193290-20-9

Basic information

• Product Name: 2-(4-bromo-2-fluorophenyl)ethanol
• Synonyms: 2-(4-bromo-2-fluorophenyl)ethanol
• CAS NO: 193290-20-9
• Molecular Weight: 219.053
• Mol File: 193290-20-9.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: 2-(4-bromo-2-fluorophenyl)ethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-bromo-2-fluorophenyl)ethanol(193290-20-9)
• EPA Substance Registry System: 2-(4-bromo-2-fluorophenyl)ethanol(193290-20-9)

Safety Data

• Hazardous Substances Data: 193290-20-9(Hazardous Substances Data)

Upstream product

• 193290-19-6 methyl 2-(4-bromo-2-fluoro-phenyl)acetate 
• 151982-51-3 4-bromo-2-fluorobenzoyl chloride 
• 112704-79-7 2-fluoro-4-bromobenzoic acid 
• 114897-91-5 (4-bromo-2-fluorophenyl)acetonitrile 
• 114897-92-6 2-(4-bromo-2-fluoro-phenyl)acetic acid 

Downstream Products

• 924312-10-7 [2-(4-bromo-2-fluorophenyl)ethoxy](tert-butyl)dimethylsilane 
• 1426050-15-8 2-bromo-2-(4-bromo-2-fluorophenyl)ethyl acetate 
• 1426050-16-9 2-(4-bromo-2-fluorophenyl)-2-(4-cyclopropyl-3-oxo-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)ethyl acetate 
• 1370447-97-4 4-[2-(4-bromo-2-fluorophenyl)ethyl]morpholine 
• 1370446-23-3 2-[3-(3-chlorophenyl)-1-{3-fluoro-4-[2-(morpholin-4-yl)ethyl]phenyl}-5-oxo-1,5-dihydro-4H-1,2,4-triazol-4-yl]-N-(propan-2-yl)acetamide 
• 916516-85-3 C₈H₆BrFO 

Relevant articles and documents

Matrix Metalloproteinase 13 Inhibitors for Modulation of Osteoclastogenesis: Enhancement of Solubility and Stability

Matrix metalloproteinase 13 (MMP-13) activity has been correlated to breast cancer bone metastasis. It has been proposed that MMP-13 contributes to bone metastasis through the promotion of osteoclastogenesis. To explore the mechanisms of MMP-13 action, we previously described a highly efficacious and selective MMP-13 inhibitor, RF036. Unfortunately, further pursuit of RF036 as a probe of MMP-13 in vitro and in vivo activities was not practical due to the limited solubility and stability of the inhibitor. Our new study has explored replacing the RF036 backbone sulfur atom and terminal methyl group to create inhibitors with more favorable pharmacokinetic properties. One compound, designated inhibitor 3, in which the backbone sulfur and terminal methyl group of RF036 were replaced by nitrogen and oxetane, respectively, had comparable activity, selectivity, and membrane permeability to RF036, while exhibiting greatly enhanced solubility and stability. Inhibitor 3 effectively inhibited MMP-13-mediated osteoclastogenesis but spared collagenolysis, and thus represents a next-generation MMP-13 probe applicable for in vivo studies of breast cancer metastasis.

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.

PROTEOLYSIS TARGETING CHIMERA (PROTACS) AS DEGRADERS OF SMARCA2 AND/OR SMARCA4

The present invention encompasses compounds of formula (I) wherein the groups R1,A, G, LK and t have the meanings given in the claims and specification, their use as degraders of SMARCA2 and/or SMARCA4, pharmaceutical compositions which contain compounds of this kind and their use as medicaments/medical uses, especially as agents for treatment and/or prevention of oncological diseases.