7-chloro-4-fluoro-1H-indole
CAS No.:
1000341-60-5
M. Wt:
169.583
M. Fa:
C8H5ClFN
InChI Key:
BCLHBKXFGWZSIO-UHFFFAOYSA-N
Appearance:
Pale-yellow Solid
Names and Identifiers of 7-chloro-4-fluoro-1H-indole
CAS Number |
1000341-60-5 |
|---|---|
IUPAC Name |
7-chloro-4-fluoro-1H-indole |
InChI |
InChI=1S/C8H5ClFN/c9-6-1-2-7(10)5-3-4-11-8(5)6/h1-4,11H |
InChIKey |
BCLHBKXFGWZSIO-UHFFFAOYSA-N |
Canonical SMILES |
C1=CC(=C2C(=C1F)C=CN2)Cl |
Physical and chemical properties of 7-chloro-4-fluoro-1H-indole
Boiling Point |
295.4±20.0 °C at 760 mmHg |
|---|---|
Density |
1.4±0.1 g/cm3 |
Exact Mass |
169.009460 |
Flash Point |
132.5±21.8 °C |
Index of Refraction |
1.657 |
LogP |
3.25 |
Molecular Formula |
C8H5ClFN |
Molecular Weight |
169.583 |
PSA |
15.79000 |
Vapour Pressure |
0.0±0.6 mmHg at 25°C |
Applications of 7-chloro-4-fluoro-1H-indole
7-chloro-4-fluoro-1H-indole has diverse applications across various fields:
- Pharmaceuticals: It serves as a building block in drug development, particularly for compounds targeting specific biological pathways.
- Chemical Research: Utilized in synthesizing complex organic molecules.
- Industrial Use: Employed in the production of dyes and pigments due to its unique chemical properties.
Interaction Studies of 7-chloro-4-fluoro-1H-indole
Studies on the interactions of 7-chloro-4-fluoro-1H-indole with biological targets reveal insights into its therapeutic potential. For instance, it may inhibit certain kinases or bind to DNA, impacting cellular processes such as proliferation and apoptosis. These interactions are crucial for understanding its mechanism of action and developing related therapeutic agents.
Similar Compounds: Comparison with Other CompoundsSeveral compounds share structural similarities with 7-chloro-4-fluoro-1H-indole. Here is a comparison highlighting its uniqueness:
| Compound Name | Structural Features | Unique Aspects |
|---|---|---|
| 4-Fluoroindole | Fluorine at the fourth position | Lacks chlorine; different reactivity and biological activity |
| 7-Chloroindole | Chlorine at the seventh position | Lacks fluorine; alters electronic properties |
| 5-Chloro-4-fluoroindole | Chlorine at the fifth position | Different substitution pattern affects properties |
| 6-Chloro-4-fluoro-1H-indole | Chlorine at the sixth position | Variation in halogen positioning affects reactivity |
| 7-Chloro-6-fluoro-1H-indole | Chlorine at the seventh, fluorine at sixth position | Different properties due to halogen placement |
Biological Activity of 7-chloro-4-fluoro-1H-indole
Research indicates that 7-chloro-4-fluoro-1H-indole possesses significant biological activities, including:
- Antimicrobial Properties: Studies have shown efficacy against various bacterial strains.
- Anticancer Activity: The compound has been investigated for its potential to inhibit cancer cell proliferation.
- Enzyme Inhibition: It can interact with specific enzymes and receptors, modulating their activity which may lead to therapeutic effects in diseases.
Physical sample testing spectrum (NMR) of 7-chloro-4-fluoro-1H-indole
