1-[(2R,4R,5S)-4-azido-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-pyrimidine-2,4-dione

Modify Date: 2025-08-25 14:19:28

1-[(2R,4R,5S)-4-azido-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-pyrimidine-2,4-dione Structure
1-[(2R,4R,5S)-4-azido-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-pyrimidine-2,4-dione structure
 Common Name 1-[(2R,4R,5S)-4-azido-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-pyrimidine-2,4-dione
CAS Number 73971-82-1 Molecular Weight 267.24
Density N/A Boiling Point N/A
Molecular Formula C10H13N5O4 Melting Point N/A
MSDS N/A Flash Point N/A

 Use of 1-[(2R,4R,5S)-4-azido-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-pyrimidine-2,4-dione


3-epi-Azido-3-deoxythymidine 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].

 Names

Name 3'-Azido-2',3'-dideoxy-3,4-dihydrothymidine
Synonym More Synonyms

  Biological Activity

Description 3-epi-Azido-3-deoxythymidine 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 Catalog
References

[1]. Robak T, Robak P. Purine nucleoside analogs in the treatment of rarer chronic lymphoid leukemias. Curr Pharm Des. 2012;18(23):3373-88.  

 Chemical & Physical Properties

Molecular Formula C10H13N5O4
Molecular Weight 267.24
Exact Mass 267.09700
PSA 134.33000

 Synthetic Route

1-(3-beta-Azido-2,3-dideoxy-5-O-trityl-beta-D-threopenta-furanosyl)thyMine structure

1-(3-beta-Azido...

CAS#:66503-47-7

~83%

1-[(2R,4R,5S)-4-azido-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-pyrimidine-2,4-dione Structure

1-[(2R,4R,5S)-4...

CAS#:73971-82-1

Literature: Dong, Guimin; Zhang, Liangren; Zhang, Lihe Helvetica Chimica Acta, 2003 , vol. 86, # 10 p. 3516 - 3524
5-methyl-1-[4-methylsulfonyloxy-5-(trityloxymethyl)oxolan-2-yl]pyrimidine-2,4-dione structure

5-methyl-1-[4-m...

CAS#:42214-24-4

~%

1-[(2R,4R,5S)-4-azido-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-pyrimidine-2,4-dione Structure

1-[(2R,4R,5S)-4...

CAS#:73971-82-1

Literature: Dong, Guimin; Zhang, Liangren; Zhang, Lihe Helvetica Chimica Acta, 2003 , vol. 86, # 10 p. 3516 - 3524
(+)-(2E,4S)-5-Acetoxy-4-(formyloxy)-2-pentenal structure

(+)-(2E,4S)-5-A...

CAS#:122359-33-5

~%

1-[(2R,4R,5S)-4-azido-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-pyrimidine-2,4-dione Structure

1-[(2R,4R,5S)-4...

CAS#:73971-82-1

Literature: Wengel; Pedersen Synthesis, 1991 , # 6 p. 451 - 454
4,5-O-cyclohexylidene-2,3-dideoxy-aldehydo-D-glycero-trans-pent-2-enose structure

4,5-O-cyclohexy...

CAS#:114647-74-4

~%

1-[(2R,4R,5S)-4-azido-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-pyrimidine-2,4-dione Structure

1-[(2R,4R,5S)-4...

CAS#:73971-82-1

Literature: Gauthier, Christine; Ramondenc, Yvan; Ple, Gerard Tetrahedron, 2001 , vol. 57, # 35 p. 7513 - 7517
N/A structure

N/A

CAS#:371164-34-0

~%

1-[(2R,4R,5S)-4-azido-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-pyrimidine-2,4-dione Structure

1-[(2R,4R,5S)-4...

CAS#:73971-82-1

Literature: Gauthier, Christine; Ramondenc, Yvan; Ple, Gerard Tetrahedron, 2001 , vol. 57, # 35 p. 7513 - 7517
N/A structure

N/A

CAS#:135357-51-6

~%

1-[(2R,4R,5S)-4-azido-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-pyrimidine-2,4-dione Structure

1-[(2R,4R,5S)-4...

CAS#:73971-82-1

Literature: Wengel; Pedersen Synthesis, 1991 , # 6 p. 451 - 454
5'-O-Tritylthymidine structure

5'-O-Tritylthymidine

CAS#:7791-71-1

~%

1-[(2R,4R,5S)-4-azido-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-pyrimidine-2,4-dione Structure

1-[(2R,4R,5S)-4...

CAS#:73971-82-1

Literature: Sun, Jingbo; Liu, Xinyu; Li, Hongming; Duan, Ronghui; Wu, Jinchang Helvetica Chimica Acta, 2012 , vol. 95, # 5 p. 772 - 779
5-O-acetyl-3-azido-1-O-(4-biphenylcarbonyl)-2,3-dideoxy-D-threo-pentofuranose structure

5-O-acetyl-3-az...

CAS#:135281-03-7

~%

1-[(2R,4R,5S)-4-azido-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-pyrimidine-2,4-dione Structure

1-[(2R,4R,5S)-4...

CAS#:73971-82-1

Literature: Wengel; Pedersen Synthesis, 1991 , # 6 p. 451 - 454

 Synonyms

5'OHCH2alloAZT
3'-azido-3'-deoxythymidine
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Related Compounds: More...
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Chemsrc provides CAS#:73971-82-1 MSDS, density, melting point, boiling point, structure, etc. Its name is 1-[(2R,4R,5S)-4-azido-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-pyrimidine-2,4-dione>> amp version: 1-[(2R,4R,5S)-4-azido-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-pyrimidine-2,4-dione

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