7-Bromo-4-chloro-1H-indazole
CAS No.:
1000341-88-7
M. Wt:
231.477
M. Fa:
C7H4BrClN2
InChI Key:
RFKZBMLAMVPTOP-UHFFFAOYSA-N
Appearance:
Solid
Names and Identifiers of 7-Bromo-4-chloro-1H-indazole
CAS Number |
1000341-88-7 |
|---|---|
MDL Number |
MFCD09749923 |
IUPAC Name |
7-bromo-4-chloro-1H-indazole |
InChI |
InChI=1S/C7H4BrClN2/c8-5-1-2-6(9)4-3-10-11-7(4)5/h1-3H,(H,10,11) |
InChIKey |
RFKZBMLAMVPTOP-UHFFFAOYSA-N |
Canonical SMILES |
C1=CC(=C2C(=C1Cl)C=NN2)Br |
UNSPSC Code |
12352100 |
Physical and chemical properties of 7-Bromo-4-chloro-1H-indazole
Acidity coefficient |
10?+-.0.40(Predicted) |
|---|---|
Boiling Point |
361.6±22.0 °C at 760 mmHg |
Density |
1.9±0.1 g/cm3 |
Exact Mass |
229.924637 |
Flash Point |
172.5±22.3 °C |
H Bond Acceptors |
1 |
H Bond Donors |
1 |
Index of Refraction |
1.730 |
LogP |
3.13 |
Molecular Formula |
C7H4BrClN2 |
Molecular Weight |
231.477 |
PSA |
28.68000 |
Storage condition |
Sealed in dry,Room Temperature |
Vapour Pressure |
0.0±0.8 mmHg at 25°C |
Safety Information of 7-Bromo-4-chloro-1H-indazole
Applications of 7-Bromo-4-chloro-1H-indazole
7-Bromo-4-chloro-1H-indazole has several applications:
- Pharmaceutical Development: Its derivatives are explored for antiviral and anticancer drugs.
- Chemical Research: It serves as a building block in organic synthesis and materials science.
- Biological Studies: Used as a probe in biological assays to study interactions with proteins or enzymes.
Interaction Studies of 7-Bromo-4-chloro-1H-indazole
Studies on the interactions of 7-bromo-4-chloro-1H-indazole with biological targets have revealed:
- Protein Binding: It interacts with specific proteins involved in cellular signaling pathways, potentially affecting their function.
- Enzyme Inhibition: The compound has been identified as an inhibitor for certain cytochrome P450 enzymes, which are crucial for drug metabolism.
Several compounds share structural similarities with 7-bromo-4-chloro-1H-indazole. Here are some notable examples:
| Compound Name | Similarity Index | Unique Features |
|---|---|---|
| 4-Bromo-7-chloro-1H-indazole | 0.95 | Different substitution pattern |
| 1H-Indazole | 0.87 | Lacks halogen substitutions |
| 7-Bromoindole | 0.85 | Indole structure instead of indazole |
| 5-Chloroindazole | 0.81 | Chlorine at a different position |
| 2-Bromoindazole | 0.80 | Bromine substitution at position 2 |
Biological Activity of 7-Bromo-4-chloro-1H-indazole
Research indicates that 7-bromo-4-chloro-1H-indazole exhibits significant biological activity. It has been studied for its potential as a therapeutic agent, particularly in:
- Antiviral Activity: It is involved in the synthesis of compounds like Lenacapavir, a capsid inhibitor used for HIV treatment.
- Anticancer Properties: Some derivatives of indazole compounds have shown promise in inhibiting cancer cell proliferation through various mechanisms.