6-AZATHYMINE
6-AZATHYMINE Basic information
- Product Name:
- 6-AZATHYMINE
- Synonyms:
-
- 1,2,4-TRIAZINE-3,5(2H,4H)-DIONE, 6-METHYL-
- 6-AZA-5-METHYLURACIL
- 6-AZA-2,4-DIHYDROXY-5-METHYL-PYRIMIDINE
- 6-AZATHYMINE
- 6-METHYL-1,2,4-TRIAZINE-3,5(2H,4H)-DIONE
- 3,5-DIHYDROXY-6-METHYL-1,2,4-TRIAZINE
- 6-Azathymine,98%
- 6-METHYL-S-TRIAZINE-3,5-DIONE
- CAS:
- 932-53-6
- MF:
- C4H5N3O2
- MW:
- 127.1
- EINECS:
- 213-253-9
- Product Categories:
-
- Vitamins and Derivatives
- Nucleic acids
- Mol File:
- 932-53-6.mol
6-AZATHYMINE Chemical Properties
- Melting point:
- 210-212°C
- Boiling point:
- 235.85°C (rough estimate)
- Density
- 1.4748 (rough estimate)
- refractive index
- 1.5000 (estimate)
- pka
- 7.6(at 25℃)
- form
- powder to crystal
- color
- White to Almost white
- Merck
- 14,903
- BRN
- 126863
- InChI
- InChI=1S/C4H5N3O2/c1-2-3(8)5-4(9)7-6-2/h1H3,(H2,5,7,8,9)
- InChIKey
- XZWMZFQOHTWGQE-UHFFFAOYSA-N
- SMILES
- N1=C(C)C(=O)NC(=O)N1
- CAS DataBase Reference
- 932-53-6(CAS DataBase Reference)
Safety Information
- Safety Statements
- 22-24/25
- RTECS
- XY8050000
- HS Code
- 2934.10.9000
- HazardClass
- IRRITANT
MSDS
- Language:English Provider:ALFA
6-AZATHYMINE Usage And Synthesis
Uses
6-Azathymine, a 6-nitrogen analog of thymine, is a potent D-3-aminoisobutyrate-pyruvate aminotransferase inhibitor. 6-Azathymine inhibits the biosynthesis of DNA, and has antibacterial and antiviral activities[1][2][3][4].
Definition
ChEBI: A nucleobase analogue that is thymine in which the CH group at position 6 is replaced by nitrogen.
in vivo
The administration of 6-Azathymine to the mouse leads to the urinary elimination not only of free Azathymine, but also of various metabolites of it. Following the administration of 6-Azathymine-5-14C to mice, radioactivity is found in all tissues investigated, not only in the form of free Azathymine, but also as metabolic derivatives[3].
References
[1] N Tamaki, et al. Purification, Characterization and Inhibition of D-3-aminoisobutyrate Aminotransferase From the Rat Liver. Eur J Biochem. 1990 Apr 20;189(1):39-45. DOI:10.1111/j.1432-1033.1990.tb15457.x
[2] W H PRUSOFF, et al. Effect of the Deoxyriboside of 6-azathymine (Azathymidine) on the Biosynthesis of Deoxyribonucleic Acid by Bone Marrow and Neoplastic Cells (In Vitro). Biochim Biophys Acta. 1956 Apr;20(1):209-14. DOI:10.1016/0006-3002(56)90279-7
[3] R A GAITO, et al. Studies on the Metabolism of Thymine and 6-azathymine. Biochem Pharmacol. Apr-May 1962;11:323-36. DOI:10.1016/0006-2952(62)90055-2
[4] B. Gabrielsen, et al. In vitro and in vivo antiviral (RNA) evaluation of orotidine 51-monophosphatedecarboxylase inhibitors and analogues including 6-azauridine-51-(ethylmethoxyalaninyl)phosphate (a 51-monophosphate prodrug). Antiviral Chemistry & Chemotherapy (1994) 5(4), 209-220.
6-AZATHYMINE Preparation Products And Raw materials
Raw materials
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6-AZATHYMINE(932-53-6)Related Product Information
- 6-AZATHYMINE
- 2-Thio-6-azathymine, 3,4-Dihydro-6-methyl-3-thioxo-1,2,4-triazin-5(2H)-one,2-THIO-6-AZATHYMINE
- 6-Azauracil
- METRIBUZIN-DIKETO
- METRIBUZIN-DESAMINO-DIKETO
- 3,5-DIOXO-2-[3-(TRIFLUOROMETHYL)PHENYL]-2,3,4,5-TETRAHYDRO-1,2,4-TRIAZINE-6-CARBONITRILE
- 3-(3,5-DIOXO-2,3,4,5-TETRAHYDRO-[1,2,4]TRIAZIN-6-YL)-PROPIONIC ACID
- 2-(3,5-DIMETHYLPHENYL)-4-METHYL-6-[1-(4-METHYLPHENYL)-1H-PYRAZOL-4-YL]-1,2,4-TRIAZINE-3,5(2H,4H)-DIONE
- 2-(3,5-DIMETHYLPHENYL)-4-METHYL-6-(3-[4-(TRIFLUOROMETHOXY)ANILINO]ACRYLOYL)-1,2,4-TRIAZINE-3,5(2H,4H)-DIONE
- AURORA 14298
- AURORA 14829
- AURORA 14212
- 6-ACETYL-2-(2,4-DIFLUOROPHENYL)-1,2,4-TRIAZINE-3,5(2H,4H)-DIONE
- AURORA 14826
- SALOR-INT L136379-1EA
- 2-(4-FLUOROPHENYL)-3,5-DIOXO-4-[4-(TRIFLUOROMETHYL)BENZYL]-2,3,4,5-TETRAHYDRO-1,2,4-TRIAZINE-6-CARBONITRILE
- 6-ACETYL-2-(4-CHLOROPHENYL)-1,2,4-TRIAZINE-3,5(2H,4H)-DIONE
- AURORA 14299