326474-67-3

Basic information

• Product Name: 3-bromo-1-methyl-1H-indazole
• Synonyms: 3-bromo-1-methyl-1H-indazole;N-Methyl-3-bromoindazole;3-Bromo-1-methylindazole 97%
• CAS NO: 326474-67-3
• Molecular Formula: C₈H₇BrN₂
• Molecular Weight: 211
• Mol File: 326474-67-3.mol

Chemical Properties

• Melting Point: 35-40°C
• Boiling Point: 293.6±13.0 °C(Predicted)
• Flash Point: >110℃
• Appearance: /
• Density: 1.60±0.1 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: -0.36±0.50(Predicted)
• CAS DataBase Reference: 3-bromo-1-methyl-1H-indazole(CAS DataBase Reference)
• NIST Chemistry Reference: 3-bromo-1-methyl-1H-indazole(326474-67-3)
• EPA Substance Registry System: 3-bromo-1-methyl-1H-indazole(326474-67-3)

Safety Data

• Hazard Codes: T
• Statements: 25
• Safety Statements: 45
• RIDADR: UN 2811 6.1 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 326474-67-3(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
3-bromo-1-methyl-1H-indazole serves as a key intermediate in organic synthesis, particularly for the preparation of various chemical compounds. Its unique structure allows for further functionalization and modification, making it a valuable component in the creation of complex organic molecules.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 3-bromo-1-methyl-1H-indazole is utilized as a building block for the synthesis of potential drug candidates. Its presence in the molecular structure can influence the pharmacological properties of the resulting compounds, such as their potency, selectivity, and pharmacokinetics.
Used in Medicinal Chemistry:
3-bromo-1-methyl-1H-indazole is employed in medicinal chemistry for the design and optimization of new therapeutic agents. Its incorporation into drug molecules can contribute to the desired biological activity and improve the overall drug profile, including aspects like solubility, stability, and bioavailability.
Used in Chemical Libraries:
3-bromo-1-methyl-1H-indazole is also used in the construction of chemical libraries for high-throughput screening. The diverse reactivity and structural features of 3-bromo-1-methyl-1H-indazole make it suitable for generating large sets of related compounds that can be evaluated for biological activity against various targets.

Upstream product

• 40598-94-5 3-bromo-1H-indazole 
• 77-78-1 dimethyl sulfate 
• 13436-48-1 1-methyl-1H-indazole 
• 271-44-3 benzimidazole 

Downstream Products

• 13436-48-1 1-methyl-1H-indazole 
• 1365828-15-4 1-methyl-3-phenethyl-1H-indazole 
• 51093-42-6 1‐methyl‐3‐phenyl‐1H‐indazole 
• 52088-11-6 3,5-Dibrom-1-methylindazol 

Relevant articles and documents

Selective Halogenation Using an Aniline Catalyst

Electrophilic halogenation is used to produce a wide variety of halogenated compounds. Previously reported methods have been developed mainly using a reagent-based approach. Unfortunately, a suitable "catalytic" process for halogen transfer reactions has yet to be achieved. In this study, arylamines have been found to generate an N-halo arylamine intermediate, which acts as a highly reactive but selective catalytic electrophilic halogen source. A wide variety of heteroaromatic and aromatic compounds are halogenated using commercially available N-halosuccinimides, for example, NCS, NBS, and NIS, with good to excellent yields and with very high selectivity. In the case of unactivated double bonds, allylic chlorides are obtained under chlorination conditions, whereas bromocyclization occurs for polyolefin. The reactivity of the catalyst can be tuned by varying the electronic properties of the arene moiety of catalyst.

Efficient and Practical Oxidative Bromination and Iodination of Arenes and Heteroarenes with DMSO and Hydrogen Halide: A Mild Protocol for Late-Stage Functionalization

An efficient and practical system for inexpensive bromination and iodination of arenes as well as heteroarenes by using readily available dimethyl sulfoxide (DMSO) and HX (X = Br, I) reagents is reported. This mild oxidative system demonstrates a versatile protocol for the synthesis of aryl halides. HX (X = Br, I) are employed as halogenating reagents when combined with DMSO which participates in the present chemistry as a mild and inexpensive oxidant. This oxidative system is amenable to late-stage bromination of natural products. The kilogram-scale experiment (>95% yield) shows great potential for industrial application.