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
optical activity: 35.3°(C=1.00g/100ml H2O)
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.

in vivo

3-Deazauridine (DAUR) (250 mg/kg/day; i.p; 1-9 days) shows moderate activity against L1210 leukemia cells in mice^[1].
3-Deazauridine (ip; 5 times doses) has the lethal dose of 250 mg/kg/day and 417 mg/kg/day, the toxic dose low of 62.5 mg/kg/day and 104 mg/kg/day, the highest non-toxic dose of 31.25 mg/kg/day and 52 mg/kg/day, in beagle dogs and rhesus monkeys, respectively^[1].

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

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3-Deazauridine Suppliers

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23205-42-7, 3-DeazauridineRelated Search:

N-VINYLACETAMIDE 97 N-Methylolacrylamide N,N-Dimethylacrylamide 4-DIMETHYLAMINO-1-BUTANOL 3-Methylamino-1,2-propanediol N-Methyl-N-vinylacetamide N-ETHYL ACRYLAMIDE N-(HYDROXYMETHYL)ACETAMIDE 3-Dimethylaminopropane-1,2-diol 1-Methyl-2-pyridone 3-Dimethylamino-1-propanol N,N-Dimethylallylamine 1-PROPYL-2(1H)-PYRIDINONE N-(1-ISOPROPOXYETHYL)ACETAMIDE ALLYLETHYLAMINE 3-Deazauridine 3-Acryloylamino-1-propanol solution, 50% in water N-hydroxymethyl-N-methylformamide

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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