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6-Azauracil

6-Azauracil structure

CAS No.: 461-89-2

Chemical Name:: 6-Azauracil

Synonyms: 1,2,4-TRIAZINE-3,5(2H,4H)-DIONE;Azauracil;1,2,4-triazine-3,5-diol;AZU;6-AU;hHBP;NAZC;AZAMP;nsc3425;ipo3834

CBNumber:: CB9223189

Molecular Formula:: C3H3N3O2

Molecular Weight:: 113.07

MDL Number:: MFCD00006456

MOL File:: 461-89-2.mol

MSDS File:: SDS

Last updated:2026-06-23 15:38:09

Product description	Number	Pack Size	Price
6-Azauracil for synthesis	8.41156	5G	$93.8
6-Azauracil ≥98%	A1757	5g	$111
6-Azauracil for synthesis	8.41156	25g	$410
6-Azauracil >99.0%(HPLC)(T)	A0558	1g	$17
6-Azauracil >99.0%(HPLC)(T)	A0558	5g	$45
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6-Azauracil Properties

Melting point	274-275 °C(lit.)
Boiling point	211.75°C (rough estimate)
Density	1.5988 (rough estimate)
refractive index	1.4264 (estimate)
storage temp.	Store below +30°C.
solubility	1 M NH4OH: 50mg/mL, clear to slightly hazy, colorless to light yellow-green
pka	7.78±0.20(Predicted)
form	Fine Crystalline Powder
color	White to light yellow
Water Solubility	Partly soluble in water, ethanol, DMSO, and 1 M NH4OH (50 mg/ml).
BRN	116472
InChI	InChI=1S/C3H3N3O2/c7-2-1-4-6-3(8)5-2/h1H,(H2,5,6,7,8)
InChIKey	SSPYSWLZOPCOLO-UHFFFAOYSA-N
SMILES	N1=CC(=O)NC(=O)N1
CAS DataBase Reference	461-89-2(CAS DataBase Reference)
FDA UNII	I14TWN70LR
NIST Chemistry Reference	1,2,4-Triazine-3,5(2H,4H)-dione(461-89-2)
EPA Substance Registry System	1,2,4-Triazine-3,5(2H,4H)-dione (461-89-2)
UNSPSC Code	41106305
NACRES	NA.51

SAFETY

Risk and Safety Statements

Symbol(GHS)

GHS06

Signal word

Warning

Hazard statements

H301-H315-H319-H335

Precautionary statements

P261-P280a-P301+P310a-P305+P351+P338-P405-P501a

PPE

dust mask type N95 (US), Eyeshields, Gloves

Hazard Codes

Xi,T

Risk Statements

36/37/38-63-25

Safety Statements

26-36-45-38-36/37/39

WGK Germany

RTECS

XY7700000

10-23

TSCA

TSCA listed

HazardClass

IRRITANT

HS Code

29336980

Storage Class

11 - Combustible Solids

NFPA 704

	0
3		0

6-Azauracil price More Price(75)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	8.41156	6-Azauracil for synthesis	461-89-2	5G	$93.8	2026-04-30	Buy
Sigma-Aldrich	A1757	6-Azauracil ≥98%	461-89-2	5g	$111	2026-04-30	Buy
Sigma-Aldrich	8.41156	6-Azauracil for synthesis	461-89-2	25g	$410	2026-04-30	Buy
TCI Chemical	A0558	6-Azauracil >99.0%(HPLC)(T)	461-89-2	1g	$17	2026-04-30	Buy
TCI Chemical	A0558	6-Azauracil >99.0%(HPLC)(T)	461-89-2	5g	$45	2026-04-30	Buy

Product number	Packaging	Price	Buy
8.41156	5G	$93.8	Buy
A1757	5g	$111	Buy
8.41156	25g	$410	Buy
A0558	1g	$17	Buy
A0558	5g	$45	Buy

6-Azauracil Chemical Properties,Uses,Production

Chemical Properties

white to light yellow fine crystalline powder

Uses

6-Azauracil (6-AU) is used as a growth inhibitor of various microorganisms via depletion of intracellular GTP and UTP nucleotide pools. 6-Azauracil has been widely used in investigations on modulation of transcription, especially in yeast models.

Definition

ChEBI: 6-azauracil is a 1,2,4-triazine compound having oxo-substituents at the 3- and 5-positions. It has a role as an antimetabolite. It is a member of 1,2,4-triazines and a nucleobase analogue.

Synthesis Reference(s)

The Journal of Organic Chemistry, 23, p. 1522, 1958 DOI: 10.1021/jo01104a033

Biochem/physiol Actions

6-Azauracil (6-AU) is a pyrimidine analog of uracil and exhibits antitumor activity. It inhibits the growth of various microorganisms by depleting intracellular guanosine triphosphate (GTP)and uridinetriphosphate (UTP) nucleotide pools.

Safety Profile

Poison by intraperitoneal route. Experimental reproductive effects. Questionable carcinogen with experimental tumorigenic data. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.

Synthesis

928-73-4

461-89-2

The general procedure for the synthesis of 1,2,4-triazine-3,5(2H,4H)-dione from the compound (CAS: 928-73-4) was as follows: 2-[2-(aminocarbonyl)fluorenylidene] 33.9 g (0.259 mol) and 51 g (1.275 mol) of sodium hydroxide were accurately weighed and dissolved in 150 mL of ethylene glycol. The reaction mixture was stirred continuously for 12 hours at 80 °C using a magnetic stirrer. Upon completion of the reaction, the mixture was cooled to room temperature, 250 mL of methanol was added and allowed to stand for 12 hours to promote crystallization. Subsequent filtration was carried out to recover the solvent to give 41.9 g of wet product. The wet product was dissolved in 60 mL of ultrapure water and the pH of the solution was adjusted with concentrated hydrochloric acid to less than 3. The solution was heated to 80 °C and stirring was maintained for half an hour before it was rapidly cooled to 10 °C with ice brine. The precipitate was collected by filtration and washed well with ultrapure water. Finally, the product was dried under vacuum to give 18 g (0.159 mol, 61.6% yield) of 6-azauracil (CD-2).

Mode of action

6-Azauracil is a growth inhibitor effective on a variety of microorganisms. It functions by depleting the intracellular GTP and UTP nucleotide supply. Mutations in transcriptional elongation machinery, as well as mutations in a variety of other pathways, exaggerate the growth defect of cells in the presence of 6 AU.

References

[1] Patent: CN108440505, 2018, A. Location in patent: Paragraph 0089; 0102; 0103; 0104
[2] Journal of Organic Chemistry, 1958, vol. 23, p. 1522
[3] Chemische Berichte, 1947, vol. 80, p. 494,500
[4] Patent: US2003/69140, 2003, A1
[5] Journal of the Iranian Chemical Society, 2016, vol. 13, # 8, p. 1539 - 1547

6-Azauracil synthesis

Synthesis of 6-Azauracil from [(aminocarbonyl)hydrazono]acetic acid

6-Azauracil Preparation Products And Raw materials

Raw materials

[(aminocarbonyl)hydrazono]acetic acid 3,5-Dihydroxy-[1,2,4]triazine-6-carboxylic acid 6-AZA-2-THIOURACIL 6-AZAURACIL Methanol

Sodium hydroxide Benzonitrile 1,2-Dimethoxyethane

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Preparation Products

PARABANIC ACID 6-Bromo-1,2,4-triazine-3,5(2H,4H)-dione 2-m-Tolyl-2H-[1,2,4]triazine-3,5-dione 2-(4-Chloro-phenyl)-2H-[1,2,4]triazine-3,5-dione

6-Azauracil Suppliers

Global( 297)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Unipharm pharmaceutical industry Co., Ltd	536-8266195 +8613953676784	lee@unipharm-sd.com	China	1200	58
Hebei Fanbo Pharmaceutical Technology Co., Ltd	15832170903	tina@gnchemicals.com	China	264	58
Capot Chemical Co.,Ltd.	+86-（0）57185586718 +86-13336195806	sales@capot.com	China	29626	60
Nanjing ChemLin Chemical Industry Co., Ltd.	025-83697070	product@chemlin.com.cn	CHINA	3004	60
career henan chemical co	+86-0371-86658258	sales@coreychem.com	China	29766	58
Zhejiang ZETian Fine Chemicals Co. LTD	18957127338	stella@zetchem.com	China	2993	58
Accela ChemBio Inc.	+1-858-6993322 +86-18019713315	info@accelachem.com	United States	21189	58
Alchem Pharmtech,Inc.	8485655694	sales@alchempharmtech.com	United States	63645	58
CONIER CHEM AND PHARMA LIMITED		sales@conier.com	China	49906	58
Shaanxi Dideu Medichem Co. Ltd	+86-029-81138252 +86-173 9270 1263	1057@dideu.com	China	3961	58

Supplier	Advantage
Unipharm pharmaceutical industry Co., Ltd	58
Hebei Fanbo Pharmaceutical Technology Co., Ltd	58
Capot Chemical Co.,Ltd.	60
Nanjing ChemLin Chemical Industry Co., Ltd.	60
career henan chemical co	58
Zhejiang ZETian Fine Chemicals Co. LTD	58
Accela ChemBio Inc.	58
Alchem Pharmtech,Inc.	58
CONIER CHEM AND PHARMA LIMITED	58
Shaanxi Dideu Medichem Co. Ltd	58

View Lastest Price from 6-Azauracil manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2026-06-30	6-Azauracil 461-89-2		1kg	98%	1000kg	Shaanxi Dideu New Materials Co. Ltd
2023-03-24	6-Azauracil 461-89-2	$1.00	1kg	98%	1000kg	Unipharm pharmaceutical industry Co., Ltd
2022-02-19	6-Azauracil 461-89-2		1KG	98.7%	100 tons	Honest Joy Holdings Limited

6-Azauracil
461-89-2
98%
Shaanxi Dideu New Materials Co. Ltd

6-Azauracil
461-89-2
$1.00
98%
Unipharm pharmaceutical industry Co., Ltd

6-Azauracil
461-89-2
$0.00
98.7%
Honest Joy Holdings Limited

6-Azauracil Spectrum

6-Azauracil(461-89-2)MS 6-Azauracil(461-89-2)¹HNMR 6-Azauracil(461-89-2)IR1 6-Azauracil(461-89-2)IR2 6-Azauracil(461-89-2)Raman

461-89-2(6-Azauracil)Related Search:

Sulfadiazine Hexazinone Solvent Red 43 Metribuzin Buprofezin

1,3,5-Triazine 6-Bromo-1,2,4-triazine-3,5(2H,4H)-dione 5-Methyl-6-azauracil AZAURACIL, 5-(RG) 5-METHYLMERCAPTO-6-AZAURACIL,5-(METHYLTHIO)-6-AZAURACIL

AZAURACIL, 6- 6-AZAURIDINE 5-HYDRAZINO-6-AZAURACIL 5-MERCAPTO-6-AZAURACIL SODIUM SALT 5-AZAURACIL, MONOHYDRATE

5-N-MORPHOLINO-6-AZAURACIL AZAURACIL, 5-,5-AZAURACIL 6-Azauracil

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4(6)-Azauracil As-Triazine-3,5(2H,4H)-dione As-Triazine-3,5-diol IPO 3834 ipo3834 NSC 3425 nsc3425 s-Triazine-3,5(2H,4H)-dione USAF cb-30 TIMTEC-BB SBB004317 AZAURACIL, 6- 6-AZA-2,4-DIHYDROXYPYRIMIDINE 6-AZAURACIL 3,5-DIHYDROXY-1,2,4-TRIAZINE 1,2,4-triazine-3,5-diol 2H,4H-AS-TRIAZINE-3,5-DIONE 1,2,4-TRIAZINE-3,5-DIONE 6-AZAURACIL CRYSTALLINE 6-AZAURACIL 99% 6-Azauracil,98% 6-AZAURAZIL 6-azauridine 6-Azauracil AZAURACIL, 6-(RG) S-TRIAZINE-3,5-DIONE 3,5-DIOXO-[1,2,4]TRIAZINE 1,2,4-Triazine-3,5(2H,4H) 1,2,4-Triazine-3,5(2H,4H)-dione, 3,5-Dihydroxy-1,2,4-triazine, 6-Aza-2,4-dihydroxypyrimidine 2,3,4,5-Tetrahydro-1,2,4-triazine-3,5-dione 6-Azauracil,99% 2H-1,2,4-triazine-3,5-dione 2H-1,2,4-triazine-3,5-quinone as-Triazine-3,5(2H,4H)-dione (8CI) WLN: T6NMVMVJ 6 - nitrogen iMpurity uracil 6-AU 6-Azauracil > 1,2,4-Triazine-3,5(2H,4H)-dione (9CI, ACI) AZAMP HUMAZUR NAZC 1,2,4-Triazin-3,5(2H,4H)-dione 1,2,4-TRIAZINE-3,5(2H,4H)-DIONE Azauracil AZU hHBP 461-89-2 BioChemical Biochemicals and Reagents Nucleosides, Nucleotides, Oligonucleotides Nucleoside Analogs Biochemistry Nucleobases and their analogs Nucleosides, Nucleotides & Related Reagents Nucleic acids Pyridines, Pyrimidines, Purines and Pteredines