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Home Other Building Blocks 23205-42-7
23205-42-7,MFCD00006522
Catalog No.:AA002MFT

23205-42-7 | 3-Deazauridine

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5mg
≥98%
in stock  
$46.00   $32.00
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10mg
≥98%
in stock  
$88.00   $61.00
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25mg
98%
in stock  
$156.00   $109.00
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250mg
98%
in stock  
$468.00   $328.00
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1g
98%
in stock  
$1,165.00   $815.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA002MFT
Chemical Name:
3-Deazauridine
CAS Number:
23205-42-7
Molecular Formula:
C10H13NO6
Molecular Weight:
243.2133
MDL Number:
MFCD00006522
SMILES:
OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1ccc(cc1=O)O
Properties
Computed Properties
 
Complexity:
379  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
4  
Heavy Atom Count:
17  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
4  
Rotatable Bond Count:
2  
XLogP3:
-1.8  

Downstream Synthesis Route

[1]Robins,MorrisJ.;Wilson,JohnS.;Sawyer,Lindsay;James,MichaelN.G.[CanadianJournalofChemistry,1983,vol.61,p.1911-1920]

[1]Robins,MorrisJ.;Wilson,JohnS.;Sawyer,Lindsay;James,MichaelN.G.[CanadianJournalofChemistry,1983,vol.61,p.1911-1920]

[1]Bookser,BrettC.;Raffaele,NicholasB.[JournalofOrganicChemistry,2007,vol.72,#1,p.173-179]

[1]Bookser,BrettC.;Raffaele,NicholasB.[JournalofOrganicChemistry,2007,vol.72,#1,p.173-179]

Literature

Title: Synthesis of C3-arylated-3-deazauridine derivatives with potent anti-HSV-1 activities.

Journal: Bioorganic & medicinal chemistry letters 20121215

Title: Introduction of a fluorine atom at C3 of 3-deazauridine shifts its antimetabolic activity from inhibition of CTP synthetase to inhibition of orotidylate decarboxylase, an early event in the de novo pyrimidine nucleotide biosynthesis pathway.

Journal: The Journal of biological chemistry 20120831

Title: 3-Deazauridine enhances the antileukemic action of 5-aza-2'-deoxycytidine and targets drug-resistance due to deficiency in deoxycytidine kinase.

Journal: Leukemia research 20110101

Title: Synthesis and biological evaluation of 3,3-difluoropyridine-2,4(1H,3H)-dione and 3-deaza-3-fluorouracil base and nucleoside derivatives.

Journal: Journal of medicinal chemistry 20090514

Title: The 1.48 A resolution crystal structure of the homotetrameric cytidine deaminase from mouse.

Journal: Biochemistry 20060627

Title: 3-Deazauridine triggers dose-dependent apoptosis in myeloid leukemia cells and enhances retinoic acid-induced granulocytic differentiation of HL-60 cells.

Journal: The international journal of biochemistry & cell biology 20031001

Title: Potentiation of the anti-HIV activity of zalcitabine and lamivudine by a CTP synthase inhibitor, 3-deazauridine.

Journal: Nucleosides, nucleotides & nucleic acids 20000101

Title: Antiviral and cytotoxicity evaluation of 3-nitro-3-deazauridine.

Journal: Antiviral research 19891201

Title: Inhibitory effect of selected antiviral compounds on measles (SSPE) virus replication in vitro.

Journal: Antiviral research 19890901

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SDS
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