3-bromo-1H-indazole(CAS#40598-94-5)

Introduction

3-bromo-1H-indazole(3-bromo-1H-indazole) is an organic compound with the chemical formula C7H5BrN2. It is a derivative of indazole having a bromine atom substituted at position 3 of the indazole ring.

3-bromo-1H-indazole has structural diversity and biological activity, so it has a wide range of applications in drug development and organic synthesis. It is often used as a ligand, intermediate or functional molecule.

A common method for preparing 3-bromo-1H-indazole is through the reaction of indazole and cuprous bromide. First, indazole is reacted with a cuprous salt (e. g., cuprous bromide) in an organic solvent, and then an oxidizing agent (e. g., hydrogen peroxide or oxygen) is added to cause the reaction to proceed.

3-bromo-1H-indazole's security information needs to be treated with caution. This is a toxic substance and should be handled with appropriate protective measures. Contact with the skin and inhalation of its vapors may cause harm to the human body, so it is necessary to wear chemical protective gloves and breathing equipment during operation. During storage and handling, avoid contact with oxidants and water to avoid dangerous reactions. In the use of the process, should pay attention to comply with the relevant safety procedures, and properly dispose of waste. In any case, you should follow the correct operating instructions and consult a professional.

Application
3-Bromo-1H-indazole (CAS 40598-94-5) is a versatile halogenated heterocyclic building block widely used in medicinal chemistry and pharmaceutical R&D. The bromine atom at the 3-position enables efficient palladium-catalyzed cross-coupling reactions (Suzuki-Miyaura, Buchwald-Hartwig, Sonogashira) to introduce diverse aryl, heteroaryl, or alkyl substituents. The indazole core serves as a privileged scaffold and bioisostere of indole and purine, making this intermediate a key precursor for the synthesis of potent kinase inhibitors targeting cancer, inflammation, and autoimmune diseases, including FGFR, PI3K, CDK, and PARP inhibitors. It is also employed in the development of antiviral, antibacterial, and antifungal agents. The rigid, electron-rich indazole ring enhances metabolic stability and target binding affinity, facilitating rapid structure-activity relationship (SAR) studies. High purity ensures reproducible results in high-throughput screening and scalable GMP manufacturing. Xinchem offers custom synthesis, custom chemical synthesis, and contract manufacturing of this essential building block with flexible scaling from R&D to commercial tons. Contact us today for a competitive quote and reliable global supply.