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2',3'-Dideoxythymidine

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2',3'-Dideoxythymidine Basic information

Product Name:
2',3'-Dideoxythymidine
Synonyms:
  • 3′-Deoxythymidine(DDT)
  • 3'-Deoxy-D-thymidine
  • 3''-DESOXYTHYMIDINE
  • 3''-DEOXYTHYMIDINE (2'', 3''-DIDEOXYTHYMIDINE)
  • 2μ,3μ-Dideoxythymidine, DDT
  • 1-(2,3-Dideoxy-β-D-ribofuranosyl)-5-methylpyrimidine-2,4(1H,3H)-dione
  • 1-[5β-(Hydroxymethyl)tetrahydrofuran-2β-yl]-5-methyluracil
  • Dideoxythymidine
CAS:
3416-05-5
MF:
C10H14N2O4
MW:
226.23
EINECS:
2017-001-1
Product Categories:
  • Heterocycle-Pyrimidine series
  • pyrimidine
  • Nucleosides-Dideoxy Nucleosides
Mol File:
3416-05-5.mol
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2',3'-Dideoxythymidine Chemical Properties

Melting point:
155-156 °C(lit.)
alpha 
20 º (C=0.6 IN H2O)
Density 
1.332±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,2-8°C
solubility 
DMF: 25 mg/ml,DMF:PBS (pH 7.2) (1:5): 0.16 mg/ml,DMSO: 20 mg/ml
pka
9.55±0.10(Predicted)
form 
Powder
color 
White to Pale Yellow
optical activity
[α]19/D +20.0°, c = 0.6 in H2O
BRN 
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
SMILES
O=C1NC(C(=CN1[C@H]1CC[C@H](O1)CO)C)=O
CAS DataBase Reference
3416-05-5(CAS DataBase Reference)
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Safety Information

Safety Statements 
22-24/25
WGK Germany 
3
10-23
HS Code 
29349990

MSDS

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2',3'-Dideoxythymidine Usage And Synthesis

Uses

3’-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.

Uses

Research tool for antiviral and anticancer studies.

Purification Methods

3'-Deoxyuridine is recrystallised from Me2CO/MeOH and is dried in a vacuum. [Michelson & Todd J Chem Soc 816 1955.]

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