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9-(β-D-Xylofuranosyl)adenine

CAS No.
524-69-6
Chemical Name:
9-(β-D-Xylofuranosyl)adenine
Synonyms
Xa;Nsc7359;Nsc 7359;Xylosyl a;Xylosyladenine;Xylo-adenosine;Adenine xyloside;Xylo-adenosine, NSC7359;9-(-D-Xylofuranosyl)adenine;9-(b-D-Xylofuranosyl)adenine
CBNumber:
CB61456378
Molecular Formula:
C10H13N5O4
Molecular Weight:
267.24
MDL Number:
MFCD30570252
MOL File:
524-69-6.mol
Last updated:2023-12-20 09:42:58

9-(β-D-Xylofuranosyl)adenine Properties

Melting point 125-140 °C
Boiling point 676.3±65.0 °C(Predicted)
Density 2.08±0.1 g/cm3(Predicted)
pka 13.11±0.70(Predicted)
InChI InChI=1S/C10H13N5O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2,(H2,11,12,13)
InChIKey OIRDTQYFTABQOQ-UHFFFAOYSA-N
SMILES O1C(CO)C(O)C(O)C1N1C2=C(N=C1)C(N)=NC=N2

9-(β-D-Xylofuranosyl)adenine Chemical Properties,Uses,Production

Uses

9-(β-d-Xylofuranosyl)adenine (xylo-A) was synthesized long ago and found to be effective in prolonging the survival time of mice bearing TA3 or Ehrlich ascites tumours. It is an adenosine analog. Adenosine analogs mostly act as smooth muscle vasodilators and have also been shown to inhibit cancer progression. 9-(β-d-Arabinofuranosyl)adenine (vidarabine), which was reported to have similar antitumour properties to xylo-A, is now being used clinically as an antiviral agent[1].

Definition

ChEBI: A purine nucleoside in which adenine is attached to xylofuranose via a beta-N9-glycosidic bond.

References

[1] Yutaka Kubota. “Synthesis and antiviral evaluation of 4’-alkoxy analogues of 9-(beta-D-xylofuranosyl)adenine.” Antiviral Chemistry and Chemotherapy 19 5 (2009): 201–12.

9-(β-D-Xylofuranosyl)adenine Preparation Products And Raw materials

Raw materials

Preparation Products

9-(β-D-Xylofuranosyl)adenine Suppliers

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9-.beta.-D-Xylofuranosyladenine 9H-Purin-6-amine, 9-.beta.-D-xylofuranosyl- Adenine xyloside Adenine, 9-.beta.-D-xylofuranosyl- Nsc 7359 Nsc7359 Xa Xylosyl a Xylosyladenine 9-(-D-Xylofuranosyl)adenine 9H-Purin-6-amine, 9-β-D-xylofuranosyl- Xylo-adenosine 9-(b-D-Xylofuranosyl)adenine 9-(b-D-Xylofuranosyl)adenine,Xylo-adenosine, anticancer agent Xylo-adenosine, NSC7359 9-(?-D-Xylofuranosyl) adenine Xylo-adenosine 9-(β-D-Xylofuranosyl)adenine 524-69-6 524-69-2