1-(beta-D-Arabinofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione | CAS No. 605-23-2
1-(beta-D-Arabinofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione
Basic Information
CAS Number
605-23-2
Molecular Formula
C10H14N2O6
Molecular Weight
258.23 g/mol
AD
Chemical Classification
Basic Physical Properties
Synonyms & References
English
- CHEBI:80699
- DTXSID201194189
- 1-beta-D-Arabinofuranosylthymine
- NSC-68929
- Thymine arabinoside
- 1-.beta.-D-Arabinofuranosylthymine
- Thymine, 1-.beta.-D-arabinofuranoside
- 1-beta-D-Arabinofuranosyl-5-methyl-2,4(1H,3H)-pyrimidinedione
- Spongothymidin
- 605-23-2
- 1-((2R,3S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione
- Arabinosylthymine
- F89223
- BDBM50132291
- Thymine, 1-beta-D-arabinofuranosyl- (VAN)
- EINECS 210-083-7
- NSC 68929
- 1-beta-D-Arabinofuranosyl-5-methyl-(1H,3H)-pyrimidine-2,4-dione
- Q27149733
- Thymine 1- beta -D-arabinofuranoside
- 5-METHYLARABINOSYLURACIL
- 1-.BETA.-D ARABINOFURANOSYLTHYMINE
- Spongothymidine
- 1-beta-D-Arabinofuranosylthymine, araT
- Thymine, 1-.beta.-D-arabinofuranosyl-
- ara-T
- 2,4(1H,3H)-Pyrimidinedione, 1-.beta.-D-arabinofuranosyl-5-methyl-
- UNII-NS9U4BEG7Y
- Thymine, 1-beta-D-arabinofuranosyl-
- 1-((2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione
- 1-((2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)-tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione
MDL Number
MFCD00065474
FAQ
What are the physical and chemical properties of 1-(beta-D-Arabinofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione (CAS: 605-23-2)?
1-(beta-D-Arabinofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione (CAS: 605-23-2) is a crystalline solid with a molecular weight of approximately 265.21 g/mol. It is slightly soluble in water. This compound is relatively stable under normal conditions but can react with strong acids or bases. It has a melting point of around 250-255°C and is a potent antiviral agent with significant biological activity.
How is 1-(beta-D-Arabinofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione (CAS: 605-23-2) typically synthesized?
1-(beta-D-Arabinofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione (CAS: 605-23-2) is synthesized through a multistep process involving condensation reactions, amidation, and selective alkylation. Common methods include the alkylation of 5-methyl-2,4(1H,3H)-pyrimidinedione with beta-D-arabinofuranosyl chloride in the presence of a base such as triethylamine. The overall yield is around 70-80%, with a high degree of selectivity towards the desired product.
What industries use 1-(beta-D-Arabinofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione (CAS: 605-23-2)?
1-(beta-D-Arabinofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione (CAS: 605-23-2) is primarily used in the pharmaceutical industry, where it serves as a key antiviral agent against herpes simplex virus and influenza. It is also of interest in academic research for its antimicrobial and antiparasitic properties, and in the development of new drug candidates. Limited applications in polymer science and material science are also explored.
What precautions should be taken when handling 1-(beta-D-Arabinofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione (CAS: 605-23-2)?
When handling 1-(beta-D-Arabinofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione (CAS: 605-23-2), it is crucial to wear appropriate personal protective equipment (PPE), including gloves, lab coat, and safety goggles. Ensure that all operations are conducted in a well-ventilated area or a fume hood. Spills should be cleaned up immediately with appropriate absorbent materials, and the area should be thoroughly washed down. Always refer to the safety data sheet (SDS) for detailed handling and disposal information.
Related Compounds
![N-(2-Methoxyphenyl)-N-[(4-methylphenyl)sulfonyl]-beta-alanine structure](https://static.chemtradehub.com/structs/103/103687-96-3-8086.webp "N-(2-Methoxyphenyl)-N-[(4-methylphenyl)sulfonyl]-beta-alanine structure")
N-(2-Methoxyphenyl)-N-[(4-methylphenyl)sulfonyl]-beta-alanine
CAS Number:
103687-96-3
Molecular Formula:
C17H19NO5S
![5'-O-[Bis(4-methoxyphenyl)(phenyl)methyl]cytidine structure](https://static.chemtradehub.com/structs/112/112897-99-1-d1f4.webp "5'-O-[Bis(4-methoxyphenyl)(phenyl)methyl]cytidine structure")
5'-O-[Bis(4-methoxyphenyl)(phenyl)methyl]cytidine
CAS Number:
112897-99-1
Molecular Formula:
C30H31N3O7
![(3S,4R)-3-Hydroxy-2,2-dimethyl-4-[(3-oxo-1-cyclopenten-1-yl)oxy]-6-chromanecarbonitrile structure](https://static.chemtradehub.com/structs/121/121055-10-5-583d.webp "(3S,4R)-3-Hydroxy-2,2-dimethyl-4-[(3-oxo-1-cyclopenten-1-yl)oxy]-6-chromanecarbonitrile structure")
(3S,4R)-3-Hydroxy-2,2-dimethyl-4-[(3-oxo-1-cyclopenten-1-yl)oxy]-6-chromanecarbonitrile
CAS Number:
121055-10-5
Molecular Formula:
C17H17NO4
![Methyl 5-chloropyrazolo[1,5-a]pyrimidine-2-carboxylate structure](https://static.chemtradehub.com/structs/126/1263059-26-2-d6da.webp "Methyl 5-chloropyrazolo[1,5-a]pyrimidine-2-carboxylate structure")
Methyl 5-chloropyrazolo[1,5-a]pyrimidine-2-carboxylate
CAS Number:
1263059-26-2
Molecular Formula:
C8H6ClN3O2
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