| Identification | More | [Name]
6-AZATHYMINE | [CAS]
932-53-6 | [Synonyms]
1,2,4-TRIAZINE-3,5(2H,4H)-DIONE, 6-METHYL-
3,5-DIHYDROXY-6-METHYL-1,2,4-TRIAZINE
6-AZA-2,4-DIHYDROXY-5-METHYL-PYRIMIDINE
6-AZA-5-METHYLURACIL
6-AZATHYMINE
6-METHYL-1,2,4-TRIAZINE-3,5(2H,4H)-DIONE
4h)-dione,6-methyl-as-triazine-5(2h
4-triazine-3,5(2h,4h)-dione,6-methyl-2
5-Methyl-6-azauracil
6-Methyl-1,2,4-triazine-3,5-dione
6-methyl-as-triazine-3,5-(2h,4h)-dione
6-Methyl-as-triazine-3,5(2H,4H)-dione
6-methyl-as-triazine-3,5-diol
ai3-50849
as-Triazine-3,5(2H,4H)-dione, 6-methyl-
As-triazine-3,5-diol, 6-methyl-
USAF cb-28
usafcb-28
6-Azathymine,98%
6-METHYL-S-TRIAZINE-3,5-DIONE | [EINECS(EC#)]
213-253-9 | [Molecular Formula]
C4H5N3O2 | [MDL Number]
MFCD00006457 | [Molecular Weight]
127.1 | [MOL File]
932-53-6.mol |
| Chemical Properties | Back Directory | [Melting point ]
210-212°C | [Boiling point ]
235.85°C (rough estimate) | [density ]
1.4748 (rough estimate) | [refractive index ]
1.5000 (estimate) | [form ]
powder to crystal | [pka]
7.6(at 25℃) | [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 Data | Back Directory | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes . | [RTECS ]
XY8050000 | [HS Code ]
2934.10.9000 | [HazardClass ]
IRRITANT |
| Hazard Information | Back Directory | [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. |
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