1073355-14-2

Basic information

• Product Name: 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[c][1,2,5]oxadiazole
• Synonyms: 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[c][1,2,5]oxadiazole
• CAS NO: 1073355-14-2
• Molecular Formula: C₁₂H₁₅BN₂O₃
• Molecular Weight: 246.0701
• Mol File: 1073355-14-2.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[c][1,2,5]oxadiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[c][1,2,5]oxadiazole(1073355-14-2)
• EPA Substance Registry System: 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[c][1,2,5]oxadiazole(1073355-14-2)

Safety Data

• Hazardous Substances Data: 1073355-14-2(Hazardous Substances Data)

Usage

General Description

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[c][1,2,5]oxadiazole is a chemical compound with the molecular formula C16H18BNO3. It is an oxadiazole derivative that contains a boron-containing heterocycle, which makes it useful for various applications in organic synthesis and materials chemistry. 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[c][1,2,5]oxadiazole has been studied for its potential use in organic light-emitting diodes (OLEDs) as a blue emitter, and it has also been investigated for its potential use as a fluorophore in biological imaging. Its unique structure and properties make it a valuable component in the development of new materials and technologies.

Upstream product

• 19155-86-3 5-chlorobenzo[c][1,2,5]oxadiazole 
• 73183-34-3 bis(pinacol)diborane 

Downstream Products

• 20304-86-3 5-methyl-benzo[1,2,5]oxadiazole 
• 1168114-17-7 2-(4-(benzo[c][1,2,5]oxadiazol-5-yl)-5-(cyclopropylmethoxy)-2-fluorophenyl)-4-methylpentanoic acid 
• 1168134-92-6 ethyl 2-(3-(benzo[c][1,2,5]oxadiazol-5-yl)-5-chloro-4-(cyclopropylmethoxy)phenyl)-4-methylpentanoate 
• 1168133-93-4 2-(4-benzo[c][1,2,5]oxadiazol-5-yl-3-chloro-5-cyclopropylmethoxyphenyl)-4-methylpentanoic acid cyclopropylmethyl ester 

Relevant articles and documents

Lead Optimization of 3,5-Disubstituted-7-Azaindoles for the Treatment of Human African Trypanosomiasis

Neglected tropical diseases such as human African trypanosomiasis (HAT) are prevalent primarily in tropical climates and among populations living in poverty. Historically, the lack of economic incentive to develop new treatments for these diseases has meant that existing therapeutics have serious shortcomings in terms of safety, efficacy, and administration, and better therapeutics are needed. We now report a series of 3,5-disubstituted-7-azaindoles identified as growth inhibitors of Trypanosoma brucei, the parasite that causes HAT, through a high-throughput screen. We describe the hit-to-lead optimization of this series and the development and preclinical investigation of 29d, a potent antitrypanosomal compound with promising pharmacokinetic (PK) parameters. This compound was ultimately not progressed beyond in vivo PK studies due to its inability to penetrate the blood-brain barrier (BBB), critical for stage 2 HAT treatments.