6-AMINO-5-BROMOPYRIMIDIN-2(1H)-ONE

Product Name: 6-AMINO-5-BROMOPYRIMIDIN-2(1H)-ONE
CAS No.: 2240-25-7
Chemical Name: 6-AMINO-5-BROMOPYRIMIDIN-2(1H)-ONE
Synonyms: 5-BROMOCYTOSINE;5-Bromocytosine,99%;TIMTEC-BB SBB000280;5-BROMOCYTOSINE 99%;5-Bromocytosine ,97%;5-BROMOCYTOSINE CRYSTALLINE;4-amino-5-bromo-pyrimidin-2-ol;5-Bromocytosine, 10 mM in DMSO;4-amino-5-bromo-2(1h)-pyrimidinon;6-AMINO-5-BROMOPYRIMIDIN-2(1H)-ONE
CBNumber: CB3705357
Molecular Formula: C4H4BrN3O
Formula Weight: 190
MOL File: 2240-25-7.mol

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6-AMINO-5-BROMOPYRIMIDIN-2(1H)-ONE Property

Melting point:: 240-243 °C (dec.) (lit.)
Density: 1.7513 (rough estimate)
refractive index: 1.6520 (estimate)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
solubility: Soluble in formic acid (50 mg/ml).
form: Solid
pka: 7.34±0.10(Predicted)
color: White to yellow
BRN: 127286
InChI: InChI=1S/C4H4BrN3O/c5-2-1-7-4(9)8-3(2)6/h1H,(H3,6,7,8,9)
InChIKey: QFVKLKDEXOWFSL-UHFFFAOYSA-N
SMILES: C1(=O)NC(N)=C(Br)C=N1
NIST Chemistry Reference: 5-Bromocytosine(2240-25-7)

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Safety

Hazard Codes: Xn
Risk Statements: 22-37/38-41-43-48-20/21/22
Safety Statements: 24/25-22-36/37/39-26-45-7/8
WGK Germany: 3
F: 10-23
HS Code: 29335990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H317May cause an allergic skin reaction

H318Causes serious eye damage

H335May cause respiratory irritation

Precautionary statements

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

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

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

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 150649
Product name: 5-Bromocytosine
Purity: 99%
Packaging: 1g
Price: $194
Updated: 2023/06/20

TCI Chemical

Product number: B3170
Product name: 5-Bromocytosine
Packaging: 1G
Price: $75
Updated: 2025/07/31

TRC

Product number: B700185
Product name: 5-Bromocytosine
Packaging: 500mg
Price: $155
Updated: 2021/12/16

ChemScene

Product number: CS-W015921
Product name: 4-Amino-5-bromopyrimidin-2(1H)-one
Purity: ≥98.0%
Packaging: 5g
Price: $167
Updated: 2021/12/16

Frontier Specialty Chemicals

Product number: JK176979
Product name: 5-Bromocytosine
Packaging: 1g
Price: $105
Updated: 2021/12/16

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6-AMINO-5-BROMOPYRIMIDIN-2(1H)-ONE Chemical Properties,Usage,Production

Chemical Properties

LIGHT YELLOW AMORPHOUS POWDER

Uses

4-Amino-5-bromo-2-hydroxypyrimidine can be used in the synthesis of cross-link products under anaerobic and aerobic conditions.

Uses

5-Bromocytosine was used in the synthesis of five cross-link products- C[5-N6]A, C[5-2]A, C[5-8]A, A[2-5]C, and A[8-5]C, under both aerobic and anaerobic conditions.

General Description

5-Bromocytosine derivative (β isomer) is a potent anti-HIV agent.

Synthesis

71-30-7

2240-25-7

General procedure for the synthesis of 4-amino-5-bromopyrimidin-2(1H)-one from 6-aminopyrimidin-2(1H)-one: 6-aminopyrimidin-2(1H)-one (55.6 g, 0.5 mol), N-bromosuccinimide (106.8 g, 0.6 mol) and DMF (150 mL) were added to a reaction flask, cooled to 15°C, and ultrasonicated for reaction under ultrasonic condition for 1 hour. The progress of the reaction was monitored by thin layer chromatography (TLC) and after confirming the complete reaction of the raw materials, it was filtered. The filter cake was washed with distilled water (20 mL×2) and dried to obtain 4-amino-5-bromopyrimidin-2(1H)-one (90.9 g, 95.6% yield).

Purification Methods

5-Bromocytosine is recrystallised from H2O or 50% aqueous EtOH. Alternatively, dissolve ca 3g in conc HCl (10mL) and evaporate to dryness. Dissolve the residual hydrochloride in the minimum volume of warm H2O and make faintly alkaline with aqueous NH3. Collect the crystals and dry them in a vacuum at 100o. [Hilbdert & Jensen J Am Chem Soc 56 134 1934, Beilstein 25 III/IV 3689.]

References

[1] Patent: CN103819412, 2016, B. Location in patent: Paragraph 0023-0025; 0031-0032; 0037; 0038
[2] Synthesis, 2005, # 7, p. 1103 - 1108
[3] Tetrahedron Letters, 1992, vol. 33, # 50, p. 7779 - 7782
[4] Chemistry Letters, 1987, p. 2311 - 2312
[5] Bulletin of the Chemical Society of Japan, 1989, vol. 62, # 11, p. 3750 - 3751

6-AMINO-5-BROMOPYRIMIDIN-2(1H)-ONE Preparation Products And Raw materials

Raw materials

Cytosine Bromine Sodium hydroxide

Preparation Products

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6-AMINO-5-BROMOPYRIMIDIN-2(1H)-ONE Suppliers

Americas 1 Belgium 1 Canada 1 China 112 Europe 1 Germany 1 India 3 Japan 2 Russia 1 Switzerland 1 United Kingdom 3 United States 18 Global 145

Changzhou Jienuo Pharmaceutical Technology Co., Ltd

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View Lastest Price from 6-AMINO-5-BROMOPYRIMIDIN-2(1H)-ONE manufacturers

Shenzhen Nexcon Pharmatechs Ltd.

Product: 6-AMINO-5-BROMOPYRIMIDIN-2(1H)-ONE 2240-25-7
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 2000
Release date: 2025-06-11

Dideu Industries Group Limited

Product: 6-AMINO-5-BROMOPYRIMIDIN-2(1H)-ONE 2240-25-7
Price: US $1.10/g
Min. Order: 1g
Purity: 99.00%
Supply Ability: 100 Tons Min
Release date: 2021-12-01

Career Henan Chemical Co

Product: 6-AMINO-5-BROMOPYRIMIDIN-2(1H)-ONE 2240-25-7
Price: US $1.00/KG
Min. Order: 1KG
Purity: 90%-99.9%
Supply Ability: 100kg
Release date: 2019-07-12

2240-25-7, 6-AMINO-5-BROMOPYRIMIDIN-2(1H)-ONERelated Search:

Cytosine 5-Fluorouracil Fluorocytosine 5-Azacytosine 5-Bromouracil 5-Chlorouracil N4-Acetylcytosine 5-METHYLCYTOSINE 5-METHYLCYTOSINE HYDROCHLORIDE 5-BROMOPYRIMIDIN-4-AMINE 5-Bromopyrimidine 5-Bromo-2-hydroxypyrimidine 5-Bromo-2'-deoxycytidine 6-AMINO-5-BROMOPYRIMIDIN-2(1H)-ONE 5-BROMOCYTIDINE 6-AMINO-5-BROMOPYRIMIDIN-4(3H)-ONE 5-BROMO-DC CEP 5-BROMO-2'-DEOXYCYTIDINE-5'-TRIPHOSPHATE LITHIUM SALT

5-BROMOCYTOSINE

6-AMINO-5-BROMOPYRIMIDIN-2(1H)-ONE

TIMTEC-BB SBB000280

2(1H)-Pyrimidinone, 4-amino-5-bromo-

4-amino-5-bromo-2(1h)-pyrimidinon

4-Amino-5-bromo-2(1H)-pyrimidinone

4-Amino-5-bromo-2-hydroxypyrimidine

5-BROMOCYTOSINE CRYSTALLINE

5-BROMOCYTOSINE 99%

2(1H)-Pyrimidinone, 6-amino-5-bromo-

5-Bromocytosine,99%

5-Bromocytosine ,97%

4-Amino-5-bromopyrimidin-2(1H)-one

6-amino-5-bromo-1H-pyrimidin-2-one

4-aMino-5-broMo-1,2-dihydropyriMidin-2-one

4-Amino-5-bromo-1H-pyrimidin-2-one

6-AMINO-5-BROMOPYRIMIDIN-2(1H)-ONE ISO 9001：2015 REACH

4-amino-5-bromo-pyrimidin-2-ol

4-Amino-5-bromo-2-hydroxypyrimidine, 98%,

5-Bromocytosine, 10 mM in DMSO

2240-25-7

C4H4BrN3O

Heterocyclic Building Blocks

Halogenated Heterocycles

Pyrimidines

Building Blocks