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MedKoo Cat#: 591117 | Name: 2-Fluoroadenine
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Description:

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

2-Fluoroadenine is a bioactive chemical.

Chemical Structure

2-Fluoroadenine
2-Fluoroadenine
CAS#700-49-2

Theoretical Analysis

MedKoo Cat#: 591117

Name: 2-Fluoroadenine

CAS#: 700-49-2

Chemical Formula: C5H4FN5

Exact Mass: 153.0451

Molecular Weight: 163.12

Elemental Analysis: C, 39.22; H, 2.63; F, 12.41; N, 45.74

Price and Availability

Size Price Availability Quantity
1g USD 250.00 2 Weeks
2g USD 350.00 2 Weeks
5g USD 550.00 2 Weeks
10g USD 850.00 2 Weeks
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Related CAS #
No Data
Synonym
2-Fluoroadenine; NSC 27364; NSC-27364; NSC27364
IUPAC/Chemical Name
1H-Purin-6-amine, 2-fluoro-
InChi Key
WKMPTBDYDNUJLF-UHFFFAOYSA-N
InChi Code
InChI=1S/C5H4FN5/c6-5-10-3(7)2-4(11-5)9-1-8-2/h1H,(H3,7,8,9,10,11)
SMILES Code
NC1=C2N=CN=C2N=C(F)N1
Appearance
Solid powder
Purity
>97% (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 163.12 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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PubMed PMID: 26745284. 4: Hassan AEA, Abou-Elkhair RAI, Parker WB, Allan PW, Secrist JA 3rd. 6-Methylpurine derived sugar modified nucleosides: Synthesis and in vivo antitumor activity in D54 tumor expressing M64V-Escherichia coli purine nucleoside phosphorylase. Eur J Med Chem. 2016 Jan 27;108:616-622. doi: 10.1016/j.ejmech.2015.12.029. Epub 2015 Dec 17. PubMed PMID: 26724729. 5: McCune JS, Mager DE, Bemer MJ, Sandmaier BM, Storer BE, Heimfeld S. Association of fludarabine pharmacokinetic/dynamic biomarkers with donor chimerism in nonmyeloablative HCT recipients. Cancer Chemother Pharmacol. 2015 Jul;76(1):85-96. doi: 10.1007/s00280-015-2768-x. Epub 2015 May 17. PubMed PMID: 25983023; PubMed Central PMCID: PMC4489995. 6: Tsybulskaya I, Kulak T, Kalinichenko E, Baranovsky A, Bogushevich S, Golubeva M, Kuzmitsky B. Phospholipid derivatives of cladribine and fludarabine: synthesis and biological properties. Bioorg Med Chem. 2015 Jul 1;23(13):3287-96. doi: 10.1016/j.bmc.2015.04.059. Epub 2015 Apr 25. PubMed PMID: 25960323. 7: Guillen KP, Restuccia A, Kurkjian C, Harrison RG. Annexin V-Directed Enzyme Prodrug Therapy Plus Docetaxel for the Targeted Treatment of Pancreatic Cancer. Pancreas. 2015 Aug;44(6):945-52. doi: 10.1097/MPA.0000000000000343. PubMed PMID: 25899647. 8: Holá M, Vágnerová R, Angelis KJ. Mutagenesis during plant responses to UVB radiation. Plant Physiol Biochem. 2015 Aug;93:29-33. doi: 10.1016/j.plaphy.2014.12.013. Epub 2014 Dec 17. PubMed PMID: 25542779. 9: McCune JS, Vicini P, Salinger DH, O'Donnell PV, Sandmaier BM, Anasetti C, Mager DE. Population pharmacokinetic/dynamic model of lymphosuppression after fludarabine administration. Cancer Chemother Pharmacol. 2015 Jan;75(1):67-75. doi: 10.1007/s00280-014-2618-2. Epub 2014 Nov 6. PubMed PMID: 25374408; PubMed Central PMCID: PMC4282607. 10: Lubecka-Pietruszewska K, Kaufman-Szymczyk A, Stefanska B, Cebula-Obrzut B, Smolewski P, Fabianowska-Majewska K. Clofarabine, a novel adenosine analogue, reactivates DNA methylation-silenced tumour suppressor genes and inhibits cell growth in breast cancer cells. Eur J Pharmacol. 2014 Jan 15;723:276-87. doi: 10.1016/j.ejphar.2013.11.021. Epub 2013 Dec 1. PubMed PMID: 24296317. 11: Thimm D, Knospe M, Abdelrahman A, Moutinho M, Alsdorf BB, von Kügelgen I, Schiedel AC, Müller CE. Characterization of new G protein-coupled adenine receptors in mouse and hamster. Purinergic Signal. 2013 Sep;9(3):415-26. doi: 10.1007/s11302-013-9360-9. Epub 2013 Apr 23. PubMed PMID: 23608776; PubMed Central PMCID: PMC3757137. 12: Bazile Q, Serbessa T, Zhong J. An efficient synthesis of the 4'-epimer of 2-fluoronoraristeromycin. Tetrahedron Lett. 2012 Mar 21;53(12):1435-1437. Epub 2012 Jan 20. PubMed PMID: 22690021; PubMed Central PMCID: PMC3370682. 13: Takagi K, Kawai Y, Yamauchi T, Iwasaki H, Ueda T. Synergistic effects of combination with fludarabine and carboplatin depend on fludarabine-mediated inhibition of enhanced nucleotide excision repair in leukemia. Int J Hematol. 2011 Oct;94(4):378-389. doi: 10.1007/s12185-011-0930-8. Epub 2011 Sep 23. PubMed PMID: 21948264. 14: Stefanska B, Salamé P, Bednarek A, Fabianowska-Majewska K. Comparative effects of retinoic acid, vitamin D and resveratrol alone and in combination with adenosine analogues on methylation and expression of phosphatase and tensin homologue tumour suppressor gene in breast cancer cells. Br J Nutr. 2012 Mar;107(6):781-90. doi: 10.1017/S0007114511003631. Epub 2011 Aug 1. PubMed PMID: 21801466. 15: Parker WB, Allan PW, Waud WR, Hong JS, Sorscher EJ. Effect of expression of adenine phosphoribosyltransferase on the in vivo anti-tumor activity of prodrugs activated by E. coli purine nucleoside phosphorylase. Cancer Gene Ther. 2011 Jun;18(6):390-8. doi: 10.1038/cgt.2011.4. Epub 2011 Mar 11. PubMed PMID: 21394111; PubMed Central PMCID: PMC3096718. 16: Stefanska B, Rudnicka K, Bednarek A, Fabianowska-Majewska K. Hypomethylation and induction of retinoic acid receptor beta 2 by concurrent action of adenosine analogues and natural compounds in breast cancer cells. Eur J Pharmacol. 2010 Jul 25;638(1-3):47-53. doi: 10.1016/j.ejphar.2010.04.032. Epub 2010 May 3. PubMed PMID: 20447390. 17: Afshar S, Olafsen T, Wu AM, Morrison SL. Characterization of an engineered human purine nucleoside phosphorylase fused to an anti-her2/neu single chain Fv for use in ADEPT. J Exp Clin Cancer Res. 2009 Dec 3;28:147. doi: 10.1186/1756-9966-28-147. PubMed PMID: 19958550; PubMed Central PMCID: PMC2799393. 18: Cen Y, Sauve AA. Diastereocontrolled electrophilic fluorinations of 2-deoxyribonolactone: syntheses of all corresponding 2-deoxy-2-fluorolactones and 2'-deoxy-2'-fluoro-NAD+s. J Org Chem. 2009 Aug 21;74(16):5779-89. doi: 10.1021/jo900637f. PubMed PMID: 19958035; PubMed Central PMCID: PMC2789425. 19: Salinger DH, Blough DK, Vicini P, Anasetti C, O'Donnell PV, Sandmaier BM, McCune JS. A limited sampling schedule to estimate individual pharmacokinetic parameters of fludarabine in hematopoietic cell transplant patients. Clin Cancer Res. 2009 Aug 15;15(16):5280-7. doi: 10.1158/1078-0432.CCR-09-0427. Epub 2009 Aug 11. PubMed PMID: 19671874; PubMed Central PMCID: PMC2763506. 20: Lubin M, Lubin A. Selective killing of tumors deficient in methylthioadenosine phosphorylase: a novel strategy. PLoS One. 2009 May 29;4(5):e5735. doi: 10.1371/journal.pone.0005735. Erratum in: PLoS One. 2010;5(4). doi: 10.1371/annotation/54fad81d-c975-4b30-bb2b-249650ec3d66. PubMed PMID: 19478948; PubMed Central PMCID: PMC2684647.

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