ChemicalBook > CAS DataBase List > 5-BROMOPYRIMIDIN-4-AMINE

5-BROMOPYRIMIDIN-4-AMINE

Product Name
5-BROMOPYRIMIDIN-4-AMINE
CAS No.
1439-10-7
Chemical Name
5-BROMOPYRIMIDIN-4-AMINE
Synonyms
5-BROMOPYRIMIDIN-4-AMINE;4-AMINO-5-BROMOPYRIMIDINE;4-Pyrimidinamine, 5-bromo-;Pyrimidine, 4-amino-5-bromo-;4-Amino-5-bromopyrimidine,98%;5-BROMOPYRIMIDIN-4-AMINE ISO 9001：2015 REACH
CBNumber
CB4663324
Molecular Formula
C4H4BrN3
Formula Weight
174
MOL File
1439-10-7.mol
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5-BROMOPYRIMIDIN-4-AMINE Property

Melting point:
207-211℃
Boiling point:
282.2±20.0 °C(Predicted)
Density 
1.844±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
pka
3?+-.0.10(Predicted)
form 
Powder
color 
Pale brown
Water Solubility 
Slightly soluble in water.
InChI
InChI=1S/C4H4BrN3/c5-3-1-7-2-8-4(3)6/h1-2H,(H2,6,7,8)
InChIKey
IIFAONYUCDAVGA-UHFFFAOYSA-N
SMILES
C1=NC=C(Br)C(N)=N1
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Safety

HS Code 
2933599590
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

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.

P405Store locked up.

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N-Bromosuccinimide Price

TRC
Product number
A595045
Product name
4-Amino-5-bromopyrimidine
Packaging
250mg
Price
$65
Updated
2021/12/16
TRC
Product number
A595045
Product name
4-Amino-5-bromopyrimidine
Packaging
500mg
Price
$105
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB139355
Product name
5-Bromopyrimidin-4-amine
Packaging
2g
Price
$113
Updated
2021/12/16
Matrix Scientific
Product number
072234
Product name
4-Amino-5-bromopyrimidine
Purity
95+%
Packaging
1g
Price
$104
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB139355
Product name
5-Bromopyrimidin-4-amine
Packaging
1g
Price
$65
Updated
2021/12/16
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5-BROMOPYRIMIDIN-4-AMINE Chemical Properties,Usage,Production

Uses

It is an inhibitor of thymidine phosphorylase, an enzyme known to be over-expressed in several tumor types and to play a role in metastasis.

Synthesis

163133-86-6

1439-10-7

The synthesis of 4-amino-5-bromopyrimidine was carried out using the compound (CAS: 163133-86-6) as starting material according to a modified scheme of the literature method 7: 4-aminopyrimidine (1.00 g, 10.5 mmol, 1.0 eq.) was dissolved in water (20 mL) with CaCO3 (263 mg, 2.63 mmol, 0.25 eq.) followed by slow addition of bromine (Br2, 1.06 mL, 20.5 mmol, 2.0 eq.). The reaction mixture was stirred at 60 °C for 45 min, then cooled to room temperature and poured into dichloromethane (CH2Cl2, 20 mL) for layering. After separation of the organic layer, the aqueous layer was further extracted with dichloromethane (2 x 20 mL). All organic layers were combined and stored temporarily. The aqueous layer was adjusted to pH 9-10 with 20% aqueous K2CO3 to induce precipitation of the product. The precipitate was collected by filtration and dried to afford the target product 4-amino-5-bromopyrimidine (1.08 g, 6.22 mmol, 59% yield) as a light tan solid.

References

[1] Journal of Organic Chemistry, 1983, vol. 48, # 7, p. 1064 - 1069
[2] Chemical and Pharmaceutical Bulletin, 1993, vol. 41, # 1, p. 81 - 86
[3] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 12, p. 3654 - 3661
[4] Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, # 21, p. 5247 - 5250
[5] European Journal of Medicinal Chemistry, 2008, vol. 43, # 6, p. 1248 - 1260

5-BROMOPYRIMIDIN-4-AMINE Preparation Products And Raw materials

Raw materials

4-Amino-2,6-dichloropyrimidine Palladium hydroxide Diethyl ether Ethyl acetate Sodium bicarbonate Bromine Acetic acid Sodium hydroxide 4-Aminopyrimidine PETROLEUM ETHER

Preparation Products

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View Lastest Price from 5-BROMOPYRIMIDIN-4-AMINE manufacturers

Dideu Industries Group Limited
Product
5-BROMOPYRIMIDIN-4-AMINE 1439-10-7
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
5-BROMOPYRIMIDIN-4-AMINE 1439-10-7
Price
US $1.00/g
Min. Order
1g
Purity
99.0%
Supply Ability
100kg
Release date
2020-01-09

1439-10-7, 5-BROMOPYRIMIDIN-4-AMINERelated Search:

5-bromo-2-chloro-4-morpholinopyrimidine 5-Bromo-2-chloro-4-(dimethylamino)pyrimidine 4-AMINO-5-BROMO-6-METHYLPYRIMIDINE Etravirine 5-BROMO-2-CHLORO-4-(1-PIPERIDINYL)PYRIMIDINE 5-BROMO-2-CHLORO-4-(1-PYRROLIDINYL)PYRIMIDINE 4-Amino-5-bromo-2-chloropyrimidine 5-BROMOPYRIMIDIN-4-AMINE 5-BROMO-2-(ISOPROPYLAMINO)PYRIMIDINE 3-Amino-2-bromopyridine 6-AMINO-5-BROMOPYRIMIDIN-2(1H)-ONE 2-BROMOPYRIMIDIN-5-AMINE 4-Amino-6-bromopyrimidine 4-Amino-3-bromopyridine 5-Amino-2-bromopyridine 5-BROMOPYRIMIDIN-2-AMINE 2-Pyrimidinamine, 4-bromo- (9CI) 5-AMINO-4-BROMOPYRIMIDINE

  • 5-BROMOPYRIMIDIN-4-AMINE
  • 4-AMINO-5-BROMOPYRIMIDINE
  • Pyrimidine, 4-amino-5-bromo-
  • 4-Pyrimidinamine, 5-bromo-
  • 4-Amino-5-bromopyrimidine,98%
  • 5-BROMOPYRIMIDIN-4-AMINE ISO 9001：2015 REACH
  • 1439-10-7
  • Heterocycle-Pyrimidine series
  • Pyrimidine series