74209-17-9

Basic information

• Product Name: 3-BROMO-4-NITRO (1H)INDAZOLE
• Synonyms: 3-BROMO-4-NITRO (1H)INDAZOLE;3-BROMO-4-NITROINDAZOLE
• CAS NO: 74209-17-9
• Molecular Formula: C₇H₄BrN₃O₂
• Molecular Weight: 242.03
• Mol File: 74209-17-9.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 248.9 °C at 760 mmHg
• Flash Point: 104.3 °C
• Appearance: /
• Density: 1.965 g/cm³
• Vapor Pressure: 0.0236mmHg at 25°C
• Refractive Index: 1.763
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: 3-BROMO-4-NITRO (1H)INDAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-BROMO-4-NITRO (1H)INDAZOLE(74209-17-9)
• EPA Substance Registry System: 3-BROMO-4-NITRO (1H)INDAZOLE(74209-17-9)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 74209-17-9(Hazardous Substances Data)

Usage

General Description

3-Bromo-4-Nitro (1H)Indazole is a specialized chemical compound bearing the molecular formula C7H4BrN3O2. As suggested by its nomenclature, this synthesized compound encompasses notable elements such as bromine, nitrogen, and oxygen. It exists in a solid state and is often utilized as an important organic intermediate in research and development activities, especially in the field of medicinal chemistry and drug discovery. Its unique structural properties allow it to engage in various chemical reactions, offering potential utility in the synthesis of numerous compounds. Like any chemical substances, it's vital to handle it properly to avoid hazards that can be harmful to health or the environment. Specific details about its physical and chemical properties, handling instructions, toxicity, and precautions can be obtained from the Material Safety Data Sheet (MSDS).

InChI:InChI=1/C7H4BrN3O2/c8-7-6-4(9-10-7)2-1-3-5(6)11(12)13/h1-3H,(H,9,10)

Upstream product

• 603-83-8 3-nitro-o-tolylamine 
• 2942-40-7 nitro-4 indazole 

Downstream Products

• 1286238-78-5 N-(3-bromo-1H-indazol-4-yl)-4-methyl-benzenesulfonamide 
• 1286238-75-2 N-(3-bromo-7-ethoxy-1H-indazol-4-yl)-4-methyl-benzenesulfonamide 
• 1313408-93-3 3-bromo-1-((6-methylpyridin-2-yl)methyl)-4-nitro-1H-indazole 
• 1339955-94-0 4-[4-nitro-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-3-yl]piperazin-1-carboxylic acid benzyl ester 
• 1383473-11-7 3-bromo-1-((6-isopropylpyridin-2-yl)methyl)-4-nitro-1H-indazole 
• 885521-25-5 4-amino-3-bromoindazole 
• 1313409-07-2 1-benzyl-3-bromo-4-nitro-1H-indazole 

Relevant articles and documents

Synthesis and evaluation of thieno[3,2-d]pyrimidine derivatives as novel FMS inhibitors

Colony stimulating factor-1 receptor (CSF-1R or FMS) and it ligand, CSF-1, signaling regulates the differentiation and function of tumor-associated macrophages (TAMs) that play an important role in tumor progression. Derivatives of thieno[3,2-d]pyrimidine were synthesized and evaluated as kinase inhibitors of FMS. The most representative compound 21 showed strong activity (IC50 = 2 nM) against FMS kinase and served as candidate for proof of concept. Anti-tumor activity alone and/or in combination with paclitaxel was examined via a tumor cell growth inhibition assay and via an in vitro tumor invasion assay using human breast adenocarcinoma cells.

SUBSTITUTED N-(1H-INDAZOL-4-YL)IMIDAZO[1,2-a]PYRIDINE-3-CARBOXAMIDE COMPOUNDS AS TYPE III RECEPTOR TYROSINE KINASE INHIBITORS

Compounds of Formula I: and pharmaceutically acceptable salts thereof in which R1, R2, R3, R4, R5 and R6 have the meanings given in the specification, are inhibitors of cFMS and are useful in the treatment of fibrosis, bone-related diseases, cancer, autoimmune disorders, inflammatory diseases, cardiovascular diseases, pain and burns in a mammal

Direct access to 3-aminoindazoles by Buchwald-Hartwig C-N coupling reaction

An efficient synthesis of various N-substituted 3-aminoindazoles using Buchwald-Hartwig C-N coupling reaction is described. Several parameters were varied, including the nature of the halogen atom and the protecting group of the starting materials, as well as the effects of the catalyst system, base, solvent, and reaction time. The efficiency of microwave versus conventional heating was also compared to test the outcome of the reaction. Thus, by applying this recent knowledge about metal-catalyzed aminations, an alternative for the direct synthesis of primary 3-aminoindazoles has been provided. Georg Thieme Verlag Stuttgart. New York.