2'-Azido-2'-deoxyuridine-5'-triphosphate
Basic information
- CAS
26929-65-7- Standard SMILES
[N-]=[N+]=NC1C(O)C(CO)OC1n1ccc(=O)[nH]c1=O- InChIKey
MRUKYOQQKHNMFI-UHFFFAOYSA-N- Molecular formula
- C9H11N5O5
- Average molar mass
- 269.21 g/mol
- Monoisotopic mass
- 269.07601847
Names & identifiers
- Preferred name
- 2'-Azido-2'-deoxyuridine-5'-triphosphate
- IUPAC
- 1-[3-azido-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
- English name
- 2'-Azido-2'-deoxyuridine
- Molecular formula
- C9H11N5O5
- Molecular weight
- 269.22
Names & synonyms
N3-dU2'-azido-2'-deoxyuridine-5'-triphosphateN3dUrd106448-30-0C9H11N5O5NSC6785332?-Azido-2?-deoxyuridineCHEMBL1974001DTXSID30949711NSC-678533LS-13634NCI60_028133
Show more names
2'-Az-dU2'-N3-2'-dU2''-AZIDO-D-URIDINE2'-Azido-2'-deoxyuridine2'-Azido-2'-deoxyuridineUridine,2'-azido-2'-deoxy-2'-Azido-2'-deoxy-D-uridine2′-Azido-2′-deoxyuridine (ACI)
A29421-(2-Azido-2-deoxypentofuranosyl)-4-hydroxypyrimidin-2(1H)-one1-[3-azido-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4-dione2-Azido-2-deoxyuridine, NSC678533, CID386489, NCI60_028133, 26929-65-7
Database identifiers
- CAS
26929-65-7- PubChem CID
- 386489
- DTXSID
DTXSID30949711- ChEMBL
CHEMBL1974001
Properties
Computed structural properties
- XLogP
- -0.7
- Topological polar surface area
- 113 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 3
- Heavy atoms
- 19
- Formal charge
- 0
- Complexity
- 474
Physicochemical properties
- Melting point
- 149 · 149-153 °C
- storage temp.
- 2 · 2-8°C
- form
- powder to crystal
- color
- White to Almost white
- λmax
- 260 nm · 260nm(lit.)
- CAS DataBase Reference
- 26929 · 26929-65-7
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38
- Safety Statements
- 26 · 26-36-24/25-22
- WGK Germany
- 3 · 3
- F
- 8 · 8-10-21
- HS Code
- 29349990 · 29349990
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- F
- 8-10-21
- wgk
- 3
- hs_code
- 29349990
- risk_code
- 36/37/38
- hazard_code
- Xi
- safety_code
- 26-36-24/25-22
Chemistry & industry
Applications
Uses2'-Azido-2'-deoxyuridine (N3dUrd) is a ribonucleotide reductase inhibitor. 2'-Azido-2'-deoxyuridine has anti-cancer activity[1]. 2'-Azido-2'-deoxyuridine 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.
Related reactions
1 records
Compound notes
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