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: 25mg
Price: $70
Updated: 2021/12/16

TRC

Product number: B122460
Product name: 5-Bromo-4-pyridazinamine
Packaging: 50mg
Price: $110
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: 250mg
Price: $570
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

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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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5-bromopyridazin-4-amine Suppliers

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

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4-Pyridazinamine, 5-bromo-

5-Bromo-4-pyridazinamine

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55928-90-0