ChemicalBook > CAS DataBase List > 5-Nitrouracil

5-Nitrouracil

Uses

Product Name: 5-Nitrouracil
CAS No.: 611-08-5
Chemical Name: 5-Nitrouracil
Synonyms: NSC 9790;NITROURACIL;5-NITROURACIL;5-Nitrouyacil;5-Nitro-1H-pyr;Uracil, 5-nitro-;5-Nitrouracil>5-Nitrouracil 98%;5-Nitrouracil,99%;NHCONHCOC(NO 2):CH
CBNumber: CB1457683
Molecular Formula: C4H3N3O4
Formula Weight: 157.08
MOL File: 611-08-5.mol

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5-Nitrouracil Property

Melting point:: >300 °C(lit.)
Boiling point:: 281.7°C (rough estimate)
Density: 1.8278 (rough estimate)
refractive index: 1.5000 (estimate)
storage temp.: Inert atmosphere,Room Temperature
solubility: DMSO, Water
form: Crystalline Powder or Needles
pka: 5.19±0.10(Predicted)
color: Off-white to pale yellow
Water Solubility: 3.61g/L(25 ºC)
BRN: 10410
InChI: InChI=1S/C4H3N3O4/c8-3-2(7(10)11)1-5-4(9)6-3/h1H,(H2,5,6,8,9)
InChIKey: TUARVSWVPPVUGS-UHFFFAOYSA-N
SMILES: C1(=O)NC=C([N+]([O-])=O)C(=O)N1
CAS DataBase Reference: 611-08-5(CAS DataBase Reference)
EPA Substance Registry System: 5-Nitrouracil (611-08-5)

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Safety

Hazard Codes: F,C
Risk Statements: 11-34
Safety Statements: 22-24/25-45-36/37/39-26-16
WGK Germany: 2
RTECS: UV9104545
TSCA: Yes
HS Code: 29335990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 852767
Product name: 5-Nitrouracil
Purity: 98%
Packaging: 25g
Price: $54.2
Updated: 2023/06/20

TCI Chemical

Product number: N0281
Product name: 5-Nitrouracil
Purity: >99.0%(HPLC)(T)
Packaging: 5g
Price: $16
Updated: 2025/07/31

TCI Chemical

Product number: N0281
Product name: 5-Nitrouracil
Purity: >99.0%(HPLC)(T)
Packaging: 25g
Price: $41
Updated: 2025/07/31

Usbiological

Product number: N2722
Product name: 5-Nitrouracil
Packaging: 10g
Price: $312
Updated: 2021/12/16

Usbiological

Product number: 234355
Product name: 5-Nitrouracil 99+%
Packaging: 25g
Price: $170
Updated: 2021/12/16

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5-Nitrouracil Chemical Properties,Usage,Production

Uses

5-Nitrouracil is a compound useful in organic synthesis.

Chemical Properties

Off-White Solid

Uses

5-Nitrouracil (cas# 611-08-5) is a compound useful in organic synthesis.

Definition

ChEBI: 5-nitrouracil is a C-nitro compound consisting of uracil having a nitro group at the 5-position. It is functionally related to a uracil.

Synthesis

66-22-8

611-08-5

The general procedure for the synthesis of 5-nitropyrimidine-2,4(1H,3H)-dione from pyrimidine-2,4(1H,3H)-dione: Nitric acid solution (5.34 mL, 120 mmol, 70% solution) was added drop-wise to concentrated sulfuric acid (19.7 mL, 360 mmol, 98% solution) under the condition of the temperature not exceeding 50 ℃. Subsequently, pyrimidine-2,4(1H,3H)-dione (7.204 g, 60 mmol) was added to the stirred mixed acid solution in batches while controlling the reaction temperature not to exceed 50°C. The reaction mixture was heated to 55 °C and maintained for 3 h, after which it was cooled below room temperature and the reaction was quenched with ice water (38 mL). The resulting white precipitate was collected by filtration, washed with a small amount of ice water and dried under reduced pressure at 55 °C to afford 5-nitropyrimidine-2,4(1H,3H)-dione (8.658 g, 55.11 mmol, 92% yield) as a white solid. Product properties: decomposition temperature >288°C; thin layer chromatography Rf value 0.00 (unfolding agent ratio 1:10 ethyl acetate/hexane); IR spectrum (ZnSe pool, solid) vmax: 3142-2811 cm^-1 (medium, broad, OH/NH/CH), 1732 cm^-1 (strong, C=O), 1677 and 1624 cm^-1 (strong. NO2), 1417 cm^-1 (medium, CH), 1356 cm^-1 (medium, NO2), 1318 cm^-1 (strong, aromatic R2NH/R3N), 1234 cm^-1 (strong, -OH), 975 and 832 cm^-1 (weak, aromatic ring bending); 1H NMR (500 MHz, d6-DMSO): δ 8.84 ( 1H, single peak, 6-CH) ppm; 13C NMR (125 MHz, d6-DMSO): δ 155.5 (4-C=O), 149.8 (6-CH), 147.9 (2-C=O), 125.1 (5-CNO2) ppm.

Purification Methods

The uracil recrystallises in prisms from boiling H2O as the monohydrate and loses H2O on drying in vacuo. [UV: Brown J Chem Soc 3647 1959, Brown J Appl Chem 2 239 1952, Johnson J Am Chem Soc 63 263 1941, Beilstein 24 I 313, 24 II 171, 24 III/IV 1236.]

References

[1] European Journal of Medicinal Chemistry, 2015, vol. 95, p. 29 - 34
[2] American Chemical Journal, 1905, vol. 33, p. 443
[3] American Chemical Journal, 1908, vol. 40, p. 31
[4] Journal of Biological Chemistry, 1908, vol. 4, p. 410
[5] Journal of the American Chemical Society, 1919, vol. 41, p. 786

5-Nitrouracil Preparation Products And Raw materials

Raw materials

Preparation Products

2-Chloro-4,5-diaminopyrimidine 2-METHOXY-5-NITROPYRIMIDIN-4-AMINE 2,4-Dichloro-5-nitropyrimidine 2-CHLORO-5-NITROPYRIMIDIN-4-AMINE 5-Aminouracil

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View Lastest Price from 5-Nitrouracil manufacturers

Wuhan JiyunZen Tech Co., Ltd.

Product: 5-Nitrouracil 611-08-5
Price: US $5.00-0.50/KG
Min. Order: 1KG
Purity: 99% hplc
Supply Ability: 500TONS
Release date: 2025-05-08

Hebei Chuanghai Biotechnology Co., Ltd

Product: 5-Nitrouracil 611-08-5
Price: US $25.00/ASSAYS
Min. Order: 100ASSAYS
Purity: 99.5%
Supply Ability: 100 mt
Release date: 2025-03-10

Henan Aochuang Chemical Co.,Ltd.

Product: 5-Nitrouracil 611-08-5
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 1Ton
Release date: 2022-10-12

611-08-5, 5-NitrouracilRelated Search:

4-Nitrobenzoic acid Uracil Solvent Red 43 5-NITROOROTIC ACID, POTASSIUM SALT MONOHYDRATE, 98 1,3-dimethyl-5-nitrouracil ,1,3-DIMETHYL-5-NITROURACIL MONOHYDRATE,1,3-DIMETHYL-5-NITROURACIL HYDRATE Nitromethane 6-Methyl-5-Nitrouracil 5-Nitro-6-Methyluracil,6-methyl-5-nitrouracil,6-metyl-5-nitrouracil TRITON Nitrobenzene 6-AMINO-1,3-DIMETHYL-5-NITROSOURACIL Prazosin N-Nitrocarbamide (S)-5-Nitrowillardiine 5-NITROOROTIC ACID 6-AMINO-5-NITROURACIL 1-METHYL-5-NITROURACIL 2-CHLORO-6-METHYL-5-NITROURACIL 1,3-Dimethyl-6-(methylamino)-5-nitrouracil

NITROURACIL

2,4-Dihydroxy-5-nitropyrimidin

5-NITRO-2,4-DIHYDROXYPYRIMIDINE

5-NITROPYRIMIDINE-2,4(1H,3H)-DIONE

5-NITROPYRIMIDINE-2,4-DIOL

5-NITROURACIL

NSC 9790

NHCONHCOC(NO 2):CH

5-NITROURACIL extrapure

Uracil, 5-nitro-

5-Nitrouracil 98%

5-Nitro-pyriMidine-2,4-dio

5-Nitro-1H-pyr

2,4-DIHYDROXY-5-NITROPYRIMIDINE

2,4(1H,3H)-PYRIMIDINEDIONE-5-NITRO

5-NITRO-2,4-PYRIMIDINEDIOL

5-Nitrouracil, p.a.

5-nitro-1,2,3,4-tetrahydropyrimidine-2,4-dione

3h)-pyrimidinedione,5-nitro-4(1h

5-Nitro-1H-pyrimidine-2,4-dione

5-Nitro-2,4(1H,3H)-pyrimidindion

5-nitrouracil(2,4-dihydroxy-5-nitropyrimidine)

5-Nitrouracil,99%

5-NITRO-PYRIMIDIN-2,4-DIOL

5-NITROURACIL/PRAZOSIN DOXAZOSIN

5-nitro-4(1h,3h)-pyrimidinedione

5-NITROURACIL, 98+%

5-Nitrouracil&gt

5-Nitrouracil USP/EP/BP

5-Nitrouyacil

611-08-5

108-79-27

C4H3N3O4

Organic Nonlinear Optical Materials

marker

Pyrimidine

Nucleic acids

Bases & Related Reagents

Nucleotides

Functional Materials

Organic Nonlinear Optical Materials

Nucleotides and Nucleosides

Pyrimidines

Pyrimidine series

Pyridines, Pyrimidines, Purines and Pteredines

Miscellaneous

611-08-5