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5-bromopyridazin-4-amine

Product Name
5-bromopyridazin-4-amine
CAS No.
55928-90-0
Chemical Name
5-bromopyridazin-4-amine
Synonyms
5-Bromo-4-pyridazinamine;5-bromopyridazin-4-amine;4-Amino-5-bromopyridazine;5-bromopyridazin-4-aminev;4-Pyridazinamine, 5-bromo-
CBNumber
CB32514092
Molecular Formula
C4H4BrN3
Formula Weight
174
MOL File
55928-90-0.mol
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5-bromopyridazin-4-amine Property

Boiling point:
354.9±22.0 °C(Predicted)
Density 
1.844±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
pka
4.50±0.10(Predicted)
Appearance
Yellow to brown Solid
InChI
InChI=1S/C4H4BrN3/c5-3-1-7-8-2-4(3)6/h1-2H,(H2,6,7)
InChIKey
KYXLLQKHVRNCCS-UHFFFAOYSA-N
SMILES
C1=NN=CC(Br)=C1N
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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.

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

TRC
Product number
B122460
Product name
5-​Bromo-​4-​pyridazinamine
Packaging
50mg
Price
$110
Updated
2021/12/16
TRC
Product number
B122460
Product name
5-​Bromo-​4-​pyridazinamine
Packaging
25mg
Price
$70
Updated
2021/12/16
AK Scientific
Product number
Y3269
Product name
5-Bromopyridazin-4-amine
Packaging
100mg
Price
$108
Updated
2021/12/16
Matrix Scientific
Product number
145557
Product name
5-Bromopyridazin-4-amine
Purity
95%
Packaging
1g
Price
$1421
Updated
2021/12/16
Matrix Scientific
Product number
145557
Product name
5-Bromopyridazin-4-amine
Purity
95%
Packaging
250mg
Price
$570
Updated
2021/12/16
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5-bromopyridazin-4-amine Chemical Properties,Usage,Production

Uses

5-?Bromo-?4-?pyridazinamine is a reactant used in the preparation of glucocortocoid receptor agonists with potential for reduced clinical bone side effects.

Synthesis

20744-39-2

55928-90-0

General procedure for the synthesis of 5-bromo-4-pyrazinamine from 4-aminopyridazine: pyridazin-4-amine (1.18 g, 12.41 mmol) was dissolved in acetic acid (2.5 mL) in a water bath at room temperature. Dibromide (0.638 mL, 12.41 mmol) was added slowly and dropwise. After 1 hour of reaction, the reaction was neutralized by the addition of 10N NaOH solution, followed by extraction with dichloromethane (3 times). The organic phases were combined, dried over sodium sulfate and subsequently concentrated under vacuum. The crude product was dissolved in a small amount of dichloromethane and purified by passing through a 40 g silica gel column using a 0-15% dichloromethane/methanol gradient elution for 40 min. Fractions containing the target product were collected and combined and dried under vacuum to give 3-bromopyridazin-4-amine (0.1 g, 0.575 mmol, 4.63% yield, first elution) and 5-bromopyridazin-4-amine (0.12 g, 0.690 mmol, 5.56% yield, second elution), respectively. The 1H NMR (400 MHz, DMSO-d6) data of the product 5-bromopyridazin-4-amine were as follows: δ 8.75 (s, 1H), 8.55 (s, 1H), 6.72-6.79 (m, 2H).

References

[1] Patent: WO2015/69594, 2015, A1. Location in patent: Page/Page column 196
[2] Journal of Medicinal Chemistry, 2014, vol. 57, # 4, p. 1583 - 1598

5-bromopyridazin-4-amine Preparation Products And Raw materials

Raw materials

Preparation Products

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55928-90-0, 5-bromopyridazin-4-amineRelated Search:


  • 5-bromopyridazin-4-amine
  • 5-bromopyridazin-4-aminev
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  • 5-Bromo-4-pyridazinamine
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  • 55928-90-0