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2'-Deoxy-2'-fluoroguanosine

Names

[ CAS No. ]:
103884-98-6

[ Name ]:
2'-Deoxy-2'-fluoroguanosine

[Synonym ]:
6H-Purin-6-one, 2-amino-9-(2-deoxy-2-fluoro-D-arabinofuranosyl)-1,9-dihydro-
2-Amino-9-(2-deoxy-2-fluoro-D-arabinofuranosyl)-1,9-dihydro-6H-purin-6-one
2'-Deoxy-2'-fluoroguanosine
Guanosine, 2'-deoxy-2'-fluoro-

Biological Activity

[Description]:

2-Amino-9-((2R,3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-3,9-dihydro-6H-purin-6-one (9-β-D-[2'-Fluoro-2'-deoxy-arabinofuranosyl]-guanin) is a purine nucleoside analogue. Purine nucleoside analogs have broad antitumor activity targeting indolent lymphoid malignancies. Anticancer mechanisms in this process rely on inhibition of DNA synthesis, induction of apoptosis, etc[1].

[Related Catalog]:

Signaling Pathways >> Cell Cycle/DNA Damage >> Nucleoside Antimetabolite/Analog
Research Areas >> Others

[References]

[1]. Robak T, Robak P. Purine nucleoside analogs in the treatment of rarer chronic lymphoid leukemias. Curr Pharm Des. 2012;18(23):3373-88.  

Chemical & Physical Properties

[ Density]:
2.2±0.1 g/cm3

[ Boiling Point ]:
726.1ºC

[ Molecular Formula ]:
C10H12FN5O4

[ Molecular Weight ]:
285.23

[ Flash Point ]:
392.9ºC

[ Exact Mass ]:
285.087341

[ PSA ]:
139.28000

[ LogP ]:
-0.53

[ Vapour Pressure ]:
3.94E-22mmHg at 25°C

[ Index of Refraction ]:
1.876

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UP0789000
CHEMICAL NAME :
6H-Purin-6-one, 2-amino-9-(2-deoxy-2-fluoro-beta-D-arabinofuranosyl)- 1,9-dihydro-
CAS REGISTRY NUMBER :
103884-98-6
LAST UPDATED :
199612
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C10-H12-F-N5-O4
MOLECULAR WEIGHT :
285.27

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :
DNA inhibition
TEST SYSTEM :
Rodent - mouse Leukocyte
DOSE/DURATION :
50 umol/L
REFERENCE :
JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 29,2389,1986

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds