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2'-Deoxy-2'-fluoroarabinoadenosine

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Category Human immunodeficiency Virus (HIV)
CAS 20227-41-2
Description As an analog of the antitumour and antiviral naturally occurring nucleoside 9-(β-D-arabinofuranosyl)adenine (ara-A), 9-(2-Deoxy-2-fluoro-beta-D-arabinofuranosyl)adenine inhibited the growth of T. vaginalis with an IC50 of 0.09μM.
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Product Information

Synonyms 20227-41-2;9-(2-deoxy-2-fluoro-beta-d-arabinofuranosyl)adenine;(2R,3R,4S,5R)-5-(6-amino-9H-purin-9-yl)-4-fluoro-2-(hydroxymethyl)tetrahydrofuran-3-ol;arabino-F-Ado;CHEMBL2032002;(2R,3R,4S,5R)-5-(6-AMINOPURIN-9-YL)-4-FLUORO-2-(HYDROXYMETHYL)OXOLAN-3-OL;(2R,3R,4S,5R)-5-(6-amino-9H-purin-9-yl)-4-fluoro-2-(hydroxymethyl)oxolan-3-ol;C10H12FN5O3;SCHEMBL1389499;123334-75-8;BDBM50452569;MFCD12911815;2??-Deoxy-2??-fluoroarabinoadenosine;AKOS027327937;AC-32315;AS-68707;F13969;A855629;2 inverted exclamation mark -Deoxy-2 inverted exclamation mark -fluoroarabinoadenosine;(2R,3R,4S,5R)-5-(6-Amino-9H-purin-9-yl)-4-fluoro-2-(hydroxymethyl)tetrahydrofuran-3-ol;9-(2-Deoxy-2-fluoro-beta-D-arabinofuranosyl)-9H-purin-6-amine;
IUPAC Name (2R,3R,4S,5R)-5-(6-aminopurin-9-yl)-4-fluoro-2-(hydroxymethyl)oxolan-3-ol
Molecular Weight 450.5
Molecular Formula C26H30N2O5
Canonical SMILES CC1=C(C(=O)OC2=C1C=CC(=C2)OCC(CN3CCC(CC3)C(=O)N)O)CC4=CC=CC=C4
InChI InChI=1S/C10H12FN5O3/c11-5-7(18)4(1-17)19-10(5)16-3-15-6-8(12)13-2-14-9(6)16/h2-5,7,10,17-18H,1H2,(H2,12,13,14)/t4-,5+,7-,10-/m1/s1
InChIKey ZGYYPTJWJBEXBC-GQTRHBFLSA-N
Boiling Point 628.6±65.0 °C at 760 mmHg
Melting Point 233-234 °C
Purity ≥97% by HPLC
Density 2.01±0.1 g/cm3
Solubility Soluble in DMSO, not in water.
Appearance Solid
Application Anti-neoplastic; Inhibits the growth of T. vaginalis with an IC50 of 0.09μM
Storage 4°C, protect from light
*In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)

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