403699-41-2

Basic information

• Product Name: 2H-Pyran, 2,2'-[(2-bromo-1,4-phenylene)bis(methyleneoxy)]bis[tetrahydro-
• CAS NO: 403699-41-2
• Molecular Formula: C18H25BrO4
• Molecular Weight: 385.298
• Mol File: 403699-41-2.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 2H-Pyran, 2,2'-[(2-bromo-1,4-phenylene)bis(methyleneoxy)]bis[tetrahydro-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-Pyran, 2,2'-[(2-bromo-1,4-phenylene)bis(methyleneoxy)]bis[tetrahydro-(403699-41-2)
• EPA Substance Registry System: 2H-Pyran, 2,2'-[(2-bromo-1,4-phenylene)bis(methyleneoxy)]bis[tetrahydro-(403699-41-2)

Safety Data

• Hazardous Substances Data: 403699-41-2(Hazardous Substances Data)

Upstream product

• 110-87-2 3,4-dihydro-2H-pyran 
• 89980-92-7 (2-bromo-1,4-phenylene) dimethyl carbinol 
• 586-35-6 2-bromo-1,4-benzenedicarboxylic acid 
• 13815-89-9 2-bromobenzene-1,4-dicarbonyl dichloride 
• 154239-21-1 diethyl 2-Bromoterephthalate 
• 553-94-6 4-bromo-m-xylene 
• 18643-86-2 dimethyl 2-bromoterephthalate 

Downstream Products

• 1195621-94-3 1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-6-carbaldehyde 
• 1268390-58-4 (E)-[3-(1,3-dihydro-1-hydroxy-2,1-benzoxaborol-6-yl)-1-phenyl]propenone 
• 1365620-55-8 (E)-[3-(biphenyl-4-yl)-1-(1,3-dihydro-1-hydroxy-2,1-benzoxaborol-6-yl)]propenone 
• 1365620-69-4 (E)-[1-(1,3-dihydro-1-hydroxy-2,1-benzoxaborol-6-yl)-3-(4-ethylphenyl)]propenone 
• 1365620-70-7 (E)-[1-(1,3-dihydro-1-hydroxy-2,1-benzoxaborol-6-yl)-3-(4-(methylthio)phenyl)]propenone 
• 1365620-71-8 (E)-[1-(1,3-dihydro-1-hydroxy-2,1-benzoxaborol-6-yl)-3-(4-methoxyphenyl)]propenone 
• 1365620-72-9 (E)-[3-(4-(benzyloxy)phenyl)-1-(1,3-dihydro-1-hydroxy-2,1-benzoxaborol-6-yl)]propenone 
• 1365620-73-0 (E)-[1-(1,3-dihydro-1-hydroxy-2,1-benzoxaborol-6-yl)-3-(4-hydroxyphenyl)]propenone 
• 1365620-74-1 (E)-[3-(4-aminophenyl)-1-(1,3-dihydro-1-hydroxy-2,1-benzoxaborol-6-yl)]propenone 
• 1365620-75-2 (E)-N-(4-(3-(1,3-dihydro-1-hydroxy-2,1-benzoxaborol-6-yl)acryloyl)phenyl)acetamide 
• 1365620-76-3 (E)-[1-(1,3-dihydro-1-hydroxy-2,1-benzoxaborol-6-yl)-3-(2-fluorophenyl)]propenone 
• 1365620-77-4 (E)-[1-(1,3-dihydro-1-hydroxy-2,1-benzoxaborol-6-yl)-3-(3-fluorophenyl)]propenone 
• 1365620-78-5 (E)-[1-(1,3-dihydro-1-hydroxy-2,1-benzoxaborol-6-yl)-3-m-tolyl]propenone 
• 1365620-79-6 (E)-[1-(1,3-dihydro-1-hydroxy-2,1-benzoxaborol-6-yl)-3-(3,4-dimethylphenyl)]propenone 

Relevant articles and documents

QUINAZOLINE DERIVATIVES AS ECTONUCLEOTIDE PYROPHOSPHATASE PHOSPHODIESTERASE 1 INHIBITORS

The present disclosure provides certain quinazoline compounds that inhibit ectonucleotide pyrophosphatase/phosphodiesterase 1 (ENPP1) enzymatic activity and are therefore useful for the treatment of diseases and conditions modulated at least in part by ENPP1. Also provided are pharmaceutical compositions containing such compounds and processes for preparing such compounds.

Protection of the Benzoxaborole Moiety: Synthesis and Functionalization of Zwitterionic Benzoxaborole Complexes

The synthesis and utility of three benzoxaborole protecting groups are reported. These protecting groups improve organic solubility and allow otherwise incompatible reactions (oxidations, substitutions, and mild reductions) to be achieved in the presence of the benzoxaborole moiety. 3-(N,N-Dimethylamino)-1-propanol was determined to be useful in one-step sequences and is readily cleaved upon workup. Two other groups, N-methylsalicylidenimine and 2-[1-(methylimino)ethyl]phenol, are suitable for multistep syntheses. Deprotection with mild aqueous acid allows for chromatography-free isolation of the benzoxaborole in high yields.

Chalcone–benzoxaborole hybrids as novel anticancer agents

In this study, we report the synthesis of a series of chalcone–benzoxaborole hybrid molecules and the evaluation of their anticancer activity. Their anticancer potency and toxicity were tested on three human cancer cell lines and two normal cell lines. The 4-fluoro compound 15 was found to be the most potent compound with an IC50value of 1.4 μM on SKOV3 cells. The 4-iodo compound 18 and 3-methyloxy-4-amino compound 47 showed good potency on SKOV3 cells while exhibiting low toxicity on normal cells. This work extended the application of benzoxaboroles to the field of anticancer research.