2',3'-Dideoxythymidine
Basic information
- CAS
3416-05-5- Standard SMILES
Cc1cn([C@H]2CC[C@@H](CO)O2)c(=O)[nH]c1=O- InChIKey
XKKCQTLDIPIRQD-JGVFFNPUSA-N- Molecular formula
- C10H14N2O4
- Average molar mass
- 226.23 g/mol
- Monoisotopic mass
- 226.09535693
Overview
3'-Deoxythymidine has been reported in Petrosiidae with data available.
Names & identifiers
- Preferred name
- 2',3'-Dideoxythymidine
- IUPAC
- 1-[(2R,5S)-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione
- English name
- 2',3'-Dideoxythymidine
- Molecular formula
- C10H14N2O4
- Molecular weight
- 226.23
Names & synonyms
3416-05-52',3'-DideoxythymidineDideoxythymidineDTXSID60187760RefChem:908373DTXCID201102513'-Deoxythymidine1-((2R,5S)-5-(Hydroxymethyl)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dioneThymidine, 3'-deoxy-MFCD000105703'-deoxy thymidine1-[(2R,5S)-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione
Show more names
DDT2',3'-ddT1-((2R,5S)3’-deoxy-thymidin3’-Deoxythymidine3''-DESOXYTHYMIDINE3'-Deoxy-D-thymidine3'-Dideoxy-thyMidine
cid_52803 inverted exclamation marka-DeoxythymidineCHEMBL444314CS-W0130271-[(2r,5s)-5-(Hydroxymethyl)tetrahydrofuran-2-Yl]-5-Methylpyrimidine-2,4(1h,3h)-Dione2',3'-Dideoxythymidine & Granulocyte-macrophage colony-stimulating factor1-[(2R,5S)-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-methyl-pyrimidine-2,4-dionedesoxythymidin
Database identifiers
- CAS
3416-05-5- PubChem CID
- 65119
- DTXSID
DTXSID60187760- ChEMBL
CHEMBL444314- Nikkaji
- J263.915G
Properties
Computed structural properties
- XLogP
- -1.7
- Topological polar surface area
- 78.9 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 2
- Heavy atoms
- 16
- Formal charge
- 0
- Complexity
- 353
Experimental & physicochemical properties
LogP-0.7
Physicochemical properties
- Melting point
- 155 · 155-156 °C(lit.)
- alpha
- 20 · 20 º (C=0.6 IN H2O)
- Density
- 1.332 · 1.332±0.06 g/cm3(Predicted)
- storage temp.
- 2 · Sealed in dry,2-8°C
- solubility
- 25 mg/ml,DMF:PBS · DMF: 25 mg/ml,DMF:PBS (pH 7.2) (1:5): 0.16 mg/ml,DMSO: 20 mg/ml
- pka
- 9.55 · 9.55±0.10(Predicted)
- form
- Powder
- color
- White to Pale Yellow
- optical activity
- 19 · [α]19/D +20.0°, c = 0.6 in H2O
- BRN
- 21884 · 21884
- InChI
- InChI=1S/C10H14N2O4/c1-6-4-12(10(15)11-9(6)14)8-3-2-7(5-13)16-8/h4,7-8,13H,2-3,5H2,1H3,(H,11,14,15)/t7-,8+/m0/s1
- InChIKey
- XKKCQTLDIPIRQD-JGVFFNPUSA-N
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
- 10-23
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- hs_code
- 29349990
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 22-24/25
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Applications
Uses3’-Deoxythymidine inhibits the ability of bacteriophage T7 to infect Escherichia coli by inhibiting phage DNA synthesis. Also, it is a precursor of DNA polymerase β inhibitor.
UsesResearch tool for antiviral and anticancer studies.
Upstream & downstream products
Upstream raw materials
Related reactions
4 records
Compound notes
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