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CS-W001157 4
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1-beta-D-Arabinofuranosyluracil

  • CAS No. 3083-77-0

  • Cat. No. CS-0083204
  • Purity≥97%
  • MDL No.MFCD00065998

*For research and further manufacturing use only, not for direct human use.

1-beta-D-Arabinofuranosyluracil|CS-0083204

Structure of 3083-77-0

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General Information

  • CAS No. 3083-77-0
  • Cat. No. CS-0083204
  • Purity ≥97%
  • MDL No. MFCD00065998
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₂N₂O₆
  • Molecular Weight 244.20
  • Synonym(s) Uracil 1-β-D-arabinofuranoside
  • SMILES O=C1NC(C=CN1[C@H]2[C@@H](O)[C@H](O)[C@@H](CO)O2)=O

Description

Metabolically derived from cytarabine (CYT), Uracil 1-β-D-arabinofuranoside (CAS 3083-77-0) undergoes rapid renal excretion and serves as a biomarker for antileukemic drug metabolism in clinical pharmacokinetic studies.

Application

1-beta-D-Arabinofuranosyluracil serves as a key nucleoside building block for the synthesis of antiviral and anticancer agents, featuring a beta-configured arabinofuranose sugar linked to uracil via a glycosidic bond. Its stability under standard reaction conditions and compatibility with common protecting group strategies facilitate efficient incorporation into oligonucleotide sequences and heterocyclic derivatives.

Synthesis

  • Route1

    References

    • Atomic Energy Council-Institute of Nuclear Research; Chen, Jenn-Tzong; Huang, Ho-Lien; Chen, Jia-Rong; Yu, Chung-Shan; Su, Wen-Chin; Yang, Ching-Shiuann; Lin, Wuu-Jyh Patent: US2014/66614 A1, 2014 ; Location in patent: Paragraph 0018-0019 ;
  • Route2
    • 1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione Molnupiravir Impurity|CS-0616057
      58-96-8
    • ~60%
    • In-stock
      1-beta-D-Arabinofuranosyluracil|CS-0083204
      3083-77-0

    References

    • Cech, D.; Schwarz, B.; Pein, C. D. Journal fuer Praktische Chemie (Leipzig), 1983 , vol. 325, # 3 p. 387 - 392
  • Route3
    • null|null
      87186-13-8
    • ~91%
    • In-stock
      1-beta-D-Arabinofuranosyluracil|CS-0083204
      3083-77-0

    References

    • Ferris, J. P.; Yanagawa, H Journal of Organic Chemistry, 1984 , vol. 49, # 12 p. 2121 - 2125

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07,GHS08
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H312-H315-H319-H332-H335-H341-H361-H373
Precautionary Statements : P260-P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362-P363-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   124.78
  • LogP   -2.8519
  • H_Acceptors   7
  • H_Donors   4
  • Rotatable_Bonds   2

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