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535087

Sigma-Aldrich

2-Fluoroadenine

96%

Sinónimos:

2-Fluoro-7(9)H-purin-6-ylamine

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About This Item

Fórmula empírica (notación de Hill):
C5H4FN5
Número de CAS:
700-49-2
Peso molecular:
153.12
MDL number:
MFCD01632749
UNSPSC Code:
12352100
PubChem Substance ID:
24878071
NACRES:
NA.22

Quality Level

100

assay

96%

mp

>350 °C (lit.)

SMILES string

Nc1[nH]c(F)nc2ncnc12

InChI

1S/C5H4FN5/c6-5-10-3(7)2-4(11-5)9-1-8-2/h1H,(H3,7,8,9,10,11)

InChI key

WKMPTBDYDNUJLF-UHFFFAOYSA-N

Categorías relacionadas

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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P Huang et al.
Biochemical pharmacology, 36(18), 2945-2950 (1987-09-15)
2-Fluoroadenine (F-Ade) is a metabolite of 9-beta-D-arabinofuranosyl-2-fluoroadenine (F-ara-A) that may be involved in the development of toxic side effects from this anticancer drug. The liberation of F-Ade from F-ara-A has been examined in different biological systems. Extracts of Escherichia coli
Yukio Kitade et al.
Nucleic acids research. Supplement (2001), (3)(3), 5-6 (2003-09-27)
Carbocyclic and acyclic nucleosides possessing 2-fluoroadenine, such as 2-fluoronoraristeromycin (6) and 2-fluoro-9-[(2S,3R)-2,3,4-trihydroxy-butyl-1-yl]adenine (8), were synthesized and their inhibitory activities against human and Plasmodium falciparum recombinant SAH hydrolase were investigated.
D Voeks et al.
Gene therapy, 9(12), 759-768 (2002-06-01)
A gene-directed enzyme pro-drug therapy (GDEPT) based on purine nucleoside phosphorylase (PNP), that converts the prodrug, fludarabine to 2-fluoroadenine, has been described, but studies are limited compared with other GDEPTs. We investigated the in vitro and in vivo efficacies of
V I Avramis et al.
Biochemical and biophysical research communications, 113(1), 35-43 (1983-05-31)
Murine P388 cells incubated in vitro with the anticancer drug arabinosyl 2-fluoroadenine accumulate its 5'-triphosphate, F-araATP, as the major phosphorylated metabolite. A new chromatographically separate metabolite that accumulated to levels 10% of that of F-araATP was identified as 2-fluoro-ATP, by
Sepideh Afshar et al.
Protein science : a publication of the Protein Society, 18(5), 1107-1114 (2009-04-24)
A double mutant of human purine nucleoside phosphorylase (hDM) with the amino acid mutations Glu201Gln:Asn243Asp cleaves adenosine-based prodrugs to their corresponding cytotoxic drugs. When fused to an anti-tumor targeting component, hDM is targeted to tumor cells, where it effectively catalyzes
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