916516-85-3

Basic information

• Product Name: 2-(4-BROMO-2-FLUOROPHENYL)ACETALDEHYDE
• Synonyms: 2-(4-BROMO-2-FLUOROPHENYL)ACETALDEHYDE;(4-Bromo-2-fluorophenyl)acetaldehyde
• CAS NO: 916516-85-3
• Molecular Formula: C8H6BrFO
• Molecular Weight: 217.04
• Product Categories: Aromatic Aldehydes & Derivatives (substituted)
• Mol File: 916516-85-3.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(4-BROMO-2-FLUOROPHENYL)ACETALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-BROMO-2-FLUOROPHENYL)ACETALDEHYDE(916516-85-3)
• EPA Substance Registry System: 2-(4-BROMO-2-FLUOROPHENYL)ACETALDEHYDE(916516-85-3)

Safety Data

• Hazardous Substances Data: 916516-85-3(Hazardous Substances Data)

Usage

Physical state

Pale yellow to brown liquid

Odor

Strong, pungent

Uses

Intermediate in the synthesis of pharmaceuticals and agrochemicals; building block in the production of various organic compounds

Functional groups

Bromo, fluoro

Toxicity

Can be toxic if ingested, inhaled, or absorbed through the skin

Handling

Should be handled with caution in a controlled laboratory environment.

Upstream product

• 193290-20-9 2-(4-bromo-2-fluorophenyl)ethan-1-ol 
• 193290-19-6 methyl 2-(4-bromo-2-fluoro-phenyl)acetate 
• 114897-92-6 2-(4-bromo-2-fluoro-phenyl)acetic acid 

Relevant articles and documents

Synthesis and inhibitory studies of phosphonic acid analogues of homophenylalanine and phenylalanine towards alanyl aminopeptidases

A library of novel phosphonic acid analogues of homophenylalanine and phenylalanine, containing fluorine and bromine atoms in the phenyl ring, have been synthesized. Their inhibitory properties against two important alanine aminopeptidases, of human (hAPN, CD13) and porcine (pAPN) origin, were evaluated. Enzymatic studies and comparison with literature data indicated the higher inhibitory potential of the homophenylalanine over phenylalanine derivatives towards both enzymes. Their inhibition constants were in the submicromolar range for hAPN and the micromolar range for pAPN, with 1-amino-3-(3-fluorophenyl) propylphosphonic acid (compound 15c) being one of the best low-molecular inhibitors of both enzymes. To the best of our knowledge, P1 homophenylalanine analogues are the most active inhibitors of the APN among phosphonic and phosphinic derivatives described in the literature. Therefore, they constitute interesting building blocks for the further design of chemically more complex inhibitors. Based on molecular modeling simulations and SAR (structure-activity relationship) analysis, the optimal architecture of enzyme-inhibitor complexes for hAPN and pAPN were determined.