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535087

Sigma-Aldrich

2-Fluoradenin

96%

Synonym(e):

2-Fluor-7(9)H-purin-6-ylamin

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About This Item

Empirische Formel (Hill-System):
C5H4FN5
CAS-Nummer:
700-49-2
Molekulargewicht:
153.12
MDL-Nummer:
MFCD01632749
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24878071
NACRES:
NA.22

Assay

96%

mp (Schmelzpunkt)

>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)

InChIKey

WKMPTBDYDNUJLF-UHFFFAOYSA-N

Verwandte Kategorien

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

Gefahreneinstufungen

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

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Analysenzertifikate (COA)

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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
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
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.
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
Song Ye et al.
Nucleosides, nucleotides & nucleic acids, 22(10), 1899-1905 (2003-11-12)
A convenient synthesis of 2'-deoxy-2-fluoroadenosine from commercially available 2-fluoroadenine is described. The coupling reaction of silylated 2-fluoroadenine with phenyl 3,5-bis[O-(t-butyldimethylsilyl)]-2-deoxy-1-thio-D-erythro-pentofuranoside gave the corresponding 2-fluoro-2'-deoxyadenosine derivative (alpha/beta = 1:1) in good yield. The alpha- and beta-anomers were separated by chromatography, and
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