6962-85-2

Usage

Molecular Class

Dibenzo[b,f]borepin derivatives

Core Structure

Dibenzo[b,f]borane

Attached Group

2-(10,11-dihydro-5H-dibenzo[b,f]borepin-5-yloxy)ethanamine

Potential Applications

Biological and pharmaceutical uses

Possible Activities

Unique pharmacological activities

Synthesis Use

Building block for complex compounds

Property Variation

Depends on exact chemical structure and formulation

Upstream product

• 109-72-8 n-butyllithium 
• 688-74-4 boric acid tributyl ester 
• 59485-34-6 1,2-bis(2-bromophenyl)ethane 
• 96983-88-9 10,11-dihydro-5H-dibenzo[b,f]borepin-5-ol 
• 141-43-5 ethanolamine 
• 3433-80-5 1-Bromo-2-bromomethyl-benzene 
• 591-51-5 phenyllithium 

Relevant academic research and scientific papers

Design, synthesis and pharmacological characterization of analogs of 2-aminoethyl diphenylborinate (2-APB), a known store-operated calcium channel blocker, for inhibition of TRPV6-mediated calcium transport

2-Aminoethyl diphenylborinate (2-APB) is a known modulator of the IP 3 receptor, the calcium ATPase SERCA, the calcium release-activated calcium channel Orai and TRP channels. More recently, it was shown that 2-APB is an efficient inhibitor of the epithelial calcium channel TRPV6 which is overexpressed in prostate cancer. We have conducted a structure-activity relationship study of 2-APB congeners to understand their inhibitory mode of action on TRPV6. Whereas modifying the aminoethyl moiety did not significantly change TRPV6 inhibition, substitution of the phenyl rings of 2-APB did. Our data show that the diaryl borinate moiety is required for biological activity and that the substitution pattern of the aryl rings can influence TRPV6 versus SOCE inhibition. We have also discovered that 2-APB is hydrolyzed and transesterified within minutes in solution.