2',3',5'-Tri-O-acetyluridine

2',3',5'-Tri-O-acetyluridine Basic information
Product Name:2',3',5'-Tri-O-acetyluridine
Synonyms:2'', 3'', 5''-TRIACETYLURIDINE (2'', 3'', 5''-TRI-O-ACETYLURIDINE);RG 2133;Tri-O-acetyl uridine;Vistonuridine;1-((2R,3R,4R,5R)-3,4-Diacetyl-3,4-dihydroxy-5-(1-hydroxy-2-oxopropyl)tetrahydrofuran-2-yl)pyriMidine-2,4(1H,3H)-dione;2',3',5'-Tri-O-acetyl-rU;1-((2R,3R,4R,5R)-3,4-Diacetyl-3,4-dihydroxy-5-(1-hydroxy-2-oxopropyl)tetrahydrofuran-2-yl)pyrimid;ANTI-TAU(C-TERMINAL) antibody produced in rabbit
CAS:4105-38-8
MF:C15H18N2O9
MW:370.31
EINECS:223-881-5
Product Categories:
Mol File:4105-38-8.mol
2',3',5'-Tri-O-acetyluridine Structure
2',3',5'-Tri-O-acetyluridine Chemical Properties
Melting point 127.0 to 131.0 °C
density 1.43±0.1 g/cm3(Predicted)
storage temp. Inert atmosphere,Store in freezer, under -20°C
solubility Chloroform (Slightly), Dichloromethane (Slightly), DMSO (Slightly)
form Solid
pka9.39±0.10(Predicted)
color Off-White
InChIInChI=1S/C15H18N2O9/c1-7(18)23-6-10-12(24-8(2)19)13(25-9(3)20)14(26-10)17-5-4-11(21)16-15(17)22/h4-5,10,12-14H,6H2,1-3H3,(H,16,21,22)/t10-,12-,13-,14-/m1/s1
InChIKeyAUFUWRKPQLGTGF-QRMSVCKNSA-N
SMILESC(OC(=O)C)[C@H]1O[C@@H](N2C=CC(=O)NC2=O)[C@H](OC(=O)C)[C@@H]1OC(=O)C
CAS DataBase Reference4105-38-8(CAS DataBase Reference)
Safety Information
Safety Statements 24/25
WGK Germany 3
HS Code 29349990
MSDS Information
ProviderLanguage
SigmaAldrich English
2',3',5'-Tri-O-acetyluridine Usage And Synthesis
DescriptionUridine triacetate is an orally available pro-drug of uridine approved by the FDA for the treatment of the rare autosomal recessive disorder called hereditary orotic aciduria. The drug was also approved for treating overdose of two chemotherapies (fluorouracil and capecitabine). Uridine triacetate was developed by Wellstat Therapeutics and licensed to BTG.
Chemical PropertiesWhite or almost white crystalline powder
Uses2’,3’,5’-Triacetyluridine is used in the treatment of Alzheimer’s disease in mice and provide neuroprotective effects. Shown to also decrease depressive symptoms and increases in brain pH bipolar patients.
Definition ChEBI: Uridine triacetate is an acetate ester that is uracil in which the three hydroxy hydrogens are replaced by acetate group. A prodrug for uridine, it is used for the treatment of hereditary orotic aciduria and for management of fluorouracil toxicity. It has a role as a prodrug, a neuroprotective agent and an orphan drug. It is a member of uridines and an acetate ester.
SynthesisCommercially available uridine (167) was treated with acetic anhydride in the presence of catalytic boron trifluoride-etherate, and the crude product was recrystallized from ethanol to give uridine triacetate (XX) in 74-78% yield.
Synthesis_4105-38-8
2',3',5'-Tri-O-acetyluridine Preparation Products And Raw materials
Preparation Products5-Bromouridine-->3-METHYL URIDINE
2',3',5'-Triacetylguanosine 5-BROMO-2',3',5'-TRI-O-ACETYLURIDINE Diethyleneglycol diacetate 2',3',5'-Tri-O-acetyluridine 1-amino-3-methoxy-propan-2-ol (2-ISOPROPOXYETHYL) ACETATE 3'-O-METHYLURIDINE 5'-DEOXYURIDINE 2',3',5'-TRI-O-BENZOYLURIDINE 2'-Ethoxyuridine 1-Amino-3-ethoxy-propan-2-ol uridine diphosphate glucose {= UDP-glucose} N-(3-METHOXYPROPYL)UREA Diethyleneglycol diformate 1-(2'-HYDROXYETHYL)URACIL 1-beta-D-Arabinofuranosyluracil N-(2-METHOXYETHYL)UREA (R)-1,2-4-TRIACETOXYBUTANE

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