5-Bromo-4-fluoro-1H-indazole

English Name: 5-Bromo-4-fluoro-1H-indazole
English Other Names: 5-Bromo-4-fluoro-1H-indazole; 5-Bromo-4-fluoro (1H)indazole
CAS Number: 1082041-85-7
Chemical Formula: C₇H₄BrFN₂
Molecular Weight: 215.02 g/mol
InChI: InChI=1S/C₇H₄BrFN₂/c8-5-1-2-6-4(7(5)9)3-10-11-6/h1-3H,(H,10,11)
InChIKey: YJOQUFUSNSCGHN-UHFFFAOYSA-N
Density: 1.9±0.1 g/cm³ (predicted value)
Boiling point: 332.2±22.0 °C (760 mmHg, predicted value)
Flash point: 157.7±22.3 °C (predicted value)
Water solubility: No specific data available (generally sparingly soluble in water, soluble in organic solvents)
Storage conditions: Store at room temperature
Sensitivity: Sensitive to light and humidity (recommended to store in a dry place away from light)
Appearance: Solid powder
Color: White to off-white
Hazard symbol: Xi (irritant)
Risk terms: R22 (harmful if swallowed); R36/37/38 (irritant to eyes, respiratory system and skin)
Safety terms: S26 (in case of accidental contact with eyes, immediately flush with plenty of water and seek medical advice); S36/37 (wear appropriate protective clothing and gloves)
Customs code: 2933990090 (other heterocyclic compounds)

Properties: 5-Bromo-4-fluoro-1H-indazole is a nitrogen-containing heterocyclic compound, belonging to the indazole derivative class. This compound is aromatic and contains two halogen substituents, bromine and fluorine, exhibiting high chemical reactivity. Its indazole ring structure endows it with unique electronic properties, allowing it to participate in various organic synthesis reactions. The compound is solid at room temperature and soluble in organic solvents such as methanol and dimethyl sulfoxide, but its water solubility is poor.

Uses
This compound is an important pharmaceutical intermediate, mainly used for:
* Structural units in organic synthesis, for constructing more complex bioactive molecules
* Lead compounds in drug development, especially for the design of antitumor, anti-inflammatory, and antibacterial drugs
* In materials science, for the synthesis of dyes, pigments, and specialty chemicals
* Scientific research and laboratory reagents

Preparation
This compound is typically synthesized via:
* Cycloning reaction: Using the corresponding halobenzene derivative as a starting material, an indazole ring is constructed via hydrazine cyclization.
* Halogenation reaction: Starting with 4-fluoro-1H-indazole, a bromination reaction is carried out at the 5-position to obtain the target product.
* The specific synthetic route needs to be optimized based on the availability of starting materials and reaction conditions.

Safety Information
GHS Hazard Category: Acute oral Toxicity (Category 4), Serious Eye Damage/Irritation (Category 1)
Warning: Hazard
Main Hazards: Harmful if swallowed (H302), causes serious eye damage (H318)
Protective Measures:
Wear protective gloves, safety glasses, and a face shield.
Avoid inhalation of dust. Handle in a well-ventilated area.
Wash hands and face thoroughly after handling.
Do not eat or smoke while using.
First Aid Measures:
Ingestion: Rinse mouth immediately. Do not induce vomiting. Seek medical attention.
Eye Contact: Immediately flush with plenty of water for at least 15 minutes. Remove contact lenses (if convenient) and continue rinsing.
Skin Contact: Wash with soap and plenty of water.
Storage Requirements: Store in a cool, dry, well-ventilated place away from oxidizers and strong acids and alkalis. Keep container tightly closed.