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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;1,2,4-triazine-3,5-diol;Azauracil;AZU;6-AU;nsc3425;ipo3834;IPO 3834;NSC 3425;USAF cb-30

CBNumber:: CB9223189

Molecular Formula:: C3H3N3O2

Molecular Weight:: 113.07

MDL Number:: MFCD00006456

MOL File:: 461-89-2.mol

MSDS File:: SDS

Last updated:2023-05-10 18:56:37

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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.
form	Fine Crystalline Powder
pka	7.78±0.20(Predicted)
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)

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

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

Yes

HazardClass

IRRITANT

HS Code

29336980

NFPA 704

	0
3		0

6-Azauracil price More Price(35)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	8.41156	6-Azauracil for synthesis	461-89-2	5G	$85.8	2024-03-01	Buy
Sigma-Aldrich	A1757	6-Azauracil ≥98%	461-89-2	5g	$95.2	2024-03-01	Buy
Sigma-Aldrich	8.41156	6-Azauracil for synthesis	461-89-2	25g	$424	2024-03-01	Buy
TCI Chemical	A0558	6-Azauracil >99.0%(HPLC)(T)	461-89-2	1g	$19	2024-03-01	Buy
TCI Chemical	A0558	6-Azauracil >99.0%(HPLC)(T)	461-89-2	5g	$53	2024-03-01	Buy

Product number	Packaging	Price	Buy
8.41156	5G	$85.8	Buy
A1757	5g	$95.2	Buy
8.41156	25g	$424	Buy
A0558	1g	$19	Buy
A0558	5g	$53	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 uridine?triphosphate (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.

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.

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 Benzonitrile

Preparation Products

PARABANIC ACID 5-Bromo-6-azauracil 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( 278)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Unipharm pharmaceutical industry Co., Ltd	536-8266195 +8613953676784	lee@unipharm-sd.com	China	1206	58
Capot Chemical Co.,Ltd.	571-85586718 +8613336195806	sales@capotchem.com	China	29797	60
Nanjing ChemLin Chemical Industry Co., Ltd.	025-83697070	product@chemlin.com.cn	CHINA	3012	60
career henan chemical co	+86-0371-86658258	sales@coreychem.com	China	29914	58
Zhejiang ZETian Fine Chemicals Co. LTD	18957127338	stella@zetchem.com	China	2141	58
Accela ChemBio Inc.	(+1)-858-699-3322	info@accelachem.com	United States	19965	58
Hubei xin bonus chemical co. LTD	86-13657291602	linda@hubeijusheng.com	CHINA	22968	58
Alchem Pharmtech,Inc.	8485655694	sales@alchempharmtech.com	United States	63711	58
CONIER CHEM AND PHARMA LIMITED	+8618523575427	sales@conier.com	China	47465	58
Shaanxi Dideu Medichem Co. Ltd	+86-029-81138252 +86-18789408387	1057@dideu.com	China	3586	58

Supplier	Advantage
Unipharm pharmaceutical industry 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
Hubei xin bonus chemical co. LTD	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
2023-05-12	6-Azauracil 461-89-2	US $0.00 / kg	10kg	98%	kg grade	Suzhou Ryan Pharmachem Technology Co.,Ltd.
2023-03-24	6-Azauracil 461-89-2	US $1.00 / kg	1kg	98%	1000kg	Unipharm pharmaceutical industry Co., Ltd
2022-02-19	6-Azauracil 461-89-2	US $0.00 / KG	1KG	98.7%	100 tons	Honest Joy Holdings Limited

6-Azauracil
461-89-2
US $0.00 / kg
98%
Suzhou Ryan Pharmachem Technology Co.,Ltd.

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

6-Azauracil
461-89-2
US $0.00 / KG
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 1,3,5-Triazine Hexazinone Solvent Red 43 Metribuzin

Buprofezin 5-BROMO-6-AZAURACIL ,97%,5-BROMO-6-AZAURACIL 6-AZAURACIL RIBOSIDE,6-azauracil-beta-d-ribosid 5-Methyl-6-azauracil AZAURACIL, 5-(RG)

5-METHYLMERCAPTO-6-AZAURACIL,5-(METHYLTHIO)-6-AZAURACIL AZAURACIL, 6- 5-MERCAPTO-6-AZAURACIL SODIUM SALT 5-HYDRAZINO-6-AZAURACIL 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 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 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-azauridine 6-Azauracil 6-Azauracil > Azauracil AZU 1,2,4-triazine-3,5-diol 1,2,4-TRIAZINE-3,5(2H,4H)-DIONE 6-AU 1,2,4-Triazine-3,5(2H,4H)-dione (9CI, ACI) 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