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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
Molecular Weight:
243.21
MDL Number:
MFCD00006522
MOL File:
23205-42-7.mol
Last updated:2023-12-20 10:15:24

3-Deazauridine Properties

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)
FDA UNII 263CU738ZY
NCI Drug Dictionary 3-deazauridine

SAFETY

Risk and Safety Statements

RTECS  UV1148000

3-Deazauridine price More Price(21)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 23125 3-Deazauridine ≥98% 23205-42-7 5mg $32 2024-03-01 Buy
Cayman Chemical 23125 3-Deazauridine ≥98% 23205-42-7 10mg $61 2024-03-01 Buy
Cayman Chemical 23125 3-Deazauridine ≥98% 23205-42-7 25mg $139 2024-03-01 Buy
Cayman Chemical 23125 3-Deazauridine ≥98% 23205-42-7 50mg $243 2024-03-01 Buy
Usbiological 007578 3-Deazauridine 23205-42-7 100mg $460 2021-12-16 Buy
Product number Packaging Price Buy
23125 5mg $32 Buy
23125 10mg $61 Buy
23125 25mg $139 Buy
23125 50mg $243 Buy
007578 100mg $460 Buy

3-Deazauridine Chemical Properties,Uses,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

3-Deazauridine Suppliers

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Shenzhen Nexconn Pharmatechs Ltd
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Zhengzhou Granlen Sciences, ltd. 0371-85513397 info@granlen.com China 1827 58
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 Bases & Related Reagents Heterocycles Intermediates & Fine Chemicals Nucleotides Pharmaceuticals