22(23):9287-9291. doi: 10.1021/acs.orglett.0c03523. Epub 2020 Nov 19. PMID: 33210930. 7: Santos NE, Carreira ARF, Silva VLM, Braga SS. Natural and Biomimetic Antitumor Pyrazoles, A Perspective. Molecules. 2020 Mar 17;25(6):1364. doi: 10.3390/molecules25061364. PMID: 32192149; PMCID: PMC7144110. 8: Park JG, Ávila-Pérez G, Nogales A, Blanco-Lobo P, de la Torre JC, Martínez- Sobrido L. Identification and Characterization of Novel Compounds with Broad- Spectrum Antiviral Activity against Influenza A and B Viruses. J Virol. 2020 Mar 17;94(7):e02149-19. doi: 10.1128/JVI.02149-19. PMID: 31941776; PMCID: PMC7081893. 9: Zhang M, Zhang P, Xu G, Zhou W, Gao Y, Gong R, Cai YS, Cong H, Deng Z, Price NPJ, Mao X, Chen W. Comparative Investigation into Formycin A and Pyrazofurin A Biosynthesis Reveals Branch Pathways for the Construction of C-Nucleoside Scaffolds. Appl Environ Microbiol. 2020 Jan 7;86(2):e01971-19. doi: 10.1128/AEM.01971-19. PMID: 31676476; PMCID: PMC6952237. 10: Ren D, Wang SA, Ko Y, Geng Y, Ogasawara Y, Liu HW. Identification of the C-Glycoside Synthases during Biosynthesis of the Pyrazole-C-Nucleosides Formycin and Pyrazofurin. Angew Chem Int Ed Engl. 2019 Nov 11;58(46):16512-16516. doi: 10.1002/anie.201910356. Epub 2019 Oct 7. PMID: 31518483; PMCID: PMC6911263. 11: Zhao G, Yao S, Rothchild KW, Liu T, Liu Y, Lian J, He HY, Ryan KS, Du YL. The Biosynthetic Gene Cluster of Pyrazomycin-A C-Nucleoside Antibiotic with a Rare Pyrazole Moiety. Chembiochem. 2020 Mar 2;21(5):644-649. doi: 10.1002/cbic.201900449. Epub 2019 Nov 20. PMID: 31482654. 12: De Clercq E. New Nucleoside Analogues for the Treatment of Hemorrhagic Fever Virus Infections. Chem Asian J. 2019 Nov 18;14(22):3962-3968. doi: 10.1002/asia.201900841. Epub 2019 Aug 7. PMID: 31389664; PMCID: PMC7159701. 13: Elgemeie GH, Abu-Zaied MA, Mossa AH. Novel Synthesis and Biological Evaluation of the First Pyrazole Thioglycosides as Pyrazofurin Analogues. Nucleosides Nucleotides Nucleic Acids. 2019;38(3):183-202. doi: 10.1080/15257770.2018.1508693. Epub 2019 Apr 9. PMID: 30961430. 14: Frömmel J, Končitíková R, Kopečný D, Soural M, Šebela M. Oxidation of imidazole- and pyrazole-derived aldehydes by plant aldehyde dehydrogenases from the family 2 and 10. Chem Biol Interact. 2019 May 1;304:194-201. doi: 10.1016/j.cbi.2019.02.008. Epub 2019 Feb 13. PMID: 30768969. 15: Abu-Zaied MA, Elgemeie GH. Novel synthesis of new pyrazole thioglycosides as pyrazomycin analogues. Nucleosides Nucleotides Nucleic Acids. 2019;38(5):374-389. doi: 10.1080/15257770.2018.1554220. Epub 2019 Jan 28. PMID: 30689496. 16: Peters GJ. Antipyrimidine effects of five different pyrimidine de novo synthesis inhibitors in three head and neck cancer cell lines. Nucleosides Nucleotides Nucleic Acids. 2018;37(6):329-339. doi: 10.1080/15257770.2018.1460479. Epub 2018 May 3. PMID: 29723133. 17: Dheer D, Singh V, Shankar R. Medicinal attributes of 1,2,3-triazoles: Current developments. Bioorg Chem. 2017 Apr;71:30-54. doi: 10.1016/j.bioorg.2017.01.010. Epub 2017 Jan 18. PMID: 28126288. 18: De Clercq E. C-Nucleosides To Be Revisited. J Med Chem. 2016 Mar 24;59(6):2301-11. doi: 10.1021/acs.jmedchem.5b01157. Epub 2015 Oct 29. PMID: 26513594. 19: De Clercq E. Curious (Old and New) Antiviral Nucleoside Analogues with Intriguing Therapeutic Potential. Curr Med Chem. 2015;22(34):3866-80. doi: 10.2174/0929867322666150625094705. PMID: 26112146. 20: Küçükgüzel ŞG, Şenkardeş S. Recent advances in bioactive pyrazoles. Eur J Med Chem. 2015 Jun 5;97:786-815. doi: 10.1016/j.ejmech.2014.11.059. Epub 2014 Dec 5. PMID: 25555743.