1225069-85-1

Basic information

• Product Name: 3-3-(Trifluoromethyl)benzoylaminobenzene-boronic acid pinacol ester
• Synonyms: N-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-3-(trifluoromethyl)benzamide
• CAS NO: 1225069-85-1
• Molecular Formula: C₂₀H₂₁BF₃NO₃
• Molecular Weight: 391.1918496
• Mol File: 1225069-85-1.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 412.9±45.0 °C(Predicted)
• Appearance: /
• Density: 1.23±0.1 g/cm3(Predicted)
• PKA: 13.27±0.70(Predicted)
• CAS DataBase Reference: 3-3-(Trifluoromethyl)benzoylaminobenzene-boronic acid pinacol ester(CAS DataBase Reference)
• NIST Chemistry Reference: 3-3-(Trifluoromethyl)benzoylaminobenzene-boronic acid pinacol ester(1225069-85-1)
• EPA Substance Registry System: 3-3-(Trifluoromethyl)benzoylaminobenzene-boronic acid pinacol ester(1225069-85-1)

Safety Data

• Hazardous Substances Data: 1225069-85-1(Hazardous Substances Data)

Usage

Description

3-3-(Trifluoromethyl)benzoylaminobenzene-boronic acid pinacol ester is a boronic acid pinacol ester derivative that is commonly used in organic synthesis. It contains a trifluoromethyl group, which enhances the reactivity and selectivity of the compound in various reactions.

Uses

Used in Organic Synthesis:
3-3-(Trifluoromethyl)benzoylaminobenzene-boronic acid pinacol ester is used as a reagent for the Suzuki-Miyaura cross-coupling reaction, a widely used method for carbon-carbon bond formation. Its trifluoromethyl group improves the reactivity and selectivity of the compound in these types of reactions.
Used in Pharmaceutical Synthesis:
3-3-(Trifluoromethyl)benzoylaminobenzene-boronic acid pinacol ester is used as a building block in the synthesis of pharmaceuticals. Its unique structure and reactivity make it an important component in the development of new drugs.
Used in Agrochemical Synthesis:
3-3-(Trifluoromethyl)benzoylaminobenzene-boronic acid pinacol ester is also used as a building block in the synthesis of agrochemicals. Its properties contribute to the development of effective and selective pesticides and other agricultural chemicals.

Upstream product

• 454-92-2 3-(trifluoromethyl)benzoic acid 
• 210907-84-9 3-aminophenylboronic acid pinacolate 

Relevant articles and documents

Discovery and optimization of a series of 3-substituted indazole derivatives as multi-target kinase inhibitors for the treatment of lung squamous cell carcinoma

Although lung adenocarcinoma patients have benefited from the development of targeted therapy, patients with lung squamous cell carcinoma (SqCC) have no effective treatment due to the complexity and heterogeneity of the disease. Therefore, basing on the genetic analysis of mutations in lung squamous cell carcinoma to design multi-target inhibitors represents a potential strategy for the medical treatment. In this study, through screening an in-house focused library, we identified an interesting indazole scaffold. And following with binding analysis, we elaborated the structure-activity relationship of this hit compound by optimizing four parts guided by the DDR2 enzymatic assay, which resulted in a potent lead compound 10a. We conducted further optimization of dual enzymatic inhibitions towards FGFR1 and DDR2, two important kinases in lung squamous cell carcinoma. Finally, from the cellular antiproliferative activity tests and in vivo pharmacokinetic test, 3-substituted indazole derivative 11k was found to be a promising candidate and subjected to in vivo pharmacology study with the mouse xenograft models, demonstrating profound anti-tumor efficacy. Additional in vitro druglike assessment reinforced that compound 11k could be valuable for SqCC drug development.