EF5

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

MedKoo CAT#: 525651

CAS#: 152721-37-4

Description: EF5 is a hypoxia marker, accessing oxygen levels in tumor tissue through its adduct formation to intracellular macromolecules in the absence of oxygen.


Chemical Structure

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EF5
CAS# 152721-37-4

Theoretical Analysis

MedKoo Cat#: 525651
Name: EF5
CAS#: 152721-37-4
Chemical Formula: C8H7F5N4O3
Exact Mass: 302.0438
Molecular Weight: 302.161
Elemental Analysis: C, 31.80; H, 2.34; F, 31.44; N, 18.54; O, 15.88

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Synonym: EF5

IUPAC/Chemical Name: 2-(2-Nitroimidazol-1-yl)-N-(2,2,3,3,3-pentafluoropropyl)acetamide

InChi Key: JGGDSDPOPRWSCX-UHFFFAOYSA-N

InChi Code: InChI=1S/C8H7F5N4O3/c9-7(10,8(11,12)13)4-15-5(18)3-16-2-1-14-6(16)17(19)20/h1-2H,3-4H2,(H,15,18)

SMILES Code: O=C(NCC(F)(F)C(F)(F)F)CN1C=CN=C1[N+]([O-])=O

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

Preparing Stock Solutions

The following data is based on the product molecular weight 302.161 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

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5: Tanner JJ, Frey BB, Pemberton T, Henzl MT. EF5 Is the High-Affinity Mg(2+) Site in ALG-2. Biochemistry. 2016 Sep 13;55(36):5128-41. doi: 10.1021/acs.biochem.6b00596. Epub 2016 Aug 31. PubMed PMID: 27541325.

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8: Ali R, Apte S, Vilalta M, Subbarayan M, Miao Z, Chin FT, Graves EE. 18F-EF5 PET Is Predictive of Response to Fractionated Radiotherapy in Preclinical Tumor Models. PLoS One. 2015 Oct 2;10(10):e0139425. doi: 10.1371/journal.pone.0139425. eCollection 2015. PubMed PMID: 26431331; PubMed Central PMCID: PMC4592127.

9: Lassak J, Wilson DN, Jung K. Stall no more at polyproline stretches with the translation elongation factors EF-P and IF-5A. Mol Microbiol. 2016 Jan;99(2):219-35. doi: 10.1111/mmi.13233. Epub 2015 Nov 5. Review. PubMed PMID: 26416626.

10: Ramasamy T, Selvam C. Performance evaluation of structure based and ligand based virtual screening methods on ten selected anti-cancer targets. Bioorg Med Chem Lett. 2015 Oct 15;25(20):4632-6. doi: 10.1016/j.bmcl.2015.08.040. Epub 2015 Aug 20. PubMed PMID: 26330079.

11: Gani C, Coackley C, Kumareswaran R, Schütze C, Krause M, Zafarana G, Bristow RG. In vivo studies of the PARP inhibitor, AZD-2281, in combination with fractionated radiotherapy: An exploration of the therapeutic ratio. Radiother Oncol. 2015 Sep;116(3):486-94. doi: 10.1016/j.radonc.2015.08.003. Epub 2015 Aug 12. PubMed PMID: 26277432.

12: Yang G, O'Duill M, Gouverneur V, Krafft MP. Recruitment and Immobilization of a Fluorinated Biomarker Across an Interfacial Phospholipid Film using a Fluorocarbon Gas. Angew Chem Int Ed Engl. 2015 Jul 13;54(29):8402-6. doi: 10.1002/anie.201502677. Epub 2015 Jun 9. PubMed PMID: 26068966.

13: Kim Y, Seo Y, Kraus D, Klatt S, Haas E, Tenhunen J, Kiese R. Estimation and mitigation of N2O emission and nitrate leaching from intensive crop cultivation in the Haean catchment, South Korea. Sci Total Environ. 2015 Oct 1;529:40-53. doi: 10.1016/j.scitotenv.2015.04.098. Epub 2015 May 22. PubMed PMID: 26005748.

14: Hodolič M, Fettich J, Kairemo K. Hypoxia PET Tracers in EBRT Dose Planning in Head and Neck Cancer. Curr Radiopharm. 2015;8(1):32-7. Review. PubMed PMID: 25808959.

15: Koch CJ, Evans SM. Pharmacokinetic and pharmacodynamic modifiers of EF5 uptake and binding. J Nucl Med. 2015 Apr;56(4):653. doi: 10.2967/jnumed.114.151662. Epub 2015 Mar 5. PubMed PMID: 25745093.

16: Chitneni SK, Bida GT, Zalutsky MR, Dewhirst MW. Reply: Pharmacokinetic and Pharmacodynamic Modifiers of EF5 Uptake and Binding. J Nucl Med. 2015 Apr;56(4):653-4. doi: 10.2967/jnumed.115.154054. Epub 2015 Mar 5. PubMed PMID: 25745087.

17: Koch CJ, Evans SM. Optimizing hypoxia detection and treatment strategies. Semin Nucl Med. 2015 Mar;45(2):163-76. doi: 10.1053/j.semnuclmed.2014.10.004. Review. PubMed PMID: 25704388; PubMed Central PMCID: PMC4365940.

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