WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H591305
CAS#: 4298-10-6
Description: Ara-fluorocytosine is a biochemical.
Hodoodo Cat#: H591305
Name: Ara-fluorocytosine
CAS#: 4298-10-6
Chemical Formula: C9H12FN3O5
Exact Mass: 261.08
Molecular Weight: 261.210
Elemental Analysis: C, 41.38; H, 4.63; F, 7.27; N, 16.09; O, 30.62
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Synonym: Ara-fluorocytosine; NSC 529180; NSC-529180; NSC529180
IUPAC/Chemical Name: 1-beta-D-Arabinofuranosyl-5-fluorocytosine
InChi Key: STRZQWQNZQMHQR-MNCSTQPFSA-N
InChi Code: InChI=1S/C9H12FN3O5/c10-3-1-13(9(17)12-7(3)11)8-6(16)5(15)4(2-14)18-8/h1,4-6,8,14-16H,2H2,(H2,11,12,17)/t4-,5-,6+,8-/m1/s1
SMILES Code: O=C1N([C@H]2[C@H]([C@@H]([C@@H](CO)O2)O)O)C=C(F)C(N)=N1
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:
Biological target: | |
In vitro activity: | |
In vivo activity: |
The following data is based on the product molecular weight 261.21 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.
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 |
Formulation protocol: | |
In vitro protocol: | |
In vivo protocol: |
1: Siddiqui MA, Driscoll JS, Marquez VE, Roth JS, Shirasaka T, Mitsuya H, Barchi JJ Jr, Kelley JA. Chemistry and anti-HIV properties of 2'-fluoro-2',3'-dideoxyarabinofuranosylpyrimidines. J Med Chem. 1992 Jun 12;35(12):2195-201. PubMed PMID: 1351945.
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4: Mertelsmann R, Drapkin RL, Gee TS, Kempin S, Passe S, Thaler HT, Arlin Z, Dowling M, Dufour P, McKenzie S, To L, Comacho E, Oettgen HF, Burchenal JH, Clarkson B. Treatment of acute nonlymphocytic leukemia in adults: response to 2,2-anhydro-1-B-D-arabinofuranosyl-5-fluorocytosine and thioguanine on the L-12 protocol. Cancer. 1981 Nov 15;48(10):2136-42. PubMed PMID: 6170414.
5: Watanabe KA, Reichman U, Chu CK, Hollenberg DH, Fox JJ. Nucleosides. 116. 1-(beta-D-Xylofuranosyl)-5-fluorocytosines with a leaving group on the 3' position. Potential double-barreled masked precursors of anticancer nucleosides. J Med Chem. 1980 Oct;23(10):1088-94. PubMed PMID: 7420353.
6: Brugarolas A, Buesa JM, Lacave AJ, Gracia Marco M, Valle Pereda M. Phase I and II clinical study of anhydro-ara-5-fluorocytosine (AAFC) and ICRF-159 combination in adenocarcinoma of digestive origin. Cancer Clin Trials. 1978 Winter;1(4):289-95. PubMed PMID: 93030.
7: Kreis W, Woodcock TM, Meyers MB, Carlevarini LA, Krakoff IH. Physiologic disposition of cytosine arabinoside and its derivatives in man. Cancer Treat Rep. 1977 Jul;61(4):723-6. PubMed PMID: 195729.
8: Cook AF. Fluorinated Pyrimidine nucleosides. 1. Synthesis of a nitrogen analogue of the antitumor agent 2,2'-anhydro-1-beta-D-arabinofuranosyl-5-fluorocytosine hydrochloride. J Med Chem. 1977 Mar;20(3):344-8. PubMed PMID: 66315.
9: Basler GA, Shapiro WR. Comparison of 2,2'-anhydro-1-beta-D-arabinofuranosyl-5-fluorocytosine and cytosine arabinoside in the treatment of murine brain tumor. Cancer Treat Rep. 1976 Jul;60(7):875-9. PubMed PMID: 64295.
10: Schneyer CA, Galbraith WM. Evaluation of sialogogic action of cyclocytidine (NSC-145668) and anhydro-ara-5-fluorocytidine (NSC-166641). Cancer Chemother Rep. 1975 Sep-Oct;59(5):1019. PubMed PMID: 1203892.
11: Burchenal JH. Murine and human leukemias. Bibl Haematol. 1975;(40):665-77. Review. PubMed PMID: 1100047.