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535087

2-Fluoroadenine

Name: 2-Fluoroadenine
Brand: ALDRICH

96%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):

C₅H₄FN₅

CAS Number:

700-49-2

Molecular Weight:

153.12

NACRES:

NA.22

PubChem Substance ID:

24878071

UNSPSC Code:

12352100

MDL number:

MFCD01632749

Assay:

96%

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Properties

Quality Level

100

assay

96%

mp

>350 °C (lit.)

functional group

fluoro

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

Description

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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2-fluoro-ATP: a toxic metabolite of 9-beta-D-arabinosyl-2-fluoroadenine.

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

Structure of a mutant human purine nucleoside phosphorylase with the prodrug, 2-fluoro-2'-deoxyadenosine and the cytotoxic drug, 2-fluoroadenine.

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

Phosphorolytic cleavage of 2-fluoroadenine from 9-beta-D-arabinofuranosyl-2-fluoroadenine by Escherichia coli. A pathway for 2-fluoro-ATP production.

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

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Global Trade Item Number

SKU	GTIN
535087-1G	04061832565101