1268390-40-4

Basic information

• Product Name: ethyl [2-(1,3-dihydro-1-hydroxy-2,1-benzoxaborol-6-yloxy)]-2-phenylacetate
• Synonyms: ethyl [2-(1,3-dihydro-1-hydroxy-2,1-benzoxaborol-6-yloxy)]-2-phenylacetate
• CAS NO: 1268390-40-4
• Molecular Weight: 312.13
• Mol File: 1268390-40-4.mol

Chemical Properties

• CAS DataBase Reference: ethyl [2-(1,3-dihydro-1-hydroxy-2,1-benzoxaborol-6-yloxy)]-2-phenylacetate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl [2-(1,3-dihydro-1-hydroxy-2,1-benzoxaborol-6-yloxy)]-2-phenylacetate(1268390-40-4)
• EPA Substance Registry System: ethyl [2-(1,3-dihydro-1-hydroxy-2,1-benzoxaborol-6-yloxy)]-2-phenylacetate(1268390-40-4)

Safety Data

• Hazardous Substances Data: 1268390-40-4(Hazardous Substances Data)

Upstream product

• 1222010-85-6 2-((4-(benzyloxy)-2-bromobenzyl)oxy)tetrahydro-2H-pyran 
• 1222010-84-5 2-((2-bromo-4-fluorobenzyl)oxy)tetrahydro-2H-pyran 
• 59142-68-6 2-bromo-4-fluorobenzaldehyde 
• 1196473-37-6 6-hydroxyl-1,3-dihydro-1-hydroxy-2,1-benzoxaborole 
• 2882-19-1 ethyl 2-phenyl-2-bromoacetate 
• 1222010-47-0 6-benzyloxy-1,3-dihydro-1-hydroxy-2,1-benzoxaborole 
• 1226773-36-9 (5-(benzyloxy)-2-formylphenyl)boronic acid 
• 1226773-35-8 C₁₆H₁₅BrO₃ 
• 773097-04-4 2-(2-bromo-4-fluorophenyl)-1,3-dioxolane 

Relevant articles and documents

BORON-CONTAINING SMALL MOLECULES AS ANTIPROTOZOAL AGENTS

This invention provides novel compounds of the following formula useful for treating protozoal infections, pharmaceutical compositions containing such compounds, as well as combinations of these compounds with at least one additional therapeutically effective agent.

Design, synthesis, and structure-activity relationship of trypanosoma brucei leucyl-tRNA synthetase inhibitors as antitrypanosomal agents

African trypanosomiasis, caused by the proto zoal pathogen Trypanosoma brucei (T. brucei), is one of the most neglected tropical diseases that are in great need of new drugs. We report the design and synthesis of T. brucei leucyl-tRNA synthetase (TbLeuRS) inhibitors and their structure-activity relationship. Benzoxaborole was used as the core structure and C(6) was modified to achieve improved affinity based on docking results that showed further binding space at this position. Indeed, compounds with C(7) substitutions showed diminished activity due to clash with the eukaryote specific I4ae helix while substitutions at C(6) gave enhanced affinity. TbLeuRS inhibitors with IC 50 as low as 1.6 μM were discovered, and the structure-activity relationship was discussed. The most potent enzyme inhibitors also showed excellent T. brucei parasite growth inhibition activity. This is the first time that TbLeuRS inhibitors are reported, and this study suggests that leucyl-tRNA synthetase (LeuRS) could be a potential target for antiparasitic drug development.