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Product Name: 1,2,4-Triazine-3,5(2H,4H)-dione,6-methyl-
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932-53-6

932-53-6 structure

Name: 6-Azathymine
Chemical Name: 6-methyl-2H-1,2,4-triazine-3,5-dione
CAS Number: 932-53-6
Molecular Formula: C₄H₅N₃O₂
Molecular Weight: 127.101
Catalog: Biochemical Nucleoside drugs Nucleotides and their analogues
Create Date: 2018-06-15 16:41:54
Modify Date: 2026-06-30 13:39:28
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].

Name	6-methyl-2H-1,2,4-triazine-3,5-dione
Synonyms	6-Methyl-1,2,4-triazine-3,5-dione 6-Azathymine > WLN: T6NMVMVJ F1 6-AZATHYMINE 6-methyl-as-triazine-3,5-(2h,4h)-dione 6-methyl-2H-1,2,4-triazine-3,5-quinone usafcb-28 USAF CB-28 6-METHYL-S-TRIAZINE-3,5-DIONE Azathymine Azathymine,6 6-azathymine NSC3426 6-AZATHYMIN extrapure 6-AZA-2,4-DIHYDROXY-5-METHYL-PYRIMIDINE 6-methyl-2H-[1,2,4]triazin-3,5-dione 6-methyl-1,2,4-triazine-3,5-diol 6-Methyl-as-triazine-3,5(2H,4H)-dione 1,2,4-Triazine-3,5(2H,4H)-dione, 6-methyl- (9CI) 6-Methyl-as-triazine-3,5-d 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 4h)-dione,6-methyl-as-triazine-5(2h 1,2,4-TRIAZINE-3,5(2H,4H)-DIONE, 6-METHYL 4-triazine-3,5(2h,4h)-dione,6-methyl-2 as-Triazine-3,5(2H,4H)-dione, 6-methyl As-triazine-3,5-diol, 6-methyl 6-Methyl-2H-[1,2,4]triazin-3,5-dion 6-methyl-2H-[1,2,4]triazine-3,5-dione 6-methyl-as-triazine-3,5-diol ai3-50849 3,5-DIHYDROXY-6-METHYL-1,2,4-TRIAZINE 1,2,4-Triazine-3,5(2H,4H)-dione,6-methyl 6-AZA-5-METHYLURACIL 6-methyl-2,3,4,5-tetrahydro-1,2,4-triazine-3,5-dione 6-Azathymine extrapure 6-Methyl-1,2,4-triazine-3,5(2H,4H)-dione USAF cb-28 6-Azathymine,6AZATHYMINE,antibacterial,nucleobase,Inhibitor,Influenza Virus,DNA,6-nitrogen,inhibit,thymine,antiviral,DNA/RNA Synthesis,6 AZATHYMINE,Bacterial,Nucleoside Antimetabolite/Analog,aminotransferase 5-Methyl-6-azauracil MFCD00006457 6-AZATHYMINE //BP EINECS 213-253-9

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	Signaling Pathways >> Anti-infection >> Influenza Virus Research Areas >> Infection Signaling Pathways >> Cell Cycle/DNA Damage >> Nucleoside Antimetabolite/Analog Signaling Pathways >> Cell Cycle/DNA Damage >> DNA/RNA Synthesis Signaling Pathways >> Anti-infection >> Bacterial
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.

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

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 Phrases	S22-S24/25
RTECS	XY8050000
HS Code	2933699090

615-76-9

~79%

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

2704-30-5

932-53-6

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

Precursor 2
615-76-9 2704-30-5
DownStream 3
13410-30-5 61959-18-0 55846-36-1

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%

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