ChemicalBook > CAS DataBase List > 5'-DEOXYTHYMIDINE

5'-DEOXYTHYMIDINE

Product Name
5'-DEOXYTHYMIDINE
CAS No.
3458-14-8
Chemical Name
5'-DEOXYTHYMIDINE
Synonyms
5'-DEOXYTHYMIDINE;Thymidine, 5'-deoxy-;2',5'-dideoxythymidine;2',5'-Dideoxy-5-methyluridine;5-Methyl-2',5'-dideoxyuridine;5 deoxy Thymidine,5deoxy Thymidine;1-[(2R,4S,5R)-4-hydroxy-5-methyloxolan-2-yl]-5-methylpyrimidine-2,4-dione;1-[(2R,4S,5R)-4-hydroxy-5-methyl-oxolan-2-yl]-5-methyl-pyrimidine-2,4-dione;1-[(2R,4S,5R)-4-hydroxy-5-methyl-tetrahydrofuran-2-yl]-5-methyl-pyrimidine-2,4-quinone;Thymidine, 5'-deoxy-1-[(2R,4S,5R)-4-hydroxy-5-methyloxolan-2-yl]-5-methylpyrimidine-2,4-dione
CBNumber
CB0244457
Molecular Formula
C10H14N2O4
Formula Weight
226.23
MOL File
3458-14-8.mol
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5'-DEOXYTHYMIDINE Property

Melting point:
192-193 °C(lit.)
Density 
1.344±0.06 g/cm3(Predicted)
storage temp. 
−20°C
solubility 
≤10mg/ml in DMSO;16mg/ml in dimethyl formamide
form 
crystalline solid
pka
9.55±0.10(Predicted)
color 
Off-white to light yellow
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Safety

WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Cayman Chemical
Product number
18154
Product name
5'-Deoxythymidine
Purity
≥95%
Packaging
1mg
Price
$32
Updated
2024/03/01
Cayman Chemical
Product number
18154
Product name
5'-Deoxythymidine
Purity
≥95%
Packaging
5mg
Price
$116
Updated
2024/03/01
Cayman Chemical
Product number
18154
Product name
5'-Deoxythymidine
Purity
≥95%
Packaging
10mg
Price
$214
Updated
2024/03/01
TRC
Product number
D281783
Product name
5''-Deoxythymidine
Packaging
10mg
Price
$175
Updated
2021/12/16
AK Scientific
Product number
3736CA
Product name
5'-Deoxythymidine
Packaging
10mg
Price
$178
Updated
2021/12/16
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5'-DEOXYTHYMIDINE Chemical Properties,Usage,Production

Uses

The pyrimidine thymidine consists of thymine combined with deoxyribose. Prior to polymerization into DNA, thymidine must be phosphorylated at the hydroxyl group on carbon 5 of the ribose moiety. 5'-Deoxythymidine is a form of thymidine in which the hydroxyl group on carbon 5 of ribose has been replaced with hydrogen. As a result, this compound cannot be phosphorylated and used by DNA polymerase in the synthesis of DNA. 5'-Deoxythymidine is readily imported by cellular nucleoside importers and competitively inhibits the influx of thymidine. It demonstrates antibacterial activity against B. subtilis and S. aureus.[Cayman Chemical]

Biological Activity

5'-deoxy thymidine has been used as a research tool for antiviral and anticancer studies. 5'-deoxy thymidine can be used to study the entry mechanism into human erythrocytes in comparison with other deoxythymidines. deoxythymidine, also named as thymidine, is the dna nucleoside t. deoxythymidine can pair with deoxyadenosine (a) in double-stranded dna. 5'-deoxy thymidine is a form of thymidine which had the hydroxyl group at the 5' position replaced with hydrogen [1]. 5'-deoxy thymidine (50 μg/ml) was effective against bacillus subtilis and staphylococcus aureus [1]. the mbc of 5'-deoxy thymidine was 50 μg/ml. 5'-deoxy thymidine has been used as an antibacterial agent in medical situations [1].thymidine has been phosphorylated at the hydroxyl group on carbon 5 of the ribose moiety before polymerization into dna. 5'-deoxy thymidine cannot be phosphorylated and used by dna polymerase in the synthesis of dna. in human erythrocytes, 5'-deoxy thymidine was readily and nonconcentratively uptaked by metabolism, and could be partially inhibited by nucleosides or inhibitors of nucleoside transport at micromolar concentrations [2].

References

[1] hatano a, nishimura m, souta i. impact of unnatural nucleosides on the control of microbial growth[j]. biocontrol science, 2009, 14(2): 55-60.
[2] domin b a, mahony w b, koszalka g w, et al. membrane permeation characteristics of 5'-modified thymidine analogs[j]. molecular pharmacology, 1992, 41(5): 950-956.

5'-DEOXYTHYMIDINE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 5'-DEOXYTHYMIDINE manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
5'-DEOXYTHYMIDINE 3458-14-8
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20T
Release date
2024-08-01

3458-14-8, 5'-DEOXYTHYMIDINERelated Search:


  • 5'-DEOXYTHYMIDINE
  • 2',5'-dideoxythymidine
  • 1-[(2R,4S,5R)-4-hydroxy-5-methyl-oxolan-2-yl]-5-methyl-pyrimidine-2,4-dione
  • 1-[(2R,4S,5R)-4-hydroxy-5-methyloxolan-2-yl]-5-methylpyrimidine-2,4-dione
  • 1-[(2R,4S,5R)-4-hydroxy-5-methyl-tetrahydrofuran-2-yl]-5-methyl-pyrimidine-2,4-quinone
  • 5-Methyl-2',5'-dideoxyuridine
  • 2',5'-Dideoxy-5-methyluridine
  • Thymidine, 5'-deoxy-
  • Thymidine, 5'-deoxy-1-[(2R,4S,5R)-4-hydroxy-5-methyloxolan-2-yl]-5-methylpyrimidine-2,4-dione
  • 5 deoxy Thymidine,5deoxy Thymidine
  • 3458-14-8
  • Building Blocks
  • Heterocyclic Building Blocks
  • Pyrimidines
  • Heterocyclic Compounds