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2-Fluoroadenosine

2-Fluoroadenosine Basic information
Product Name:2-Fluoroadenosine
Synonyms:2-far;2-fas;2-fluoro-adenosin;6-amino-2-fluoro-9-beta-d-ribofuranosyl-purin;6-amino-2-fluoro-9-beta-d-ribofuranosylpurine;nsc30605;2-FLUOROADENOSINE;2-FLUOROADENOSINE(FLUDARABINE INTERMEDIATE)
CAS:146-78-1
MF:C10H12FN5O4
MW:285.23
EINECS:633-923-8
Product Categories:Biochemistry;Nucleosides and their analogs;Nucleosides, Nucleotides & Related Reagents;Nucleosides;Oligonucleotide Synthesis;Specialty Synthesis;Miscellaneous Biochemicals;API intermediates
Mol File:146-78-1.mol
2-Fluoroadenosine Structure
2-Fluoroadenosine Chemical Properties
Melting point 240 °C (D)(lit.)
Boiling point 747.3±70.0 °C(Predicted)
density 2.17±0.1 g/cm3(Predicted)
refractive index -72 ° (C=0.1, EtOH)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility DMSO (Slightly, Sonicated), Methanol (Slightly, Heated, Sonicated)
form Solid
pka13.05±0.70(Predicted)
color Off-White
InChIInChI=1S/C10H12FN5O4/c11-10-14-7(12)4-8(15-10)16(2-13-4)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2,(H2,12,14,15)/t3-,5-,6-,9-/m1/s1
InChIKeyHBUBKKRHXORPQB-UUOKFMHZSA-N
SMILESOC[C@H]1O[C@@H](N2C3C(=C(N=C(F)N=3)N)N=C2)[C@H](O)[C@@H]1O
CAS DataBase Reference146-78-1(CAS DataBase Reference)
Safety Information
Hazard Codes Xn
Risk Statements 22-36/37/38
Safety Statements 26
WGK Germany 3
RTECS AU7386000
HS Code 29349990
Toxicitymouse,LD10,unreported,1000ug/kg (1mg/kg),Progress in Medical Chemistry. Vol. 7, Pg. 69, 1970.
MSDS Information
ProviderLanguage
SigmaAldrich English
2-Fluoroadenosine Usage And Synthesis
Description2-Fluoroadenosine (F-Ado) was developed at Southern Research Institute in 1957 as a potential anticancer drug. 2-Fluoroadenosine is not deaminated by adenosine deaminase but metabolized to triphosphate as shown in vitro. The drug was also shown to be a potent inhibitor of lymphocyte-mediated cytolysis.
Uses2-Fluoroadenosine is a fluorinated analog of Adenoside nucleotide. It is used as an intermediate for the drug fludarabine. Fludarabine is a purine analogue and antineoplastic agent. It is a chemotherapy medication used in the treatment of leukemia and lymphoma.
DefinitionChEBI: 2-fluoroadenosine is a member of adenosines and an organofluorine compound.
2-Fluoroadenosine Preparation Products And Raw materials
2'-AMINO-2'-DEOXY-2-FLUOROADENOSINE 5'-O-Sulfamoyl-4'-fluoroadenosine 8-bromo-2'-deoxy-2'-fluoroadenosine L-2-FLUOROADENOSINE (9-(β-L-RIBOFURANOSYL)-2-FLUORO-6-AMINOPURINE) 3’,5’-Di-O-acetyl-2-fluoro-2’-O-trifluoro-methanesulfonyladenosine 2-FLUOROPYRIMIDINE 2',3'-Dideoxy-3'-fluoroadenosine 5'-triphosphoric acid 2-Fluoropurine 4',5'-didehydro-5'-deoxy-5'-fluoroadenosine 5'-Deoxy-2-fluoroadenosine 2-FLUORO-3'-DEOXYADENOSINE 2-Fluoroadenosine 2',3'-Dideoxy-2'-fluoroadenosine 2'-Azido-2',3'-dideoxy-3'-fluoroadenosine 8-bromo-3'-deoxy-3'-fluoroadenosine 2-Fluoro-2',3',5'-triacetoxyadenosine 2'-DEOXY-2-FLUOROADENOSINE 2-Fluoroadenine
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