5-Bromo-1-methyl-1H-indazol-3-amine
CAS No.:
1000018-06-3
M. Wt:
226.073
M. Fa:
C8H8BrN3
InChI Key:
BKBSBRJIGMVBFM-UHFFFAOYSA-N
Appearance:
Off-White To Pale Brown Solid
Names and Identifiers of 5-Bromo-1-methyl-1H-indazol-3-amine
CAS Number |
1000018-06-3 |
|---|---|
MDL Number |
MFCD09864804 |
IUPAC Name |
5-bromo-1-methylindazol-3-amine |
InChI |
InChI=1S/C8H8BrN3/c1-12-7-3-2-5(9)4-6(7)8(10)11-12/h2-4H,1H3,(H2,10,11) |
InChIKey |
BKBSBRJIGMVBFM-UHFFFAOYSA-N |
Canonical SMILES |
CN1C2=C(C=C(C=C2)Br)C(=N1)N |
UNSPSC Code |
12352100 |
Physical and chemical properties of 5-Bromo-1-methyl-1H-indazol-3-amine
Acidity coefficient |
2.82±0.50(Predicted) |
|---|---|
Boiling Point |
378.4±22.0 °C at 760 mmHg |
Density |
1.8±0.1 g/cm3 |
Exact Mass |
224.990158 |
Flash Point |
182.7±22.3 °C |
Index of Refraction |
1.719 |
LogP |
2.09 |
Melting Point |
133-135° |
Molecular Formula |
C8H8BrN3 |
Molecular Weight |
226.073 |
PSA |
43.84000 |
Storage condition |
2-8°C(protect from light) |
Vapour Pressure |
0.0±0.9 mmHg at 25°C |
Safety Information of 5-Bromo-1-methyl-1H-indazol-3-amine
Applications of 5-Bromo-1-methyl-1H-indazol-3-amine
5-Bromo-1-methyl-1H-indazol-3-amine has various applications:
- Medicinal Chemistry: It serves as a precursor for synthesizing other biologically active indazole derivatives, which are explored for their therapeutic potential.
- Agrochemicals: The compound is also investigated for use in developing new agrochemical products.
- Material Science: Its unique chemical structure allows it to be utilized in creating novel materials with specific properties.
Interaction Studies of 5-Bromo-1-methyl-1H-indazol-3-amine
The primary target of 5-Bromo-1-methyl-1H-indazol-3-amine is tyrosine kinase. The compound binds effectively to the hinge region of this enzyme, which is critical for its inhibitory action. This interaction disrupts multiple biochemical pathways associated with cell growth and proliferation. Studies have indicated that modifications to the indazole structure can enhance binding affinity and selectivity towards different kinase targets, potentially leading to more effective therapeutic agents.
Biological Activity of 5-Bromo-1-methyl-1H-indazol-3-amine
This compound has demonstrated potential in various biological applications:
- Anticancer Activity: It acts as an inhibitor of specific enzymes and receptors, particularly targeting tyrosine kinases, which play crucial roles in cell proliferation and survival pathways. The inhibition of these pathways can lead to decreased cell growth and increased apoptosis.
- Anti-inflammatory Properties: Research indicates that it may also possess anti-inflammatory effects, making it a candidate for further therapeutic exploration.
- Antibacterial Effects: Preliminary studies suggest antibacterial properties, although more research is needed to fully understand its efficacy against specific bacterial strains.
Physical sample testing spectrum (NMR) of 5-Bromo-1-methyl-1H-indazol-3-amine
