Discover the new Chem-Impex: Where innovation starts with a bond.

Catalog Number:
17727
CAS Number:
862723-42-0
1H-Indazole-5-boronic acid pinacol ester
Purity:
≥ 95% (HPLC)
Synonym(s):
5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole
Documents
$65.40 /250MG
Pack Size Availability Price
Request Bulk Quote
Product Information

1H-Indazole-5-boronic acid pinacol ester is a versatile compound that plays a significant role in organic synthesis and medicinal chemistry. This boronic acid derivative is particularly valued for its ability to participate in Suzuki-Miyaura cross-coupling reactions, making it an essential building block for the formation of carbon-carbon bonds. Its unique structure allows for the introduction of various functional groups, which can enhance the biological activity of pharmaceutical candidates. Researchers have successfully utilized this compound in the development of novel therapeutic agents, particularly in oncology and neurobiology, where precise molecular modifications are crucial.

The compound's stability and ease of handling make it a preferred choice for both academic and industrial applications. Its pinacol ester form provides improved solubility and reactivity, facilitating its use in complex synthetic pathways. Additionally, 1H-Indazole-5-boronic acid pinacol ester has shown promise in the development of fluorescent probes and sensors, expanding its utility in analytical chemistry. With its broad range of applications, this compound is an invaluable resource for researchers aiming to innovate in drug discovery and material science.

Synonyms
5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole
CAS Number
862723-42-0
Purity
≥ 95% (HPLC)
Molecular Formula
C13H17BN2O2
Molecular Weight
244.1
MDL Number
MFCD07367523
PubChem ID
17750469
Appearance
Off-white to light yellow powder
Conditions
Store at ≤ -4 °C
General Information
Synonyms
5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole
CAS Number
862723-42-0
Purity
≥ 95% (HPLC)
Molecular Formula
C13H17BN2O2
Molecular Weight
244.1
MDL Number
MFCD07367523
PubChem ID
17750469
Appearance
Off-white to light yellow powder
Conditions
Store at ≤ -4 °C
Properties
Additional property information coming soon!
-
Safety and Regulations
Hazmat
No
Antibiotic
No
DEA-regulated
No
Warnings
-
Applications

1H-Indazole-5-boronic acid pinacol ester is widely utilized in research focused on:

  • Medicinal Chemistry: This compound serves as a key intermediate in the synthesis of various pharmaceuticals, particularly in developing anti-cancer agents. Its boronic acid functionality allows for selective reactions that enhance drug efficacy.
  • Organic Synthesis: It is employed in cross-coupling reactions, such as Suzuki-Miyaura coupling, which is vital for forming carbon-carbon bonds in complex organic molecules, making it invaluable for researchers in organic chemistry.
  • Material Science: The compound is used in the development of advanced materials, including polymers and nanomaterials, due to its unique electronic properties and ability to form stable complexes with metals.
  • Agricultural Chemistry: It finds applications in the synthesis of agrochemicals, particularly herbicides and fungicides, contributing to more effective crop protection solutions.
  • Bioconjugation: This chemical is utilized in bioconjugation strategies to attach biomolecules to surfaces or other molecules, enhancing the delivery and targeting of therapeutic agents in biomedical applications.

Citations