211495-66-8

Basic information

• Product Name: Phenol, 4-bromo-2-ethoxy- (9CI)
• Synonyms: Phenol, 4-bromo-2-ethoxy- (9CI)
• CAS NO: 211495-66-8
• Molecular Formula: C8H9BrO2
• Molecular Weight: 217.05986
• Product Categories: ETHOXY
• Mol File: 211495-66-8.mol

Chemical Properties

• Boiling Point: 265.8±20.0 °C(Predicted)
• Appearance: /
• Density: 1.501±0.06 g/cm3(Predicted)
• PKA: 9.53±0.18(Predicted)
• CAS DataBase Reference: Phenol, 4-bromo-2-ethoxy- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Phenol, 4-bromo-2-ethoxy- (9CI)(211495-66-8)
• EPA Substance Registry System: Phenol, 4-bromo-2-ethoxy- (9CI)(211495-66-8)

Safety Data

• Hazardous Substances Data: 211495-66-8(Hazardous Substances Data)

Upstream product

• 94-71-3 2-Ethoxyphenol 

Relevant articles and documents

Structure-based design, docking and binding free energy calculations of a366 derivatives as spindlin1 inhibitors

The chromatin reader protein Spindlin1 plays an important role in epigenetic regulation, through which it has been linked to several types of malignant tumors. In the current work, we report on the development of novel analogs of the previously published lead inhibitor A366. In an effort to improve the activity and explore the structure–activity relationship (SAR), a series of 21 derivatives was synthesized, tested in vitro, and investigated by means of molecular modeling tools. Docking studies and molecular dynamics (MD) simulations were performed to analyze and rationalize the structural differences responsible for the Spindlin1 activity. The analysis of MD simulations shed light on the important interactions. Our study highlighted the main structural features that are required for Spindlin1 inhibitory activity, which include a positively charged pyrrolidine moiety embedded into the aromatic cage connected via a propyloxy linker to the 2-aminoindole core. Of the latter, the amidine group anchor the compounds into the pocket through salt bridge interactions with Asp184. Different protocols were tested to identify a fast in silico method that could help to discriminate between active and inactive compounds within the A366 series. Rescoring the docking poses with MM-GBSA calculations was successful in this regard. Because A366 is known to be a G9a inhibitor, the most active developed Spindlin1 inhibitors were also tested over G9a and GLP to verify the selectivity profile of the A366 analogs. This resulted in the discovery of diverse selective compounds, among which 1s and 1t showed Spindlin1 activity in the nanomolar range and selectivity over G9a and GLP. Finally, future design hypotheses were suggested based on our findings.

Regioselective bromination of arenes mediated by triphosgene-oxidized bromide

This article first time describes triphosgene (BTC) as an oxidant while the non-toxic and easy-to-handle potassium bromide (KBr) as the source of bromine to the bromination reaction of aromatic substrates. The novel brominating protocol gives excellent para-regioselectivity of the alkoxyl/hydroxyl arenes and high yield, offering good potential of commercial scale applications. The mechanism of “Triphosgene oxidize bromide” was proposed.

PHOSPHODIESTERASE 4 INHIBITORS

PDE4 inhibition is achieved by novel compounds, e.g., N-substituted aniline and diphenylamine analogs. The compounds of the present invention are of Formula I: wherein R1, R2, R3, and R4 are as defined herein.