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4'-C-Azidouridine

CAT: 0804-HY-77650-01Size: 50 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-77650-01Size:50 mg
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Description
4'-C-azidouridine (4'-Azidouridine) is a uridine analogue. Uridine has potential antiepileptic effects, and its analogs can be used to study anticonvulsant and anxiolytic activities, as well as to develop new antihypertensive agents[1]. 4'-C-Azidouridine is a click chemistry reagent, it contains an Azide group and can undergo copper-catalyzed azide-alkyne cycloaddition reaction (CuAAc) with molecules containing Alkyne groups. It can also undergo strain-promoted alkyne-azide cycloaddition (SPAAC) reactions with molecules containing DBCO or BCN groups.
CAS Number
139442-01-6
Product Name Alternative
4'-Azidouridine
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
Others
Assay Protocol
https://www.medchemexpress.com/4-c-azidouridine.html
Purity
95.0
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
O[C@@H]1[C@H](O)[C@](CO)(N=[N+]=[N-])O[C@H]1N2C(NC(C=C2)=O)=O
Molecular Formula
C9H11N5O6
Molecular Weight
285.21
Precautions
P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501
References & Citations
[1]Connolly GP, et al. Uridine and its nucleotides: biological actions, therapeutic potentials. Trends Pharmacol Sci. 1999 May;20 (5) :218-25.
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

4'-Azidouridine

structure in first source

CAS Number139442-01-6
PubChem CID453828
IUPAC Name1-[(2R,3R,4S,5R)-5-azido-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
Molecular FormulaC9H11N5O6
Molecular Weight285.21
XLogP-1.5
Topological Polar Surface Area134
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count8
Rotatable Bond Count3
Heavy Atom Count20
Formal Charge0
Complexity517
SMILES
C1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@](O2)(CO)N=[N+]=[N-])O)O
InChI
InChI=1S/C9H11N5O6/c10-13-12-9(3-15)6(18)5(17)7(20-9)14-2-1-4(16)11-8(14)19/h1-2,5-7,15,17-18H,3H2,(H,11,16,19)/t5-,6+,7-,9-/m1/s1
InChIKey
FHPJZSIIXUQGQE-JVZYCSMKSA-N
Chemical Structure
2D Structure
2D structure of 4'-Azidouridine
CAS: 139442-01-6
CID: 453828
Formula: C9H11N5O6
MW: 285.21
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight285.21
XLogP3-1.5
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count8
Rotatable Bond Count3
Exact Mass285.07093309
Monoisotopic Mass285.07093309
Topological Polar Surface Area134 Ų
Heavy Atom Count20
Formal Charge0
Complexity517
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count1
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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