1-[4-Hydroxy-5-(iodomethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione
Basic information
- CAS
25953-14-4- Standard SMILES
Cc1cn(C2CC(O)C(CI)O2)c(=O)[nH]c1=O- InChIKey
LEQXAJKTJWCXEC-XLPZGREQSA-N- Molecular formula
- C10H13IN2O4
- Average molar mass
- 352.13 g/mol
- Monoisotopic mass
- 351.992
Names & identifiers
- Preferred name
- 1-[4-Hydroxy-5-(iodomethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione
- IUPAC
- 1-[4-hydroxy-5-(iodomethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione
- English name
- 5'-Iodo-5'-deoxythymidine
- Molecular formula
- C10H13IN2O4
- Molecular weight
- 352.13
Names & synonyms
5-IODO-5-DEOXYTHYMIDINENSC3389541-[4-hydroxy-5-(iodomethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dioneSCHEMBL25521507DTXSID90948866NSC-3389541-(2,5-Dideoxy-5-iodopentofuranosyl)-4-hydroxy-5-methylpyrimidin-2(1H)-one5’-Deoxy-5’-iodothymidine5'-Iodo-5'-deoxythymidine5'-Deoxy-5'-iodothymidine5'-Deoxy-5'-iodo-D-thymidineThymidine, 5'-deoxy-5'-iodo-
Show more names
1-[4-HYDROXY-5-(IODOMETHYL)OXOLAN-2-YL]-5-METHYL-3H-PYRIMIDINE-2,4-DIONE1-((2R,4S,5S)-4-hydroxy-5-(iodomethyl)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione5-Azacytidine 5-monophosphate, CID150983, 1,3,5-Triazin-2(1H)-one, 4-amino-1-(5-O-phosphono-beta-D-ribofuranosyl)-, 2226-72-4
Database identifiers
- CAS
25953-14-4- PubChem CID
- 334297
- DTXSID
DTXSID90948866
Properties
Computed structural properties
- XLogP
- 0.1
- Topological polar surface area
- 78.9 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 2
- Heavy atoms
- 17
- Formal charge
- 0
- Complexity
- 385
Physicochemical properties
- Melting point
- 165 · 165-168 °C (decomp)
- Density
- 1.872 · 1.872±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
- pka
- 9.638 · 9.638±0.10(predicted)
Chemistry & industry
Applications
Uses5′-Deoxy-5′-iodothymidine 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].
Related reactions
2 records
Compound notes
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