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3-Deazauridine

Product Name
3-Deazauridine
CAS No.
23205-42-7
Chemical Name
3-Deazauridine
Synonyms
NSC-126849;3-deazuridine;3-DEAZAURIDINE;3-DEAZAURIDINE CRYSTALLINE;3Deazauridine,3 Deazauridine;3-Deazauridine,anticancer antiviral;1-β-D-Ribofuranosyl-4-hydroxy-2-pyridone;4-Hydroxy-1-(β-D-ribofuranosyl)-2-pyridone;4-Hydroxy-1-β-D-ribofuranosyl-2(1H)pyridone;4-Hydroxy-1-(beta-D-ribofuranosyl)-2-pyridone
CBNumber
CB4125871
Molecular Formula
C10H13NO6
Formula Weight
243.21
MOL File
23205-42-7.mol
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3-Deazauridine Property

Melting point:
233-235°C
Boiling point:
569.2±50.0 °C(Predicted)
Density 
1.718±0.06 g/cm3(Predicted)
storage temp. 
-20°C
solubility 
DMSO (Slightly), Methanol (Slightly), Water (Slightly)
form 
Solid
pka
4.50±1.00(Predicted)
color 
White to Pale Beige
InChI
InChI=1/C10H13NO6/c12-4-6-8(15)9(16)10(17-6)11-2-1-5(13)3-7(11)14/h1-3,6,8-10,12-13,15-16H,4H2/t6-,8-,9-,10-/s3
InChIKey
CBOKZNLSFMZJJA-FNMQVXAUNA-N
SMILES
[C@@H]1([C@H](O)[C@H](O)[C@@H](CO)O1)N1C=CC(O)=CC1=O |&1:0,1,3,5,r|
LogP
-1.693 (est)
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Safety

RTECS 
UV1148000
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Cayman Chemical
Product number
23125
Product name
3-Deazauridine
Purity
≥98%
Packaging
5mg
Price
$32
Updated
2024/03/01
Cayman Chemical
Product number
23125
Product name
3-Deazauridine
Purity
≥98%
Packaging
10mg
Price
$61
Updated
2024/03/01
Cayman Chemical
Product number
23125
Product name
3-Deazauridine
Purity
≥98%
Packaging
25mg
Price
$139
Updated
2024/03/01
Cayman Chemical
Product number
23125
Product name
3-Deazauridine
Purity
≥98%
Packaging
50mg
Price
$243
Updated
2024/03/01
Usbiological
Product number
007578
Product name
3-Deazauridine
Packaging
100mg
Price
$460
Updated
2021/12/16
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3-Deazauridine Chemical Properties,Usage,Production

Description

3-Deazauridine is a structural analog of uridine that inhibits the biosynthesis of Cytidine-5'-Triphosphate by competitive inhibition of Cytidine Triphosphate synthetase, which is considered to be the primary mode of action of this nucleoside analog. This compound has been shown to possess in vitro activity against leukemia L1210 tumor cells, Ehrlich ascites tumor cells, Escherichia coli, and Streptococcus faecium. Despite a paucity of clinical attention given to this drug as a single agent, it has generated much enthusiasm as a biological response modulator because of its synergistic effect with several antitumor agents, including Cytosine Arabinoside, 5-aza-2'-deoxycytidine, 5-azacytidine, thymidine and D-galactosamine. However, only the cytosine arabinoside/3-Deazauridine combination has been explored clinically[1-2].

Uses

Antimetabolite antiviral dosing regimen for hepatitis C virus or flaviviridae therapy.

Definition

ChEBI: 3-Deazauridine is a N-glycosyl compound.

References

[1] W J Moriconi, S Taylor, M Slavik. “3-Deazauridine (NSC 126849): an interesting modulator of biochemical response.” Investigational New Drugs 4 1 (1986): 67–84.
[2] W M Shannon, F M Schabel, G Arnett. “3-Deazauridine: inhibition of ribonucleic acid virus-induced cytopathogenic effects in vitro.” Antimicrobial Agents and Chemotherapy 2 3 (1972): 159–63.

3-Deazauridine Preparation Products And Raw materials

Raw materials

Preparation Products

23205-42-7, 3-DeazauridineRelated Search:


  • 4-HYDROXY-1-BETA-D-RIBOFURANOSYL-2[1H]PYRIDONE
  • 3-DEAZAURIDINE
  • 3-deazuridine
  • 4-hydroxy-1-beta-d-ribofuranosyl-2(1h)-pyridinon
  • 4-hydroxy-1-beta-d-ribofuranosyl-2(1h)-pyridinone
  • 4-hydroxy-1-beta-d-ribofuranosyl-2(1h)-pyridon
  • 3-DEAZAURIDINE CRYSTALLINE
  • 1-β-D-Ribofuranosyl-4-hydroxy-2-pyridone
  • 4-Hydroxy-1-(β-D-ribofuranosyl)-2-pyridone
  • 4-Hydroxy-1-β-D-ribofuranosyl-2(1H)pyridone
  • 4-Hydroxy-1-(β-D-ribofuranosyl)-1,2-dihydropyridin-2-one
  • 4-Hydroxy-1-β-D-ribofuranosyl-2(1H)-pyridinone
  • NSC-126849
  • 4-Hydroxy-1-(beta-D-ribofuranosyl)-2-pyridone
  • 1-[(2R,3R,4S,5R)-3,4-DIHYDROXY-5-(HYDROXYMETHYL)OXOLAN-2-YL]-2-HYDROXYPYRIDIN-4-ONE
  • 2(1H)-Pyridinone, 4-hydroxy-1-β-D-ribofuranosyl-
  • 3-Deazauridine, 4-Hydroxy-1-beta-D-ribofuranosyl-2(1H)-pyridinone, 3-DAU, NSC 126849
  • 2(1H)-Pyridinone,4-hydroxy-1-b-D-ribofuranosyl-
  • 1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-4-hydroxypyridin-2(1H)-one
  • 3-Deazauridine,4-Hydroxy-1-beta-D-ribofuranosyl-2(1H)-pyridinone, synthetase inhibitor, anticancer drug, NSC126849, 3D2U
  • 4-Hydroxy-1-beta-D-ribofuranosyl-2(1H)-pyridinone, NSC126849
  • 3Deazauridine,3 Deazauridine
  • 3-Deazauridine,anticancer antiviral
  • 23205-42-7
  • 232005-42-7
  • 20235-47-2
  • C10H13NO6
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  • Heterocycles
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