887831-90-5

Basic information

• Product Name: 3-{[(tert-Butoxy)carbonyl](ethyl)amino}phenylboronic acid
• Synonyms: 3-(N-BOC-N-methylamino)phenylboronic acid;3-{[(tert-Butoxy)carbonyl](ethyl)amino}phenylboronic acid;3-{[(tert-Butoxy)carbonyl](methyl)amino}phenylboronic acid
• CAS NO: 887831-90-5
• Molecular Formula: C₁₂H₁₈BNO₄
• Molecular Weight: 265.1132
• Mol File: 887831-90-5.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3-{[(tert-Butoxy)carbonyl](ethyl)amino}phenylboronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-{[(tert-Butoxy)carbonyl](ethyl)amino}phenylboronic acid(887831-90-5)
• EPA Substance Registry System: 3-{[(tert-Butoxy)carbonyl](ethyl)amino}phenylboronic acid(887831-90-5)

Safety Data

• Hazardous Substances Data: 887831-90-5(Hazardous Substances Data)

Usage

General Description

3-{[(tert-Butoxy)carbonyl](ethyl)amino}phenylboronic acid is an organic compound made up of a phenylboronic acid group attached to an ethylamine functional group which is further substituted with a tert-butoxycarbonyl group. This chemical is used in various research and industrial applications due to its potential as a building block in organic synthesis, including pharmaceutical synthesis. The tert-butoxycarbonyl group typically serves as an amine-protecting group, making the compound more stable and less reactive during synthesis processes needed to construct complex molecules. It also contains a boronic acid functional group, which can form boronate esters and can participate in Suzuki-Miyaura cross-coupling reactions, a widely used method for creating carbon-carbon bonds.

Upstream product

• 330793-09-4 tert-butyl N-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)phenyl]carbamate 
• 5419-55-6 Triisopropyl borate 
• 57598-34-2 3-Bromo-N-tert-butoxycarbonyl-N-methylaniline 
• 817618-57-8 tert-butyl methyl-[3-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)phenyl]carbamate 

Downstream Products

• 887831-91-6 tert-butyl [3-(2-bromopyrimidin-5-yl)phenyl]methyl-carbamate 

Relevant articles and documents

Improvement of Cell Permeability of Human Neuronal Nitric Oxide Synthase Inhibitors Using Potent and Selective 2-Aminopyridine-Based Scaffolds with a Fluorobenzene Linker

Inhibition of neuronal nitric oxide synthase (nNOS) is a promising therapeutic approach to treat neurodegenerative diseases. Recently, we have achieved considerable progress in improving the potency and isoform selectivity of human nNOS inhibitors bearing a 2-aminopyridine scaffold. However, these inhibitors still suffered from too low cell membrane permeability to enter into CNS drug development. We report herein our studies to improve permeability of nNOS inhibitors as measured by both PAMPA-BBB and Caco-2 assays. The most permeable compound (12) in this study still preserves excellent potency with human nNOS (Ki = 30 nM) and very high selectivity over other NOS isoforms, especially human eNOS (hnNOS/heNOS = 2799, the highest hnNOS/heNOS ratio we have obtained to date). X-ray crystallographic analysis reveals that 12 adopts a similar binding mode in both rat and human nNOS, in which the 2-aminopyridine and the fluorobenzene linker form crucial hydrogen bonds with glutamate and tyrosine residues, respectively.

NOVEL BIAROMATIC COMPOUNDS WHICH ACTIVATE PPARγ TYPE RECEPTORS, AND USE THEREOF IN COSMETIC OR PHARMACEUTICAL COMPOSITIONS

The invention relates to novel biaromatic compounds which correspond to the general formula (I), and also to a process for preparing them and to their use in pharmaceutical compositions intended for use in human or veterinary medicine (in dermatology, and also in the field of cardiovascular diseases, immune diseases and/or diseases associated with lipid metabolism), or alternatively in cosmetic compositions.