6-Azathymine

Modify Date: 2024-01-11 19:18:31

6-Azathymine Structure
6-Azathymine structure
Common Name 6-Azathymine
CAS Number 932-53-6 Molecular Weight 127.101
Density 1.7±0.1 g/cm3 Boiling Point N/A
Molecular Formula C4H5N3O2 Melting Point 210-212°C
MSDS N/A Flash Point N/A

 Use of 6-Azathymine


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].

 Names

Name 6-methyl-2H-1,2,4-triazine-3,5-dione
Synonym More Synonyms

 6-Azathymine Biological Activity

Description 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].
Related Catalog
In Vitro 6-Azathymine is a competitive antagonist of the growth of Streptococcus faecalis (8043) and several other strains of microorganisms. Studies of the mechanism of action of 6-Azathymine reveal that S. faecalis can convert the analog to the corresponding deoxyriboside, azathymidine[2].
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.

[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.

[3]. R A GAITO, et al. Studies on the Metabolism of Thymine and 6-azathymine. Biochem Pharmacol. Apr-May 1962;11:323-36.

[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.

 Chemical & Physical Properties

Density 1.7±0.1 g/cm3
Melting Point 210-212°C
Molecular Formula C4H5N3O2
Molecular Weight 127.101
Exact Mass 127.038177
PSA 78.61000
LogP -2.05
Index of Refraction 1.692

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
XY8050000
CHEMICAL NAME :
as-Triazine-3,5(2H,4H)-dione, 6-methyl-
CAS REGISTRY NUMBER :
932-53-6
LAST UPDATED :
199012
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C4-H5-N3-O2
MOLECULAR WEIGHT :
127.12
WISWESSER LINE NOTATION :
T6NMVMVJ F1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1800 mg/kg
TOXIC EFFECTS :
Peripheral Nerve and Sensation - flaccid paralysis without anesthesia (usually neuromuscular blockage)
REFERENCE :
AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 95,123,1953
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
200 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NTIS** National Technical Information Service. (Springfield, VA 22161) Formerly U.S. Clearinghouse for Scientific & Technical Information. Volume(issue)/page/year: AD277-689

 Safety Information

Safety Phrases S22-S24/25
RTECS XY8050000
HS Code 2933699090

 Synthetic Route

~79%

6-Azathymine Structure

6-Azathymine

CAS#:932-53-6

Literature: Koegler, Martin; Busson, Roger; De Jonghe, Steven; Rozenski, Jef; Van Belle, Kristien; Louat, Thierry; Munier-Lehmann, Helne; Herdewijn, Piet Chemistry and Biodiversity, 2012 , vol. 9, # 3 p. 536 - 556

~%

6-Azathymine Structure

6-Azathymine

CAS#:932-53-6

Literature: Monatshefte fur Chemie, , vol. 139, # 12 p. 1483 - 1490

 Customs

HS Code 2933699090
Summary 2933699090 other compounds containing an unfused triazine ring (whether or not hydrogenated) in the structure。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:6.5%。General tariff:20.0%

 Synonyms

6-Methyl-2H-[1,2,4]triazin-3,5-dion
USAF CB-28
1,2,4-triazine-3,5-diol, 6-methyl-
Azathymine
6-methyl-2H-[1,2,4]triazine-3,5-dione
Azathymine,6
6-azathymine
1,2,4-Triazine-3,5(2H,4H)-dione,6-methyl
6-methyl-2H-[1,2,4]triazin-3,5-dione
6-methyl-2,3,4,5-tetrahydro-1,2,4-triazine-3,5-dione
6-Methyl-1,2,4-triazine-3,5(2H,4H)-dione
6-methyl-1,2,4-triazine-3,5-diol
5-Methyl-6-azauracil
MFCD00006457
1,2,4-Triazine-3,5(2H,4H)-dione, 6-methyl-
EINECS 213-253-9
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