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5-Methoxyuridine

CAT: 0804-HY-112581-01Size: 100 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-112581-01Size:100 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
5-Methoxyuridine is a purine nucleoside analog. Purine nucleoside analogs have broad antitumor activity targeting indolent lymphoid malignancies. Anticancer mechanisms in this process rely on inhibition of DNA synthesis, induction of apoptosis, etc[1].
CAS Number
35542-01-9
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Nucleoside Antimetabolite/Analog
Type
Reference compound
Related Pathways
Cell Cycle/DNA Damage
Applications
Cancer-programmed cell death
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/5-methoxyuridine.html
Purity
99.98
Solubility
DMSO : 50 mg/mL (ultrasonic) |H2O : 33.33 mg/mL (ultrasonic)
Smiles
OC[C@@H]1[C@@H](O)[C@@H](O)[C@H](N2C(NC(C(OC)=C2)=O)=O)O1
Molecular Formula
C10H14N2O7
Molecular Weight
274.23
Precautions
H302, H315, H319, H335
References & Citations
[1]Robak T, Robak P. Purine nucleoside analogs in the treatment of rarer chronic lymphoid leukemias. Curr Pharm Des. 2012;18 (23) :3373-88.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

5-Methoxyuridine

5-methoxyuridine is a derivative of uridine, bearing an additional methoxy substituent at position 5 on the uracil ring.

CAS Number35542-01-9
PubChem CID1265899
IUPAC Name1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methoxypyrimidine-2,4-dione
Molecular FormulaC10H14N2O7
Molecular Weight274.23
XLogP-1.8
Topological Polar Surface Area129
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count7
Rotatable Bond Count3
Heavy Atom Count19
Formal Charge0
Complexity424
SMILES
COC1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O
InChI
InChI=1S/C10H14N2O7/c1-18-4-2-12(10(17)11-8(4)16)9-7(15)6(14)5(3-13)19-9/h2,5-7,9,13-15H,3H2,1H3,(H,11,16,17)/t5-,6-,7-,9-/m1/s1
InChIKey
ZXIATBNUWJBBGT-JXOAFFINSA-N
Chemical Structure
2D Structure
2D structure of 5-Methoxyuridine
CAS: 35542-01-9
CID: 1265899
Formula: C10H14N2O7
MW: 274.23
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight274.23
XLogP3-1.8
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count7
Rotatable Bond Count3
Exact Mass274.08010079
Monoisotopic Mass274.08010079
Topological Polar Surface Area129 Ų
Heavy Atom Count19
Formal Charge0
Complexity424
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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Alternative Products

CatalogName
TNU0123-015-Methoxyuridine
GTR19279931-015-Methoxyuridine-5'-triphosphate
TNU1315-012'-Deoxy-5-methoxyuridine
GTR19215259-013'-Deoxy-5-methoxyuridine
MBS58259984'-C-Methyl-5-methoxyuridine
436892-015-Methoxyuridine discontinued. See 296272
GTR19215371-012'-C-Methyl-5-methoxyuridine
MBS58264465'-O-(4,4'-Dimethoxytrityl)-5-methoxyuridine
GTR192475785-Methoxyuridine 5'-triphosphate (trisodium) solution (100mM)
TNU0852-015'-O- (4,4'-Dimethoxytrityl) -5-methoxyuridine

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