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
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
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.
N-Bromosuccinimide Price
- Product number
- B122460
- Product name
- 5-Bromo-4-pyridazinamine
- Packaging
- 50mg
- Price
- $110
- Updated
- 2021/12/16
- Product number
- B122460
- Product name
- 5-Bromo-4-pyridazinamine
- Packaging
- 25mg
- Price
- $70
- Updated
- 2021/12/16
- Product number
- Y3269
- Product name
- 5-Bromopyridazin-4-amine
- Packaging
- 100mg
- Price
- $108
- Updated
- 2021/12/16
- Product number
- 145557
- Product name
- 5-Bromopyridazin-4-amine
- Purity
- 95%
- Packaging
- 1g
- Price
- $1421
- Updated
- 2021/12/16
- Product number
- 145557
- Product name
- 5-Bromopyridazin-4-amine
- Purity
- 95%
- Packaging
- 250mg
- Price
- $570
- Updated
- 2021/12/16
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
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